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7-night voyage on the Azamara Journey | Sailing from San Juan to Bridgetown

Sat, Nov 21- Sat, Nov 28, 2026

Southern Caribbean Cruise-Thanksgiving 2026

7 Night Southern Caribbean Thanksgiving Cruise

Join the SmokyMtnBears for a Thanksgiving at Sea

This Thanksgiving, trade the stress of cooking and cleaning for turquoise waters, sandy beaches, and island adventures. Set sail with the SmokyMtnBears on an unforgettable Southern Caribbean Cruise, departing from vibrant San Juan, Puerto Rico, and cruising to beautiful Bridgetown, Barbados. Along the way, you’ll discover some of the Caribbean’s most enchanting islands:

  • Virgin Gorda – explore the iconic granite boulders of The Baths

  • St. John’s, Antigua – golden beaches and rich colonial history

  • Saint-Pierre, Martinique – French-Caribbean flair with volcanic charm

  • Bequia, Grenadines – artisan shops and laid-back island vibes

  • Saint George’s, Grenada – spice-scented breezes and lush landscapes

  • Scarborough, Tobago – tropical beauty and warm island hospitality

Celebrate the season with family-of-choice, incredible dining, lively entertainment, and the warm company of fellow travelers who know how to make every moment count. It’s more than just a holiday—it’s a memory in the making.

Itinerary details, including arrival/departure times and days of port calls, are subject to change. Prices are per person, cruise only, based on double occupancy, specified stateroom category, in USD and are subject to availability. Governmental departure taxes and fees are additional. Prices and promotions are for new individual bookings, are subject to availability, may change without notice, are capacity-controlled, and may be changed or withdrawn at any time. Ask your Travel Advisor for the most up to date pricing and promotions.

Set sail Interior Cabin starting at $1,149 per person!

Set sail OceanView Cabin starting at $1,399 per person!

Set sail Veranda Cabin starting at $1,839 per person!

The Connected Traveler - Booking Request Form

Ready to embark on your unforgettable journey?  Complete the form below to reserve your spot on Southern Caribbean Cruise-Thanksgiving 2026!

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Cruise Itinerary


  • Day 1

    San Juan

  • Day 2

    Virgin Gorda, British Virgin Islands

  • Day 3

    St. John's, Antigua

  • Day 4

    Saint- Pierre, Martinique

  • Day 5

    Port Elizabeth, Bequia, Saint Vincent and the Grenadines

  • Day 6

    Saint George's, Grenada

  • Day 7

    Scarborough, Tobago, Trinidad and Tobago

  • Day 8

    Bridgetown, Barbados

Itinerary details, including arrival/departure times and days of port calls, are subject to change.