Shows
Fun in Key West PodcastExploring Key West's Best Breakfast Spots: A Tasty Tuesday Guide Exploring Key West's Best Breakfast Spots: A Tasty Tuesday Guide In this episode of the Fun in Key West podcast, host Michele O'Connor provides an insider's guide to the best breakfast spots in Key West. From iconic locations like Blue Heaven and Pepe's Cafe to hidden gems like Sandy's Cafe and Glazed Donuts, Michele lists must-try places that offer delicious breakfast options. Additionally, she introduces the different 'Key West Breakfast Personalities,' including the Slow Sipper, Recovery Specialist, Brunch Maximalist, and Local Looper. Michele offers pro tips on avoiding the breakfast rush and maximizing your morning meal experience in Key...
2026-01-2524 minFun in Key West PodcastExploring the Historic Key West Aquarium: A Dive into Tourism History Exploring the Historic Key West Aquarium: A Dive into Tourism History In this episode of Fun in Key West, host Michele O'Connor takes listeners on a historical journey through the Key West Aquarium. Michele uncovers how the aquarium, built in the 1930s with the support of the Works Progress Administration, became the first open-air aquarium in the United States and a pivotal point in the transformation of Key West into a tourism hotspot. The episode covers the challenges faced over the years, including hurricanes and economic shifts, and highlights the aquarium's role in educating and captivating visitors with its marine l...
2026-01-1916 minFun in Key West PodcastDiscover Key West's Boathouse: Happy Hour and History Combined Discover Key West's Boathouse: Happy Hour and History Combined In this episode of the Fun in Key West podcast, host Michele O'Connor dives into one of Key West's most beloved happy hour spots, the Boathouse, which is located in the historic seaport. O'Connor shares insider details on their half-price small plates, waterfront views, and fascinating historical significance tied to the location. Listeners will learn about the Boathouse's move from Front Street to its current spot, popular menu items, and historical tidbits about the turtle corrals previously on-site. Michele also encourages listeners to join the fun at Fun in Key West...
2026-01-1912 minFun in Key West PodcastDiving into Key West's Sponging History Diving into Key West's Sponging History Welcome to the Fun in Key West podcast, hosted by Michele O'Connor. In this episode with a fresh theme song and intro, Michele explores the fascinating history of the sponging industry in Key West. Discover how this unexpected industry blossomed in the 1820s, peaked in the 1890s, and eventually declined due to overharvesting and environmental damage. Learn about the economic impact on Key West, the influence of Greek divers, and the modern-day connections to this historic trade. Michele also highlights the importance of Key West's historic markers and encourages visiting funinkeywest.com for more...
2025-12-0117 minFun in Key West PodcastExploring Key West Through Food: The Ultimate Guide to Tasty Tuesday Exploring Key West Through Food: The Ultimate Guide to Tasty Tuesday In this episode of the Fun in Key West podcast, host Michele O'Connor introduces listeners to the vibrant food scene of Key West through a variety of food tours. She details four main tours: the Southernmost Food and Cultural Walking Tour, the Historic Seaport Seafood Lovers Tour, a Craft Cocktail Crawl, and the Hemingway Experience. Michele explains each tour's unique offerings, highlights their durations, what visitors can expect to taste, and offers practical tips for making the most of each experience. The episode emphasizes the importance of booking tours e...
2025-11-1019 minFun in Key West PodcastThe Outer Mole: Key West's Historic Evolution The Outer Mole: Key West's Historic Evolution In this episode of the 'Fun in Key West' podcast, host Michele O'Connor delves into the fascinating history of the Outer Mole at Key West. Michele guides listeners through the transformation of the Outer Mole from wooden docks built before the Civil War to its current role as a concrete pier for large cruise ships and military vessels. The episode covers the Outer Mole's evolution, including its role during World War I and II and the transition to modern times when the Navy sold most of its property but retained this crucial docking s...
2025-11-1018 minFun in Key West PodcastExploring the World of Low-Carb Mocktails Exploring the World of Low-Carb Mocktails In this episode of the Fun in Key West podcast, host Michele O'Connor dives into the vibrant and refreshing world of mocktails. Whether you're participating in Sober October, gearing up for Dry January, or simply looking for healthier, low-carb drink options, this episode is packed with tips and recipes. Michele discusses the art of creating balanced mocktails using fresh ingredients, keto-friendly sweeteners, and non-alcoholic alternatives. She also touches on the growing acceptance and popularity of mocktails in social settings and offers ideas for incorporating them into your daily routine. Listeners are encouraged to share...
2025-11-0217 minFun in Key West PodcastKey West: A Literary Haven Key West: A Literary Haven In this episode of the Fun in Key West podcast, host Michele O'Connor welcomes listeners to explore the creative soul of Key West. The episode serves as an insider's guide to the island, diving deep into its rich literary history. The discussion covers famous authors who have been inspired by Key West, including Ernest Hemingway, Tennessee Williams, Robert Frost, and Judy Blume. Michele highlights notable spots such as Hemingway's home, the Tennessee Williams Museum, and other local literary landmarks. The episode also promotes the podcast's book club, VIP club, and upcoming events, encouraging listeners to e...
2025-11-0221 minFun in Key West PodcastRaising a Glass to Tiki Culture: History, Drinks, and Mocktails Raising a Glass to Tiki Culture: History, Drinks, and Mocktails In this episode of the 'Fun in Key West' podcast, host Michele O'Connor dives into the tropical vibes of tiki culture. The podcast covers the history of tiki bars, starting from the 1930s with Don the Beachcomber, and highlights significant tiki landmarks like Trader Vic's. Michele discusses what makes a drink 'tiki,' from ingredients like pineapple juice and coconut cream to unique garnishes. The episode also focuses on creating non-alcoholic tiki mocktails, offering recipes and tips for enjoyable, alcohol-free beverages. Listeners are encouraged to participate in the Key West c...
2025-11-0222 minFun in Key West PodcastThe Impact of Steam Power on Key West The Impact of Steam Power on Key West In this episode of the 'Fun in Key West' podcast, host Michele O'Connor takes listeners on a journey through the fascinating history of steam power and its transformative impact on Key West. From enabling quicker maritime travel and aiding in the fight against piracy to powering trains and lighting up homes, steam power turned Key West into a vital hub of commerce, travel, and military strategy. Michele highlights how steam power contributed to significant historical events like the Civil War and the California Gold Rush. She encourages listeners to explore Key West's h...
2025-11-0210 minFun in Key West PodcastExploring October Festivities in Key West: Weather, Events, and More Exploring October Festivities in Key West: Weather, Events, and More In this episode of the Fun in Key West podcast, host Michele O'Connor provides an insider's guide to enjoying Key West in October. She highlights the area's perfect weather, foodie adventures, music festivals, and the legendary Fantasy Fest. Listeners get a rundown of weekly and monthly events, including the Truman Annex Farmer's Market, fly fishing championships, and the Key West Music Festival. Michele emphasizes the impact of hurricane season and offers flexible travel tips. Additionally, she discusses unique activities such as ghost tours, the annual Zombie Bike Ride, and various...
2025-10-1312 minFun in Key West PodcastUncovering the Wild History of Key West's Old Custom House Uncovering the Wild History of Key West's Old Custom House In this episode of the Fun in Key West podcast, host Michele O'Connor explores the fascinating history of Key West's old Custom House. From its pivotal role in the wrecking industry, which turned Key West into one of America's wealthiest cities, to its transformation into the current Custom House Inn, Michele dives into thrilling tales of shipwrecks, treasure hunts, and the lawlessness of the 19th century. The episode also includes interesting facts about the structure's relocation and its continued historical significance. She encourages listeners to explore Key West's historic markers...
2025-10-1313 minFun in Key West PodcastThe Ultimate First Timer's Guide to Key West The Ultimate First Timer's Guide to Key West In this episode of the Fun in Key West podcast, host Michele O'Connor offers a detailed guide for first-time visitors planning a 2-3 day trip to Key West. She covers top dining spots like Cuban Coffee Queen, Blue Heaven, and Latitudes, along with must-visit locations such as the Hemingway House and Mallory Square. Michele provides insights on activities ranging from snorkeling to sunset cruises, emphasizing the importance of spontaneity and local tips like hydration and sunscreen. Listeners are encouraged to enjoy the laid-back island vibes and start planning their return trip even...
