Windstar Cruises : 8 nights from Boston with Star Pride
Oct 20, 2026
United States, Bermuda, Grenada, Antigua and Barbuda
Cruise itinerary
Departure Port: Boston ➞
Landing: Saint Johns
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Tuesday, October 20, 2026 - 5:00 PMBoston
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Wednesday, October 21, 2026Navigation
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Thursday, October 22, 2026Navigation
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Friday, October 23, 2026 8:45 AM - 11:59 PMHamilton
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Saturday, October 24, 2026 not found - 7:00 AMHamilton
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Saturday, October 24, 2026 10:00 AM - 11:59 PMSaint George
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Sunday, October 25, 2026 not found - 7:00 AMSaint George
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Monday, October 26, 2026Navigation
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Tuesday, October 27, 2026Navigation
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Wednesday, October 28, 2026 7:00 AM 11:59 PMSaint Johns
Boston
Boston is an American city to the core, exceptional for walks and cultural activities.
The Historic Heart of BostonBoston, one of the United States' oldest cities, is a treasure trove of American history. Founded in 1630, it played a pivotal role in the American Revolution, evident in landmarks like the Freedom Trail—a 2.5-mile journey through historic sites that tell the story of the nation's founding. From the cobblestone streets of Beacon Hill to the iconic grounds of Harvard University, Boston's rich past is intertwined with the American spirit of freedom and innovation, making it a must-visit for history enthusiasts.
Experiencing Boston's Distinctive ClimateBoston's climate offers a distinct experience of all four seasons. Spring blossoms in the Public Garden are a sight to behold, while summer brings warm, pleasant weather, perfect for exploring the city's waterfront and outdoor attractions. Fall in Boston is famously beautiful, with vibrant foliage transforming the city into a palette of fiery hues. Winters are cold and snowy, offering a picturesque, if brisk, landscape. This variety allows visitors to enjoy a different facet of Boston's charm, no matter when they visit.
Must-Visit Attractions in BostonBoston's attractions are as diverse as its history is long. The Boston Common and Public Garden provide serene green spaces in the heart of the city. The Museum of Fine Arts and the Isabella Stewart Gardner Museum cater to art lovers, while Fenway Park offers a pilgrimage site for baseball fans. The historic North End neighborhood, with its winding streets and authentic Italian cuisine, showcases Boston's cultural diversity. These attractions make the city a fascinating destination for travelers and cruisers seeking a rich, immersive experience.
A Taste of Boston's Culinary SceneBoston's culinary scene is a blend of traditional New England fare and contemporary cuisine. Seafood lovers can indulge in fresh lobster, clam chowder, and oysters, reflecting the city's coastal heritage. The North End, known as Boston's Little Italy, offers authentic Italian dishes, while innovative chefs throughout the city push the boundaries of culinary arts. From food trucks to fine dining, Boston's food landscape is a testament to its cultural melting pot.
Embarking on a Cruise from BostonFor those eager to explore the seas, Boston's port is a gateway to a variety of cruise destinations, including the picturesque New England coast, the rugged beauty of Atlantic Canada, and the historic cities of Europe. Embarking on a cruise from Boston not only offers a convenient starting point but also the chance to extend your stay in this historic city, blending the experience of America's rich history with the adventure of the open sea. With its combination of historic sites, cultural attractions, and culinary delights, Boston is an ideal embarkation point for a memorable cruise journey.
Hamilton
Hamilton, the lively capital of Bermuda, attracts visitors with its unique mix of British charm and Carribean vivacity. This small but fascinating city is a melting pot of cultures, history and natural beauty. Hamilton cruises offer the opportunity to discover the essence of Bermuda. Sailing through this island where Turkish water and pastel coloured houses create a picture postcard landscape.
A walk along Front Street, the heart of Hamilton, reveals a sequence of colonial buildings, luxury boutiques, art galleries and outdoor cafés. This street near the sea is the best place to immerse yourself in the local atmosphere, taste local dishes and appreciate the ships in the port. Hamilton is also famous for its flourishing vegetation and well-kept gardens such as Fort Hamilton Park where you can admire a breathtaking sight of the city and the ocean.
Beyond its urban attractions, Hamilton is an ideal starting point for exploring Bermuda's natural beauties. The Crystal caves, with their astonishing formations of stalactites and stalagmites suspended above crystal-clear waters, offer an unforgettable subterranean adventure. For sea lovers, with its pink sand and clear water, the Crystal caves can be easily be reached from Hamilton. There, you can relax and have fun.
