Star Collector: Fall Leaves & Caribbean Breezes

Oct 9, 2026 — Oct 28, 2026

Starting from

See more routes around Canada & New England

MONTREAL, QC → SAN JUAN

19 Nights on Star Pride

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 breathtaking seascapes of Gaspé, waves crashing against limestone cliffs, and watch sugar maples and birch trees flout their fall colors. Retrace the battles for North America in the Fortress of Louisbourg, the UNESCO town of Lunenburg, the Citadel in Halifax, and Boston — where the Freedom Trail leads you to Paul Revere’s house. Then, trade in your autumn palette for Bermuda’s spring colors — blushing pink beaches and turquoise waters. Wander historic forts and UNESCO sites in Bermuda, St. Kitts and San Juan before sailing on to chic St. Bart. Granite boulders form The Baths on Virgin Gorda, perfect for a soak or snorkel. Colorful Old San Juan will keep you busy as you await your flight home.

1
OCT 09, 2026
Montreal
EMBARK
1:00 PM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
1

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.

Montreal, Highlights with Basilica with Transfer to Windstar Hotel

Time
9:30 AM
Duration
3 Hours
Activity Level
Easy
Price
$209
2
OCT 10, 2026
Cruising St. Lawrence River
ARRIVE
5:00 AM
DEPART
8:00 AM
MARINA
NO
SHORE EXCURSIONS
0

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.

Quebec City
ARRIVE
9:00 AM
DEPART
11:59 PM
MARINA
NO
SHORE EXCURSIONS
7

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.

Quebec, Ste Anne Canyon and Basilica

Time
9:30 AM
Duration
4 Hours
Activity Level
Easy-Moderate
Price
$149

Quebec, Helicopter Tour- 30 Minute Flight

Time
9:30 AM
Duration
3 Hours
Activity Level
Moderate
Price
$719

Quebec,,Walk, Fortification and Maple Toffee Tasting

Time
9:30 AM
Duration
3 Hours
Activity Level
Moderate
Price
$99

Quebec City, Rendez-vous with Wendat First Nation

Time
9:30 AM
Duration
3.5 Hours
Activity Level
Easy-Moderate
Price
$139

Quebec, Concierge Collection. Walking and Reidel Wine Tasting at Chatteau Frontenac

Time
9:30 AM
Duration
3.25 Hours
Activity Level
Moderate
Price
$299

Quebec, Ile of Orleans Food Tour

Time
9:30 AM
Duration
3.5 Hours
Activity Level
Easy-Moderate
Price
$209

Quebec City, Historic Quebec with Montmorency Falls

Time
9:30 AM
Duration
3 Hours
Activity Level
Easy
Price
$99
3
OCT 11, 2026
Quebec City
ARRIVE
12:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
7

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.

Quebec,,Walk, Fortification and Maple Toffee Tasting

Time
8:30 AM
Duration
3 Hours
Activity Level
Moderate
Price
$99

Quebec City, Historic Quebec with Montmorency Falls

Time
8:30 AM
Duration
3 Hours
Activity Level
Easy
Price
$99

Quebec, Ile of Orleans Food Tour

Time
8:30 AM
Duration
3.5 Hours
Activity Level
Easy-Moderate
Price
$209

Quebec, Ste Anne Canyon and Basilica

Time
8:30 AM
Duration
4 Hours
Activity Level
Easy-Moderate
Price
$149

Quebec, Helicopter Tour- 30 Minute Flight

Time
9:30 AM
Duration
3 Hours
Activity Level
Moderate
Price
$719

Quebec City, Rendez-vous with Wendat First Nation

Time
8:30 AM
Duration
3.5 Hours
Activity Level
Easy-Moderate
Price
$139

Quebec, Concierge Collection. Walking and Reidel Wine Tasting at Chatteau Frontenac

Time
8:30 AM
Duration
3.25 Hours
Activity Level
Moderate
Price
$299
4
OCT 12, 2026
AT SEA
5
OCT 13, 2026
Gaspe
ARRIVE
7:00 AM
DEPART
2:00 PM
MARINA
NO
SHORE EXCURSIONS
5

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.

