Home Cruise lines Windstar Cruises Star Pride Boston Monday, September 14, 2026

Windstar Cruises : 25 nights from Boston with Star Pride
Sep 14, 2026

United States, United Kingdom, Canada, France, Antigua and Barbuda, Chile
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from $15,229
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with Star Pride from $15,228.78
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Cruise itinerary
Departure Port: Boston ➞ Landing: Montreal

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    Tuesday, September 15, 2026 8:00 AM - 6:00 PM
    Rockland chevron_right
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    Wednesday, September 16, 2026 8:00 AM - 11:00 PM
    Portland (GB) chevron_right
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    Friday, September 18, 2026 8:00 AM - 4:00 PM
    Halifax chevron_right
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    Saturday, September 19, 2026 1:00 PM - 7:00 PM
    Sydney chevron_right
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    Sunday, September 20, 2026 10:00 AM - 6:00 PM
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    Monday, September 21, 2026 1:00 PM - 7:00 PM
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    Wednesday, September 23, 2026 9:00 AM - 11:59 PM
    Quebec City chevron_right
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    Thursday, September 24, 2026 not found - 4:00 PM
    Quebec City chevron_right
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    Friday, September 25, 2026 8:00 AM - 5:00 PM
    Montreal chevron_right
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    Saturday, September 26, 2026 8:00 AM - 5:30 PM
    Quebec City chevron_right
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    Sunday, September 27, 2026 1:00 PM - 7:00 PM
    Baie-Comeau chevron_right
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    Tuesday, September 29, 2026 8:00 AM - 2:00 PM
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    Wednesday, September 30, 2026 1:00 PM - 9:00 PM
    St. Pierre Miquelon chevron_right
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    Thursday, October 1, 2026 2:00 PM - 11:59 PM
    Saint Johns chevron_right
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    Friday, October 2, 2026 not found - 3:00 PM
    Saint Johns chevron_right
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    Saturday, October 3, 2026 1:00 PM - 9:00 PM
    San Antonio chevron_right
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    Sunday, October 4, 2026 7:00 AM - 4:00 PM
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    Monday, October 5, 2026 7:00 AM - 4:00 PM
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    Tuesday, October 6, 2026 11:00 AM - 6:00 PM
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    Thursday, October 8, 2026 12:00 PM - 9:00 PM
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    Friday, October 9, 2026 8:00 AM 11:59 PM
    Montreal chevron_right
Boston

Boston

Boston is an American city to the core, exceptional for walks and cultural activities.

The Historic Heart of Boston

Boston, 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 Climate

Boston'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 Boston

Boston'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 Scene

Boston'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 Boston

For 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.

Rockland

Rockland

Portland (GB)

Portland (GB)

Halifax

Halifax

The Canadian historic city, preserves the charm of the colonial era and the adventurous spirit of the time

As the ship enters port, a bagpiper will welcome you to Halifax, the capital city of Nova Scotia. The "city of trees" offers the warmth and charm of a small town along with all the excitement and attractions expected from a big city. Cove Peggy, Citadel Hill, and the Acadian village are just some of the places that herald your arrival here. The capital of Nova Scotia and the largest city in the Atlantic provinces of Canada, Halifax, was once an important military bastion of Great Britain in North America. The beautifully restored buildings on the Halifax waterfront are reminiscent of the city's centuries-old naval and maritime heritage. A walk on the waterfront, and you can find historic galleons and ships like the schooner Bluenose II, tied up to the pier of the corsair, as well as old sailing ships over 200 years old. Halifax is also the gateway to breathtaking landscapes in Nova Scotia, including the famous Peggy Cove, where granite cliffs and a lonely lighthouse create a scenery with unsurpassed charm based on natural beauty.

Sydney

Sydney

Sydney, a city where architecture and nature come together to give life to a unique landscape that characterizes the panorama of the main Australian port city. There are numerous cruises departing from Sydney bound for the main destinations located in the South Pacific such as New Zealand, New Caledonia and French Polynesia but also to national destinations such as Auckland, Brisbane and the Kimberley region with its wild nature which goes well with cruise expeditions.

