Windstar

Star Pride: Upcoming Sailings

Windstar's Star Pride cruise ship sailing at sunset.

Upcoming Windstar Cruises Aboard the Star Pride

46 Results

Taxes and fees included in all prices shown

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The impressive stone ruins of the Earl's Palace, a historic landmark in Kirkwall on the Orkney Islands, with detailed stonework and arches under a bright blue sky.

Windstar

11-night Land of the Midnight Sun Cruise From Edinburgh (Rosyth/Leith), Scotland

Edinburgh (Rosyth/Leith)

Kirkwall (Orkney Islands)

Aboard

Star Pride

From

Edinburgh (Rosyth/Leith), Scotland

1 Sailing

Jun 25, 2026

1 Sailing

Jun 25, 2026

Published prices from

$3,657

per person*

taxes & fees included

A picturesque view of the old town of Tórshavn in the Faroe Islands, with traditional grass-roofed buildings on the waterfront and a bustling city in the background.

Windstar

18-night Star Collector: Endless Days of the North Sea & Iceland Cruise From Edinburgh (Rosyth/Leith), Scotland

Edinburgh (Rosyth/Leith)

Kirkwall (Orkney Islands)

Aboard

Star Pride

From

Edinburgh (Rosyth/Leith), Scotland

1 Sailing

Jun 25, 2026

1 Sailing

Jun 25, 2026

Published prices from

$11,418

per person*

taxes & fees included

Hallgrímskirkja church and Reykjavik cityscape.

Windstar

10-night Comprehensive Iceland Cruise/Land Package From Reykjavik, Iceland

Aboard

Star Pride

From

Reykjavik, Iceland

13 Sailings

Jul 3, 2026 - Aug 23, 2027

13 Sailings

Jul 3, 2026 - Aug 23, 2027

Published prices from

$11,877

per person*

taxes & fees included

A breathtaking view of Goðafoss, the "Waterfall of the Gods," in northern Iceland, with powerful cascades of turquoise water and two people standing on the rocky cliff.

Windstar

7-night Around Iceland Cruise From Reykjavik, Iceland

Aboard

Star Pride

From

Reykjavik, Iceland

15 Sailings

Jul 6, 2026 - Aug 26, 2027

15 Sailings

Jul 6, 2026 - Aug 26, 2027

Published prices from

$6,105

per person*

taxes & fees included

A long-exposure shot of the Kirkjufellsfoss waterfall cascading down the cliffside with the iconic Kirkjufell mountain in the background at sunset in Grundarfjörður, Iceland.

Windstar

7-night Around Iceland: A Total Solar Eclipse Cruise From Reykjavik, Iceland

Grundarfjörður

Aboard

Star Pride

From

Reykjavik, Iceland

1 Sailing

Aug 10, 2026

1 Sailing

Aug 10, 2026

A beautiful panoramic shot of the Prince Christian Sound, Greenland, with massive, snow-capped mountains and glaciers towering over a small rocky island in the tranquil fjord.

Windstar

21-night Star Collector: North Atlantic Explorer Cruise From Reykjavik, Iceland

Aboard

Star Pride

From

Reykjavik, Iceland

2 Sailings

Aug 24, 2026 - Aug 26, 2027

2 Sailings

Aug 24, 2026 - Aug 26, 2027

Published prices from

$10,029

per person*

taxes & fees included

Historic Halifax waterfront buildings.

Windstar

25-night Star Collector Cruise: Greenland Fjords, Canadian Maritimes From Reykjavik, Iceland

Prince Christian Sound

Aboard

Star Pride

From

Reykjavik, Iceland

1 Sailing

Aug 31, 2026

1 Sailing

Aug 31, 2026

Published prices from

$10,920

per person*

taxes & fees included

Historic Acorn Street in Boston.

Windstar

14-night Greenland: North Atlantic Odyssey Cruise From Reykjavik, Iceland

Prince Christian Sound

Aboard

Star Pride

From

Reykjavik, Iceland

2 Sailings

Aug 31, 2026 - Sep 2, 2027

2 Sailings

Aug 31, 2026 - Sep 2, 2027

Published prices from

$4,804

per person*

taxes & fees included

A picturesque view of a red and white lighthouse on a rocky cliff overlooking the vast Atlantic Ocean in St. Anthony, Newfoundland and Labrador.

Windstar

25-night Star Collector Cruise: Autumn In Newfoundland And New England From Boston, Massachusetts

Halifax (Nova Scotia)

Sydney (Nova Scotia)

Aboard

Star Pride

From

Boston, Massachusetts

1 Sailing

Sep 14, 2026

1 Sailing

Sep 14, 2026

Published prices from

$17,127

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.

Windstar

11-night Southeast Canadian Explorations Cruise From Boston, Massachusetts

Halifax (Nova Scotia)

Sydney (Nova Scotia)

Aboard

Star Pride

From

Boston, Massachusetts

2 Sailings

Sep 14, 2026 - Sep 16, 2027

2 Sailings

Sep 14, 2026 - Sep 16, 2027

Published prices from

$5,651

per person*

taxes & fees included

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.

