Windstar Cruises : 14 nights from Saint Johns with Star Pride
Nov 15, 2026

St. John

St. John’s: the Caribbean is waiting for you!

Depart from St. John’s, the vibrant capital of Antigua and Barbuda, on a cruise through the crystal-clear waters of the Caribbean, discovering tropical islands, white-sand beaches, and fascinating cultures. This port, nestled between green hills and turquoise sea, is the perfect starting point for a journey that combines relaxation and exploration. On board, you’ll enjoy every modern comfort and breathtaking views of the Caribbean Sea as you sail toward new adventures. Cruises from St. John’s offer an unforgettable experience filled with sun, sea, and authentic Caribbean charm.

Saint John is a Caribbean island of the Lesser Antilles belonging to the archipelago of the US Virgin Islands, located east of Puerto Rico; by area, it is the fourth island of the entire archipelago (third among those under US rule), occupying 50.79 km².

Basseterre

During your stop in Basseterre, the lively capital of Saint Kitts and Nevis, get ready to immerse yourself in an authentic Caribbean experience. Start with a walk in the heart of the city, exploring the bustling Independence Square, surrounded by historic colonial-style buildings and colorful local markets. Visit the Immaculate Conception Cathedral and the historic Brimstone Hill Fortress, a UNESCO World Heritage site.

Walk through the imposing walls of the fortress and enjoy breathtaking panoramic views of the ocean and the surrounding islands. For closer contact with nature, head to the Romney Manor Botanical Gardens, where you can admire a vast array of tropical flora.

If you are looking for relaxation, relax on the pristine beaches of South Friars Bay or Cockleshell Beach. The turquoise waters and white sand create a perfect environment for swimming, snorkeling or simply enjoying the sun. Basseterre awaits you with its natural and cultural wonders.

Basseterre: A Caribbean Gem for Your Cruise Departure

Embark on an idyllic Caribbean adventure from Basseterre, the charming capital of St. Kitts. This vibrant port city, with its colonial architecture and lively atmosphere, offers a captivating starting point for your tropical escape. Explore historical sites like Brimstone Hill Fortress, wander through colorful markets, and soak in the island's lush beauty before setting sail. Basseterre promises a warm welcome and a taste of authentic Caribbean life before you even step aboard your luxurious cruise ship.

Tropical Horizons Await from Basseterre

Cruises departing from Basseterre lead to some of the most breathtaking destinations in the Lesser Antilles and beyond. Imagine waking up to new islands each day, from the pristine beaches of Antigua to the volcanic landscapes of St. Lucia. Whether you seek thrilling water sports, serene relaxation, or vibrant local culture, your journey from Basseterre will be filled with unforgettable moments. The convenience and beauty of this port make it an ideal choice for those dreaming of a truly immersive Caribbean cruise experience, leaving you refreshed and inspired by every stop.

Gustavia

Gustavia is the capital of Saint Barthélemy, a Caribbean island that combines French charm with tropical warmth. During a cruise ship stop, there are many exciting activities to do and places to explore.

Start your visit with a walk through the center of Gustavia, where you can admire the colorful colonial-style houses, shop in luxury boutiques and enjoy local cuisine in fine restaurants and cafes. The port of Gustavia is also an ideal place for a relaxing walk, with breathtaking views of the boats and yachts moored there.

The island's history is well represented by Fort Gustav, which offers a panoramic view of the city and the harbor. The fort is a great place to take photos and learn about the colonial history of Saint Barthélemy.

For sea lovers, there are several nearby beaches that are worth visiting. Shell Beach, a short walk from the center, is perfect for swimming and relaxing. If you prefer a more adventurous experience, you can go snorkeling or scuba diving in the crystal clear waters around the island, exploring the rich marine life and coral reefs.

A visit to the many art galleries and museums in Gustavia cannot be missed, where you can discover local art and culture. Finally, end your day with a romantic dinner in one of the restaurants overlooking the sea, savoring French and Caribbean cuisine while the sun sets on the horizon.

In summary, Gustavia offers a perfect combination of history, culture, shopping, nature and relaxation, making your cruise stop an unforgettable experience.

Philipsburg

Philipsburg is the capital of Sint Maarten in the Caribbean Sea. It is one of the best cruise ship ports in the Caribbean famous for shopping.

Philipsburg is the capital of the Dutch part of the island of St. Maarten, a Caribbean island divided into Dutch and French (Saint Martin). Business seekers flock to the duty-free shops and tax-free sales of the long Philipsburg shopping district. Visitors can also enjoy art galleries in the city, historical fortresses, casinos, and zoos, as well as Great Bay Beach and the boardwalk.