2025-10-0519 minFun in Key West PodcastHistoric Marker Monday: The Great Havana Hurricane of 1846 Historic Marker Monday: The Great Havana Hurricane of 1846 In this episode of the Fun in Key West podcast, host Michele O'Connor delves into the devastating Great Havana Hurricane of 1846. Michele describes the hurricane's catastrophic impact on Key West, including the loss of lives, the disappearance of a lighthouse, and the uprooting of the Key West Cemetery. She highlights the subsequent rebuilding efforts which led to a 300% increase in the population and improved construction techniques. Michele also discusses the importance of hurricane preparedness and shares some fun facts about Key West's geography and history. The episode aims to give listeners a c...
2025-09-2814 minFun in Key West PodcastKey West Festival Guide: Finding the Perfect Time to Visit Key West Festival Guide: Finding the Perfect Time to Visit In this episode of the Fun in Key West podcast, host Michele O'Connor provides a lively and comprehensive guide to the festivals and events in Key West throughout the year. Michele emphasizes the importance of checking the festival calendar first when planning your trip to avoid surprises and strategically plan your visit around or away from the bustling events. The episode covers major events from October's Fantasy Fest to July's Hemingway Days and beyond. Michele also discusses the value of staying informed about Key West's vibrant scene through resources on f...
2025-09-2013 minFun in Key West PodcastPirates, Shipwrecks, and the Wild History of Key West Pirates, Shipwrecks, and the Wild History of Key West In this episode of the Fun in Key West podcast, host Michele O'Connor takes listeners on a historical journey through Key West's intriguing past, covering pirates, naval missions, and shipwreck salvage. The story begins in the 1820s with the US Navy's efforts to eliminate pirates in the Caribbean, leading to the rise of the Mosquito Fleet. Michele details Commodore David Porter's pivotal role and the emergence of legal wreckers who turned shipwrecks into lucrative ventures, contributing to Key West becoming one of the wealthiest cities per capita in the United States. T...
2025-09-2017 minFun in Key West PodcastUnveiling the Mysteries of St. Mary's Star of the Sea Unveiling the Mysteries of St. Mary's Star of the Sea In this episode of the Fun in Key West podcast, host Michele O'Connor takes listeners on a journey through the rich history of St. Mary's Star of the Sea, Key West's oldest Roman Catholic parish. Michele delves into legends, key events, and architectural marvels of the church that has stood against hurricanes and other adversities. She explores its origins in the 1840s, the devastating fire of 1901, and its stunning rebirth thanks to Jesuit architect Brother Cornelius Otten. The episode also highlights the grotto built by Sister Louise Gabriel, which locals b...
2025-09-1418 minFun in Key West PodcastExploring Key West's History: The Rise and Fall of the Mallory Steamship Line Exploring Key West's History: The Rise and Fall of the Mallory Steamship Line In this episode of the Fun in Key West podcast, host Michele O'Connor takes listeners on a journey back to the 1870s to explore the history of the Mallory Steamship Line, a vital link between the North and South that significantly impacted the development of Key West. The episode covers the founding of the company by Charles Henry Mallory, its contributions during the Civil War, and its golden age of steam travel before being overshadowed by Henry Flagler's railroad. The story also touches on the evolution of t...
2025-09-0613 minFun in Key West PodcastRomantic Getaways in Key West: Top Activities and Tips Romantic Getaways in Key West: Top Activities and Tips In this episode of the Fun in Key West podcast, host Michele O'Connor discusses why Key West is an ideal destination for couples seeking a romantic getaway. She covers a wide range of activities from sunset sails, butterfly gardens, and meeting flamingos to visiting historic sites like the Ernest Hemingway Home and the Audubon House. Michele also shares insider tips on the best times to visit Key West for romance, where to stay, and how to make the trip Instagram-worthy. Listeners will learn about romantic dining options, fun tours, relaxing activities, a...
2025-08-2322 minFun in Key West PodcastKey West Roosters: From Fighters to Feathery Celebrities Key West Roosters: From Fighters to Feathery Celebrities In this episode of the Fun in Key West podcast, host Michele O'Connor dives into the fascinating history and cultural significance of Key West's most iconic residents — the roosters. Michele discusses how these birds transitioned from being food sources to fighters and ultimately becoming the free-range celebrities of the island. The episode covers their historical origins, their role in tourism, and the mixed feelings locals have about them. Michele also introduces the Key West Chicken Law, which protects these quirky birds. Tune in for fun rooster stories, explore more through Michele's blog pos...
2025-08-2314 minFun in Key West PodcastSipping Through Summer: Key West Cocktails & Island Vibes Sipping Through Summer: Key West Cocktails & Island Vibes In this episode of the Fun in Key West podcast, host Michele O'Connor takes listeners on a vibrant journey through the world of summer cocktails. The show kicks off with a warm welcome to new and returning listeners, promising insider tips on the best eats, drinks, and stays in Key West. Michele then dives into an exploration of summer drinks, shedding light on the fascinating stories and science behind favorite sips, including how cognac has become a summer star. The episode offers practical tips for setting up a backyard tiki bar, featuring s...
2025-08-2317 minFun in Key West PodcastExploring The Best Brunch Spots in Key West Exploring The Best Brunch Spots in Key West In this episode of the Fun in Key West podcast, host Michele O'Connor dives deep into the best brunch options Key West has to offer. Michele discusses iconic must-visit spots like Blue Heaven and Bagatelle, as well as hidden gems like Moondog Cafe and Anna's Cafe. The episode also covers brunch cruises and local favorites, making sure to highlight a variety of options for every type of brunch lover. Michele invites listeners to share their favorite brunch spots and reminds them to check out the Fun in Key West blog for more d...
2025-08-1817 minFun in Key West PodcastUnveiling Bruce Hall: Key West's Resilient Historical Gem Unveiling Bruce Hall: Key West's Resilient Historical Gem In this episode of the Fun in Key West podcast, host Michele O'Connor takes listeners on a deep dive into the history of Bruce Hall, the last remaining structure of the historic Ruth Hargrove Seminary. Michele explores the building's multifaceted past, from its roots as an educational hub in 1889, to serving as a wartime hospital during both World Wars, and later transitioning into a Navy commissary and ultimately back to an educational facility. This journey through Bruce Hall reflects the resilience, innovation, and sense of community in Key West, making it an e...
2025-08-1814 minFun in Key West PodcastKey West's Best Lunch Spots Revealed Key West's Best Lunch Spots Revealed In this episode of the Fun in Key West podcast, host Michele O'Connor provides an insider's guide to the best lunch destinations in Key West. From iconic eateries on Deval Street to hidden gems, Michele covers a wide array of culinary delights including Cuban cuisine, fresh seafood, and hearty comfort food. The episode highlights notable spots such as Garbos Grill, Blue Heaven, Eaton Street Market, and many more. Michele also invites listeners to share their favorite lunch spots and keeps them informed about additional guides and resources available on the Fun in Key West w...
2025-08-1821 minFun in Key West PodcastExploring Key West's Iconic Conch Fritters: A Tasty Island Adventure Exploring Key West's Iconic Conch Fritters: A Tasty Island Adventure In this episode of the Fun in Key West podcast, host Michele O'Connor dives into the delicious world of Key West conch fritters. Listeners get an insider's guide to the best places to savor this iconic island snack, from Louis's Backyard to Hogfish Bar and Grill. Michele also shares the history and cultural significance of conch fritters, along with tips on what makes a great fritter and which dipping sauces to try. Listeners are encouraged to share their favorite spots and join the conversation. The episode also highlights additional foodie g...
2025-08-1817 minFun in Key West PodcastTequila & Tiki Bars: Elevate Your Summer Cocktails Tequila & Tiki Bars: Elevate Your Summer Cocktails In this episode of the Fun in Key West podcast, host Michele O'Connor guides listeners through the vibrant world of tequila cocktails, perfect for enhancing any backyard tiki bar setup. Michele delves into the history and varieties of tequila, from Blanco to Reposado to Añejo, and offers practical tips for selecting the right bottle. The episode features recipes for classic margaritas, skinny margaritas, ranch water, Paloma cocktails, and more, including mocktail options for non-drinkers. Michele also shares tips for setting up a tiki bar, highlights the importance of using fresh ingredients, and en...
