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Star Collector: Lovely Leewards
 
San Juan to San Juan
Sun Nov 3, 2024 - Sat Nov 16, 2024,
 13 days
 on Star Pride
?All-inclusive from
$4,749
?Cruise Only From
$4,749
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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
Sun Nov 3
San Juan
Arrive:
Depart:10:00 PM
Watersports Platform: 
8 Available
+_
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.
8 Shore Excursions Available
+
_
San Juan: Barilito Rum Tour & Tasting with Transfer to Windstar HotelEssentials Collection | Sightseeing | Refreshments
Duration2.5 Hours
Activity LevelEasy-Moderate
$179
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San Juan: Barilito Rum Tour & Tasting with Transfer to AirportCulture | Essentials Collection | Sightseeing
Duration2.5 Hours
Activity LevelEasy-Moderate
$179
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San Juan, Concierge Collection: Half Day Private SUV with Guide Sightseeing | Concierge Collection
Duration4 Hours
Activity LevelEasy
$539
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San Juan, Concierge Collection: Half Day Private Van with Guide Sightseeing | Concierge Collection
Duration4 Hours
Activity LevelEasy
$599
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San Juan: Rainforest Eco Wonder Tour with Transfer to Windstar Hotel Sightseeing | Walking | Outdoors | Essentials Collection
Duration4.5 Hours
Activity LevelModerate-Strenuous
$139
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San Juan: Rainforest Eco Wonder Tour with Transfer to Airport Outdoors | Walking | Sightseeing | Essentials Collection
Duration4.5 Hours
Activity LevelModerate-Strenuous
$139
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San Juan: Old San Juan Natl Historic Parks Walking Tour with Transfer to Windstar Hotel Sightseeing | Essentials Collection
Duration3 Hours
Activity LevelModerate-Strenuous
$119
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San Juan: Old San Juan Natl Historic Parks Walking Tour with Transfer to Airport Sightseeing | Essentials Collection
Duration3.75 Hours
Activity LevelModerate-Strenuous
$119
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Mon Nov 4
Philipsburg, St. Maarten
Arrive:9:30 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
+
_
St. Maarten, Concierge Collection: Half Day Private Island Tour in SUV or Deluxe Mini VanConcierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$749
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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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Phillipsburg, Sailing Catamaran Adventure *Boating | Essentials Collection | Sightseeing | Snorkeling
Duration4 Hours
Activity LevelModerate
$189
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St. Maarten: Soualiga Sky Explorer & Flying Dutchman Sightseeing | Essentials Collection
Duration4.25 Hours
Activity LevelStrenuous
$259
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St. Maarten: Soualiga Sky Explorer & 360 Views Sightseeing | Essentials Collection
Duration4.5 Hours
Activity LevelEasy
$189
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St. Maarten: Under Two Flags Island Tour Sightseeing | Walking | Essentials Collection
Duration4 Hours
Activity LevelEasy
$69
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Tue Nov 5
Charlestown
Arrive:8:00 AM
Depart:6:00 PM
Watersports Platform: 
A nature lover’s delight is found on this tiny Caribbean paradise of secluded black-sand beaches, protected reefs, crystal-clear water, and lush velvety rainforest. Nevis is home to a broad range of animal life including Southern stingrays, hawksbill turtles, tropical birds, and the well-known green vervet monkey.
Wed Nov 6
Gustavia
Arrive:7:00 AM
Depart:10:00 PM
Watersports Platform: 
6 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.
6 Shore Excursions Available
+
_
St Barts, Concierge Collection: St. Barthelemy Beach DayBeach | Concierge Collection | Dining
Duration6 Hours
Activity LevelEasy-Moderate
$399
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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
$279
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St. Barts: Intimate Island TourEssentials Collection | Sightseeing
Duration Hour
Activity LevelEasy
$99
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St. Barts: Sailing the Leeward CoastBoating | Essentials Collection | Refreshments
Duration3 Hours
Activity LevelEasy-Moderate
$199
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St. Barts, Concierge Collection: Sunset CruiseBoating | Concierge Collection | Sightseeing | Refreshments
Duration1.5 Hours
Activity LevelEasy-Moderate
$159
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Thu Nov 7
Jost Van Dyke, Great Harbour
Arrive:8:00 AM
Depart:11:59 PM
Watersports Platform: 
2 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.