Jost Van Dyke

During your cruise ship stop in Jost Van Dyke, you will discover a tropical paradise rich in adventure and relaxation. Start your day with a visit to White Bay, famous for its white sand and crystal clear waters. Relax under the palm trees, swim in the turquoise waters or snorkel to explore the vibrant marine life.

Don't miss the opportunity to visit Foxy's Tamarind Bar, a local institution where you can enjoy delicious Caribbean cocktails and typical dishes while listening to live music. For an unforgettable experience, take a boat trip to visit the spectacular caves of Norman Island.

If you are an adventure lover, take a short hike to the top of Jost Van Dyke to enjoy breathtaking views of the island and the surrounding sea.

Jost Van Dyke offers you a perfect mix of natural beauty, local culture and exciting activities, guaranteeing an unforgettable stop during your cruise.

Virgin Gorda

Saint Johns

Its ideal climate, the incredible landscape, a pleasant lifestyle and a beach for every day of the year make Saint John's a dream vacation destination.

Fascinating History of Saint Johns in Antigua and Barbuda

Saint Johns, located in Antigua and Barbuda, has a captivating history that dates back to the colonial era. Founded by the British in the 17th century, the city played a significant role as a strategic port in the Caribbean Sea. Over the centuries, Saint Johns has evolved into a vibrant cultural and tourist hub, preserving traces of its colonial past in its architecture and traditions.

Tropical Climate and Sunny Days

Saint Johns enjoys a tropical climate with warm temperatures and plenty of sunshine throughout the year. Summers are hot and humid, perfect for lounging on the white sandy beaches and swimming in the crystal-clear waters of the island. Winters are mild and dry, providing optimal conditions for exploring the city and its attractions without being hindered by rainfall.

Top Attractions and Places to Explore in Saint Johns

Saint Johns offers a plethora of attractions that cater to all interests. The historic Nelson's Dockyard, a UNESCO World Heritage Site, showcases naval history and stunning views of English Harbour. The colorful markets of Redcliffe Quay are ideal for shopping for local crafts and souvenirs. Don't miss out on visiting Shirley Heights for panoramic vistas and lively sunset parties.

Local Cuisine: Authentic Flavors of Antigua and Barbuda

The culinary scene in Saint Johns reflects the rich gastronomic heritage of Antigua and Barbuda with dishes that tantalize the taste buds. Indulge in seafood delights like grilled lobster, spicy pepperpot stew, and sweet potato pudding. Sample local delicacies such as saltfish with fungee (cornmeal dish) and savor rum punch or Wadadli beer for a true taste of the islands.

Embark on an Unforgettable Cruise from Saint Johns

To enhance your visit to Saint Johns in Antigua and Barbuda, consider booking a cruise departing from this picturesque city. Cruises around the surrounding islands offer breathtaking views of the turquoise Caribbean waters, pristine beaches, and vibrant coral reefs. Booking a cruise from Saint Johns guarantees unforgettable experiences and a deeper connection to the natural beauty of the Caribbean islands.

Saint George

Bermuda's Historic Charms from Saint George!

Set sail on a delightful cruise from Saint George, Bermuda, a charming and historic town that is a UNESCO World Heritage site. With its pastel-colored buildings, narrow alleyways, and rich colonial past, Saint George offers a picturesque and tranquil departure point for your island escape. Experience the unique blend of British heritage and island serenity before embarking on a journey filled with sun, relaxation, and unforgettable Bermudan discoveries.

Bequia

Escape to Paradise from Bequia!

Set sail on an idyllic Caribbean escape from the enchanting island of Bequia. This serene and unspoiled gem in the Grenadines offers a tranquil and intimate starting point for your cruise. Experience the laid-back charm and pristine waters before embarking on a journey to discover secluded coves, vibrant coral reefs, and the untouched beauty of the Lesser Antilles, promising pure relaxation and natural splendor.

Mayreau

Les Saintes

The Îles des Saintes, also known as Les Saintes, are an archipelago made up of eight small islands and rocks called Terre-de-Bas, Terre-de-Haut, Ilet Cabrit, Grand Ilet, La Coche, Les Augustins, Le Pate and La Redonde of which only two, Terre de Bas and Terre de Haut (the largest) are inhabited. Administratively, they are all dependent on Guadeloupe, in the French Antilles.

Les Saintes were discovered by Christopher Columbus in 1493, on All Saints' Day, and he consequently baptized them Los Santos, but the first French settlers who moved to the archipelago arrived only in 1643 from Brittany.

Marigot

Marigot, located in the northern part of the Island of Saint Martin, is a city with a typically Caribbean landscape which, due to the beauty of its landscape, unrepeatable experiences and its hidden treasures, is one of the most loved destinations by tourists from all over the world.