2025-08-1824 minFun in Key West PodcastDiscovering the Rich Cigar History of Key West Discovering the Rich Cigar History of Key West In this episode of the Fun in Key West podcast, host Michele O'Connor delves into the intriguing history of Key West's cigar industry. She explores how Key West was transformed into the cigar capital of the world in the late 19th century by Cuban exiles and their expertise in hand-rolling cigars. Michele provides fascinating insights into key figures like William Wall and pivotal locations like Green Street, and discusses the cultural impact that the cigar industry has had on the island. She also highlights the lingering Cuban influence in Key West's food, m...
2025-08-1718 minFun in Key West PodcastDiscover the Best Kayaking Adventures in Key West Discover the Best Kayaking Adventures in Key West In this episode of the Fun in Key West podcast, host Michele O'Connor dives into the top experiences for kayaking around Key West and the Florida Keys. Michele shares tips for both beginners and experienced kayakers, highlighting the serene mangrove tunnels, crystal-clear waters, and vibrant marine life you can encounter. She also recommends various tours, including clear kayak tours and moonlit paddles, as well as places to rent kayaks and important safety tips for your adventure. Tune in for insights on the best times to go, must-visit spots, and recommendations for enhancing y...
2025-08-1714 minFun in Key West PodcastExploring the Best Pizza Spots in Key West Exploring the Best Pizza Spots in Key West In this episode of the Fun in Key West podcast, host Michele O'Connor offers an insider's guide to the best pizza places in Key West. Michele begins with an engaging introduction about the laid-back vibe and unique offerings of Key West. She highlights various pizza spots, including Only Wood Pizzeria with its authentic Italian ingredients and brick oven from Naples, Clemente's Trolley Pizzeria known for its family-friendly atmosphere and gluten-free options, and Duetto Pizza which combines pizza, pints, and gelato for budget-friendly dining. Other notable mentions include Tica Wood-Fired Pizza with its N...
2025-08-1720 minFun in Key West PodcastExploring Key West History: The Cosgrove House and Banyan Resort Exploring Key West History: The Cosgrove House and Banyan Resort In this episode of the 'Fun in Key West' podcast, host Michele O'Connor delves into the rich history of Key West, with a special focus on the Cosgrove House, now known as the Banyan Resort. The episode covers the house's origins with founding father John Whitehead, its purchase by Captain Philip Cosgrove, and the impressive landscaping by Myrtle Cosgrove, including a famous banyan tree. Michele also shares ghost stories linked to the house, adding a spooky twist to its historical charm. Listeners can explore Key West's history through its many h...
2025-08-1712 minFun in Key West PodcastKey West Cocktail Adventures: Iconic Drinks and Hidden Gems Key West Cocktail Adventures: Iconic Drinks and Hidden Gems In this episode of the Fun in Key West podcast, hosted by Michele O'Connor, listeners are taken on a vibrant tour of Key West's iconic cocktail scene. From the legendary Sloppy Rita at Sloppy Joe's to the flaming zombie at the Tiki House, Michele explores must-try beverages that offer a taste of the island's spirit. The episode also features unique drink experiences at various local establishments, including Irish Kevin's, Hogs Breath Saloon, General Horseplay, the Roost, and Mary Ellen's. Michele encourages listeners to step out of their comfort zones and try t...
2025-08-1715 minFun in Key West PodcastMapping Out Your Journey from Tampa to Key West Mapping Out Your Journey from Tampa to Key West Join host Michele O'Connor in this episode of the Fun in Key West podcast as she answers the frequently asked question: 'How far is Tampa from Key West?' Michele provides a detailed guide covering multiple travel options, including driving, flying, and cruising. She shares insights on scenic drives, pit stops, flight details, and even cruise itineraries. Michele also offers practical travel tips and resources to ensure a seamless trip. Listeners are encouraged to explore the hidden gems, dining spots, and activities that make the journey as delightful as the destination. G...
2025-08-1712 minFun in Key West PodcastLobster Delights in Key West: Tasty Tuesday Special Lobster Delights in Key West: Tasty Tuesday Special In this episode of the Fun in Key West podcast, host Michele O'Connor dives into the world of Key West lobster. From the distinct characteristics of Florida's spiny lobster to the best spots to enjoy lobster dishes, Michele covers all you need to know for a perfect seafood adventure. You'll learn about the different lobster seasons, where to indulge in culinary experiences like Blue Heaven's lobster benedict or DJ's Clam Shack's lobster roll, and even tips for catching your own lobster using snorkel gear and a tickle stick. This comprehensive guide is p...
2025-08-1715 minFun in Key West PodcastExploring Key West's Rich Cigar History Exploring Key West's Rich Cigar History In this episode of the Fun in Key West podcast, host Michele O'Connor delves into the fascinating history of Key West's cigar industry, featuring a spotlight on the Martinez Havana Company factory building. The episode covers the boom of the cigar industry in the late 19th and early 20th centuries, Key West's status as a cigar manufacturing hub, and the architectural resilience of cigar factories designed to withstand hurricanes. The significance of the cigar industry on the island's economy and culture is highlighted, along with trivia and fun facts to entertain listeners. Michele also i...
2025-08-1713 minFun in Key West PodcastUltimate Key West Bachelor and Bachelorette Party Guide Ultimate Key West Bachelor and Bachelorette Party Guide In this episode of the Fun in Key West podcast, host Michele O'Connor dives into the ultimate guide for planning unforgettable bachelor and bachelorette parties in Key West. Michele offers insightful tips on water activities like renting a private charter boat, fishing with Fish Monster, and jet skiing. She also covers lively nightlife spots such as Sloppy Joe's, Irish Kevin's, and the Green Parrot, along with unique experiences like haunted pub crawls and sunset cruises. For the food enthusiasts, Michele recommends iconic spots like Blue Heaven for brunch and Conch Republic Seafood C...
2025-08-1616 minFun in Key West PodcastAugust in Key West: Events, Tips, and Hidden Gems August in Key West: Events, Tips, and Hidden Gems In this episode of the Fun in Key West podcast, host Michele O'Connor provides a comprehensive guide to enjoying Key West during the warm month of August. Michele covers everything from the ideal spots to eat and drink, to exclusive insights on local events like Lobster Fest, Rum Fest, and LGBTQ+ friendly Tropical Heat. She offers pro tips on avoiding the heat, seizing hotel deals, and exploring indoor activities like the Tropic Cinema when the rain hits. Additional highlights include upcoming Farmer's Markets, art shows, the Sheriff's Animal Farm, and the K...
2025-08-1616 minFun in Key West PodcastIconic Cocktails of Key West: History in a Glass Iconic Cocktails of Key West: History in a Glass In this episode of the 'Fun in Key West' podcast, host Michele O'Connor delves into the rich history behind some of Key West's most iconic cocktails. From the Rum Runner, which dates back to the Prohibition era, to the Key Lime Pie Martini that pays homage to the classic Key West dessert, each drink is explored for its origins and ties to the Florida Keys. Michele also touches on other tropical favorites like the Mojito, Pina Colada, and Mai Tai, providing delicious recipes and fascinating anecdotes. The episode not only informs l...
2025-08-1614 minFun in Key West PodcastSizzling Steaks in Key West: Top Picks for the Perfect Steak Night Sizzling Steaks in Key West: Top Picks for the Perfect Steak Night In this episode of the Fun in Key West podcast, host Michele O'Connor takes listeners on a delicious journey through some of the best steak spots in Key West. From luxurious prime cuts at Prime Steakhouse to Argentinian flavors at Viva Argentinian Steakhouse and retro vibes at Flaming Buoy Filet Co., Michele shares her top recommendations for a memorable steak night. She invites listeners to share their favorite steak spots and dishes, providing a comprehensive guide to satisfy steak cravings in the paradise of Key West. Additional details a...
