Wanderlust Blog

 

 

 

 

 

 

 

 

 

 

 

 

STAR COLLECTOR: LEEWARD & WINDWARD CARIBBEAN HAVENS on Wind Spirit

Cruise, Ocean cruise, Small Ship/Yacht
Wind Spirit Tahiti
Exterior view of Wind Spirit sailing near Tahiti
Photo Credit: Roger Paperno
  • Exterior view of Wind Spirit sailing near Tahiti - Photo Credit: Roger Paperno
  • Aerial view of Wind Spirit in Tahiti/Moorea - Photo Credit: Roger Paperno
  • Exterior view of Wind Spirit sailing near Tahiti
Little ports, remote reaches and sincere island pleasures exclusive to small-ship cruising beckon during this two-week exploration of the Caribbean’s Windward and Leeward Islands. Take the wheel of a 4x4 buggy and follow dirt roads along the rural outskirts of Falmouth Harbour on Antigua. Sail from Gustavia to remote Colombier Bay and swim or sunbathe among anchored mega yachts prior to elegant snacks and cocktails. Stroll amid brightly painted shops and beach boutiques along the palm-lined shores of Soper’s Hole in Tortola, or relax and sip sweet, rum-flavored cocktails at a waterfront café. Sit back in airy rattan furniture as you ride a refurbished railcar along a century-old narrow-gauge railway on St. Kitts. Take an ATV tour along deserted roads and abandoned villages near Foxes Bay and hear memories of life before the Montserrat Volcano eruption. Scan the horizon for breaching whales as your catamaran captain and crew sail into former whaling waters off Dominica.
About Wind Spirit
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.

Feb 21, 2026 through
Mar 07, 2026
Feb 15, 2026 7:00 PM
14 Nights from
$3,999.00 (USD)
Per Person
+ $273.00 taxes/fees
Category b

Itinerary

Day Port Arrive Depart
1 Philipsburg, St. Maarten 7:00 PM
2 Jost Van Dyke, Great Harbour 7:00 PM
2 Soper's Hole 8:00 AM 6:00 PM
3 Jost Van Dyke, Great Harbour 10:00 PM
4 Virgin Gorda / Prickly Pear, British Virgin Islands 7:00 AM 5:00 PM
5 Gustavia 8:00 AM 10:00 PM
6 Road Bay 8:00 AM 6:00 PM
7 Falmouth Harbour 8:00 AM 5:00 PM
8 Philipsburg, St. Maarten 6:00 AM 7:00 PM
9 Basseterre 8:00 AM 9:00 PM
10 Gustavia 8:00 AM 10:00 PM
11 Little Bay 11:00 AM 10:00 PM
12 Les Saintes 8:00 AM 5:00 PM
13 Roseau 8:00 AM 5:00 PM
14 Pigeon Island 7:00 AM 4:00 PM
15 Bridgetown 6:00 AM
Prices are per-person based on double occupancy, unless otherwise noted.