Windstar

Windstar Cruises from Montreal, Quebec

Notre-Dame Basilica in Montreal.

Upcoming Windstar Cruises from Montreal, Quebec

6 Results

Taxes and fees included in all prices shown

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A low-angle shot of a massive, imposing cliff face rising dramatically from the dark water, with patches of moss and greenery clinging to its textured, gray rock surface.

FREE All-Inclusive Upgrade*+ 1 more offer

Windstar

25-night Star Collector Cruise: Autumn In Newfoundland And New England From Montreal, Quebec

Baie-Comeau (Comeau Bay)

St. Pierre and Miquelon

Aboard

Star Pride

From

Montreal, Quebec

1 Sailing

Sep 25, 2026

1 Sailing

Sep 25, 2026

Published prices from

$15,719

per person*

taxes & fees included

A stunning autumn landscape in Havre-Saint-Pierre, Quebec, with a lake reflecting a forest of trees in various shades of green, yellow, and orange, with a wooden pier in the foreground.

FREE All-Inclusive Upgrade*+ 1 more offer

Windstar

14-night Quebec And Newfoundland Adventure Cruise From Montreal, Quebec

Baie-Comeau (Comeau Bay)

St. Pierre and Miquelon

Aboard

Star Pride

From

Montreal, Quebec

2 Sailings

Sep 25, 2026 - Sep 27, 2027

2 Sailings

Sep 25, 2026 - Sep 27, 2027

Published prices from

$8,680

per person*

taxes & fees included

A historic castle fortress illuminated at night, located on a small island surrounded by calm water under a deep blue evening sky.

FREE All-Inclusive Upgrade*+ 1 more offer

Windstar

11-night Southeast Canadian Explorations Cruise From Montreal, Quebec

Sydney (Nova Scotia)

Aboard

Star Pride

From

Montreal, Quebec

2 Sailings

Oct 9, 2026 - Oct 11, 2027

2 Sailings

Oct 9, 2026 - Oct 11, 2027

Published prices from

$5,266

per person*

taxes & fees included

A breathtaking view of the unique, rocky coastline of St. George's, Bermuda, with a tall rock formation rising from the shallow, clear turquoise waters.

FREE All-Inclusive Upgrade*+ 1 more offer

Windstar

19-night Star Collector: Fall Leaves & Caribbean Breezes Cruise From Montreal, Quebec

Sydney (Nova Scotia)

Aboard

Star Pride

From

Montreal, Quebec

1 Sailing

Oct 9, 2026

1 Sailing

Oct 9, 2026

Published prices from

$9,624

per person*

taxes & fees included

An aerial view of the rocky coastline of St. John's, Newfoundland, with a long, brown rocky point with abandoned buildings and a lighthouse on a lush green cliff, jutting out into the deep blue sea.

FREE Champagne, Entertainment, Dining & More*

Windstar

25-night Star Collector: Autumn In Newfoundland And New England Cruise From Montreal, Quebec

St. Pierre and Miquelon

Aboard

Star Pride

From

Montreal, Quebec

1 Sailing

Sep 27, 2027

1 Sailing

Sep 27, 2027

Published prices from

$11,126

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.

FREE Champagne, Entertainment, Dining & More*

Windstar

21-night Star Collector: Fall Leaves & Caribbean Breezes Cruise From Montreal, Quebec

Sydney (Nova Scotia)

Halifax (Nova Scotia)

Aboard

Star Pride

From

Montreal, Quebec

1 Sailing

Oct 11, 2027

1 Sailing

Oct 11, 2027

Published prices from

$7,098

per person*

taxes & fees included

*Rates and offers are per person, in US Dollars, based on double occupancy, capacity controlled, subject to availability and confirmation, and may change without notice. Government taxes and fees are included. Rates and offers are available for select dates and categories only. Additional restrictions may apply. Call 1-800-377-9383 for full terms and conditions.