Sydney: destinations and experiences

The port of Sydney is considered one of the most beautiful in the world. From its shores it is impossible not to notice the elegant architecture of the iconic Opera House and the Sydney Harbour Bridge, symbols par excellence of the city. Hyde Park is instead the green lung located in the heart of Sydney. Not far from the urban boundaries, it is possible to get lost in the local natural wonders such as the Blue Mountains National Park, a World Heritage Site, the famous Bondi Beach which takes its name from an ancient Aboriginal term which means 'noise of the water that breaks on the rocks' and the Congee cliff beach. Among the things to absolutely taste before leaving the city is the oyster soup, the Australian mango salad and the Meat Pie.

Quebec City

Quebec City

Quebec City is, among Canadian cities, the one with the most charm. Its historic center located on top of a rocky hill dominates the course of the St. Lawrence River.

The Rich History of Quebec City

Quebec City, a jewel of Canada's heritage, stands as a living museum of New France's history. Founded in 1608 by Samuel de Champlain, it is one of North America's oldest cities, boasting a well-preserved old town that has earned it a UNESCO World Heritage designation. The city's fortified walls, cobblestone streets, and the iconic Château Frontenac are testaments to its storied past, offering visitors a glimpse into centuries-old European charm in the heart of modern Canada.

Climate: A City for All Seasons

Experiencing Quebec City means embracing its continental climate, with distinct seasons offering unique charms. Winters are magical, transforming the city into a snowy wonderland, ideal for the world-renowned Winter Carnival. Summers are warm and lively, perfect for exploring outdoor festivals and the vibrant terrace scene. Spring and autumn provide a picturesque setting, with blooming flowers or stunning fall foliage, making every visit memorable.

Must-Visit Attractions

The city's attractions are as diverse as its history. The historic district of Old Quebec is a maze of narrow streets and historic buildings. Beyond the walls, the Plains of Abraham offer sprawling green space and pivotal history. For a touch of nature, Montmorency Falls exceeds Niagara's height and is just a short drive away. The Musée de la civilisation bridges past and present with its engaging exhibits.

Flavors of Quebec City

Quebec City's cuisine is a reflection of its French heritage and the bounty of the Canadian landscape. Local specialties include comforting poutine, savory tourtière, and fresh seafood. Maple products abound, offering a sweet taste of the region's forests. Artisanal cheeses and craft beers provide a gourmet experience that rivals the city's stunning views.

Conclusion: A Gateway to Adventure

Beginning a cruise from Quebec City not only promises an exploration of this enchanting city but also an adventure through the breathtaking landscapes of the St. Lawrence River. As a launch point for journeys into the heart of Canada or the rugged coasts of the Atlantic, Quebec City offers an unforgettable blend of history, culture, and natural beauty, setting the stage for an extraordinary cruise experience.

Quebec City

Quebec City

Quebec City is, among Canadian cities, the one with the most charm. Its historic center located on top of a rocky hill dominates the course of the St. Lawrence River.

The Rich History of Quebec City

Quebec City, a jewel of Canada's heritage, stands as a living museum of New France's history. Founded in 1608 by Samuel de Champlain, it is one of North America's oldest cities, boasting a well-preserved old town that has earned it a UNESCO World Heritage designation. The city's fortified walls, cobblestone streets, and the iconic Château Frontenac are testaments to its storied past, offering visitors a glimpse into centuries-old European charm in the heart of modern Canada.

Climate: A City for All Seasons

Experiencing Quebec City means embracing its continental climate, with distinct seasons offering unique charms. Winters are magical, transforming the city into a snowy wonderland, ideal for the world-renowned Winter Carnival. Summers are warm and lively, perfect for exploring outdoor festivals and the vibrant terrace scene. Spring and autumn provide a picturesque setting, with blooming flowers or stunning fall foliage, making every visit memorable.

