Windstar Cruises

Boston Sights, Warm Caribbean Nights

Venture from cosmopolitan Boston to warm Bermuda beaches and the picturesque Caribbean shorelines of Grenada, St. Barts, St. Kitts, and the British Virgin Islands 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. Sample aromatic nutmeg and rich chocolates on a flavorful Grenada spice factory tour. Measure your progress on a St. George’s foodie and history walking with frosty Piña Coladas, citrusy painkillers, and varied rum punches during your overnight port stay. Shop for one-of-a-kind jewelry or distinctly classic island casual wear at St. Bart boutiques in Gustavia. Sunbathe and snorkel near the golden sands and green hills defining iconic South Friars Bay near Basseterre. Dance, dine and savor the company of good friends and attentive crew at Windstar’s exclusive Signature beach party on Virgin Gorda.

12/29/2022 through 10/18/2024
12/29/2022 through 11/03/2024

Day 1 Boston
Day 2 At Sea
Day 3 At Sea
Day 4 Hamilton
Day 5 Hamilton
Day 5 St. George's
Day 6 St. George's
Day 7 At Sea
Day 8 At Sea
Day 9 Gustavia

Arrive Time: 8:00 AM – Depart Time: 11:00 PM
Day 10 Basseterre

Arrive Time: 8:00 AM – Depart Time: 6:00 PM
Day 11 Virgin Gorda

Arrive Time: 8:00 AM – Depart Time: 6:00 PM
Day 12 San Juan

10/23/24 - 11/03/24

Starting At $2,999

Room Options
  • Suite$2999.00
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