Beach Fun & Sun: A Remote Caribbean Getaway
 
St. Maarten to St. Maarten
Sat Jan 11, 2025 - Sat Jan 18, 2025,
 7 days
 on Wind Surf
?All-inclusive from
$3,122
?Cruise Only From
$2,499
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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
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Sat Jan 11
St. Maarten
Arrive:
Depart:7:00 PM
Watersports Platform: 
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.
Sun Jan 12
Falmouth Harbour
Arrive:8:00 AM
Depart:6:00 PM
Watersports Platform: 
9 Available
+_
It’s said that Antigua has 365 beaches – one for every day of the year. See how many you can discover as our stay in port stretches into the evening to accommodate them all. Watch the stars come out as darkness falls and imagine how residents of Andromeda must envy you.
9 Shore Excursions Available
+
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Falmouth Harbour, Concierge Collection, Birds Nest Eco Tour with Snorkeling and Caribbean Lunch*Beach | Concierge Collection | Dining | Sightseeing | Wildlife
Duration5.5 Hours
Activity LevelModerate-Strenuous
$259
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Falmouth Harbour, Spectacular Antigua Island Tour Refreshments | Culture | Sightseeing | Essentials Collection
Duration3.5 Hours
Activity LevelEasy
$79
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Falmouth Harbour, Concierge Collection, Jet Ski AdventureBoating | Sightseeing
Duration1.75 Hours
Activity LevelModerate-Strenuous
$329
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Falmouth Harbour, Make Your Own RumCulture | Essentials Collection
Duration2 Hours
Activity LevelEasy-Moderate
$119
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Falmouth Harbour, Open Course Canopy ZiplineEssentials Collection | Outdoors | Refreshments
Duration4 Hours
Activity LevelStrenuous
$129
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Falmouth Harbour, Presidents TourEssentials Collection | Sightseeing
Duration3 Hours
Activity LevelEasy
$109
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Falmouth Harbour, Segway Fort ConquerorBeach | Essentials Collection | Outdoors | Refreshments
Duration4 Hours
Activity LevelModerate-Strenuous
$159
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Falmouth Harbour, Swim with the StingraysBoating | Essentials Collection | Refreshments | Watersports
Duration3 Hours
Activity LevelModerate
$109
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Falmouth Harbour, Nelsons Dockyard Walking Tour & Boat around English HarbourBoating | Essentials Collection | Sightseeing | Refreshments | UNESCO
Duration3 Hours
Activity LevelEasy-Moderate
$69
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Mon Jan 13
Gustavia
Arrive:8:00 AM
Depart:7:00 PM
Watersports Platform: 
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.
Tue Jan 14
Soper's Hole
Arrive:8:00 AM
Depart:6:00 PM
Watersports Platform: 
4 Available
+_
Arrive at the boardwalk of Pusser’s Landing and mingle with other yachtsmen in the utterly charming marina at Soper’s Hole. Find a deserted stretch of beach to kick back and ponder this tiny port’s rich heritage of romance, pirates, and adventure. An evening departure features a once-in-a-lifetime romantic sunset Sail Away. 
4 Shore Excursions Available
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Tortola, Snorkel Adventure at Peter IslandBoating | Essentials Collection | Sightseeing | Refreshments | Snorkeling
Duration3 Hours
Activity LevelModerate-Strenuous
$109
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Soper's Hole: Cane Garden Bay Beach BreakBeach | Essentials Collection | Refreshments
Duration4 Hours
Activity LevelModerate
$79
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Tortola, Tortola Jeep & Beach TourBeach | Essentials Collection | Sightseeing
Duration4 Hours
Activity LevelModerate
$165
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Tortola, Scenic Drive & Beach Outdoors | Sightseeing | Beach | Essentials Collection
Duration4.5 Hours
Activity LevelEasy
$99
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Tue Jan 14
Jost Van Dyke, Great Harbour
Arrive:7:00 PM
Depart:
Watersports Platform: 
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.
Wed Jan 15
Jost Van Dyke, Great Harbour
Arrive:
Depart:10:00 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
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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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Thu Jan 16
Virgin Gorda / Prickly Pear
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
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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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Fri Jan 17
Road Bay
Arrive:8:00 AM
Depart:6:00 PM
Watersports Platform: 
With its protected shoreline, calm surf, spectacular coral reefs and sugar-soft beaches, Road Bay has become a destination for boaters, with its delightful restaurants, bars, and shops. Anguilla has some of the most beautiful sunsets and delicious rum punch to be found in the Caribbean.  It is also home to Cuban tree frogs, red-footed tortoise, green iguanas and five species of bats.  Worth checking out is Wallblake House, a heritage plantation house and museum said to be the oldest building on the island and located nearby.
Sat Jan 18
St. Maarten
Arrive:6:00 AM
Depart:
Watersports Platform: 
4 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.
4 Shore Excursions Available
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St. Maarten, Post Island Tour with Transfer to AirportEssentials Collection | Sightseeing
Duration4 Hours
Activity LevelEasy
$79
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St. Maarten, Post Island Tour with Transfer to HotelEssentials Collection | Sightseeing
Duration4 Hours
Activity LevelEasy-Moderate
$79
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St. Maarten: Americas Cup Sailboat Racing with Transfer to AirportBoating | Essentials Collection | Outdoors | Refreshments
Duration2.5 Hours
Activity LevelModerate
$149
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St. Maarten: Americas Cup Sailboat Racing with Transfer to Windstar Hotel Outdoors | Refreshments | Boating | Essentials Collection
Duration2.5 Hours
Activity LevelModerate
$149
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