Star Collector: Lovely Leewards
 
San Juan to San Juan
Fri Feb 13, 2026 - Fri Feb 27, 2026,
 14 days
 on Star Seeker
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Starting from $5,399 USD
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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
Fri Feb 13
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.
Sat Feb 14
AT SEA
Arrive:
Depart:
Watersports Platform: 
Sun Feb 15
Bequia
Arrive:9:00 AM
Depart:10:00 PM
Watersports Platform: 
6 Available
+_
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.
6 Shore Excursions Available
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Bequia, Bequia Fort & Lower Beach Getaway *Beach | Essentials Collection | Refreshments
Duration3 Hours
Activity LevelEasy-Moderate
$95
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Bequia, Bequia Heritage and Scenic TouEssentials Collection | Sightseeing | Refreshments
Duration3 Hours
Activity LevelEasy-Moderate
$99
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Bequia HighlightsCulture | Essentials Collection | Outdoors | Sightseeing | Wildlife
Duration2.5 Hours
Activity LevelEasy-Moderate
$89
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Bequia, Mustique Magic with Lunch Dining | Sightseeing | Boating | Essentials Collection
Duration6 Hours
Activity LevelModerate
$269
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Bequia Snorkel Adventure Snorkeling | Outdoors | Wildlife | Refreshments | Boating | Essentials Collection
Duration3 Hours
Activity LevelModerate-Strenuous
$119
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Bequia, Taste of BequiaConcierge Collection | Culture | Dining | Essentials Collection | Refreshments
Duration3.5 Hours
Activity LevelEasy-Moderate
$149
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Mon Feb 16
Mayreau
Arrive:8:00 AM
Depart:6:00 PM
Watersports Platform: 
1 Available
+_
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.
1 Shore Excursion Available
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Mayreau, Grenadines Island Escape Snorkeling | Outdoors | Refreshments | Boating | Essentials Collection
Duration3.5 Hours
Activity LevelModerate
$89
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Tue Feb 17
Soufriere
Arrive:8:00 AM
Depart:6:00 PM
Watersports Platform: 
5 Available
+_
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.
5 Shore Excursions Available
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Soufriere, Chocolate Heritage tour at Fond Doux Estate Sightseeing | Walking | Refreshments | Essentials Collection
Duration2.5 Hours
Activity LevelEasy-Moderate
$99
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Soufriere, Green Haven Organic Farm to Table LunchCulture | Dining | Essentials Collection | Sightseeing
Duration3 Hours
Activity LevelEasy-Moderate
$129
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Soufriere, Botanical Gardens, Toraille Waterfall & Beach Sightseeing | Beach | Essentials Collection
Duration4 Hours
Activity LevelEasy-Moderate
$69
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Soufriere, Snorkel at Marine Park Snorkeling | Boating | Wildlife | Essentials Collection
Duration2.5 Hours
Activity LevelModerate-Strenuous
$109
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Soufriere, Concierge Collection: Taste of St. Lucia Dining | Culture | Concierge Collection
Duration2.5 Hours
Activity LevelEasy-Moderate
$179
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Wed Feb 18
Les Saintes
Arrive:8:00 AM
Depart:5:00 PM
Watersports Platform: 
8 Available
+_
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.
8 Shore Excursions Available
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Les Saintes, Blue Escape Kayaking *Boating | Essentials Collection | Outdoors | Sightseeing | Refreshments
Duration2 Hours
Activity LevelModerate
$149
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Les Saintes, Sample Culinary Treasures of GuadeloupeBeach | Concierge Collection | Culture | Dining
Duration3 Hours
Activity LevelEasy-Moderate
$209
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Les Saintes, Explore Terra de Haut by FootCulture | Essentials Collection | Refreshments | Walking
Duration1.25 Hours
Activity LevelModerate
$109
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Les Saintes, Sailing the BayBoating | Concierge Collection | Refreshments
Duration3 Hours
Activity LevelModerate
$199
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Les Saintes, Historic Tastes & Treasures of Fort NapoleonCulture | Essentials Collection | Sightseeing | Refreshments
Duration2.5 Hours
Activity LevelModerate
$129
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Les Saintes, Terre de Haut Panoramic TourEssentials Collection | Sightseeing
Duration Hour
Activity LevelEasy
$119
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Les Saintes, Snorkel Experience in Les Saintes *Boating | Essentials Collection | Refreshments | Snorkeling | Wildlife
Duration2 Hours
Activity LevelStrenuous
$119
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Les Saintes, Relax & Snorkel *Beach | Boating | Essentials Collection | Refreshments | Snorkeling
Duration3 Hours
Activity LevelModerate-Strenuous
$169
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Thu Feb 19
Marigot, St. Martin
Arrive:8:00 AM
Depart:2:00 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.
