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INTERNATIONAL NUMBERS HEALTH & SAFETY YACHT CLUB WISHLIST MY WINDSTAR
Call Your Travel Advisor or800.258.7245

Southeast Canadian Explorations

 
Boston to Montreal
Thu Sep 16, 2027 - Mon Sep 27, 2027,
 11 days
 on Star Pride
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Starting from $5,599 USD
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OVERVIEW & ITINERARY
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ITINERARY AND SHORE EXCURSIONS

The best on land brought to you by the best at sea. Get to the heart of local cultures with Windstar shore excursions. You don't want to just dip a toe in local culture, you want to dive into the deep end, and that's exactly what Windstar shore excursions are designed to do. All of our excursion are created to provide authentic local experience - the kind travelers like you are looking for. And with more than 2,500 excursions to choose from, you can experience your destination in whatever way is most meaningful to you. Whether you're an outdoor enthusiast, a foodie, a history buff, or someone who loves to get to know the faces behind the many places we travel.

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Date
Port
Arrive
Depart
Marina
Shore
Excursions
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Thu Sep 16
Boston
Arrive:
Depart:5:00 PM
Watersports Platform: 
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Founded in 1630 by Puritan settlers, Boston is one of the oldest cities in the U.S. It was a pivotal place during the American Revolution for the Boston Massacre, the Boston Tea Party, the Battle of Bunker Hill and the Siege of Boston. Tourists to Boston see the Faneuil Hall Marketplace, the JFK Library and Museum, the Museum of Fine Arts, the New England Aquarium, and the USS Constitution.
Fri Sep 17
Portland
Arrive:8:00 AM
Depart:9:00 PM
Watersports Platform: 
+_
The New England charm of Portland is a delightful mix of stylish and sophisticated, modest and folksy, with a reputation for great dining. There is a plethora of local art and music, lovely parks and a pleasing array of 19th century architecture including beautiful Victorian-era homes. The cobblestone lanes of the Old Port district waterfront are alive with working fishing piers and warehouses converted into shops and restaurants.
Sat Sep 18
Bar Harbor
Arrive:8:00 AM
Depart:5:00 PM
Watersports Platform: 
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One of the best places to appreciate nature is found at Bar Harbor, with its stunning coastal beauty. Surrounded by Acadia National Park, with over 50 square miles of mountains, lakes, forests, soaring granite cliffs and amazing views, Bar Harbor’s laid-back atmosphere encourages relaxation and repose. Bar Harbor was the premier summer resort of the 19th century for some of America’s most powerful families like the Vanderbilts and the Rockefellers until the destructive 1947 fire. Visit the Abbe Museum, which showcases the Wabanaki Indians, the Dorr Museums of Natural History or the Bar Harbor Historical Society Museum.
Sun Sep 19
Halifax
Arrive:1:00 PM
Depart:
Watersports Platform: 
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The capital of Nova Scotia was ranked the 4th best place to live in Canada back in 2012. It is a city with more pubs and clubs per capita than any other Canadian city and even one of the mayors was a brewmaster. The boardwalk on the waterfront follows the water’s edge and is lined with unique shops. Halifax is home to the longest running saltwater ferry and a 200-year-old restored fishing village. Be sure to find time to try fabled donair (pita, meat and sauce), the official food of Halifax.
Mon Sep 20
Halifax
Arrive:
Depart:3:00 PM
Watersports Platform: 
+_
The capital of Nova Scotia was ranked the 4th best place to live in Canada back in 2012. It is a city with more pubs and clubs per capita than any other Canadian city and even one of the mayors was a brewmaster. The boardwalk on the waterfront follows the water’s edge and is lined with unique shops. Halifax is home to the longest running saltwater ferry and a 200-year-old restored fishing village. Be sure to find time to try fabled donair (pita, meat and sauce), the official food of Halifax.
Tue Sep 21
AT SEA
Arrive:
Depart:
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Tue Sep 21
AT SEA
Arrive:
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Wed Sep 22
AT SEA
Arrive:
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Thu Sep 23
Gaspe
Arrive:1:00 PM
Depart:7:00 PM
Watersports Platform: 
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Four hundred miles northeast of Quebec City lies Gaspe, one of National Geographic’s Canada’s 50 Places of a Lifetime. This wonderful wilderness area is home to four national parks; Perce Rock; North America’s largest gannet colony; lighthouses and remarkable historic sites. Visit the modern cathedral built almost entirely of wood and make sure to try some of the local specialties such as French-styled lobsters and game.
Fri Sep 24
AT SEA
Arrive:
Depart:
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Sat Sep 25
Quebec City
Arrive:9:00 AM
Depart:
Watersports Platform: 
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A focal point of French culture and one of North America’s oldest and most beautiful cities, Quebec City sits above the St. Lawrence River on a rocky spur with 328-foot cliffs. This French-speaking city was established in 1608 with the only fortified city walls remaining in America north of Mexico, and declared a UNESCO World Heritage City. The Old Town is packed with museums, cobblestone streets and mansard-roofed houses begging to be explored. Other historic attractions include the Fairmont Chateau Frontenac, Notre Dame Basilica, Battlefields Park and Terrasse Dufferin.
Sun Sep 26
Quebec City
Arrive:
Depart:4:00 PM
Watersports Platform: 
+_
A focal point of French culture and one of North America’s oldest and most beautiful cities, Quebec City sits above the St. Lawrence River on a rocky spur with 328-foot cliffs. This French-speaking city was established in 1608 with the only fortified city walls remaining in America north of Mexico, and declared a UNESCO World Heritage City. The Old Town is packed with museums, cobblestone streets and mansard-roofed houses begging to be explored. Other historic attractions include the Fairmont Chateau Frontenac, Notre Dame Basilica, Battlefields Park and Terrasse Dufferin.
Mon Sep 27
Montreal
Arrive:8:00 AM
Depart:
Watersports Platform: 
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Montreal is full of interesting architecture and is considered by many to be the creative capital of Canada. Named a UNESCO City of Design, Montreal attractions include Basilique Notre-Dame, Stade Olympique, Canal de Lachine, Old Montreal, and Habitat 67. Enjoy a meal at one of the terraced cafes of Plateau Mont-Royal and make sure you try Kamouraska lamb, Arctic char and poutine.