Windstar Cruises From Boston

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Windstar Cruises From Boston

We found you 3 cruises

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Cruise Critic Favorite
Windstar's stretched Star Pride (Photo/Melinda Crow)
Star Pride
Star Pride Cabins
Star Pride
Cuadro 44 on Windstar's Star Pride (Photo/Melinda Crow)
Star Pride
Pool on Windstar's Star Pride (Photo/Melinda Crow)
Star Pride
Star Pride
Star Pride

11 Nights

Southeast Canadian Explorations 11d Bos-mtr

Port: Boston • Portland • Halifax • Louisbourg • Cap-aux-Meules • Gaspe • Quebec City • Montreal

128 reviews
Oct 1, 2024
Windstar Cruises
View All Prices
Cruise Critic Favorite
Windstar's stretched Star Pride (Photo/Melinda Crow)
Star Pride
Star Pride Cabins
Star Pride
Cuadro 44 on Windstar's Star Pride (Photo/Melinda Crow)
Star Pride
Pool on Windstar's Star Pride (Photo/Melinda Crow)
Star Pride
Star Pride
Star Pride

11 Nights

Southeast Canadian Explorations 11d Bos-mtr

Port: Boston • Portland • Bar Harbor • Lunenburg • Halifax • Louisbourg • Cap-aux-Meules • Gaspe +2 more

128 reviews
Sep 26, 2025
Windstar Cruises
View All Prices
Windstar's stretched Star Pride (Photo/Melinda Crow)
Star Pride
Star Pride Cabins
Star Pride
Cuadro 44 on Windstar's Star Pride (Photo/Melinda Crow)
Star Pride
Pool on Windstar's Star Pride (Photo/Melinda Crow)
Star Pride
Star Pride
Star Pride

11 Nights

Boston Sights, Caribbean Nights 11d Bos-sju

Port: Boston • Hamilton • St. George • St. Barts • St. Kitts • Virgin Gorda • San Juan

128 reviews
Oct 23, 2024
Windstar Cruises
View All Prices

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