Travel Advisor

Jimmy Cunningham Travel Agent wearing red sports jersey

Jimmy Cunningham



  • Solo Travel,
  • Couples Travel,
  • US Cities,
  • Caribbean,
  • Luxury Travel,
  • Fitness Travel

Profile details


Fitness fanatic and travel enthusiast. My full-time job as a Senior Sales Engineer in Boston, MA allows me tons of travel to our HQ in Germany and many more great places.

Travel style

I thrive in travel middle-grounds. I typically will combine elements of rugged, nomadic type travel that is full of adventure with more leisurely opportunities to relax in luxury. This can be through a combination of the stays I book or the excursions and adventures I set off on.

Jimmy's travel guides & trip reports

Favorite hotels

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Costa Blu Beach Resort, Trademark Collection by Wyndham

A colorful and laidbaid tropical-design adults-only retreat with stunning views of the Caribbean and surrounded by natural beauty of Belize.

Margaritaville Hotel Nashville

A casual and fun escape from Downtown Nashville with a brightly-colored, coastal-inspired interior and laidback attitude for fun-lovers.

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Get in touch with Jimmy

Reach out to customize and book your own experience. Or, just to chat about travel in general.

You can normally expect a response from Jimmy within a business day or so. You'll also be subscribed to our travel newsletter (you can unsubscribe at any time).

Jimmy Cunningham Travel Agent wearing red sports jersey

Travel Advisor

Jimmy Cunningham