2025-08-1609 minFun in Key West PodcastExploring Key West's Historic Neighborhood Store Exploring Key West's Historic Neighborhood Store In this episode of the Fun in Key West podcast, host Michele O'Connor takes listeners on a nostalgic journey to the historic neighborhood store located at 600 Francis Street. Michele describes how this corner store was the heart and soul of its community, providing not only daily essentials but also serving as a social hub where locals could catch up on news and gossip. The episode delves into the store's history, its role in supporting the local economy, and its enduring charm as a snapshot of old Key West. Michele also invites listeners to share t...
2025-08-1610 minFun in Key West PodcastKey Largo's Best Breakfast Spots: From Classic Diners to Cozy Cafes Key Largo's Best Breakfast Spots: From Classic Diners to Cozy Cafes In this episode of the Fun in Key West podcast, host Michele O'Connor takes listeners on a tantalizing journey through the best breakfast spots in Key Largo. From iconic local diners like Harriet's Restaurant, known for its oversized biscuits and key lime muffins, to unique eateries offering international dishes and health-focused options, Michele shares her top picks for morning meals in the Florida Keys. Highlights include Doc's Diner, Mrs. Mac's Kitchen, Cocoa Plum Place, Sandbar Donuts, and more. Listeners are encouraged to explore further via the linked show notes a...
2025-08-1611 minFun in Key West PodcastExploring Key West: The Fire of 1886 and Its Conspiracy Theories Exploring Key West: The Fire of 1886 and Its Conspiracy Theories In this episode of the Fun in Key West podcast, host Michele O'Connor delves into the intriguing history of the 1886 fire in Key West. Listeners are taken on a journey through the dramatic and suspicious details surrounding the blaze, discussing potential espionage, sabotage, and conspiracy theories. Michele provides context about Key West's role in the Cuban Revolution, highlights the key suspicious factors about the fire, and explains the lasting impact on the city's landscape and cigar industry. The episode inspires listeners to explore historic Key West markers and invites them t...
2025-08-1614 minFun in Key West PodcastExploring Key West's Best Sushi Spots Exploring Key West's Best Sushi Spots In this episode of the Fun in Key West podcast, host Michele O'Connor guides listeners through some of the best sushi spots in Key West. From the cozy Me So Happy to the vibrant Sushi Song, Michele highlights notable dishes and the unique vibes of each location. She emphasizes fresh ingredients and versatile dining experiences, whether for casual meals or date nights. Listeners are invited to share their own sushi favorites and food experiences, and to explore more recommendations on FunInKeyWest.com. The episode also introduces listeners to the Fun in Key West Book C...
2025-08-1009 minFun in Key West PodcastCruise Ship Adventures: Key West Edition Cruise Ship Adventures: Key West Edition In this episode of the Fun in Key West podcast, host Michele O'Connor offers a comprehensive guide to enjoying Key West, especially if you're arriving by cruise ship. The episode covers docking locations, including Pier B, Mallory Square Dock, and the Navy's Outer Mole Pier, and provides insider tips on maximizing your time on the island. Michele highlights must-visit spots like Duval Street, the Southernmost Buoy, Ernest Hemingway House, the Key West Aquarium, and more. She also shares recommendations for food, drink, and shopping, along with ways to avoid crowds and make the most o...
2025-08-1021 minFun in Key West PodcastUncovering Key West's Hidden Gem: The Cable Hut Uncovering Key West's Hidden Gem: The Cable Hut In this episode of the Fun In Key West podcast, host Michele O'Connor explores the fascinating history of the Cable Hut in Key West. Michele dives into the hut's role in revolutionizing global communications in the early 20th century, detailing how it protected the undersea cables that connected Key West to Cuba. The episode highlights the significance of the first international phone call made from Key West to Cuba on Christmas Day in 1900 and discusses how the Cable Hut ensured secure communications for decades. Michele also encourages listeners to appreciate this historic l...
2025-08-1012 minFun in Key West PodcastExploring Key West: Jose Marti's Historic Balcony and Cuban Influence Exploring Key West: Jose Marti's Historic Balcony and Cuban Influence In this episode of the Fun In Key West podcast, host Michele O'Connor takes listeners on a journey through Key West's rich history, focusing on the significant Cuban influence on the island. Michele highlights Jose Marti's famous speech from a balcony on Duval Street, rallying Cuban immigrants for Cuba's independence. The episode delves into the historical context of Key West's role in the Cuban Independence movement, the notable Perez Cigar Factory, and the enduring legacy of these events today, particularly through the La Terraza de Marti (La Te Da) Hotel. T...
2025-08-1014 minFun in Key West PodcastExploring the Haunted History of Key West Exploring the Haunted History of Key West Join host Michele O'Connor in this spooktacular episode of the Fun In Key West podcast as she dives into the eerie, haunted history of Key West. Michele guides listeners through notable haunted locations like Captain Tony's Saloon, Robert the Doll at the Fort East Martello Museum, and the historic St. Paul's Episcopal Church. She provides practical tips for taking ghost tours, including walking, trolley, and pub crawl tours. Perfect for thrill-seekers, this episode covers both well-known and obscure haunted spots, blending chilling tales with useful visitor information. Whether you're a local or planning y...
2025-08-1018 minFun in Key West PodcastExploring the Keys: Your Ultimate Marathon Day Trip Guide Exploring the Keys: Your Ultimate Marathon Day Trip Guide In this episode of the Fun In Key West podcast, host Michele O'Connor takes listeners on a virtual tour from Key West to Marathon along the overseas highway. She provides detailed insights into must-see spots such as the Dolphin Research Center, Turtle Hospital, Sombrero Beach, and the old seven-mile bridge. Michele shares travel tips, modes of transportation options, and highlights beautiful scenic views and unique roadside stops. Whether you are planning a day trip, love exploring new places, or are a fan of the Florida Keys, this episode is packed with v...
2025-08-1013 minFun in Key West PodcastFirst Timer Friday: Unique and Offbeat Adventures in Key West First Timer Friday: Unique and Offbeat Adventures in Key West In this episode of the 'Fun In Key West' podcast, host Michele O'Connor welcomes listeners to explore the quirky, unique, and lesser-known experiences of Key West. From bike tours with local legend Lloyd to meet-and-greets with famous flamingos at the Butterfly Conservatory, Michele covers a breadth of activities. Other standout mentions include ghost hunting tours with paranormal equipment, historical museums, food tours, kayak adventures, and sandbar sunsets. Designed for both newcomers and frequent visitors, this episode is packed with insider tips and experiences that showcase the charm and e...
2025-08-1014 minFun in Key West PodcastKey Largo vs. Key West: The Ultimate Florida Keys Showdown Key Largo vs. Key West: The Ultimate Florida Keys Showdown In this episode of the 'Fun In Key West' podcast, host Michele O'Connor guides listeners through a detailed comparison of Key Largo and Key West, two of the most popular destinations in the Florida Keys. Michele discusses the unique features of each location, from Key Largo's renowned diving spots and family-friendly activities to Key West's rich history, vibrant nightlife, and cultural attractions. Tune in for insider tips, must-see spots, and recommendations to help you decide whether to unwind in Key Largo or to soak up the lively atmosphere of Key W...
2025-08-1014 minFun in Key West PodcastLiving on Key West Time: The Ultimate Guide to Island Life Living on Key West Time: The Ultimate Guide to Island Life In this episode of the Fun In Key West podcast, host Michele O'Connor dives into the unique concept of 'Key West Time.' Beyond just being in the Eastern Standard Time zone, Key West operates on its own laid-back vibe. Michele discusses how to best experience Key West based on the time of the year, considering factors like daylight hours, tides, and seasonal events. Whether planning for long beach days in summer or adjusting schedules for the shorter winter days, listeners get tips on maximizing their Key West experience. K...
2025-08-1012 minFun in Key West PodcastUncover Key West's Unique Pub Crawls and Tours Uncover Key West's Unique Pub Crawls and Tours In this episode of the Fun In Key West podcast, host Michele O'Connor explores the unique and vibrant pub crawl scene in Key West. Michele delves into various themed pub crawls, from Tiki bar tours in the Florida Keys to craft cocktail strolls in Key West. Listeners get insights into different tour options, such as the immersive Hemingway experience, which includes tastings and a tour of the Hemingway House. Michele also highlights noteworthy tours like the haunted pub crawl, walking tours, and other experiences available on the Fun in Key West website. P...
