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

Sat, Nov 15 - Say, Nov 22, 2025

Eastern Caribbean Voyage-Virtuoso Cruise

7 Night Eastern Caribbean Cruise

Set sail on an unforgettable Caribbean adventure with the SmokyMtnBears aboard the luxurious Azamara Quest, November 15–22, 2025. This special Virtuoso Voyages sailing begins in vibrant Bridgetown, Barbados, known for its British colonial charm, warm hospitality, and crystal-clear waters. From there, we’ll head to Castries, Saint Lucia, where lush rainforests and the iconic Piton Mountains set the scene for a day of natural beauty and island culture. In Basseterre, Saint Kitts, you’ll find a perfect mix of historic sites and tropical beaches—wander the streets of this charming capital or venture up to the Brimstone Hill Fortress for sweeping views of the Caribbean.

Next, we’ll dock in Philipsburg, Saint Maarten, a paradise of dual cultures where Dutch and French influences collide with colorful markets, great shopping, and beautiful beaches. In Tortola, the largest of the British Virgin Islands, rugged landscapes meet turquoise waters—perfect for a catamaran sail, a beach day at Cane Garden Bay, or a visit to the famous Baths at Virgin Gorda. Finally, we’ll wrap up our journey in the lively and historic city of San Juan, Puerto Rico, where cobblestone streets and colonial fortresses welcome you home.

A highlight of the voyage is Azamara’s signature White Night Party, a magical evening where the pool deck transforms into an elegant outdoor celebration. With live music, gourmet cuisine, and a sea of white outfits under the stars, it’s the ultimate celebration of island life and onboard camaraderie. With the small-ship luxury of Azamara and the warm, welcoming spirit of the SmokyMtnBears, this is more than just a cruise—it’s a Caribbean journey you’ll never forget.

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bookings, are subject to availability, may change without notice, are capacity-controlled, and may be changed or withdrawn at any time.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 from $2,169 per person!

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Cruise Itinerary


  • Day 1

    Bridgetown

  • Day 2

    Castries

  • Day 3

    Roseau

  • Day 4

    Basseterre, Saint Kitts

  • Day 5

    Charleston, Nevis

  • Day 6

    Philipsburg

  • Day 7

    Tortola

  • Day 8

    San Juan

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