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Windward Islands Surf & Sunsets

Feb 13, 2026 — Feb 20, 2026

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SAN JUAN → SAN JUAN

7 Nights on Star Seeker

Revel in seven days of surf, sand and sunsets during this leisurely cruise up and down the Caribbean’s Windward Islands. It’s a perfect vacation getaway for anyone craving a quick escape from life’s everyday obligations. Swim among sea turtles and glide above dazzling coral reefs with a highly skilled diving guide off the coast of Les Saintes’ volcanic shoreline. Vacation time is always well spent among the Windward Islands, but nothing makes it more perfect than the personalized attention and unique excursion opportunities offered by Windstar.

Additional Information

1
FEB 13, 2026
San Juan
EMBARK
1:00 PM
DEPART
7:00 PM
MARINA
NO
SHORE EXCURSIONS
0
Details

The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.

2
FEB 14, 2026
AT SEA
3
FEB 15, 2026
Bequia
ARRIVE
9:00 AM
DEPART
10:00 PM
MARINA
YES
SHORE EXCURSIONS
0
Details

The only ships in port are those small enough to anchor alongside the yachts and fishing boats in Admiralty Bay. Bequia's whaling heritage is on display in the museum in pretty Port Elizabeth, or watch the island's famed model boat builders at work on their miniature masterpieces.

4
FEB 16, 2026
Mayreau
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
0
Details

With fewer than 300 inhabitants and miles of secluded beaches, it's easy to feel as if you're on your own private island. Saline Bay is a delightful anchorage that separates the Caribbean from the Atlantic - and a perfect place to play with some of the toys from the Watersports Platform.

5
FEB 17, 2026
Soufriere
ARRIVE
8:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
0
Details

Nestled in the shadows of the UNESCO Pitons, Soufriere represents the heart and soul of St. Lucia. The tiny town center is full of street vendors and stores and some of the best resorts on the island can be found here. Nearby are secluded waterfalls and the waters here boast some of the best diving around. Sights to see include the Edmund Rainforest Trail, fond Doux Holiday plantation, Robot Estate and the Gros Piton Nature Trail.

6
FEB 18, 2026
Les Saintes
ARRIVE
8:00 AM
DEPART
5:00 PM
MARINA
YES
SHORE EXCURSIONS
0
Details

This is the Caribbean as you've always imagined it, with yacht-filled harbors set against volcanic mountains and endless stretches of palm-fringed beach. The underwater world here attracted the likes of Jacques Cousteau, but even novice snorkelers will enjoy exploring these impossibly blue waters.

7
FEB 19, 2026
Marigot, St. Martin
ARRIVE
8:00 AM
DEPART
2:00 PM
MARINA
NO
SHORE EXCURSIONS
0
Details

Established around 1689, Marigot is the attractive capital of French St. Martin, with its brightly colored houses, a lively open-air market, secluded beaches, and pretty waterfront promenade. Because of its tax-free status, Marigot is a popular center for duty-free shopping, where all of the world's most prestigious brands can be found.  Originally the area was marshy, and surrounded by mangroves. In the 1970s part of the bay was filled in to extend Marigot into a larger city with a marina. Overlooking Marigot is Fort St. Louis, the largest historical monument in St. Martin with an impressive panoramic view of the bay.

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Star Seeker

number of decks
6 Decks
yacht length
ft (0 meters)
yacht crew size
Crew Members
yacht guest capacity
224 Guests
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Room Size 203 sq ft
Max. Occupancy 2 Passengers
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Available Dates

Date Yacht
Starting from
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Feb 27 (Fri) – Mar 6 (Fri), 2026February 27 (Fri) – March 6 (Fri), 2026Star Seeker$5,836
Mar 13 (Fri) – Mar 20 (Fri), 2026March 13 (Fri) – March 20 (Fri), 2026Star Seeker$5,733
Nov 8 (Sun) – Nov 15 (Sun), 2026November 8 (Sun) – November 15 (Sun), 2026Star Pride$3,330
Nov 22 (Sun) – Nov 29 (Sun), 2026November 22 (Sun) – November 29 (Sun), 2026Star Pride$3,330
Dec 6 (Sun) – Dec 13 (Sun), 2026December 6 (Sun) – December 13 (Sun), 2026Star Pride$3,130
Dec 20 (Sun) – Dec 27 (Sun), 2026December 20 (Sun) – December 27 (Sun), 2026Star Pride$3,330
Jan 3 (Sun) – Jan 10 (Sun), 2027January 3 (Sun) – January 10 (Sun), 2027Star Pride$4,030
Nov 8 (Mon) – Nov 15 (Mon), 2027November 8 (Mon) – November 15 (Mon), 2027Star Pride$2,930
Nov 22 (Mon) – Nov 29 (Mon), 2027November 22 (Mon) – November 29 (Mon), 2027Star Pride$2,930
Dec 27 (Mon) – Jan 3 (Mon), 2028December 27 (Mon) – January 3 (Mon), 2028Star Legend$3,230
Jan 10 (Mon) – Jan 17 (Mon), 2028January 10 (Mon) – January 17 (Mon), 2028Star Legend$3,030
Jan 24 (Mon) – Jan 31 (Mon), 2028January 24 (Mon) – January 31 (Mon), 2028Star Legend$3,030
Feb 7 (Mon) – Feb 14 (Mon), 2028February 7 (Mon) – February 14 (Mon), 2028Star Legend$3,030
Feb 21 (Mon) – Feb 28 (Mon), 2028February 21 (Mon) – February 28 (Mon), 2028Star Legend$3,030
Mar 13 (Mon) – Mar 20 (Mon), 2028March 13 (Mon) – March 20 (Mon), 2028Star Pride$3,030
Mar 27 (Mon) – Apr 3 (Mon), 2028March 27 (Mon) – April 3 (Mon), 2028Star Pride$3,030