Fri Feb 20
San Juan
Arrive:7:00 AM
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.
Sat Feb 21
CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)
Arrive:8:00 AM
Depart:6:00 PM
Watersports Platform: 
CRUZ BAY, ST. JOHN, Virgin Islands (U.S.)
Sun Feb 22
Basseterre
Arrive:8:00 AM
Depart:5:00 PM
Watersports Platform: 
7 Available
+_
With Georgian architecture situated against an irresistible backdrop of emerald green hills, Basseterre is one of the loveliest of the Caribbean’s small capitals. Beyond town, more than a quarter of St. Kitts has been set aside as Brimstone Hill Fortress national Park, a UNESCO World Heritage Site.
7 Shore Excursions Available
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Basseterre, Concierge Collection: Caribbean Cooking, History & Folklore in St. KittsConcierge Collection | Culture | Dining | Sightseeing
Duration3.5 Hours
Activity LevelEasy
$99
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Basseterre, Island History & Rum TastingEssentials Collection | Sightseeing | Refreshments
Duration2.5 Hours
Activity LevelEasy
$59
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Basseterre, Nevis Panoramic and Beach TourBeach | Boating | Dining | Essentials Collection | Sightseeing
Duration5 Hours
Activity LevelEasy-Moderate
$139
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Basseterre: Caribbean Scenic Railway Refreshments | Culture | Sightseeing | Essentials Collection
Duration3 Hours
Activity LevelEasy
$109
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Basseterre: Sky Safari Zipline Adventure Outdoors | Wildlife | Essentials Collection
Duration4 Hours
Activity LevelStrenuous
$119
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Basseterre: Snorkel Safari Snorkeling | Wildlife | Refreshments | Boating | Essentials Collection
Duration3 Hours
Activity LevelModerate
$99
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Basseterre: St Kitts Quad ATV Adventure Outdoors | Refreshments | Essentials Collection
Duration3 Hours
Activity LevelModerate-Strenuous
$129
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Mon Feb 23
Philipsburg, St. Maarten
Arrive:8:00 AM
Depart:10:00 PM
Watersports Platform: 
6 Available
+_
Pastel-colored buildings and shops filled with tempting souvenirs herald your arrival to bustling Philipsburg. Situated near the harbor on the Dutch side of St. Maarten, Philipsburg owes its discovery to Christopher Columbus in 1493. Today, celebrated Front Street is home to a number of local Creole restaurants as well as jewelry stores, stylish boutiques, and lively casinos for visitors seeking an upbeat island experience.
6 Shore Excursions Available
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St. Maarten, Concierge Collection: Half Day Private Island Tour in SUV or Deluxe Mini VanConcierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$799
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St. Maarten: Americas Cup Sailboat Racing Refreshments | outdoor | Boating | Essentials Collection
Duration3.5 Hours
Activity LevelModerate
$149
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St. Maarten: Soualiga Sky Explorer & Flying Dutchman Sightseeing | Essentials Collection
Duration4.25 Hours
Activity LevelStrenuous
$339
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St. Maarten: Americas Cup Sailboat Racing with Transfer to AirportBoating | Essentials Collection | Outdoors | Refreshments
Duration2.5 Hours
Activity LevelModerate
$179
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St. Maarten: Soualiga Sky Explorer & 360 Views Sightseeing | Essentials Collection
Duration4.5 Hours
Activity LevelEasy
$219
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St. Maarten: Under Two Flags Island Tour Sightseeing | Walking | Essentials Collection
Duration4 Hours
Activity LevelEasy
$99
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Tue Feb 24
Gustavia
Arrive:7:00 AM
Depart:6:00 PM
Watersports Platform: 
9 Available
+_
Affectionately known as St. Barts, the Caribbean’s most chic island adds a French flair to Riviera-like beaches and duty-free boutiques. Walk past gingerbread cottages in search of celebrities, shop for designer fashions, or sip the island’s signature ti punch as kite surfers fly by.
