St. Maarten (Philipsburg)
St. Maarten (Philipsburg) 02/21/2026
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.
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02/21/2026 |
02/21/2026 |
St. John's, Antigua
St. John's, Antigua 02/22/2026
St. John’s is a city of Old World charm and elegance which lingers in the varied architecture of Georgian, Victorian, Vernacular, Romantic and International flavors. The picturesque seafront where tiny, colorful boats are moored, the cheerful wooden buildings carefully refurbished to retain their original features, the vibrant Market Street offering vegetables, fruit and fish and the duty-free Heritage Quay shopping area provide a delightful atmosphere to captivate you. Sites to see include St. John’s Cathedral with its white Baroque towers, the Botanical Garden, St. John’s Antigua Lighthouse, and Fort James.
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02/22/2026 |
02/22/2026 |
Road Bay
Road Bay 02/23/2026
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.
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02/23/2026 |
02/23/2026 |
Virgin Gorda
Virgin Gorda 02/24/2026
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.
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02/24/2026 |
02/24/2026 |
Sopers Hole, Tortola
Sopers Hole, Tortola 02/24/2026
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.
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02/24/2026 |
02/24/2026 |
Sopers Hole, Tortola
Sopers Hole, Tortola 02/25/2026
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.
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02/25/2026 |
02/25/2026 |
Jost Van Dyke
Jost Van Dyke 02/26/2026
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.
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02/26/2026 |
02/26/2026 |
Gustavia
Gustavia 02/27/2026
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.
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02/27/2026 |
02/27/2026 |
St. Maarten (Philipsburg)
St. Maarten (Philipsburg) 02/28/2026
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.
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02/28/2026 |
02/28/2026 |
Basseterre, St. Kitts
Basseterre, St. Kitts 03/01/2026
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.
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03/01/2026 |
03/01/2026 |
Gustavia
Gustavia 03/02/2026
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.
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03/02/2026 |
03/02/2026 |
St. John's, Antigua
St. John's, Antigua 03/03/2026
St. John’s is a city of Old World charm and elegance which lingers in the varied architecture of Georgian, Victorian, Vernacular, Romantic and International flavors. The picturesque seafront where tiny, colorful boats are moored, the cheerful wooden buildings carefully refurbished to retain their original features, the vibrant Market Street offering vegetables, fruit and fish and the duty-free Heritage Quay shopping area provide a delightful atmosphere to captivate you. Sites to see include St. John’s Cathedral with its white Baroque towers, the Botanical Garden, St. John’s Antigua Lighthouse, and Fort James.
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03/03/2026 |
03/03/2026 |
Iles des Saintes
Iles des Saintes 03/04/2026
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.
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03/04/2026 |
03/04/2026 |
Roseau, Dominica
Roseau, Dominica 03/05/2026
Get ready for a full day with plenty to do. Snorkel alongside brilliant parrot fish in the bubbly waters of Champagne Beach. Take a break to enjoy more than 150 species of plants and brilliant red-necked Jaco parrots at the botanical gardens. If you’re up for an optional hike, don’t miss Boiling Lake and the Valley of Desolation at Dominica’s Morne Trois Pitons National Park, a UNESCO World Heritage Site.
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03/05/2026 |
03/05/2026 |
Mayreau, Grenadines
Mayreau, Grenadines 03/06/2026
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.
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03/06/2026 |
03/06/2026 |
Bridgetown (Barbados)
Bridgetown (Barbados) 03/07/2026
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.
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03/07/2026 |
03/07/2026 |
At Sea
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03/08/2026 |
03/08/2026 |
Basseterre, St. Kitts
Basseterre, St. Kitts 03/09/2026
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.
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03/09/2026 |
03/09/2026 |
St. John's, Antigua
St. John's, Antigua 03/10/2026
St. John’s is a city of Old World charm and elegance which lingers in the varied architecture of Georgian, Victorian, Vernacular, Romantic and International flavors. The picturesque seafront where tiny, colorful boats are moored, the cheerful wooden buildings carefully refurbished to retain their original features, the vibrant Market Street offering vegetables, fruit and fish and the duty-free Heritage Quay shopping area provide a delightful atmosphere to captivate you. Sites to see include St. John’s Cathedral with its white Baroque towers, the Botanical Garden, St. John’s Antigua Lighthouse, and Fort James.
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03/10/2026 |
03/10/2026 |
Iles des Saintes
Iles des Saintes 03/11/2026
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.
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03/11/2026 |
03/11/2026 |
Roseau, Dominica
Roseau, Dominica 03/12/2026
Get ready for a full day with plenty to do. Snorkel alongside brilliant parrot fish in the bubbly waters of Champagne Beach. Take a break to enjoy more than 150 species of plants and brilliant red-necked Jaco parrots at the botanical gardens. If you’re up for an optional hike, don’t miss Boiling Lake and the Valley of Desolation at Dominica’s Morne Trois Pitons National Park, a UNESCO World Heritage Site.
