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Caribbean & Bermuda

Caribbean & Bermuda

Overview


As a New Englander, I have a particular appreciation for the Caribbean islands and Bermuda once the temperatures drop and the snow starts showing up. Give me sunshine, turquoise water, and a warm breeze when it's freezing at home, and suddenly I'm a much happier human, all thawed out.


Cruise between islands and experience somewhere new each day, or settle into an all inclusive resort and stay awhile. Spend your days exploring beaches, local culture, history, and food, then come back to a little relaxation and entertainment. Whether you want to see several islands or slow down in one beautiful place, there's plenty of sunshine waiting for you.


Why Visit


  • Explore several islands in one vacation, each with its own personality 

  • Easy access with cruise departures from Florida, Boston, New York, Baltimore, Philadelphia, and more 

  • Beautiful beaches with white sand, turquoise water, and plenty of sunshine

  • Rich history and culture shaped by Indigenous peoples, European colonization, the African diaspora, and other global influences

  • Fresh seafood, tropical fruits, and island specialties

Popular Islands


  • Bermuda

  • ABC Islands: Aruba, Bonaire, Curaçao 

  • Puerto Rico

  • U.S. Virgin Islands

  • British Virgin Islands

  • St. Maarten

  • St. Kitts

  • Antigua

  • Barbados

  • Grand Cayman 


Experiences to Consider


  • Island hopping by cruise

  • Beach days and snorkeling 

  • Sailing and catamaran excursions 

  • Local food tours and cooking experiences

  • Exploring historic forts and landmarks 

  • Shopping local markets and artisan shops 

  • Exploring an island by scooter or golf cart 


Travel Tips

Leave the camouflage at home. In several Caribbean destinations, camouflage is off limits to civilians, including tourists. It's an easy one to forget when packing for a beach vacation, and rules vary by island, so save yourself the trouble and choose literally anything else. 

Distination Type:

Island Escapes

Region:

Caribbean & Atlantic

Country:

Multiple

Best Time to Visit:

December - April

Average Trip Length:

5 - 10 Days
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Booking Support

Need help making a booking? Contact us now!

Call Us Now

+1-508-774-3190

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