Windstar

Cruises Aboard the Star Pride

Windstar's Star Pride cruise ship sailing at sunset.

Upcoming Windstar Cruises Aboard the Star Pride

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*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.

Immaculate Conception Cathedral in Colon.

FREE All-Inclusive Package Upgrade*+ 1 more offer

Windstar

20-night Star Collector: Central America & The Caribbean: Cloudforest Coastlines, Canal Locks & Calypso Concerts Cruise

St. Maarten (Philipsburg)

Aboard

Star Pride

From

San Juan, Puerto Rico

1 Sailing

Nov 30, 2025

1 Sailing

Nov 30, 2025

Colorful colonial balconies in Cartagena.

FREE All-Inclusive Package Upgrade*+ 1 more offer

Windstar

6-night The Spanish Main: Rise Of The New World Cruise

Cartagena (Colombia)

San Blas Islands

Aboard

Star Pride

From

San Juan, Puerto Rico

1 Sailing

Dec 7, 2025

1 Sailing

Dec 7, 2025

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

FREE All-Inclusive Package Upgrade*+ 1 more offer

Windstar

13-night Star Collector: Beaches & Bastions Of The BVI And Spanish Caribbean Cruise

St. Maarten (Philipsburg)

Aboard

Star Pride

From

San Juan, Puerto Rico

1 Sailing

Nov 30, 2025

1 Sailing

Nov 30, 2025

White Cliffs of Dover.

FREE Champagne, Entertainment, Dining & More*

Windstar

4-night St. Malo Getaway Cruise

Aboard

Star Pride

From

London, England

1 Sailing

May 15, 2026

1 Sailing

May 15, 2026

Lush rainforest and beach in Costa Rica.

FREE All-Inclusive Package Upgrade*+ 1 more offer

Windstar

8-night Naturally Costa Rica Cruise

Golfo Dulce (Puerto Jimenez)

Aboard

Star Pride

From

Balboa, Panama

1 Sailing

Jan 25, 2026

1 Sailing

Jan 25, 2026

Kinderdijk windmills lining a canal in the Netherlands, Rotterdam.

Up to $500 FREE Onboard Credit*+ 1 more offer

Windstar

7-night Tulip Season In Holland & Belgium Cruise

Bruges (Zeebrugge)

Aboard

Star Pride

From

Amsterdam, The Netherlands

3 Sailings

Apr 21, 2026 - Apr 22, 2027

3 Sailings

Apr 21, 2026 - Apr 22, 2027

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

FREE Champagne, Entertainment, Dining & More*

Windstar

3-night Belgium: A Sweet Getaway Cruise

Aboard

Star Pride

From

London, England

2 Sailings

May 12 - May 19, 2026

2 Sailings

May 12 - May 19, 2026

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

FREE All-Inclusive Package Upgrade*+ 1 more offer

Windstar

16-night Ocean Crossings Cruise

Bridgetown (Barbados)

Aboard

Star Pride

From

Bridgetown, Barbados

1 Sailing

Mar 22, 2026

1 Sailing

Mar 22, 2026

An aerial view of Bocas del Toro, a vibrant town on the Caribbean coast of Panama, featuring colorful houses built over clear blue water and numerous sailboats docked nearby.

FREE All-Inclusive Package Upgrade*+ 1 more offer

Windstar

6-night Panama Canal, Cartagena, San Blas Islands & More Cruise

San Blas Islands

Cartagena (Colombia)

Aboard

Star Pride

From

Balboa, Panama

1 Sailing

Jan 11, 2026

1 Sailing

Jan 11, 2026

A dramatic sunset over Lake Arenal in Costa Rica, with a majestic, conical Arenal Volcano emitting a plume of smoke and fiery clouds into the orange sky.

FREE All-Inclusive Package Upgrade*+ 1 more offer

Windstar

11-night Monteverde Cloud Forest & Arenal Volcano Cruise/Land Package

Golfo Dulce (Puerto Jimenez)

Aboard

Star Pride

From

Colon, Panama

2 Sailings

Feb 9 - Feb 23, 2026

2 Sailings

Feb 9 - Feb 23, 2026

A snorkeler swims in the turquoise waters of the Baths National Park on Virgin Gorda, surrounded by massive granite boulders and palm trees.

FREE All-Inclusive Package Upgrade*+ 1 more offer

Windstar

7-night San Juan & The Virgin Islands Cruise

St. Maarten (Philipsburg)

Aboard

Star Pride

From

San Juan, Puerto Rico

10 Sailings

Nov 2, 2025 - Jan 10, 2027

10 Sailings

Nov 2, 2025 - Jan 10, 2027

A cruise ship navigating through the Gatun Locks of the Panama Canal, an important navigational route and popular tourist destination.

FREE All-Inclusive Package Upgrade*+ 1 more offer

Windstar

12-night Costa Rica, Panama Canal & Machu Picchu Cruise/Land Package

Aboard

Star Pride

From

Lima, Peru

1 Sailing

Dec 22, 2025

1 Sailing

Dec 22, 2025

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

Up to $500 FREE Onboard Credit*+ 1 more offer

Windstar

7-night Tulip Season in Holland & Belgium Cruise

Bruges (Zeebrugge)

Aboard

Star Pride

From

Amsterdam, The Netherlands

1 Sailing

Apr 28, 2026

1 Sailing

Apr 28, 2026

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

FREE All-Inclusive Package Upgrade*+ 1 more offer

Windstar

14-night Star Collector: Lovely Leewards Cruise

St. Maarten (Philipsburg)

Aboard

Star Pride

From

San Juan, Puerto Rico

13 Sailings

Nov 2, 2025 - Jan 3, 2027

13 Sailings

Nov 2, 2025 - Jan 3, 2027

An aerial view of the bustling city of Balboa, Panama, with a scenic coastal road alongside a marina and tall modern skyscrapers in the background.

