Star Collector: Fall Leaves & Caribbean Breezes
Embark in Montreal, City of a Hundred Steeples, and overnight in Quebec City, with its UNESCO World Heritage Old Town, to find 400-year-old ramparts filled with history. Enjoy the...
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Ports of Call & Itinerary
21-night voyage departing Montréal, Québec, arriving San Juan (Puerto Rico).
Printable Itinerary (PDF)Route Map
Star Collector: Fall Leaves & Caribbean Breezes
16 ports plotted · click a marker for details
Day 1
Montréal, Québec , Canada
Monday, 11/10/2027
Montreal is one of North America’s great cultural capitals, where European heritage and contemporary creativity intersect. A UNESCO City of Design, the city is renowned for its architecture, museums, and vibrant arts scene. Explore Old Montreal’s cobblestone streets and historic squares, admire the soaring interior of Basilique Notre-Dame, and discover museums and galleries that reflect the city’s French roots and modern spirit. Then, visit distinct neighborhoods such as Plateau Mont-Royal showcasing Montreal’s trendier and more artistic side.
Day 2
St Lawrence River, Canada, Quebec
Tuesday, 12/10/2027
Sail inland along the St. Lawrence River from the Atlantic, passing the mid-river Phare du Haut-Fond-Prince lighthouse, forested islands, and charming historic river towns as you make your way toward the vibrant city of Montréal.
Day 2
Quebec City, Québec , Canada
Tuesday, 12/10/2027
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.
Day 4
Gaspé, Québec , Canada
Thursday, 14/10/2027
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.
Day 5
Sydney, Nova Scotia , Canada
Friday, 15/10/2027
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.
Day 6
Sydney, Nova Scotia , Canada
Saturday, 16/10/2027
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.
Day 8
Halifax, Nova Scotia , Canada
Monday, 18/10/2027
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.
Day 9
Halifax, Nova Scotia , Canada
Tuesday, 19/10/2027
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.
Day 10
Bar Harbor, Maine , United States
Wednesday, 20/10/2027
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.
Day 11
Portland, Maine , United States
Thursday, 21/10/2027
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.
Day 12
Boston, Massachusetts , United States
Friday, 22/10/2027
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.
Day 15
Hamilton , Bermuda
Monday, 25/10/2027
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.
Day 16
Hamilton , Bermuda
Tuesday, 26/10/2027
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.
Day 16
Saint George , Bermuda
Tuesday, 26/10/2027
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.
Day 17
Saint George , Bermuda
Wednesday, 27/10/2027
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.
Day 20
Gustavia , Saint Barthélemy
Saturday, 30/10/2027
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.
Day 22
San Juan (Puerto Rico) , Puerto Rico
Monday, 01/11/2027
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.
Room Type & Prices
All prices per person based on double occupancy. Solo traveller prices — single occupancy. Contact our cruise experts for the latest availability and best fares.
Star Ocean View Suite
277 sqft · Up to 2 guests
Balcony Suite
277 sqft · Up to 2 guests
Star Porthole Suite
277 sqft · Up to 2 guests
Ocean View Suite
277 sqft · Up to 2 guests
Star Balcony Suite
277 sqft · Up to 2 guests
Deluxe Suite
468 sqft · Up to 2 guests
Broadmoor Suite/Sea Island Suite
400 sqft · Up to 2 guests
Owner's Suite
575 sqft · Up to 2 guests
Oceanview
| Cabin | Grade | Per Person | Avail. | |
|---|---|---|---|---|
| Star Ocean View Suite · 277 sqft | SS1 | Enquire → |
Star Ocean View Suite · 277 sqft
SS1
Balcony
Suite
| Cabin | Grade | Per Person | Avail. | |
|---|---|---|---|---|
| Star Porthole Suite · 277 sqft | SP | Enquire → | ||
| Ocean View Suite · 277 sqft | S Ocean View Suite (Deck 4, forward) | Enquire → | ||
| S1 Ocean View Suite 1 (Deck 4) | Enquire → | |||
| S2 Ocean View Suite 2 (Deck 5) | Enquire → | |||
| S3 Ocean View Suite 3 (Deck 6) | Enquire → | |||
| Star Balcony Suite (Deck 5) | SBS | Enquire → | ||
| Star Balcony Suite · 277 sqft | SBS1 Star Balcony Suite 1 (Deck 6) | Enquire → | ||
| Deluxe Suite · 468 sqft | DS | Enquire → | ||
| Broadmoor Suite/Sea Island Suite · 400 sqft | CS Classic Suite | Enquire → | ||
| Owner's Suite · 575 sqft | OW Owner's Suite | Enquire → |
Star Porthole Suite · 277 sqft
SP
Ocean View Suite · 277 sqft
S Ocean View Suite (Deck 4, forward)
Ocean View Suite · 277 sqft
S1 Ocean View Suite 1 (Deck 4)
Ocean View Suite · 277 sqft
S2 Ocean View Suite 2 (Deck 5)
Ocean View Suite · 277 sqft
S3 Ocean View Suite 3 (Deck 6)
Star Balcony Suite (Deck 5)
SBS
Star Balcony Suite · 277 sqft
SBS1 Star Balcony Suite 1 (Deck 6)
Deluxe Suite · 468 sqft
DS
Broadmoor Suite/Sea Island Suite · 400 sqft
CS Classic Suite
Owner's Suite · 575 sqft
OW Owner's Suite
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Your Ship
Star Pride
Serving just 312 guests, Star Pride is the perfect size — small enough to offer unique experiences that set Windstar apart from other cruise lines (like our complimentary Signature Beach Party), yet large enough for you to make plenty of new connections on board — all without ever feeling crowded.