2 Shore Excursions Available
+
_
Jost Van Dyke, Catamaran Cruise and BeachBeach | Boating | Essentials Collection | Snorkeling
Duration4.5 Hours
Activity LevelModerate-Strenuous
$169
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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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Fri Nov 8
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. Althought 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
2 Shore Excursions Available
+
_
Virgin Gorda: Highlights & Bath TourBeach | Boating | Essentials Collection | Walking
Duration4 Hours
Activity LevelStrenuous
$79
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Virgin Gorda: Snorkel AdventureBoating | Essentials Collection | Refreshments | Snorkeling
Duration2.75 Hours
Activity LevelModerate-Strenuous
$199
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Sat Nov 9
San Juan
Arrive:7:00 AM
Depart:7:00 PM
Watersports Platform: 
8 Available
+_
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.
8 Shore Excursions Available
+
_
San Juan: Barilito Rum Tour & Tasting with Transfer to Windstar HotelEssentials Collection | Sightseeing | Refreshments
Duration2.5 Hours
Activity LevelEasy-Moderate
$179
VIEW DETAILS
San Juan: Barilito Rum Tour & Tasting with Transfer to AirportCulture | Essentials Collection | Sightseeing
Duration2.5 Hours
Activity LevelEasy-Moderate
$179
VIEW DETAILS
San Juan, Concierge Collection: Half Day Private SUV with Guide Sightseeing | Concierge Collection
Duration4 Hours
Activity LevelEasy
$539
VIEW DETAILS
San Juan, Concierge Collection: Half Day Private Van with Guide Sightseeing | Concierge Collection
Duration4 Hours
Activity LevelEasy
$599
VIEW DETAILS
San Juan: Rainforest Eco Wonder Tour with Transfer to Windstar Hotel Sightseeing | Walking | Outdoors | Essentials Collection
Duration4.5 Hours
Activity LevelModerate-Strenuous
$139
VIEW DETAILS
San Juan: Rainforest Eco Wonder Tour with Transfer to Airport Outdoors | Walking | Sightseeing | Essentials Collection
Duration4.5 Hours
Activity LevelModerate-Strenuous
$139
VIEW DETAILS
San Juan: Old San Juan Natl Historic Parks Walking Tour with Transfer to Windstar Hotel Sightseeing | Essentials Collection
Duration3 Hours
Activity LevelModerate-Strenuous
$119
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San Juan: Old San Juan Natl Historic Parks Walking Tour with Transfer to Airport Sightseeing | Essentials Collection
Duration3.75 Hours
Activity LevelModerate-Strenuous
$119
VIEW DETAILS
Sun Nov 10
AT SEA
Arrive:
Depart:
Watersports Platform: 
Mon Nov 11
St. George's
Arrive:9:00 AM
Depart:10:00 PM
Watersports Platform: 
12 Available
+_
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.