Hamilton, the vibrant capital of Bermuda, enchants visitors with its unique mix of British charm and Caribbean vivacity. This small but fascinating city is a crossroads of cultures, history, and natural beauty, all enveloped in a relaxed and welcoming atmosphere. Cruises to Hamilton offer an unmissable opportunity to discover the essence of Bermuda, sailing to this island where turquoise waters and pastel-colored houses create a postcard landscape.
A walk along Front Street, the beating heart of Hamilton, reveals a sequence of colonial buildings, luxury boutiques, art galleries, and open-air cafes. This waterfront street is the ideal place to immerse yourself in local life, savor fresh seafood dishes, and admire the boats swaying in the harbor. Hamilton is also famous for its lush gardens and well-kept parks, such as Fort Hamilton Park, from which you can enjoy a breathtaking view of the city and the ocean.
In addition to its urban attractions, Hamilton serves as a base for exploring the natural wonders of Bermuda. The Crystal Caves, with their amazing formations of stalactites and stalagmites suspended above crystal clear waters, offer an unforgettable underground adventure. For sea lovers, the beaches of Bermuda, such as the famous Horseshoe Bay, with its pink sand and clear waters, are easily accessible from Hamilton, promising days of relaxation and fun in the sun.
Participating in a cruise that touches Hamilton is an experience that combines the discovery of a rich and varied culture with the pleasure of immersing yourself in natural landscapes of extraordinary beauty. Hamilton, with its relaxed lifestyle, fascinating history, and enchanting beaches, promises an unforgettable stay in one of the most exclusive and enchanting places in the world.
Hamilton
Hamilton, the lively capital of Bermuda, attracts visitors with its unique mix of British charm and Carribean vivacity. This small but fascinating city is a melting pot of cultures, history and natural beauty. Hamilton cruises offer the opportunity to discover the essence of Bermuda. Sailing through this island where Turkish water and pastel coloured houses create a picture postcard landscape.
A walk along Front Street, the heart of Hamilton, reveals a sequence of colonial buildings, luxury boutiques, art galleries and outdoor cafés. This street near the sea is the best place to immerse yourself in the local atmosphere, taste local dishes and appreciate the ships in the port. Hamilton is also famous for its flourishing vegetation and well-kept gardens such as Fort Hamilton Park where you can admire a breathtaking sight of the city and the ocean.
Beyond its urban attractions, Hamilton is an ideal starting point for exploring Bermuda's natural beauties. The Crystal caves, with their astonishing formations of stalactites and stalagmites suspended above crystal-clear waters, offer an unforgettable subterranean adventure. For sea lovers, with its pink sand and clear water, the Crystal caves can be easily be reached from Hamilton. There, you can relax and have fun.
Hamilton, the vibrant capital of Bermuda, enchants visitors with its unique mix of British charm and Caribbean vivacity. This small but fascinating city is a crossroads of cultures, history, and natural beauty, all enveloped in a relaxed and welcoming atmosphere. Cruises to Hamilton offer an unmissable opportunity to discover the essence of Bermuda, sailing to this island where turquoise waters and pastel-colored houses create a postcard landscape.
A walk along Front Street, the beating heart of Hamilton, reveals a sequence of colonial buildings, luxury boutiques, art galleries, and open-air cafes. This waterfront street is the ideal place to immerse yourself in local life, savor fresh seafood dishes, and admire the boats swaying in the harbor. Hamilton is also famous for its lush gardens and well-kept parks, such as Fort Hamilton Park, from which you can enjoy a breathtaking view of the city and the ocean.
In addition to its urban attractions, Hamilton serves as a base for exploring the natural wonders of Bermuda. The Crystal Caves, with their amazing formations of stalactites and stalagmites suspended above crystal clear waters, offer an unforgettable underground adventure. For sea lovers, the beaches of Bermuda, such as the famous Horseshoe Bay, with its pink sand and clear waters, are easily accessible from Hamilton, promising days of relaxation and fun in the sun.
Participating in a cruise that touches Hamilton is an experience that combines the discovery of a rich and varied culture with the pleasure of immersing yourself in natural landscapes of extraordinary beauty. Hamilton, with its relaxed lifestyle, fascinating history, and enchanting beaches, promises an unforgettable stay in one of the most exclusive and enchanting places in the world.
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.
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.
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 BarbudaSaint 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 DaysSaint 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 JohnsSaint 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 BarbudaThe 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 JohnsTo 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.