New 2026 Canada & New England Voyages

Explore New Worlds Close to Home

Experience Windstar’s popular and new 2026 itineraries in Canada & New England aboard our all-suite Star Pride, which serves just 312 guests.

Our 2026 season brings the return of our popular Southeast Canadian Explorations. Overnight in Quebec City, explore historic sites in Boston and visit small fishing towns like Cap-aux-Meules. 

Embark on our trans-oceanic,14-night Greenland: North Atlantic Odyssey cruise. This scenic adventure finds you crossing Prince Christian Sound and Tasermiut Fjord. See charming colonial towns and visit remote villages to learn about Inuit culture. 

We’ve also added a new 14-night Quebec and Newfoundland Adventure itinerary. This roundtrip Montreal adventure includes a new overnight in St. John, one of the oldest cities in North America. We’ll also call on the new port of St. Pierre & Miquelon, the last French territory on the continent.

Reserve a 2026 Canada & New England cruise by April 30, 2025, and enjoy a complimentary All-Inclusive experience — featuring Wi-Fi, unlimited wine, beer and cocktails, and all gratuities — plus up to $200 onboard credit per stateroom.

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The neighborhood of Old Quebec is home to the only fortified city walls north of Mexico.
The village of Cap-aux-Meules is famous for its stunning red sandstone cliffs shaped by the wind and sea.
The eight-island archipelago of Saint-Pierre and Miquelon is the only French territory left in North America.
Montreal’s blend of café culture, historic architecture and French language give it a distinctly European feel.
With a history dating back over 500 years, St. Johns is one of the oldest European-founded cities in North America.
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