Must-Visit Attractions

The city's attractions are as diverse as its history. The historic district of Old Quebec is a maze of narrow streets and historic buildings. Beyond the walls, the Plains of Abraham offer sprawling green space and pivotal history. For a touch of nature, Montmorency Falls exceeds Niagara's height and is just a short drive away. The Musée de la civilisation bridges past and present with its engaging exhibits.

Flavors of Quebec City

Quebec City's cuisine is a reflection of its French heritage and the bounty of the Canadian landscape. Local specialties include comforting poutine, savory tourtière, and fresh seafood. Maple products abound, offering a sweet taste of the region's forests. Artisanal cheeses and craft beers provide a gourmet experience that rivals the city's stunning views.

Conclusion: A Gateway to Adventure

Beginning a cruise from Quebec City not only promises an exploration of this enchanting city but also an adventure through the breathtaking landscapes of the St. Lawrence River. As a launch point for journeys into the heart of Canada or the rugged coasts of the Atlantic, Quebec City offers an unforgettable blend of history, culture, and natural beauty, setting the stage for an extraordinary cruise experience.

Montreal

Montreal

Canadian Charm and River Journeys from Montreal!

Embark on an enchanting cruise from Montreal, Canada, a vibrant and bilingual city on the St. Lawrence River. With its unique blend of European charm and North American dynamism, Montreal offers a picturesque departure point for exploring the scenic beauty of Quebec and beyond. Discover its historic Old Port and cultural richness before setting sail on a journey promising breathtaking landscapes, charming towns, and serene river days.

Montreal: a Crossroads of Culture and Nature

Montreal, the metropolis of Quebec, is a city that enchants with its unique mix of French culture and North American spirit. Famous for its lively historic center, impressive architecture, and festivals that enliven the streets throughout the year, Montreal offers an unforgettable experience to its visitors. The cosmopolitan environment, combined with a surprising nature that surrounds the city, makes Montreal a perfect place for those seeking an urban adventure immersed in history and culture.

The Attractions Not to Be Missed

Exploring Montreal means encountering unique attractions such as Vieux-Montreal, the historic heart of the city, where you can admire buildings dating back to the 17th century. You cannot miss a visit to the Notre-Dame Basilica, a masterpiece of Gothic architecture. For nature lovers, Mont-Royal offers a green escape in the heart of the city, with paths, viewpoints, and the opportunity to admire the sunrise over the city. The cultural vibrancy of Montreal is also expressed through its gastronomic scene, which ranges from classic French cuisine to the innovative dishes of nouvelle cuisine.

Cruises to Montreal

Choosing Montreal as the destination of your cruise means immersing yourself in a city rich in history, culture, and natural beauty. The access via river offers a unique perspective on the city, allowing cruise travelers to enjoy breathtaking views from the moment they arrive. The port of Montreal, strategically located, is the ideal starting point to explore everything the city has to offer, from urban dynamism to tranquil green oases, making every visit a rich and varied experience.

Quebec City

Quebec City

Quebec City is, among Canadian cities, the one with the most charm. Its historic center located on top of a rocky hill dominates the course of the St. Lawrence River.

The Rich History of Quebec City

Quebec City, a jewel of Canada's heritage, stands as a living museum of New France's history. Founded in 1608 by Samuel de Champlain, it is one of North America's oldest cities, boasting a well-preserved old town that has earned it a UNESCO World Heritage designation. The city's fortified walls, cobblestone streets, and the iconic Château Frontenac are testaments to its storied past, offering visitors a glimpse into centuries-old European charm in the heart of modern Canada.

Climate: A City for All Seasons

Experiencing Quebec City means embracing its continental climate, with distinct seasons offering unique charms. Winters are magical, transforming the city into a snowy wonderland, ideal for the world-renowned Winter Carnival. Summers are warm and lively, perfect for exploring outdoor festivals and the vibrant terrace scene. Spring and autumn provide a picturesque setting, with blooming flowers or stunning fall foliage, making every visit memorable.

