Small Ship CARIBBEAN CRUISES
Windstar Knows the Way to the Caribbean
IF YOU COULD DESIGN THE PERFECT ISLAND itinerary it would look a lot like these. Ports of call would include tiny towns and hidden harbors known only to private yachts and small ships like ours. Schedules would allow for dropping the Watersports Platform in turquoise bays and raising sails on the way to your next island rendezvous. And the laid-back island vibe would continue on board with a mouthwatering Signature Onboard Barbecue by the pool. Best of all, on every cruise there would be one day that was even more special than the rest, when you land on a secluded beach for Windstar’s Signature Beach Party, elaborate buffet and watersports included.
Beach Fun & Sun: A Remote Caribbean Getaway
Classic Caribbean
Windward Islands Surf & Sunsets
Hidden Treasures of the Lesser Antilles
Star Collector: Hidden Gems of the Caribbean
Windward Island Delights
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Blue Waters of the Leeward Islands
The Spanish Main: Rise of the New World
Windward Ways & Tobago Cays
Stars of the Greater Antilles
Winter Antilles Escape
Barefoot Break in the British Virgin Islands
Bermuda Bliss
Boston Sights, Warm Caribbean Nights
Colombian & Southern Caribbean Coastlines
In the Wake of the Spanish Armadas
James Beard Foundation: Windward Ways & Tobago Cays
Jewels of the Windward Islands
Lush & Lovely Islands of the Lesser Antilles
San Juan & the Virgin Islands
Star Collector: A Lesser Antilles Odyssey
Star Collector: Antilles Adventures
Star Collector: Blue Seas of the Windward Islands
Star Collector: Captivating Caribbean
Star Collector: Caribbean Cultures: Latin America & the Greater Antilles
Star Collector: Caribbean Explorations
Star Collector: Deep Dive into the Blue: Underwater Worlds of the Caribbean
Star Collector: Fall Leaves & Caribbean Breezes
Star Collector: Grand Caribbean Adventure
Star Collector: Ivory Beaches & Sapphire Seas of the Caribbean
Star Collector: Leeward & Windward Caribbean Havens
Star Collector: Lovely Leewards
Star Collector: Natural History Meets Ancient Mystery: Latin America & Beyond
Star collector: reefs & rainforests: the caribbean, colombia, panama & costa rica via the panama canal.
Star Collector: The Best of the Windward & Leeward Isles
Star Collector: White Sands of the Windwards
Star Collector: Windward Islands & Spanish New World
Star Collector: Windward Treasures: An Antilles Odyssey
COMMENTS
Every Thursday, get new, limited-time deals on 7 amazing voyages — offer only valid for 7 days or until suites and staterooms sell out!
GO ALL-INCLUSIVE FOR ONLY $89 PER GUEST PER DAY. All-Inclusive Fare must be booked at least 5 days prior to departure. Not sure if you want to pre-purchase your amenities now? Book the Cruise Only Fare and then purchase the All-In Package (Wi-Fi, unlimited beer, wine, and cocktail, and all gratuities) onboard for $99 per guest, per day.
Windstar Cruises Cruise Deals. All Deals. Sort: Default. Find your best deal. Filters. Luxury Deal. $2,699 pp. — 8nt Luxe Greece & Italy Suite: exclusive $400 back, $200 OBC + free...
2024, 2025, 2026 Cruise Destinations | Cruises Around the World | Windstar Cruises. Cruise Destinations. Beyond the Reach of Ordinary.
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$3,022. Cruise Only From? $2,399. VIEW DETAILS VIEW ALL 18 DATES. & FARES. SPECIAL AVAILABLE. Classic Caribbean. Port to port. Philipsburg, St. Maarten to Philipsburg, St. Maarten. Duration. 7 Days. All-Inclusive From? $2,922.