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

Cruise, Ocean cruise, Small Ship/Yacht, Transatlantic
Wind Surf Capri
Exterior view of Wind Surf sailing near Capri, Italy
Photo Credit: Roger Paperno
  • Exterior view of Wind Surf sailing near Capri, Italy - Photo Credit: Roger Paperno
  • Exterior view of Wind Surf
  • Exterior view of Wind Surf - Photo Credit: Jeff Zaruba
  • Close-up exterior view of Wind Surf bow - Photo Credit: Roger Paperno
  • 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
Windstar Cruises logo
THE WORLD'S BEST SMALL SHIP CRUISE LINE

NO ONE ELSE GOES SO FAR TO GET TRAVELERS SO CLOSE …
You’re closer to secluded coves, tiny villages, misty fjords. To ancient ruins, medieval alleyways, quaint marinas. To unspoiled beaches, unfamiliar cultures, undiscovered atolls. To enlivening your curiosity and awakening your sense of wonder. You’re closer than ever to the kind of authentic and unforgettable experiences that you travel to find in the first place. You’re about to board Windstar. And you’re closer to all the places that larger ships can’t reach.

SEE A WORLD FEW WILL EVER SEE …
Welcome to a world of understated elegance and uncommon beauty. A world that leaves crowds and commonplace behind to find unique ports of call, and local, exotic cultures that are at once fascinating and wondrous. A world that’s equal parts intimate, indulgent and inspiring. Where the allure and beauty and magic of the places you sail to is equaled only by the ship that takes you there.

Nov 18, 2025 through
Dec 07, 2025
Nov 12, 2025 7:00 PM
19 Nights from
$3,499.00 (USD)
Per Person
+ $230.00 taxes/fees
Category b
Amenity Departure Dates

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 At Sea
15 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 8:00 AM 5:00 PM
19 Gustavia 8:00 AM 10:00 PM
20 St. Maarten 6:00 AM
Prices are per-person based on double occupancy, unless otherwise noted.