2025-08-1010 minFun in Key West PodcastExploring Key West's Rich History: The Patterson Baldwin House Exploring Key West's Rich History: The Patterson Baldwin House In this episode of the Fun In Key West podcast, host Michele O'Connor delves into the fascinating history of the Patterson Baldwin House, Key West's first schoolhouse. Michele takes the listeners on a journey through its construction in 1838, survival through hurricanes, and its role in the historic preservation movement. She highlights the house's importance to the community, the architectural blend of Classic Revival and Bahamian styles, and its long ownership by the Baldwin family. The episode is packed with historical anecdotes, preservation efforts, and insights into the architectural soul of Key W...
2025-08-1013 minFun in Key West PodcastDiscover Key West on a Budget: Free Fun and Hidden Gems Discover Key West on a Budget: Free Fun and Hidden Gems In this episode of the Fun and Key West podcast, host Michele O'Connor offers budget-savvy tips and guides to exploring Key West without breaking the bank. Listeners will learn about free activities such as walking through historic neighborhoods, visiting iconic landmarks like the Kapok tree and Key West Cemetery, enjoying sunsets at Mallory Square, and exploring places like the Key West Garden Club and West Martello Tower. Michele also highlights local culture and curiosities, nature and wildlife spots, and free tours at the Key West First Legal Rum Distillery. Ad...
2025-08-0915 minFun in Key West PodcastNavigating Key West: Tips for Getting Around Paradise Navigating Key West: Tips for Getting Around Paradise In this episode of the Fun In Key West podcast, host Michele O'Connor introduces listeners to the best ways to explore Key West. Covering options like walking, biking, public transport, and ride-sharing, Michele offers practical tips and insider knowledge to help visitors get around the island without hassle. She highlights walking as the best way to experience Old Town, suggests renting bikes for a fun and flexible commute, and provides details on the Duval Loop bus and Key West Rides app for convenient public transport. Additional advice covers using taxis, Uber, and L...
2025-08-0915 minFun in Key West PodcastTasty Tuesday in Key West: The Ultimate Dinner Guide Tasty Tuesday in Key West: The Ultimate Dinner Guide In this episode of the Fun and Key West podcast, host Michele O'Connor provides an insider's guide to the best dinner spots in Key West. From fine dining at Latitudes on Sunset Key to grabbing a bite at the iconic Blue Heaven in Bahama Village, this guide covers a variety of options for different tastes and occasions. Michele also highlights key destinations for seafood lovers, Cuban cuisine enthusiasts, and fans of casual dining. Tune in to discover restaurant recommendations, pro tips, and why stretchy pants might become your new dinner uniform. Wh...
2025-08-0818 minFun in Key West PodcastDewey's Key West Retreat: A Blend of Chill Vibes and Big Ideas Dewey's Key West Retreat: A Blend of Chill Vibes and Big Ideas In this episode of the Fun In Key West podcast, host Michele O'Connor shares an insider's guide to the paradise of Key West, including where to eat, drink, and stay, as well as upcoming events and festivals. This particular episode highlights the historical marker and life of John Dewey, an educational pioneer who escaped the chill of New York winters to embrace Key West's laid-back vibe. Michele delves into Dewey's contributions to progressive education, his connection to Key West, and his balanced work-life approach. She encourages listeners to ex...
2025-07-0811 minFun in Key West PodcastTasty Tuesday: The Ultimate Key West Breakfast Guide Tasty Tuesday: The Ultimate Key West Breakfast Guide In this episode of the Fun In Key West podcast, host Michele O'Connor introduces listeners to Tasty Tuesday, dedicated to exploring the best breakfast spots in Key West. From grab-and-go cafes like Cuban Coffee Queen to sit-down favorites like Blue Heaven and Pepe's, Michele covers a variety of options for every type of breakfast lover. She provides details on where to enjoy outdoor seating, the best spots for people-watching, and the ultimate breakfast cocktails. Additionally, Michele shares insider tips on local customs, such as ordering Cuban coffee with sugar levels. Tune in f...
2025-06-2913 minFun in Key West PodcastUltimate Frozen Drink Guide to Key West Ultimate Frozen Drink Guide to Key West In this episode of the Fun In Key West podcast, hosted by Michele O'Connor, listeners are treated to an insider's guide to the best frozen drinks in Key West. Michele introduces the island's top spots for icy, slushy, and boozy drinks, from Flying Monkey's Saloon with its mix-and-match daiquiris to Fat Tuesday's signature 190 Octane and Mary Ellen's renowned frozen Irish coffee. She also hints at other unique drink options, such as custom Bloody Marys at BC Two Breakfast Club and Ram's Head. Michele encourages listeners to share their favorite drink spots and flavors w...
2025-06-2909 minFun in Key West PodcastExploring Key West's Coffee Culture: A Caffeinated Tasty Tuesday Exploring Key West's Coffee Culture: A Caffeinated Tasty Tuesday In this lively episode of the Fun In Key West podcast, host Michele O'Connor serves up a comprehensive guide to the best coffee spots in Key West, incorporating the island's unique Cuban coffee culture. From understanding how to order a café con leche to discovering local favorites like Cuban Coffee Queen and Sandy's, listeners are taken on a flavorful journey that highlights various coffee drinks and shop recommendations. This episode also includes tips for first-time Cuban coffee drinkers, fun facts about local coffee customs, and suggestions for visiting notable coffee shops an...
2025-06-2918 minFun in Key West PodcastWandering Wednesday: Can You Day Trip to The Bahamas from Key West? Wandering Wednesday: Can You Day Trip to The Bahamas from Key West? In this episode of the Fun In Key West podcast, hosted by Michele O'Connor, the focus is on whether it's feasible to take a day trip from Key West to The Bahamas. Michele dives into the geographic and logistical realities, explaining that while it's possible, it's not easy or practical for a single day. The episode covers flight and ferry options, travel times, and necessary preparations such as passports and planning. Michele also highlights must-see destinations and activities, both in The Bahamas and in Key West, offering tips f...
2025-06-2918 minFun in Key West PodcastThirsty Thursday: Enjoy Key West Happy Hours on a Budget Thirsty Thursday: Enjoy Key West Happy Hours on a Budget In this episode of the Fun and Key West podcast, host Michele O'Connor guides listeners through the best ways to enjoy Key West on a budget by taking advantage of local happy hours. Michele covers a variety of happy hour spots, including Alonzo's Oyster Bar, Half Shell Raw Bar, Hurricane Hole, Martin's Martini Bar, Mary Ellen's, Moondog Cafe and Bakery, The Roost, The Saint Hotel, Southernmost Beach Cafe, Thirsty Mermaid, Conch Republic Seafood Company, Schooner Wharf Bar, General Horseplay, Bagatelle, and First Flight. Each location offers unique discounts on drinks a...
2025-06-2924 minFun in Key West PodcastExploring Key Lime Pie: Publix Special and Key Lime Festival Highlights Exploring Key Lime Pie: Publix Special and Key Lime Festival Highlights In this episode of 'Fun In Key West,' host Michele O'Connor delves into the details of Key West's iconic dessert, key lime pie, specifically focusing on Publix's version known for its whipped cream and almond toppings. Michele provides a simple no-bake recipe for listeners to recreate this treat at home. The episode also explores the controversial origins of key lime pie, its cultural significance in the Keys, and highlights the upcoming Key Lime Festival in Key West, set for July 2nd through July 6th. Additionally, listeners are offered s...
2025-06-2924 minFun in Key West PodcastKey West Local Eats: Hidden Gems and Tourist Favorites Key West Local Eats: Hidden Gems and Tourist Favorites In this episode of the Fun In Key West podcast, host Michele O'Connor takes listeners on a culinary tour of Key West, revealing her favorite local spots as well as tourist hotspots that locals secretly love. Michele discusses a variety of dining options, including food trucks, seafood markets, and upscale restaurants. She highlights Garbos Grill and Hank's Hair of the Dog for their live music and dog-friendly atmosphere, Elsy for large portions of Cuban food, and Stock Island Kitchen for its eclectic American Southern menu. Michele also mentions Eaton Street Market fo...