12 Shore Excursions Available
+
_
St. Georges, Certified One-Tank Dive Outdoors | Wildlife | Refreshments | Boating | Essentials Collection
Duration3.5 Hours
Activity LevelStrenuous
$189
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St. Georges, Certified Two-Tank Dive Outdoors | Wildlife | Refreshments | Boating | Essentials Collection
Duration4.25 Hours
Activity LevelStrenuous
$249
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St. Georges, Clear Bottom Kayaking Watersports | Outdoors | Wildlife | Refreshments | Boating | Essentials Collection
Duration3 Hours
Activity LevelModerate
$79
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Concierge Collection: Farm to Table Homestead Cooking Tour (Easy-Moderate)Concierge Collection | Culture | Dining
Duration3.5 Hours
Activity LevelEasy-Moderate
$59
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St. Georges, Discover Scuba Outdoors | Watersports | Essentials Collection
Duration4.5 Hours
Activity LevelStrenuous
$279
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St. Georges, Diamond Chocolate & WaterfallCulture | Essentials Collection | Sightseeing | Refreshments | Walking
Duration4 Hours
Activity LevelEasy
$89
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St. Georges, The Best of GrenadaDining | Essentials Collection | Outdoors | Sightseeing | Wildlife
Duration7.5 Hours
Activity LevelEasy
$169
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St. Georges, Powerboat & Snorkeling at the Statues Park *Boating | Essentials Collection | Sightseeing | Snorkeling
Duration2 Hours
Activity LevelModerate-Strenuous
$119
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St. Georges, Adventure River Tubing Watersports | Wildlife | refreshment | Essentials Collection
Duration3 Hours
Activity LevelModerate
$69
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St. Georges, Sailing Cruise to the Statue ParkBoating | Essentials Collection | Refreshments | Snorkeling
Duration3.5 Hours
Activity LevelModerate-Strenuous
$89
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St Georges, Spice of Our LivesCulture | Essentials Collection | Sightseeing | Refreshments
Duration4 Hours
Activity LevelEasy-Moderate
$69
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St. Georges, Izzie's Great House DiscoveryCulture | Dining | Essentials Collection
Duration3 Hours
Activity LevelEasy-Moderate
$119
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Tue Nov 12
Bequia
Arrive:8:00 AM
Depart:10:00 PM
Watersports Platform: 
5 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.
5 Shore Excursions Available
+
_
Bequia, Bequia Fort & Lower Beach Getaway *Beach | Essentials Collection | Refreshments
Duration3 Hours
Activity LevelEasy-Moderate
$89
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Bequia, Bequia Heritage and Scenic TouEssentials Collection | Sightseeing | Refreshments
Duration3 Hours
Activity LevelEasy-Moderate
$99
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Bequia Highlights Outdoors | Wildlife | Culture | Sightseeing | Essentials Collection
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
$259
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Bequia Snorkel Adventure Snorkeling | Outdoors | Wildlife | Refreshments | Boating | Essentials Collection
Duration3 Hours
Activity LevelModerate-Strenuous
$119
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Wed Nov 13
Pigeon Island
Arrive:8:00 AM
Depart:5:00 PM
Watersports Platform: 
12 Available
+_
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.
12 Shore Excursions Available
+
_
Pigeon Island, Concierge Collection: Full Day Private Car & Guide Sightseeing | Concierge Collection
Duration8 Hours
Activity LevelEasy
$699
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Pigeon Island, Concierge Collection: Full Day Private Van & Guide Sightseeing | Concierge Collection
Duration8 Hours
Activity LevelEasy
$899
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Pigeon Island, Aerial Tram Park Wildlife | Refreshments | Walking | Sightseeing | Essentials Collection
Duration3.5 Hours
Activity LevelModerate
$155
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Pigeon Island, Catamaran Cruise to the PitonsBeach | Boating | Essentials Collection | Sightseeing | Refreshments | UNESCO
Duration5 Hours
Activity LevelEasy
$139
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Pigeon Island, St. Lucian Walking Food TourCulture | Essentials Collection | Sightseeing | Refreshments | Walking
Duration3.5 Hours
Activity LevelEasy-Moderate
$179
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Pigeon Island, Mt. Pimard Nature Trail & HikeEssentials Collection | Hiking | Sightseeing
Duration2.5 Hours
Activity LevelModerate
$109
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Pigeon Island, Panoramic St. LuciaSightseeing | Refreshments
