STAR COLLECTOR: HEARTY PORTS & RUM PUNCHES - A TRANSATLANTIC CROSSING on Wind Surf

Exterior view of Wind Surf
Photo Credit: Roger Paperno
Caribbean beaches, vibrant tropical fish, and savory West Indies cuisine during this 19-day transatlantic crossing. Relax, unwind and refocus with back-to-back spa days throughout your ocean crossing and dine on award-winning meals paired with the company of your new Windstar family. Relive history while sailing aboard a former America's Cup competition sailboat or cook up delicious French meals with a certified chef in Grand Case outside Philipsburg, St. Maarten. Roll out in offroad vehicles for an unrushed day of snorkeling and relaxing on Tortola's secluded beaches. Swim and frolic with dolphins near Jost Van Dyke in the British Virgin Islands. Snorkel above colorful coral and dizzying schools of curious fish prior to your private beach barbeque on Virgin Gorda in the British Virgin Islands. Glide over a sunken ship in a semi-submersible and take in a glowing Caribbean sunset during a catamaran cruise off Gustavia's tropical beaches on St. Barts.
About Wind Surf
About Windstar Cruises

THE WORLD'S BEST SMALL SHIP CRUISE LINE
All cruise ships let you see the world. Only Windstar’s private yacht style cruises brings you close enough so you can truly experience it. Each of our Windstar Cruises yachts serves between 148 and 342 guests. This intimacy provides you with the luxuries of time, space, and freedom to immerse yourself in both the journey and the destination — in ways you may never have imagined possible.
Nov 18, 2025 through
Dec 07, 2025
Nov 12, 2025
7:00 PM
Category b
Inside
Outside
Balcony
Suite
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Itinerary
Day | Port | Arrive | Depart |
---|---|---|---|
1 | Lisbon | 7:00 PM | |
2 | At Sea | ||
3 | At Sea | ||
4 | At Sea | ||
5 | At Sea | ||
6 | At Sea | ||
7 | At Sea | ||
8 | At Sea | ||
9 | At Sea | ||
10 | At Sea | ||
11 | At Sea | ||
12 | At Sea | ||
13 | At Sea | ||
14 | St. John's | 8:00 AM | 7:00 PM |
15 | Philipsburg, St. Maarten | 6:00 AM | 7:00 PM |
16 | Jost Van Dyke, Great Harbour | 7:00 PM | |
16 | Soper's Hole | 8:00 AM | 6:00 PM |
17 | Jost Van Dyke, Great Harbour | 10:00 PM | |
18 | Virgin Gorda / Prickly Pear, British Virgin Islands | 8:00 AM | 5:00 PM |
19 | Gustavia | 8:00 AM | 10:00 PM |
20 | Philipsburg, St. Maarten | 6:00 AM |