Star Collector: Fall Leaves & Caribbean Breezes

 
Montreal to San Juan
Mon Oct 11, 2027 - Mon Nov 1, 2027,
 21 days
 on Star Pride
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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.

Date
Port
Arrive
Depart
Marina
Shore
Excursions
Expand
Mon Oct 11
Montreal
Arrive:
Depart:5:00 PM
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.
Tue Oct 12
Quebec City
Arrive:8:00 AM
Depart:6:00 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.
Wed Oct 13
AT SEA
Arrive:
Depart:
Watersports Platform: 
Thu Oct 14
Gaspe
Arrive:7:00 AM
Depart:2:00 PM
Watersports Platform: 
+_
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 Oct 15
Sydney, Nova Scotia, Canada
Arrive:3:00 PM
Depart:
Watersports Platform: 
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Sydney is the largest city on Cape Breton Island where the hub of activity can be found at the waterfront where you’ll find the world’s largest fiddle. A popular tourist destination, grab a Cape Breton Artisan Trail Map and immerse yourself in the lives of local artisans. Hit Casino Nova Scotia or take a mining tour with the help of a local miner. Check out the year-round indoor Cape Breton Farmers’ Market or discover the history of the Membertou people at their Heritage Park.
Sat Oct 16
Sydney, Nova Scotia, Canada
Arrive:
Depart:11:59 PM
Watersports Platform: 
+_
Sydney is the largest city on Cape Breton Island where the hub of activity can be found at the waterfront where you’ll find the world’s largest fiddle. A popular tourist destination, grab a Cape Breton Artisan Trail Map and immerse yourself in the lives of local artisans. Hit Casino Nova Scotia or take a mining tour with the help of a local miner. Check out the year-round indoor Cape Breton Farmers’ Market or discover the history of the Membertou people at their Heritage Park.
Sun Oct 17
AT SEA
Arrive:
Depart:
Watersports Platform: 
Mon Oct 18
Halifax
Arrive:8:00 AM
Depart:
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 Oct 19
Halifax
Arrive:
Depart:12:00 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.
Wed Oct 20
Bar Harbor
Arrive:8:00 AM
Depart:9:00 PM
Watersports Platform: 
+_
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.
Thu Oct 21
Portland
Arrive:8:00 AM
Depart:5:00 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.
Fri Oct 22
Boston
Arrive:8:00 AM
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.
Sat Oct 23
AT SEA
Arrive:
Depart:
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Sun Oct 24
AT SEA
Arrive:
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Mon Oct 25
Hamilton
Arrive:8:45 AM
Depart:
Watersports Platform: 
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The capital of Bermuda is the energetic heart of Bermuda. A walk along Front Street on the harbor features interesting pastel-colored colonial buildings and boutiques. Sites to see here include the Cathedral of the Most Holy Trinity, built in 1869 with a tower that displays panoramic views of the city. Find the Bermuda National Gallery and the Bermuda Aquarium, Museum and Zoo.
Tue Oct 26
Hamilton
Arrive:
Depart:7:00 AM
Watersports Platform: 
+_
The capital of Bermuda is the energetic heart of Bermuda. A walk along Front Street on the harbor features interesting pastel-colored colonial buildings and boutiques. Sites to see here include the Cathedral of the Most Holy Trinity, built in 1869 with a tower that displays panoramic views of the city. Find the Bermuda National Gallery and the Bermuda Aquarium, Museum and Zoo.
Tue Oct 26
St. George's
Arrive:10:00 AM
Depart:
Watersports Platform: 
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In 2000 St. George’s was named a UNESCO World Heritage Site, founded in 1609 by an English ship that got blown off course, Strolling the streets of St George’s will feel like a step back in time. The well-preserved buildings and fortress have made it a haven of British colonial architecture including St. Peter’s Church. Natural sites to see here in addition include Tobacco Bay Beach, Tom Moore’s Jungle, Cooper’s Island Nature Reserve, Ferry Reach National Park, and the Crystal Caves of Bermuda.
Wed Oct 27
St. George's
Arrive:
Depart:12:00 PM
Watersports Platform: 
+_
In 2000 St. George’s was named a UNESCO World Heritage Site, founded in 1609 by an English ship that got blown off course, Strolling the streets of St George’s will feel like a step back in time. The well-preserved buildings and fortress have made it a haven of British colonial architecture including St. Peter’s Church. Natural sites to see here in addition include Tobacco Bay Beach, Tom Moore’s Jungle, Cooper’s Island Nature Reserve, Ferry Reach National Park, and the Crystal Caves of Bermuda.
Thu Oct 28
AT SEA
Arrive:
Depart:
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Fri Oct 29
AT SEA
Arrive:
Depart:
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Sat Oct 30
Gustavia
Arrive:10:00 AM
Depart:10:00 PM
Watersports Platform: 
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Affectionately known as St. Barts, the Caribbean’s most chic island adds a French flair to Riviera-like beaches and duty-free boutiques. Walk past gingerbread cottages in search of celebrities, shop for designer fashions, or sip the island’s signature ti punch as kite surfers fly by.
Sun Oct 31
Virgin Gorda / Prickly Pear, British Virgin Islands
Arrive:8:00 AM
Depart:6:00 PM
Watersports Platform: 
+_
  • The beautiful Bank Barrier coral reef wavers just beneath you as your ship makes the break to the bird sanctuary of Prickly Pear Island, so named because it is dotted with prickly pear cacti. Although uninhabited, it does have a beach bar and water sports facilities. Not far away lies the curious assembly of house-sized boulders called “The Baths,” which form huge underground pools and caverns.
 
Please note: only guests with shore excursions booked through Windstar can be tendered to Gun Creek.
Mon Nov 1
San Juan
Arrive:7:00 AM
Depart:
Watersports Platform: 
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The imposing façade of El Morro fortress is just one of the many UNESCO World Heritage Sites in San Juan. Admire the colorful colonial buildings from your casually elegant ship, docked right in the heart of Old San Juan.