9 Shore Excursions Available
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Gustavia, Concierge Collection: Scuba Dive 1 TankConcierge Collection | Outdoors | Watersports
Duration3 Hours
Activity LevelStrenuous
$339
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Gustavia, Concierge Collection: Scuba Dive 2 TankConcierge Collection | Outdoors | Wildlife
Duration4 Hours
Activity LevelStrenuous
$499
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St Barts, Concierge Collection: St. Barthelemy Beach DayBeach | Concierge Collection | Dining
Duration6 Hours
Activity LevelEasy-Moderate
$499
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St. Barts: Sailing Catamaran AdventureBeach | Boating | Essentials Collection | Refreshments | Snorkeling | Wildlife
Duration3 Hours
Activity LevelModerate
$299
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St. Barts: Independent Explorer by CarEssentials Collection | Sightseeing
Duration6 Hours
Activity LevelEasy-Moderate
$349
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St. Barts: Intimate Island TourEssentials Collection | Sightseeing
Duration Hour
Activity LevelEasy
$139
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Gustavia, Concierge Collection: Jet SkiBeach | Outdoors | Sightseeing | Watersports
Duration2 Hours
Activity Level(not specified)
$269
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Gustavia, Concierge Collection: Savor St BartsConcierge Collection | Culture | Refreshments | Walking
Duration2.5 Hours
Activity Level(not specified)
$349
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St. Barts, Concierge Collection: Sunset CruiseBoating | Concierge Collection | Sightseeing | Refreshments
Duration1.5 Hours
Activity LevelEasy-Moderate
$199
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Wed Feb 25
Jost Van Dyke, Great Harbour
Arrive:8:00 AM
Depart:10:00 PM
Watersports Platform: 
3 Available
+_
For an island comprised of a mere eight square miles, it’s amazing how much there is to do on Jost Van Dyke. Visit the national park on nearby Diamond Cay, snorkel among swaying sponges and angelfish at Sandy Spit, or pilot your own boat around Sir Francis  Drake Waterway. After all that, you’ll be ready for an evening drink on the beach — where you can admire your Windstar ship aglow in the harbor.
3 Shore Excursions Available
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Jost Van Dyke, Catamaran Cruise & Swim to Norman IslandBeach | Boating | Essentials Collection | Snorkeling
Duration4.5 Hours
Activity LevelModerate-Strenuous
$259
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Jost Van Dyke: Tortola Rib Boat TourBoating | Essentials Collection | Sightseeing | Refreshments | Watersports
Duration4 Hours
Activity LevelModerate
$199
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Jost Van Dyke, Sail and SnorkelBoating | Essentials Collection | Sightseeing | Refreshments | Watersports
Duration4 Hours
Activity LevelModerate-Strenuous
$159
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Thu Feb 26
Virgin Gorda / Prickly Pear, British Virgin Islands
Arrive:8:00 AM
Depart:5:00 PM
Watersports Platform: 
2 Available
+_
  • The beautiful Bank Barrier coral reef wavers just beneath you as your ship makes the break to the bird sanctuary of Prickly Pear Island, so named because it is dotted with prickly pear cacti. Although uninhabited, it does have a beach bar and water sports facilities. Not far away lies the curious assembly of house-sized boulders called “The Baths,” which form huge underground pools and caverns.
 
Please note: only guests with shore excursions booked through Windstar can be tendered to Gun Creek.
2 Shore Excursions Available
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Virgin Gorda: Highlights & Bath TourBeach | Boating | Essentials Collection | Walking
Duration4 Hours
Activity LevelStrenuous
$89
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Virgin Gorda: Snorkel AdventureBoating | Essentials Collection | Refreshments | Snorkeling
Duration2.75 Hours
Activity LevelModerate-Strenuous
$239
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Fri Feb 27
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.