Important Notice: Please be advised that we're currently undergoing a reservation system upgrade and hold times may be longer than usual - thanks for your patience.
San Juan & the Virgin Islands
 
San Juan to San Juan
Sun Nov 9, 2025 - Sun Nov 16, 2025,
 7 days
 on Star Pride
?All-inclusive from
$3,222
?Cruise Only From
$2,599
VIEW ALL SAILING
DATES & FARES
ADD TO
WISH LIST
REMOVE
FROM
WISH LIST

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.

Date
Port
Arrive
Depart
Watersports
Platform
Shore
Excursions
Expand
Sun Nov 9
San Juan
Arrive:
Depart:7:00 PM
Watersports Platform: 
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.
Mon Nov 10
AT SEA
Arrive:
Depart:
Watersports Platform: 
Tue Nov 11
St. George's
Arrive:9:00 AM
Depart:10:00 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.
Wed Nov 12
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.
Thu Nov 13
Pigeon Island
Arrive:8:00 AM
Depart:5:00 PM
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.
Fri Nov 14
Les Saintes
Arrive:8:00 AM
Depart:5:00 PM
Watersports Platform: 
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.
Sat Nov 15
Marigot, St. Martin
Arrive:8:00 AM
Depart:3:00 PM
Watersports Platform: 
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.
Sun Nov 16
San Juan
Arrive:7:00 AM
Depart:
Watersports Platform: 
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.