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STAR COLLECTOR: A LESSER ANTILLES ODYSSEY on Wind Surf

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
Embrace extraordinary experiences exclusive to small ship cruising during this three-week exploration of the Caribbean’s Lesser Antilles island chain. Swim with dolphins during an extended overnight stay in Jost Van Dyke in the British Virgin Islands. Savor African, European, and Indian ingredients and influences in popular Caribbean dishes as you sample spicy regional cuisine in the Fairview Great House on St. Kitts. Tour the Montserrat Volcano Observatory and learn how plant and animal life recover after volcanic eruptions, then see firsthand at the Montserrat National Trust Amerindian Gardens near Little Bay. Float above colorful coral reefs in clear-bottom kayaks as you glide through the pristine blue waters of Les Saintes on Guadeloupe. Hang onto halyards and winch handles as you master sailing a 40-foot racing yacht on scenic Rodney’s Bay near Pigeon Island on St. Lucia. Wander the 18th century grounds of the childhood home of Empress Josephine, Napoleon’s future wife, as you uncover historic French colonial life on Martinique.
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 ...
Jan 04, 2026 through
Jan 25, 2026
Dec 29, 2025 7:00 PM
21 Nights from
$5,999.00 (USD)
Per Person
+ $497.00 taxes/fees
Category b
Inside
N/A
Outside
$5,999.00
Cat:B
$285.67 per night
Balcony
N/A
Suite
$15,199.00
Cat:OS
$723.76 per night
8313797

Itinerary

Day Port Arrive Depart
1 St. Maarten 7:00 PM
2 Falmouth Harbour 8:00 AM 6:00 PM
3 Road Bay 8:00 AM 6:00 PM
4 Soper's Hole 8:00 AM 6:00 PM
4 Jost Van Dyke, Great Harbour 7:00 PM
5 Jost Van Dyke, Great Harbour 10:00 PM
6 Virgin Gorda / Prickly Pear 8:00 AM 5:00 PM
7 Gustavia 8:00 AM 10:00 PM
8 St. Maarten 6:00 AM 7:00 PM
9 Basseterre 7:00 AM 10:00 PM
10 Little Bay 8:00 AM 6:00 PM
11 Gustavia 8:00 AM 11:00 PM
12 Deshaies 12:30 AM 10:00 PM
13 Roseau 8:00 AM 5:00 PM
14 Pigeon Island 7:00 AM 4:00 PM
15 Bridgetown 5:00 AM 6:00 PM
16 Anse Mitan 9:00 AM 11:00 PM
17 Castries 8:00 AM 4:00 PM
17 Pigeon Island 6:00 PM
18 Pigeon Island 6:00 PM
19 Bequia 8:00 AM 10:00 PM
20 Mayreau 8:00 AM 6:00 PM
21 St. George's 7:00 AM 2:00 PM
22 Bridgetown 6:00 AM
Prices are per-person based on double occupancy, unless otherwise noted.