Duration3 Hours
Activity LevelEasy
$55
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Pigeon Island, Discover Sailing Boating | Essentials Collection
Duration3 Hours
Activity LevelModerate-Strenuous
$129
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Pigeon Island, Off Road Segway Adventure Outdoors | Refreshments | Sightseeing | Essentials Collection
Duration3 Hours
Activity LevelModerate-Strenuous
$149
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Pigeon Island, Rainforest Canopy Zip Line Adventure Wildlife | Refreshments | Sightseeing | Essentials Collection
Duration4.5 Hours
Activity LevelStrenuous
$115
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Pigeon Island, Concierge Collection: Half Day Private Car & Guide Sightseeing | Concierge Collection
Duration4 Hours
Activity LevelEasy
$399
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Pigeon Island, Concierge Collection: Half Day Private Van & Guide Sightseeing | Concierge Collection
Duration4 Hours
Activity LevelEasy
$499
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Thu Nov 14
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
+
_
Les Saintes, Blue Escape Kayaking *Boating | Essentials Collection | Outdoors | Sightseeing | Refreshments
Duration3.5 Hours
Activity LevelModerate
$139
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Les Saintes, Sample Culinary Treasures of GuadeloupeBeach | Concierge Collection | Culture | Dining
Duration3 Hours
Activity LevelEasy-Moderate
$199
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Les Saintes, Explore Terra de Haut by FootCulture | Essentials Collection | Refreshments | Walking
Duration1.25 Hours
Activity LevelModerate
$99
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Les Saintes, Sailing the BayBoating | Concierge Collection | Refreshments
Duration3 Hours
Activity LevelModerate
$209
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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
$99
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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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Fri Nov 15
Philipsburg, St. Maarten
Arrive:8:00 AM
Depart:2:00 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
+
_
St. Maarten, Concierge Collection: Half Day Private Island Tour in SUV or Deluxe Mini VanConcierge Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$749
VIEW DETAILS
St. Maarten: Americas Cup Sailboat Racing Refreshments | outdoor | Boating | Essentials Collection
Duration3.5 Hours
Activity LevelModerate
$149
VIEW DETAILS
Phillipsburg, Sailing Catamaran Adventure *Boating | Essentials Collection | Sightseeing | Snorkeling
Duration4 Hours
Activity LevelModerate
$189
VIEW DETAILS
St. Maarten: Soualiga Sky Explorer & Flying Dutchman Sightseeing | Essentials Collection
Duration4.25 Hours
Activity LevelStrenuous
$259
VIEW DETAILS
St. Maarten: Soualiga Sky Explorer & 360 Views Sightseeing | Essentials Collection
Duration4.5 Hours
Activity LevelEasy
$189
VIEW DETAILS
St. Maarten: Under Two Flags Island Tour Sightseeing | Walking | Essentials Collection
Duration4 Hours
Activity LevelEasy
$69
VIEW DETAILS
Sat Nov 16
San Juan
Arrive:7:00 AM
Depart:
Watersports Platform: 
8 Available
+_
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.
8 Shore Excursions Available
+
_
San Juan: Barilito Rum Tour & Tasting with Transfer to Windstar HotelEssentials Collection | Sightseeing | Refreshments
Duration2.5 Hours
Activity LevelEasy-Moderate
$179
VIEW DETAILS
San Juan: Barilito Rum Tour & Tasting with Transfer to AirportCulture | Essentials Collection | Sightseeing
Duration2.5 Hours
Activity LevelEasy-Moderate
$179
VIEW DETAILS
San Juan, Concierge Collection: Half Day Private SUV with Guide Sightseeing | Concierge Collection
Duration4 Hours
Activity LevelEasy
$539
VIEW DETAILS
San Juan, Concierge Collection: Half Day Private Van with Guide Sightseeing | Concierge Collection
Duration4 Hours
Activity LevelEasy
$599
VIEW DETAILS
San Juan: Rainforest Eco Wonder Tour with Transfer to Windstar Hotel Sightseeing | Walking | Outdoors | Essentials Collection
Duration4.5 Hours
Activity LevelModerate-Strenuous
$139
VIEW DETAILS
San Juan: Rainforest Eco Wonder Tour with Transfer to Airport Outdoors | Walking | Sightseeing | Essentials Collection
Duration4.5 Hours
Activity LevelModerate-Strenuous
$139
VIEW DETAILS
San Juan: Old San Juan Natl Historic Parks Walking Tour with Transfer to Windstar Hotel Sightseeing | Essentials Collection
Duration3 Hours
Activity LevelModerate-Strenuous
$119
VIEW DETAILS
San Juan: Old San Juan Natl Historic Parks Walking Tour with Transfer to Airport Sightseeing | Essentials Collection
Duration3.75 Hours
Activity LevelModerate-Strenuous
$119
VIEW DETAILS