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03/12/2026 |
03/12/2026 |
Mayreau, Grenadines
Mayreau, Grenadines 03/13/2026
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.
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03/13/2026 |
03/13/2026 |
Anse Mitan
Anse Mitan 03/14/2026
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.
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03/14/2026 |
03/14/2026 |
Bridgetown (Barbados)
Bridgetown (Barbados) 03/15/2026
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.
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03/15/2026 |
03/15/2026 |
Tobago Cays, Grenadines
Tobago Cays, Grenadines 03/16/2026
Sail, snorkel, or beachcomb in complete seclusion in this unspoiled tropical paradise accessible only by boat. Quiet coves like Horseshoe Reef are home to fantastic coral reefs, while nearby Baradel offers an excellent opportunity to observe the area’s famous sea turtles. Crystalline waters and perfect weather make this an ideal spot to play in the sea
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03/16/2026 |
03/16/2026 |
Pigeon Island, St. Lucia
Pigeon Island, St. Lucia 03/17/2026
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.
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03/17/2026 |
03/17/2026 |
Pigeon Island, St. Lucia
Pigeon Island, St. Lucia 03/18/2026
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.
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03/18/2026 |
03/18/2026 |
Castries
Castries 03/18/2026
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.
Optional Private Excursions
Avoid the crowds and hustle and bustle associated with a group activity. For a memorable trip ashore, we invite you to consider a private shore excursion. Enjoy the undivided attention of your own driver/guide and the flexibility of experiencing the aspects of the local culture that most interest you. Below are just some samples of the private shore excursions we can arrange for you. Let us personalize your experience!
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Essence of St. Lucia
Enjoy an authentic St. Lucian experience blending the past and present as you See, Taste and Smell the flavors of the island while discovering, exploring and learning about life here in days gone by.
Depart your hotel/or Cruise Ship for Greenwood Terrace where you stroll through the gardens amidst tropical fruit trees and flowering plants growing in profusion.
See a Traditional Medicinal herb Garden and learn how our forefathers and local folklore used those herbs.
Travel back in time as you view the ancient “Platene” used in the making of Sugar and Farine (a by -product of Cassava – an Amerindian dish). See an “Old Styled Fowl Coop” (Chicken House), the outdoor cooking fireplace, and Clay Oven used for baking bread. Discover the secrets of local Coconut Oil and of Bay Rum, a by- product of the Bay Leaf
Learn intriguing facts about our Traditional Creole Headwear and Dress. View a brilliant and interesting display of Historic artifacts depicting the Amerindian, European and African influences on our history.
Taste a variety of tropical fruits, island delicacies, local rums and much more.
An interactive experience which showcases the island and offers you a deep insight into the “Essence of St. Lucia.”
HIGHLIGHTS:
. Guided tour through herbal tropical garden
. Tour of the onsite museum
. Tasting of local fruits juices and delicacies
Tour Duration: 2.5 hours
Further Information
Resort and Cruise passengers will be met and escorted by a Barefoot Holidays Representative.
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Flavors of St. Lucia
Enhance your visit to St. Lucia as you explore the island’s creole cuisine through a specially designed “Culinary Experience” and learn how over the years, St. Lucian folk lore combined and blended a fascinating number of herbs, vegetables and fruits into an array of cooked foods that must be tasted to be believed.
Participate in the preparation of the various dishes ……get involved in the process ….. Try your hand (if you wish) under the guidance of our expert island chef. See the transformation take place right before your very eyes. Enjoy the tasty dishes.
Take home not only fond memories of this authentic “Island Culinary Experience” but also those of a relaxing walk through the beautiful garden , replete with an array of tropical fruits, flowering plants, a local medicinal garden. Visit to the onsite museum, and much more. A Hands On, Informative, Relaxing and Educational experience for all.
HIGHLIGHTS
· An authentic culinary experience
· Discover the secrets of authentic St. Lucian cooking
. Learn from a renowned island Chef
. Become a certified St. Lucian cook
. Enjoy a delicious meal
· Admire our onsite museum
· Visit a traditional herb garden and a walk amidst beautiful tropical flora and fruit trees
Duration – 3 hours
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03/18/2026 |
03/18/2026 |
The Pitons
The Pitons 03/18/2026
Located near the town of Soufriere, St. Lucia the Pitons are a UNESCO World Heritage Site and a spectacular landmark. Gros Piton is 2,619 feet high (798 meters) and Petit Piton is 2,438 feet high (743 meters). Gros Piton is home to at least 148 plant species and 27 bird species (5 of them endemic) and Petit Piton has 97 plant species with 8 rare tree species.
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03/18/2026 |
03/18/2026 |
Mayreau, Grenadines
Mayreau, Grenadines 03/19/2026
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.
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03/19/2026 |
03/19/2026 |
Bequia, Grenadines
Bequia, Grenadines 03/20/2026
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.
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03/20/2026 |
03/20/2026 |
Bridgetown (Barbados)
Bridgetown (Barbados) 03/21/2026
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.
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03/21/2026 |
03/21/2026 |