The landscape, with the crystal clear blue water on one side and the green of the hills on the other, makes it possible to participate in multiple activities, from the most common to the most extravagant, with only one watchword: UNFORGETTABLE. For sea lovers it is possible to enjoy a day of relaxation while enjoying a cocktail by the sea or inside one of the many structures along the bay where you can enjoy typical local dishes. The bays are also the ideal starting point for all those who want to discover the most hidden areas and experience an adventure that will leave you speechless.

For adventure lovers, know that on board a jeep or by renting an electronic buggy you can reach some tourist spots on the island and enjoy breathtaking views. One of these is the Marigot market. Ideal for trying the local cuisine in one of the stalls or for not missing the opportunity to fill your suitcase with souvenirs for friends and relatives, it is known to be the largest market in all of the Caribbean.

The island is not only beach, sea and relaxation, but also art is the master. In an area once devastated by the consequences of Hurricane Irma, today the well-known Wall of Art stands. It is a wall created by artists from all over the world where culture and art, colors and different sensations come together in a perfect mix. It stands out for being something different from the typical concept of a wall that we have in our minds: it is the first time that a wall is created as a sign of union instead of division.

The best way to reach Marigot is on board a cruise ship. Choosing a cruise that departs from Marigot or has the city as a stop is the ideal choice for those who want to discover the beauty of this landscape, experience unforgettable experiences and start exploring the surrounding areas. Marigot: French Caribbean Charm for Your Cruise

Set sail from Marigot, the charming capital of the French side of Saint Martin, and embark on a delightful Caribbean cruise. With its picturesque marina, colorful market, and vibrant Creole culture, Marigot offers a relaxed and inviting departure point. Before stepping aboard, explore Fort Louis, stroll along the waterfront, and savor delicious French-Creole cuisine. Marigot provides a perfect blend of European elegance and Caribbean flair, making it an ideal starting point for your tropical adventure.

Explore the Lesser Antilles from Marigot

Cruises departing from Marigot open up a world of possibilities across the sparkling blue waters of the Lesser Antilles. Whether you dream of the pristine beaches of Anguilla, the lush landscapes of St. Barth, or the lively atmosphere of other Caribbean islands, Marigot serves as an excellent launchpad. Enjoy the seamless transition from the charming streets of Saint Martin to the luxurious comfort of your cruise ship, ready for days filled with relaxation, exploration, and unforgettable moments. Each voyage from Marigot promises breathtaking scenery and a true taste of island paradise, leaving you with cherished memories.

Saint Johns

Its ideal climate, the incredible landscape, a pleasant lifestyle and a beach for every day of the year make Saint John's a dream vacation destination.

Fascinating History of Saint Johns in Antigua and Barbuda

Saint Johns, located in Antigua and Barbuda, has a captivating history that dates back to the colonial era. Founded by the British in the 17th century, the city played a significant role as a strategic port in the Caribbean Sea. Over the centuries, Saint Johns has evolved into a vibrant cultural and tourist hub, preserving traces of its colonial past in its architecture and traditions.

Tropical Climate and Sunny Days

Saint Johns enjoys a tropical climate with warm temperatures and plenty of sunshine throughout the year. Summers are hot and humid, perfect for lounging on the white sandy beaches and swimming in the crystal-clear waters of the island. Winters are mild and dry, providing optimal conditions for exploring the city and its attractions without being hindered by rainfall.

Top Attractions and Places to Explore in Saint Johns

Saint Johns offers a plethora of attractions that cater to all interests. The historic Nelson's Dockyard, a UNESCO World Heritage Site, showcases naval history and stunning views of English Harbour. The colorful markets of Redcliffe Quay are ideal for shopping for local crafts and souvenirs. Don't miss out on visiting Shirley Heights for panoramic vistas and lively sunset parties.

Local Cuisine: Authentic Flavors of Antigua and Barbuda

The culinary scene in Saint Johns reflects the rich gastronomic heritage of Antigua and Barbuda with dishes that tantalize the taste buds. Indulge in seafood delights like grilled lobster, spicy pepperpot stew, and sweet potato pudding. Sample local delicacies such as saltfish with fungee (cornmeal dish) and savor rum punch or Wadadli beer for a true taste of the islands.

Embark on an Unforgettable Cruise from Saint Johns

To enhance your visit to Saint Johns in Antigua and Barbuda, consider booking a cruise departing from this picturesque city. Cruises around the surrounding islands offer breathtaking views of the turquoise Caribbean waters, pristine beaches, and vibrant coral reefs. Booking a cruise from Saint Johns guarantees unforgettable experiences and a deeper connection to the natural beauty of the Caribbean islands.