2025-06-2915 minFun in Key West PodcastExploring the Freeman Curry House: A Journey through Key West HistoryExploring the Freeman Curry House: A Journey through Key West History In this episode of the Fun and Key West podcast, host Michele O'Connor introduces listeners to the vibrant history of Key West. Michele takes a stroll down Eaton Street to the Freeman Curry house, delving into its rich history of shipbuilders, Bahamian roots, political dynasties, and architectural charm. She discusses the house's construction in 1865, its relocation using mules, and its significant upgrades like indoor plumbing in the 1920s. The episode covers the transformation of the house into a boarding home and the contributions of the Curry and Freeman families to...
2025-06-2910 minFun in Key West PodcastExploring Key West: The Ultimate Snorkeling Adventure Exploring Key West: The Ultimate Snorkeling Adventure In this episode of the Fun In Key West podcast, host Michele O'Connor guides listeners through the best snorkeling spots in Key West, from the remote Dry Tortugas National Park to easy-access locations like Fort Zachary Taylor State Park. Michele shares insider tips on where to snorkel, helpful safety guidelines, and essential gear recommendations. Whether you're an experienced snorkeler or trying it for the first time, this episode provides valuable information to make your underwater adventure unforgettable. Additionally, listeners are encouraged to visit the podcast's website for more resources, tour bookings, and to j...
2025-05-1113 minFun in Key West PodcastMargaritas and Tropical Vibes: Crafting the Perfect Backyard Oasis Margaritas and Tropical Vibes: Crafting the Perfect Backyard Oasis In this episode of the Fun In Key West podcast, host Michele O'Connor takes listeners on a tropical journey filled with margaritas and backyard decor tips. Michele shares her homemade margarita mix recipe and variations to try, including fruity and spicy twists. She also offers ideas for creating a Key West-inspired backyard oasis, from string lights and tiki torches to tropical plants and colorful decor. The episode highlights the celebration of Mother's Day and summertime, encouraging listeners to set up a festive atmosphere for parties. Additionally, Michele invites listeners to join t...
2025-05-1114 minFun in Key West PodcastTasty Tuesday: Best Waterfront Dining Spots in Key WestTasty Tuesday: Best Waterfront Dining Spots in Key West Join Michele O'Connor as she guides you through the best waterfront dining spots in Key West. From the iconic Sunset Pier to the upscale charm of Latitudes on Sunset Key, Michele covers a diverse range of eateries catering to all tastes. Discover where to enjoy happy hours, romantic date nights, fish tacos on the beach, and more. Michele also shares useful tips on reservations and what to expect at each location. Whether you're planning a visit or simply daydreaming, this episode is filled with great recommendations and tropical vibes. 00:00 Welcome to Fu...
2025-05-1115 minFun in Key West PodcastExploring the History of the USCGC Ingham: Key West's Floating TreasureExploring the History of the USCGC Ingham: Key West's Floating Treasure In this episode of the Fun and Key West podcast, host Michele O'Connor takes listeners on an intriguing journey aboard the United States Coast Guard Cutter Ingham, the most decorated ship in Coast Guard history. The episode provides a detailed historical overview of the Ingham's service from 1936 to 1988, covering its heroic missions during World War II, the Korean and Vietnam Wars, and its peacetime duties. Michele highlights the ship's current status as a museum and a unique venue for viewing Key West sunsets. For more tips on attractions in Ke...
2025-05-1110 minFun in Key West PodcastDiscovering Key West: Local Insider Tips and Hidden Gems Discovering Key West: Local Insider Tips and Hidden Gems In this episode of the Fun In Key West podcast, host Michele O'Connor offers an insider's guide to experiencing Key West like a local. Michele addresses a frequently asked question: 'Where do the locals go?' She highlights that locals frequent both popular tourist spots and hidden gems unique to the island. Michele recommends cozy cafes, music spots, sandbar excursions, and cultural activities such as yoga on the beach, pottery classes, and visiting the Red Barn Theater. She also mentions local favorite eateries like El Siboney and Garbo's Grill. From family-friendly ac...
2025-05-0413 minFun in Key West PodcastSurviving Key West Nightlife: Hangover Tips & Tricks Surviving Key West Nightlife: Hangover Tips & Tricks In this episode of the Fun In Key West podcast, host Michele O'Connor provides listeners with an insider's guide to surviving and thriving in Key West's nightlife. From understanding the causes of hangovers to offering practical tips on recovery and prevention, Michele covers it all. Topics include the importance of hydration, the role of greasy foods, the benefits of IV services, and strategies for pacing oneself while enjoying the vibrant Duval Street scene. Michele also shares local tips on where to eat and drink, and warns against common mistakes like drinking on an em...
2025-05-0412 minFun in Key West PodcastThe Magic of Key West Sunsets: Science, Spots, and Tips The Magic of Key West Sunsets: Science, Spots, and Tips In this episode of the Fun In Key West podcast, host Michele O'Connor dives deep into the mesmerizing sunsets of Key West. Listeners will learn about the science behind the breathtaking sunsets, including the Earth's tilt and atmospheric refraction. Michele also shares the best spots to catch a sunset, such as Mallory Square, Fort Zachary Taylor State Park, and Simonton Beach. Additionally, she highlights the unique experiences of sunset cruises available in Key West. The episode is filled with insider tips and concludes with an invitation to visit Fun In K...
2025-05-0412 minFun in Key West PodcastExploring the Historic Trumbo Point in Key West Exploring the Historic Trumbo Point in Key West In this episode, host Michele O'Connor of the Fun in Key West podcast provides an insider's guide to Key West, talking about the best places to eat, drink, and stay. The focus of the episode is the history of Trumbo Point, a manmade section of Key West created by Henry Flagler's engineering efforts. Michele discusses its transformation from a terminal for the Overseas Railroad into a key naval hub, highlighting significant events like the use of blimps and seaplanes during WWII. Listeners are also invited to join the Fun In Key West b...
2025-05-0408 minFun in Key West PodcastKid-Friendly Key West Adventures Kid-Friendly Key West Adventures: First Timer Friday In this episode of 'Fun In Key West' host Michele O'Connor provides a comprehensive guide to enjoying Key West with kids. She covers activities for various age groups, from interactive aquariums and the Butterfly and Nature Conservatory for younger children, to shipwreck museums, glass-bottom boat tours, and Fort Zach Taylor State Park for preteens. For teenagers, she recommends Instagram-worthy activities like jet skiing, dolphin watching, and the Hemingway House. Michele also suggests family-friendly excursions to Dry Tortugas National Park, Turtle Hospital, and window shopping on Duval Street. Listeners are encouraged to explore Key We...
2025-05-0414 minFun in Key West PodcastExploring Hidden Gems and Unique Bar Crawls in Key West Exploring Hidden Gems and Unique Bar Crawls in Key West In this episode of the Fun In Key West podcast, host Michele O'Connor takes listeners on an off-the-beaten-path bar crawl through Key West. The journey includes stops at six unique bars: The Roost, The Rum Bar at the Speakeasy, Tiki House, Green Parrot Bar, General Horseplay, and the Chart Room. Along the way, Michele shares tips on staying hydrated, wearing comfy shoes, and exploring beyond the usual tourist hotspots. She also highlights other bar crawl options in Key West and encourages listeners to join the Happy Hour newsletter and book cl...
2025-05-0410 minFun in Key West PodcastFirst Timer Friday: Essential Spa Experiences in Key West First Timer Friday: Essential Spa Experiences in Key West In this episode of Fun In Key West podcast, host Michele O'Connor introduces listeners to a variety of spa experiences available in Key West. The episode is packed with recommendations for indulging in relaxation, including coconut body scrubs, martini-infused manicures, and paddleboard yoga sessions. Michele also provides tips for booking appointments and shares personal insights from her recent conference getaway. Listeners are encouraged to visit funinkeywest.com for more travel tips, book club information, and Key West inspiration. 00:00 Welcome to Fun and Key West Podcast 01:26 Introduction to Key West Spa Life 02:07 Explor...