Gaspe, Percé & Cruise around Bonaventure Island & Percé Sectors

Time
7:30 AM
Duration
5 Hours
Activity Level
Easy
Price
$189

Gaspe, Panoramic Tour of Gaspe

Time
7:30 AM
Duration
3 Hours
Activity Level
Easy
Price
$149

Gaspe, Whale Watching

Time
7:30 AM
Duration
4.5 Hours
Activity Level
Moderate
Price
$269

Gaspe, Walking in Forillon National Park

Time
7:30 AM
Duration
4.5 Hours
Activity Level
Moderate
Price
$179

Gaspe, E-Bike Tour

Time
7:30 AM
Duration
3 Hours
Activity Level
Easy
Price
$269
6
OCT 14, 2026
Cap aux Meules
ARRIVE
11:00 AM
DEPART
6:00 PM
MARINA
NO
SHORE EXCURSIONS
7

With its village main street and many restaurants and bars, charming Cap aux Meules is the gateway to the Magdalen Islands Archipelago located in the middle of the Gulf of St. Lawrence. The port bustles with fishing boats, ferries, and a well-equipped marina offering a huge travel lift crane for dry dock. Sites to see include the church of St. Pierre, constructed from the wreckage of ships and the lighthouse which now warns of the offshore shoals.

Cap aux Meules, Magdalen Island, Lobster Fishing (Easy-Moderate)

Time
11:30 AM
Duration
3 Hours
Activity Level
Easy-Moderate
Price
$339

Cap aux Meules, Magdalen Island, Havre aux Maisons Highlights and Bagosse Tasting

Time
11:30 AM
Duration
3 Hours
Activity Level
Easy-Moderate
Price
$189

Cap Aux Meules, Magdalen Island, Fisherman & Acadian Culture *

Time
11:30 AM
Duration
4 Hours
Activity Level
Easy-Moderate
Price
$229

Cap Aux Meules, Magdalen Island, Caves & Cliffs By Boat

Time
11:30 AM
Duration
1.75 Hours
Activity Level
Moderate
Price
$139

Cap Aux Meules, Magdalen Island, Island Highlights

Time
11:30 AM
Duration
3.25 Hours
Activity Level
Moderate
Price
$199

Cap-aux-Meules, Cycling around Cap-aux-Meules

Time
11:30 AM
Duration
3 Hours
Activity Level
Easy-Moderate
Price
$239

Cap Aux Meules, Magdalen Island, A Taste of Iles De La Madeleine

Time
11:30 AM
Duration
3.75 Hours
Activity Level
Moderate
Price
$209
7
OCT 15, 2026
Sydney, Nova Scotia, Canada
ARRIVE
7:00 AM
DEPART
2:00 PM
MARINA
NO
SHORE EXCURSIONS
2

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.

Sydney, Fortress or Louisbourg

Time
9:15 AM
Duration
4 Hours
Activity Level
Moderate
Price
$299

Sydney, Heart of the Island

Time
9:15 AM
Duration
4.5 Hours
Activity Level
N/A
Price
$229

Star Pride

number of decks
6 Decks
yacht length
522 ft (159 meters)
yacht crew size
200 Crew Members
yacht guest capacity
312 Guests

Staterooms

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 3 Passengers
Amenities

Starting from

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities

Starting from

Room Size 575 sq ft
Max. Occupancy 3 Passengers
Amenities

Room Size 400 sq ft
Max. Occupancy 2 Passengers
Amenities

Room Size 468 sq ft
Max. Occupancy 3 Passengers
Amenities

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities

Room Size 277 sq ft
Max. Occupancy 2 Passengers
Amenities
Expand all

Available Dates

No other dates are available.