itinerary & excursions

Jewels of the Windward Islands

Bridgetown to Bridgetown

Sun Jan 18, 2026 - Sun Jan 25, 2026,

7 days

on Wind Surf

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OVERVIEW & ITINERARY

ITINERARY AND SHORE EXCURSIONS

The best on land brought to you by the best at sea. Get to the heart of local cultures with Windstar shore excursions. You don't want to just dip a toe in local culture, you want to dive into the deep end, and that's exactly what Windstar shore excursions are designed to do. All of our excursion are created to provide authentic local experience - the kind travelers like you are looking for. And with more than 2,500 excursions to choose from, you can experience your destination in whatever way is most meaningful to you. Whether you're an outdoor enthusiast, a foodie, a history buff, or someone who loves to get to know the faces behind the many places we travel.

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Date

Port

Arrive

Depart

Watersports
Platform

Shore
Excursions

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Sun Jan 18

Bridgetown

Arrive:

Depart:6:00 PM

Watersports Platform:

Jolly old England comes to life in the city and its garrison, both UNESCO World Heritage Sites. Further afield, you’ll find historic sugar plantations and the fairyland magic of Harrison’s Cave.

Mon Jan 19

Anse Mitan

Arrive:9:00 AM

Depart:11:00 PM

Watersports Platform:

Martinique offers a delightful and distinctive blend of French and Caribbean influences, with a bounty of historical sites, museums and a wide array of excellent shopping. Be sure to take a tour of the beautiful Jardin de Balata Botanical Gardens with exotic plants from around the world and a treetop walkway affording mountain views.

Tue Jan 20

Castries

Arrive:8:00 AM

Depart:4:00 PM

Watersports Platform:

The capital and largest city of St. Lucia is a bustling port where shoppers flock. Most of the city’s historic buildings were destroyed in major fires between 1785 and 1948 but you’ll see the beautiful, scenic backdrop of Morne Fortune (elev. 2,795 ft.) and the bustling harbor. Visit the Castries Market for handicrafts, fruits and vegetables, see the murals painted by a local artist and housed in the Cathedral of the Immaculate Conception, and check out one of the many restaurants or Derek Walcott Square.

Tue Jan 20

Pigeon Island

Arrive:6:00 PM

Depart:

Watersports Platform:

The UNESCO site Pitons’ with their two majestic volcanic peaks and 24 miles of vibrant coral reef welcome you to St. Lucia. Nearby Pigeon Island National Park features impressive ruins of English forts, archaeological relics of Arawak Indians, and splendid beaches.

Wed Jan 21

Pigeon Island

Arrive:

Depart:6:00 PM

Watersports Platform:

Thu Jan 22

Bequia

Arrive:8:00 AM

Depart:10:00 PM

Watersports Platform:

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.

Fri Jan 23

Mayreau

Arrive:8:00 AM

Depart:6:00 PM

Watersports Platform:

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.

Sat Jan 24

St. George's

Arrive:7:00 AM

Depart:2:00 PM

Watersports Platform:

Inhale the intoxicating aroma of the “Isle of Spice” as your eyes feast on what is widely claimed to be the most beautiful city in the Caribbean. Spend the day on 2-mile-long Grand Anse beach, and before you go, a taste of nutmeg ice cream is a must.

Sun Jan 25

Bridgetown

Arrive:6:00 AM

Depart:

Watersports Platform:

Jolly old England comes to life in the city and its garrison, both UNESCO World Heritage Sites. Further afield, you’ll find historic sugar plantations and the fairyland magic of Harrison’s Cave.