2025-05-0409 minFun in Key West PodcastNavigating Your Journey from Fort Lauderdale to Key West Navigating Your Journey from Fort Lauderdale to Key West In this episode of the Fun and Key West podcast, host Michele O'Connor welcomes listeners to explore the best ways to travel from Fort Lauderdale to Key West. Michele details the pros and cons of flying, driving, and taking a bus, including direct flights, scenic drives along the Overseas Highway, and budget-friendly bus options. She provides tips on what to expect, highlights the unique experiences each travel method offers, and shares insider tips for making the journey unforgettable. The episode also encourages listeners to visit the Fun in Key West website f...
2025-04-2717 minFun in Key West PodcastTasty Tuesday: The Ultimate Key Lime Pie Guide Tasty Tuesday: The Ultimate Key Lime Pie Guide In this episode of the Fun and Key West podcast, host Michele O'Connor delves into everything Key Lime Pie. Kicking off with a warm welcome to listeners, Michele sets the laid-back island vibe, perfect for both Key West locals and dreamers alike. She covers the pie's rich history, key ingredients, and the debate over whipped cream vs. meringue. Michele then highlights top spots in Key West to enjoy this iconic dessert, including Blue Heaven's towering meringue pie and Kermit's famous chocolate-dipped slices. Listeners can also look forward to joining a book club a...
2025-04-2714 minFun in Key West PodcastExploring Key West's Historic Cigar Legacy: The Arturo Fuente Story Exploring Key West's Historic Cigar Legacy: The Arturo Fuente Story In this episode of the 'Fun and Key West' podcast, Michele O'Connor dives into the rich cigar history of Key West, centering on the iconic Arturo Fuente Cigars. Listeners learn about the origins of the Fuente house on Elizabeth Street, the bustling cigar industry in Key West during the late 1800s and early 1900s, and how Arturo Fuente honed his cigar-rolling craft at the Gato factory. Michele offers intriguing anecdotes about Fuente's journey from Cuba to Key West, and subsequently to Ybor City in Tampa, where he established one of t...
2025-04-2611 minFun in Key West PodcastPacking Smart for Your Dream Key West Vacation Packing Smart for Your Dream Key West Vacation In this episode of the Fun and Key West podcast, host Michele O'Connor provides a comprehensive guide to packing effectively for a trip to Key West. From must-have island essentials to tips for packing light, Michele covers everything you need to know to prepare for your visit. Topics include appropriate dress codes, weather considerations, packing tips for specific activities such as beach outings and boat tours, and the importance of staying hydrated. Michele also highlights the option to purchase items locally and offers advice for traveling during hurricane season. The episode concludes w...
2025-04-1312 minFun in Key West PodcastThirsty Thursday: Rum 101 with Michele O'Connor Thirsty Thursday: Rum 101 with Michele O'Connor In this episode of Fun and Key West podcast, hosted by Michele O'Connor, listeners are welcomed to 'Thirsty Thursday,' where Michelle dives into the flavorful world of rum. The episode provides an informative guide on different types of rum including white, gold, dark, spiced, aged, and overproof rums. Key insights include how to order rum like a pro, tips on where to try rum in Key West, and the significance of rum in tropical culture. Michelle also highlights local spots such as the Rumbar at the Speakeasy Inn, Papa's Pilar Rum Distillery, and K...
2025-04-1313 minFun in Key West PodcastExploring Delectable Duval: A Culinary Journey in Key West Exploring Delectable Duval: A Culinary Journey in Key West In this episode of the 'Fun and Key West' podcast, host Michele O'Connor breaks her usual rule of exploring beyond Duval Street to spotlight the eclectic and delicious dining options right on this iconic Key West avenue. Michele gives an insider's guide to various eateries from casual hangouts like DJ's Clam Shack and Caroline's Cafe to upscale dining experiences such as Hot Tin Roof and La Trattoria. She explores a range of culinary delights, including lobster rolls, Jamaican jerk chicken, lobster pizza, and much more. Michele also discusses the vibrant ambiance a...
2025-04-1314 min
from9toThriveOvercoming Naysayers: Strategies for Thriving Despite Doubts Overcoming Naysayers: Strategies for Thriving Despite Doubts In this episode of 'From Nine to Thrive,' Michele O'Connor offers insights and strategies on handling doubt and negativity from friends and family regarding your entrepreneurial dreams. Michele explains why naysayers exist, how to respond positively to their concerns, and the importance of setting boundaries to protect your vision. Additionally, she emphasizes building a supportive community, maintaining confidence, and continual learning. The episode challenges listeners to set boundaries with naysayers or seek out uplifting individuals for positive reinforcement. 00:00 Welcome to From Nine to Thrive 00:59 Dealing with Naysayers: An Entrepreneur's Challenge 03:04 Understanding the Doubt...
2025-03-1616 minfrom9toThriveBreaking Down Sales of Product Income for Business Success Breaking Down Sales of Product Income for Business Success In this episode of From Nine to Thrive, Michele O'Connor guides listeners through understanding and leveraging sales of product income to drive business growth and profitability. She starts by defining sales of product income as the total revenue before expenses, differentiating it from service-based income. Michele delves into key financial metrics, including total revenue versus net revenue, cost of goods sold, and operating versus profit margins. She offers best practices for strategic pricing, diversifying revenue streams, leveraging marketing, and tracking sales metrics in real time. Additionally, she highlights common mistakes business o...
2025-03-1524 minfrom9toThriveThe Power of Inspiration and Pivoting From Nine to Thrive: The Power of Inspiration and Pivoting In this episode of 'From Nine to Thrive,' Michele O'Connor welcomes listeners to a transformative journey aimed at escaping the traditional nine to five grind. Michele discusses the importance of seeking out inspiration through podcasts and books, highlighting one of her personal favorites, 'How I Built This' by Guy Raz. She emphasizes the invaluable lessons learned from real-life entrepreneurial stories, including the universal nature of struggles, the payoff of taking calculated risks, and the importance of authenticity. Michele also introduces a new feature where she will highlight an inspiring b...
2025-03-1513 minfrom9toThriveRise and Thrive: Crafting the Perfect Morning Routine Rise and Thrive: Crafting the Perfect Morning Routine In this episode, Michele O'Connor welcomes listeners to From Nine to Thrive with a mission to help them escape the 9 to 5 grind. The focus of the episode is on building a morning routine that energizes and boosts productivity. Michele shares her personal experiences with the 5 AM Club and discusses key components of an effective morning routine, including gratitude journaling, movement, and planning daily priorities. She emphasizes the importance of consistency and offers practical tips to overcome common obstacles. The episode concludes with a call to action for listeners to start small and r...
2025-03-0917 minfrom9toThriveExploring Freedom Through Disney Resort Hopping Exploring Freedom Through Disney Resort Hopping In this episode of From 9 to Thrive, Michele O'Connor introduces the concept of Freedom Friday, where the focus shifts to exploring unique and cost-effective ways to expand our sense of freedom and adventure. Michele shares her love for Disney Resort Hopping, particularly enjoying the free activities and magical experiences Disney offers without breaking the bank. Key highlights include free boat rides from Disney Springs, savoring warm Mickey-shaped beignets at Port Orleans, and the overall enchanting experience of themed resorts. Michele emphasizes that freedom is about the journey and the experiences that enrich our lives, i...
2025-02-1611 minfrom9toThriveBreaking Through Burnout and Staying Motivated Breaking Through Burnout and Staying Motivated In this episode of 'From 9 to Thrive,' Michele O'Connor addresses the pressing issue of burnout, especially for those juggling a 9 to 5 job and a side hustle. Michele outlines what burnout is, its root causes, and its impacts on both personal health and business growth. She offers practical strategies for managing and overcoming burnout, such as prioritizing tasks, practicing self-care, and connecting with a community for support. Michele also delves into the importance of understanding one's 'why,' setting achievable goals, and redefining success. Listeners are encouraged to stay motivated, seek inspiration, and build a...
2025-02-1624 minfrom9toThriveMastering Your Checkbook: The Art of Bank Reconciliation Mastering Your Checkbook: The Art of Bank Reconciliation In this episode of 'From 9 to Thrive', host Michele O'Connor guides listeners through the essential process of reconciling their checkbook, a crucial yet often overlooked habit for both personal and business finances. Michele explains the bank reconciliation process, its importance in avoiding missed payments and tracking financial health, and offers a free Google Sheets template to simplify the task. Listeners are encouraged to embrace this old-school technique to gain a clearer understanding of their finances and ensure no unexpected expenses disrupt their financial stability. 00:00 Welcome to From 9 to Thrive 00:59 Introduction to Workshop Wedn...