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

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.

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

$9,450

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.

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

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

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 turquoise and white ferry boat cruises through the harbor in Hamilton, Bermuda, with a backdrop of pastel-colored buildings and houses along the waterfront.

Windstar

8-night Bermuda Bliss Cruise From Boston, Massachusetts

Aboard

Star Pride

From

Boston, Massachusetts

1 Sailing

Oct 20, 2026

1 Sailing

Oct 20, 2026

Published prices from

$3,427

per person*

taxes & fees included

An aerial view of the colorful waterfront of St. George's, Grenada, with the town's buildings nestled on a hillside and a long, rocky breakwater extending into the calm, turquoise water.

Windstar

11-night Gems Of The Leeward Islands Cruise From San Juan, Puerto Rico

Falmouth Harbour

Aboard

Star Pride

From

San Juan, Puerto Rico

1 Sailing

Oct 28, 2026

1 Sailing

Oct 28, 2026

Published prices from

$4,568

per person*

taxes & fees included

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

Windstar

7-night Windward Islands Surf & Sunsets Cruise From San Juan, Puerto Rico

Iles des Saintes

Aboard

Star Pride

From

San Juan, Puerto Rico

9 Sailings

Nov 8, 2026 - Mar 27, 2028

9 Sailings

Nov 8, 2026 - Mar 27, 2028

Published prices from

$2,102

per person*

taxes & fees included

An idyllic white-sand beach with turquoise water and palm trees on Jost Van Dyke, with a lush green hill in the background.

Windstar

14-night Star Collector: Lovely Leewards Cruise From San Juan, Puerto Rico

St. Maarten (Philipsburg)

Aboard

Star Pride

From

San Juan, Puerto Rico

14 Sailings

Nov 8, 2026 - Mar 20, 2028

14 Sailings

Nov 8, 2026 - Mar 20, 2028

Published prices from

$4,070

per person*

taxes & fees included

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

Windstar

7-night San Juan & The Virgin Islands Cruise From San Juan, Puerto Rico

St. Maarten (Philipsburg)

Aboard

Star Pride

From

San Juan, Puerto Rico

9 Sailings

Nov 15, 2026 - Mar 20, 2028

9 Sailings

Nov 15, 2026 - Mar 20, 2028

Published prices from

$2,548

per person*

taxes & fees included

A scenic view of Forte de São João Baptista, a fortress built on a rocky islet in the Berlengas Archipelago, connected by a stone causeway over turquoise water.

Windstar

7-night 2027 Northern Europe Mystery Cruise From London, England

Aboard

Star Pride

From

London, England

1 Sailing

Apr 15, 2027

1 Sailing

Apr 15, 2027

Published prices from

$4,256

per person*

taxes & fees included

The city hall of Antwerp, Belgium, showcases a large statue in front of its impressive architectural facade.

Windstar

7-night Tulip Season In Holland & Belgium Cruise From Amsterdam, The Netherlands

Bruges (Zeebrugge)

Aboard

Star Pride

From

Amsterdam, The Netherlands

1 Sailing

Apr 22, 2027

1 Sailing

Apr 22, 2027

Published prices from

$3,939

per person*

taxes & fees included

A picturesque sunset over Harlingen, Netherlands, with the majestic Grote Kerk church and traditional houses reflected in the calm waters of the harbor filled with sailboats.

Windstar

8-night Tulip Season In Holland & Belgium Cruise From Amsterdam, The Netherlands

Bruges (Zeebrugge)

Aboard

Star Pride

From

Amsterdam, The Netherlands

1 Sailing

Apr 29, 2027

1 Sailing

Apr 29, 2027

Published prices from

$4,238

per person*

taxes & fees included

A beautiful nighttime view of Bruges' canals, showcasing historic, illuminated buildings and trees reflecting on the still water.

Windstar

3-night Quick Getaways: Belgium: A Sweet Getaway Cruise From London, England

Bruges (Zeebrugge)

Aboard

Star Pride

From

London, England

1 Sailing

May 7, 2027

1 Sailing

May 7, 2027

Published prices from

$1,392

per person*

taxes & fees included

A picturesque sunset over Harlingen, Netherlands, with the majestic Grote Kerk church and traditional houses reflected in the calm waters of the harbor filled with sailboats.

Windstar

3-night Quick Getaways: Seaside Charms & Dutch Waterways Cruise From London, England

Bruges (Zeebrugge)

Aboard

Star Pride

From

London, England

1 Sailing

May 10, 2027

1 Sailing

May 10, 2027

Published prices from

$1,372

per person*

taxes & fees included

Tulip fields with traditional windmills, showcasing the beauty of the Netherlands in springtime.

Windstar

5-night Quick Getaways: Timeless Maritime Powerhouses Of Northern Europe Cruise From Amsterdam, The Netherlands

Aboard

Star Pride

From

Amsterdam, The Netherlands

1 Sailing

May 13, 2027

1 Sailing

May 13, 2027

Published prices from

$2,237

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.