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Bermuda Bliss: 8-Night Windstar Cruise

Oct 20 - 28, 2026

Windstar Cruises offers a unique small-ship luxury cruising experience, focusing on intimate, less-crowded port itineraries and a casual yet elegant atmosphere. Onboard, guests can enjoy a variety of amenities, including gourmet dining, exceptional service, and cultural activities. 

Embark on this 8-Night voyage from the East coast to San Juan with an overnight in St. George's, Bermuda. Indulge in the luxury of multiple sea days, where you'll have uninterrupted relaxation. Explore the UNESCO World Heritage Site of St. George's, Bermuda. Take in the charming streets lined with colonial buildings, stunning coastal views, and an opportunity for snorkeling in crystal-clear waters teeming with marine life. Arrive in the historic and vibrant city of San Juan, Puerto Rico. Traverse cobblestone streets of Old San Juan, visit ancient forts, and immerse yourself in rich culture!

Itinerary

  1. Tue, Oct 20: Boston, Massachusetts, United States

  2. Fri, Oct 23: Hamilton, Bermuda

  3. Sat, Oct 24: Saint George, Bermuda

  4. Wed, Oct 28: San Juan (Puerto Rico), Puerto Rico

Full Itinerary

  • Included Group Cruise Amenities

    Your Cruise Comes With The Following Additional Amenities!

    • Unlimited speciality coffee, beer, wine, and cocktails
    • Unlimited Wi-Fi
    • Prepaid Gratuities
    • $200 Onboard Credit Per Person
    • Sauna & Steam Room Access
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Your Advisor

Ryan Joy

Creating Magic Vacations

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ryanjoy@creatingmagicvacations.com

315-212-9775