Windstar: Boston Sights, Warm Caribbean Nights

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From $2,557 pp

Boston to San Juan from $2,557pp

Venture from cosmopolitan Boston to warm Bermuda beaches and the picturesque Caribbean shorelines during this 11-day cruise. Kayak amid gliding sea turtles and radiant tropical fish, explore pastel-hued Bermuda shops, and dine on traditional codfish dishes, spiny lobster and seared tuna steaks during an overnight stay in Hamilton. Tour the forts and historic sites St. George’s, a designated UNESCO World Heritage Site, or relax on one of their beautiful ucroweded beaches during your overnight port stay. Shop for one-of-a-kind jewelry or distinctly classic island casual wear at St. Bart boutiques in Gustavia.

Popular Highlights

Itinerary at a Glance

Wed Oct 23BOSTON5:00 PM
Thu Oct 24AT SEA
Fri Oct 25AT SEA
Sat Oct 26HAMILTON8:45 AM
Sun Oct 27HAMILTON7:00 AM
Sun Oct 27ST. GEORGE’S10:00 AM
Mon Oct 28ST. GEORGE’S7:00 AM
Tue Oct 29AT SEA
Wed Oct 30AT SEA
Thu Oct 31GUSTAVIA8:00 AM11:00 PM
Fri Nov 1BASSETERRE8:00 AM6:00 PM
Sun Nov 3SAN JUAN7:00 AM

Bonus Offers

  • Book a 2024 cruise before June 30 and you’ll receive a complimentary upgrade to an All-Inclusive Fare with Wi-Fi, unlimited alcohol and all gratuities
  • BONUS $100pp onboard credit

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