Must-Visit Attractions

The city's attractions are as diverse as its history. The historic district of Old Quebec is a maze of narrow streets and historic buildings. Beyond the walls, the Plains of Abraham offer sprawling green space and pivotal history. For a touch of nature, Montmorency Falls exceeds Niagara's height and is just a short drive away. The Musée de la civilisation bridges past and present with its engaging exhibits.

Flavors of Quebec City

Quebec City's cuisine is a reflection of its French heritage and the bounty of the Canadian landscape. Local specialties include comforting poutine, savory tourtière, and fresh seafood. Maple products abound, offering a sweet taste of the region's forests. Artisanal cheeses and craft beers provide a gourmet experience that rivals the city's stunning views.

Conclusion: A Gateway to Adventure

Beginning a cruise from Quebec City not only promises an exploration of this enchanting city but also an adventure through the breathtaking landscapes of the St. Lawrence River. As a launch point for journeys into the heart of Canada or the rugged coasts of the Atlantic, Quebec City offers an unforgettable blend of history, culture, and natural beauty, setting the stage for an extraordinary cruise experience.

Baie-Comeau

Baie-Comeau

Baie-Comeau is a city in Canada, in the Côté-Nord region of the province of Quebec. It is the seat of the Manicouagan Regional County Municipality.

St. Pierre Miquelon

St. Pierre Miquelon

Saint Johns

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 Johns

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.

San Antonio

San Antonio

San Antonio, located along the coast of the Pacific Ocean, is a vibrant and economically significant city that perfectly combines its strategic port operations with rich cultural and historical elements. The Port of San Antonio is the busiest port in Chile and one of the largest in South America. It plays a crucial role in the country's economy, handling a significant portion of Chile’s imports and exports and making San Antonio one of Chile’s most important port cities.

The city is reknown for its beautiful beaches, historic sites and cultural events. Firstly, San Antonio boasts several beaches that attract both locals and tourists, such as Llolleo Beach and Cartagena Beach, which are popular for their scenic views and recreational activities.

Secondly, the city has several historical sites and landmarks, including the San Antonio Lighthouse and the picturesque Paseo Bellamar, a waterfront promenade. Finally, San Antonio hosts cultural events and festivals that showcase local traditions, music and cuisine.

Montreal

Montreal

Canadian Charm and River Journeys from Montreal!

Embark on an enchanting cruise from Montreal, Canada, a vibrant and bilingual city on the St. Lawrence River. With its unique blend of European charm and North American dynamism, Montreal offers a picturesque departure point for exploring the scenic beauty of Quebec and beyond. Discover its historic Old Port and cultural richness before setting sail on a journey promising breathtaking landscapes, charming towns, and serene river days.

Montreal: a Crossroads of Culture and Nature

Montreal, the metropolis of Quebec, is a city that enchants with its unique mix of French culture and North American spirit. Famous for its lively historic center, impressive architecture, and festivals that enliven the streets throughout the year, Montreal offers an unforgettable experience to its visitors. The cosmopolitan environment, combined with a surprising nature that surrounds the city, makes Montreal a perfect place for those seeking an urban adventure immersed in history and culture.

The Attractions Not to Be Missed

Exploring Montreal means encountering unique attractions such as Vieux-Montreal, the historic heart of the city, where you can admire buildings dating back to the 17th century. You cannot miss a visit to the Notre-Dame Basilica, a masterpiece of Gothic architecture. For nature lovers, Mont-Royal offers a green escape in the heart of the city, with paths, viewpoints, and the opportunity to admire the sunrise over the city. The cultural vibrancy of Montreal is also expressed through its gastronomic scene, which ranges from classic French cuisine to the innovative dishes of nouvelle cuisine.

Cruises to Montreal

Choosing Montreal as the destination of your cruise means immersing yourself in a city rich in history, culture, and natural beauty. The access via river offers a unique perspective on the city, allowing cruise travelers to enjoy breathtaking views from the moment they arrive. The port of Montreal, strategically located, is the ideal starting point to explore everything the city has to offer, from urban dynamism to tranquil green oases, making every visit a rich and varied experience.