FREE All-Inclusive Package Upgrade*+ 1 more offer

Windstar

7-night Costa Rica & Panama Canal Cruise

Golfo Dulce (Puerto Jimenez)

Aboard

Star Pride

From

Colon, Panama

4 Sailings

Dec 13, 2025 - Feb 23, 2026

4 Sailings

Dec 13, 2025 - Feb 23, 2026

A serene view of the Egersund harbor in Norway, with a marina full of boats reflecting on the calm water, surrounded by colorful buildings and a steep, green hill.

Windstar

13-night A Bite of Belgium & Feast of Fjords Cruise

London (Greenwich)

Aboard

Star Pride

From

London, England

1 Sailing

May 19, 2026

1 Sailing

May 19, 2026

A scenic view of a pristine beach on the San Blas Islands, Panama, with a line of tall palm trees casting shadows on the white sand and clear turquoise water.

FREE All-Inclusive Package Upgrade*+ 1 more offer

Windstar

8-night Panama Canal, Cartagena, San Blas Islands & More Cruise

Cartagena (Colombia)

San Blas Islands

Aboard

Star Pride

From

Oranjestad, Aruba, Caribbean

1 Sailing

Jan 17, 2026

1 Sailing

Jan 17, 2026

A dramatic sunset over Lake Arenal in Costa Rica, with a majestic, conical Arenal Volcano emitting a plume of smoke and fiery clouds into the orange sky.

FREE All-Inclusive Package Upgrade*+ 1 more offer

Windstar

11-night Monteverde Cloud Forest & Arenal Volcano Cruise/Land Package

San Jose (C.R.)

Puerto Caldera (Puntarenas)

Golfo Dulce (Puerto Jimenez)

Aboard

Star Pride

From

San Jose, Costa Rica

3 Sailings

Dec 16, 2025 - Feb 26, 2026

3 Sailings

Dec 16, 2025 - Feb 26, 2026

A tranquil beach on Isla Parida, with gentle waves lapping against the sandy shore and a lush green rainforest lining the coast.

FREE All-Inclusive Package Upgrade*+ 1 more offer

Windstar

7-night Costa Rica & Panama Canal Cruise

Golfo Dulce (Puerto Jimenez)

Aboard

Star Pride

From

Puntarenas, Costa Rica

3 Sailings

Dec 20, 2025 - Mar 2, 2026

3 Sailings

Dec 20, 2025 - Mar 2, 2026

An aerial view of the bustling city of Balboa, Panama, with a scenic coastal road alongside a marina and tall modern skyscrapers in the background.

FREE All-Inclusive Package Upgrade*+ 1 more offer

Windstar

10-night Monteverde Cloud Forest & Arenal Volcano Cruise/Land Package

Golfo Dulce (Puerto Jimenez)

Aboard

Star Pride

From

Colon, Panama

1 Sailing

Dec 13, 2025

1 Sailing

Dec 13, 2025

A close-up of a small, adorable squirrel monkey with a black cap and a light brown body, perched on a tree branch surrounded by lush, yellow-green leaves.

FREE All-Inclusive Package Upgrade*+ 1 more offer

Windstar

8-night Naturally Costa Rica Cruise

Puerto Caldera (Puntarenas)

Aboard

Star Pride

From

Puerto Caldera, Costa Rica

1 Sailing

Jan 3, 2026

1 Sailing

Jan 3, 2026

A sunny view of the colorful waterfront of Willemstad, Curacao, with its iconic pastel-colored Dutch colonial buildings lining the Handelskade street and a ship docked in the port.

FREE All-Inclusive Package Upgrade*+ 1 more offer

Windstar

7-night Windward Ways and Tobago Cays Cruise

Aboard

Star Pride

From

Oranjestad, Aruba, Caribbean

1 Sailing

Mar 15, 2026

1 Sailing

Mar 15, 2026

An aerial view of Bocas del Toro, a vibrant town on the Caribbean coast of Panama, featuring colorful houses built over clear blue water and numerous sailboats docked nearby.

FREE All-Inclusive Package Upgrade*+ 1 more offer

Windstar

6-night Panama’s Pristine Caribbean Cruise

San Blas Islands

Cartagena (Colombia)

Aboard

Star Pride

From

Colon, Panama

1 Sailing

Mar 9, 2026

1 Sailing

Mar 9, 2026

A tranquil beach on Isla Parida, with gentle waves lapping against the sandy shore and a lush green rainforest lining the coast.

FREE All-Inclusive Package Upgrade*+ 1 more offer

Windstar

7-night Costa Rica & Panama Canal Cruise

Puerto Caldera (Puntarenas)

Golfo Dulce (Puerto Jimenez)

Aboard

Star Pride

From

Puerto Caldera, Costa Rica

1 Sailing

Feb 2, 2026

1 Sailing

Feb 2, 2026

A tranquil beach on Isla Parida, with gentle waves lapping against the sandy shore and a lush green rainforest lining the coast.

FREE All-Inclusive Package Upgrade*+ 1 more offer

Windstar

13-night Star Collector: Coffee, Canal & Callaloo: Central America, Colombia & The Caribbean Cruise

Cartagena (Colombia)

San Blas Islands

Aboard

Star Pride

From

San Juan, Puerto Rico

1 Sailing

Dec 7, 2025

1 Sailing

Dec 7, 2025