2025-02-1612 minfrom9toThriveUnlocking Innovative Solutions with Design Thinking Unlocking Innovative Solutions with Design Thinking In this episode of 'From 9 to Thrive,' host Michele O'Connor discusses how to leverage the design thinking mindset to solve complex problems and drive innovation. Targeting those seeking more from life than the typical 9 to 5, Michele introduces the five steps of design thinking: empathize, define, ideate, prototype, and test. Through real-life examples, practical steps, and creative brainstorming methods, listeners learn how to implement this human-centered approach in both their personal and professional lives. Michele emphasizes the importance of embracing failure as a learning opportunity and fostering a growth mindset to achieve better outcomes. T...
2025-02-1618 minfrom9toThriveExploring Washington, D.C. Solo - Tips and Insights for an Amazing AdventureEscape the 9-to-5: Exploring Washington D.C. Solo on Freedom Friday Join Michele O'Connor in this episode of 'From 9 to Thrive' as she delves into solo travel tips and the must-see spots in Washington, D.C. Michele shares her personal experiences, favorite attractions, such as the National Mall, Lincoln Memorial, and the Smithsonian museums, and safety advice for female solo travelers. Whether you're in D.C. for business or leisure, find out how to make the most of your trip while planning your escape from the 9-to-5 grind. Visit From9ToThrive.com for more inspiration, resources, and support. 00:00 Welcome to Fro...
2025-02-1515 minfrom9toThriveStrategies to Fund Your Escape from the 9 to 5 GrindTransformational Thursday: Strategies to Fund Your Escape from the 9 to 5 Grind In this episode of From 9 to Thrive, Michele O'Connor discusses practical strategies for funding your escape from the traditional 9 to 5 grind. Covering everything from bootstrapping and investor funding to grants and crowdfunding, Michele offers insights and tips on how to finance your journey towards building a life and business you love. Listeners are encouraged to build a solid business plan, improve their financial literacy, network actively, and maintain momentum. Resources and coaching opportunities are available on the From 9 to Thrive website to aid in this transformative journey. 00:00 Welcome to Fro...
2025-02-1518 minfrom9toThriveMastering Gap Analysis: Your Blueprint for Business Growth Mastering Gap Analysis: Your Blueprint for Business Growth In this episode of From 9 to Thrive, hosted by Michele O'Connor, listeners are guided through a detailed workshop on conducting a gap analysis for their business. Michele explains the importance of continuously assessing and adjusting business strategies in marketing, product development, and finances to ensure ongoing growth and success. She also emphasizes the need for a dynamic approach to business planning and invites listeners to engage with the content through the podcast's newsletter and direct contact. This episode aims to equip entrepreneurs with actionable steps to identify and bridge gaps in their bu...
2025-02-1509 minfrom9toThriveOvercoming the Sunday Scaries Motivational Monday: Overcoming the Sunday Scaries In this episode of From 9 to Thrive, Michele O'Connor discusses strategies to help listeners overcome the anxiety and dread associated with Sunday evenings, commonly known as the Sunday Scaries. Michele offers practical tips for shifting the mindset around Mondays, promoting them as opportunities for fresh starts and mini-resets. Key strategies include a Sunday prep session, creating a Monday motivation list, setting fun personal goals, and bookending your day with a morning and evening routine. Michele also introduces a new offering of free coaching sessions to help listeners transition away from the 9 to five grind. T...
2025-02-1512 minfrom9toThriveFreedom Friday: Exploring Bluegrass Festivals Freedom Friday: Exploring Bluegrass Festivals In this episode of From 9 to Thrive, Michele O'Connor steps away from the usual business strategies to focus on the joys of building a life beyond work. Michele shares her newfound love for bluegrass festivals in Maryland and the enriching experiences they offer— from live music and a sense of community to family-friendly environments and inspiring connections. Listeners are encouraged to explore their own interests and find activities that make them happy. Michele also highlights some top bluegrass festivals to check out and offers practical tips for making the most of these events. Whether you're looki...
2025-02-0814 minfrom9toThriveTurning Your Passion into a Thriving Business Turning Your Passion into a Thriving Business In this episode of From 9 to Thrive, host Michele O'Connor guides listeners through the journey of transforming their passions into profitable businesses. She shares her personal story of escaping a monotonous job and discusses the importance of aligning one's work with one's passions for greater satisfaction and success. Michele outlines practical steps for identifying core passions, analyzing the market, testing ideas, and developing a value proposition. She also highlights common pitfalls to avoid and provides exercises to help listeners brainstorm and prioritize their business ideas. Michele emphasizes the magnetic power of authentic passion in...
2025-02-0815 minfrom9toThriveNavigating the StoryBrand Method: Transform Your Business Message Navigating the StoryBrand Method: Transform Your Business Message In this episode of From Nine to Thrive, host Michele O'Connor introduces the StoryBrand Method, a framework developed by Donald Miller that helps businesses clarify their messaging by positioning themselves as guides and their clients as heroes. Michele discusses how adopting this method improved her communication and connection with clients, resulting in better conversion rates. She walks listeners through the framework's steps, including identifying the hero (ideal client), clarifying the client's problem, positioning oneself as the guide, and painting a picture of success. The episode emphasizes clarity and client-focused messaging to build a s...
2025-02-0513 minfrom9toThriveVisualization and Goal Setting: Your Blueprint to Ditch the 9 to 5 Visualization and Goal Setting: Your Blueprint to Ditch the 9 to 5 In this episode of 'From 9 to Thrive,' host Michele O'Connor introduces listeners to two transformative tools—visualization and goal setting—to help them break free from the 9 to 5 grind and build their dream life. Michele guides listeners through a visualization exercise to vividly imagine their ideal day, explaining the science behind why this technique works. She then delves into the importance of setting SMART goals and how to break down big dreams into actionable steps. With a mix of practical tips, inspiring stories, and a dash of humor, Michele motivat...
2025-02-0213 minfrom9toThriveMy Story - Why I can Help You escape the 9 to 5 From Cubicles to Freedom: Michele O'Connor's Entrepreneurial Journey In this episode of From 9 to Thrive, host Michele O'Connor takes us along on her personal entrepreneurial journey, detailing her experiences from early e-commerce side hustles to corporate detours and eventually thriving in venture capital. Michele shares invaluable insights, tips, and strategies to help you escape the 9 to five grind, build your own business, and design a life you truly love. From overcoming razor-thin profit margins to scaling multi-million dollar programs, Michele's story is both inspiring and informative. Tune in to learn how you can take actionable steps towards your own entrepreneurial f...
2025-02-0215 minfrom9toThriveBehind the Scenes - Freedom Friday - 2024 Windup and 2025 Outlook Freedom Friday: Journeying Through Life's Whirlwinds and Big Plans for 2025 Host Michele O'Connor welcomes listeners to 'From Nine to Thrive,' a podcast for escaping the nine-to-five grind and creating a fulfilling life. Michele records this Freedom Friday episode from her car, sharing anecdotes about her week, updates on her father's weather reports, and her adventures in Orlando. She introduces new plans for the podcast, including a fresh format for Freedom Fridays and a goal to help 15 people leave their 9-to-5 jobs in 2025. Michele also discusses her personal development, including financial goals, health improvements, and fostering meaningful connections. Stay tuned for...
2025-01-2211 minfrom9toThriveFrom Side Hustle to Full-Time Transitioning from Side Hustle to Full-Time Dream In this episode of From Nine to Thrive, host Michele O'Connor guides listeners through the steps of transitioning from a side hustle to a full-time passion. Michele discusses the importance of having a transition plan to avoid burnout and financial stress, and provides a step-by-step guide on defining a financial runway, setting realistic timelines, validating your business model, managing time effectively, and building a strong support system. Listeners will also learn how to overcome common obstacles such as the fear of losing a steady income, imposter syndrome, and time constraints. Michele emphasizes celebrating smal...
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