I by no means consider myself a digital nomad, we have an office and a great staff, but I believe that traveling increases your worldview and is incredible for personal development. 

I've learned a few things:

• Look on Groupon or Living Social (They're the same company now, pick one)
• Get an airline miles credit card; Capital One Venture Card is pretty good from what I've heard
• Check out Travel Zoo; only sign up for their top 20 email list otherwise you'll get spammed
• Book closer to travel to get better rates
• Use sites like Orbitz for last-minute deals, but do your first search in an incognito window because they'll cookie you and the price will go up
• Download Google maps for the cities you're going to on WiFi; they'll work on airplane mode (including the GPS, which is EPIC).
• Use public transportation (Trains ROCK), many cities sell a 48 hour or 7-day pass for unlimited public transportation
• Avoid taxis, they can be expensive or untrustworthy, use Uber where available. 
• Eat off the beaten path, it won't be what the people really eat and will be 5x as expensive; stay in residential areas.
• If you are confused and need help, walk into the largest name brand hotel, collect yourself, act like you're staying there and ask for help.
• Travel in the offseason; it's cheaper
• Visit sites on a weekday 

I've been a bunch of places and none of them hit my wallet hard...

• Aruba
• Austria
  • Vienna
• China
  • Beijing
  • Shanghai
• Barbados
• Bonaire
• Canada
• • Toronto
  • Niagara Falls
• Curacao
• England
  • London
  • Sussex
  • Wessex
  • Berkshire
  • Oxford
• Greece
  • Athens
  • Olympia
  • Hydra
• Hungary
  • Budapest
• Ireland
  • Kerry
  • Inch
  • Tralee
  • Kenmare
  • Cliffs of Moher (Galway)
  • Limerick
• Italy
  • Rome
  • Florence
  • Amalfi
  • Positano
  • Sorento 
  • Capri
  • Ravello
  • Minori
  • Pompeii
  • Furore
• Peru
  • Lima
  • Arequipa
  • Nazca
  • Ica
  • Tacna
• Slovakia
  • Bratislava
• St. Lucia
• Switzerland 
  • Zurich
• Ukraine
  • Kyiv