Windstar

Windstar Cruises to Southern Caribbean

Colorful buildings along the waterfront of Oranjestad, Aruba, a vibrant port of call for a Windstar cruise in the Southern Caribbean.

Upcoming Windstar Cruises to Southern Caribbean

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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

Aboard

Star Pride

From

Boston, Massachusetts

Published prices from

$17,498

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

Aboard

Star Pride

From

Montreal, Quebec

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

Aboard

Star Pride

From

Montreal, Quebec

Published prices from

$9,450

per person*

taxes & fees included

The iconic Library of Celsus in the ancient city of Ephesus, Turkey, with its magnificent, two-story facade and marble columns standing against a backdrop of cypress trees and green hills.
Windstar

70-night Star Collector: Grand Mediterranean And Latin America Adventure Cruise From Istanbul, Turkey

Aboard

Star Legend

From

Istanbul, Turkey

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

Aboard

Star Pride

From

San Juan, Puerto Rico

Published prices from

$4,568

per person*

taxes & fees included

Belém Tower on Tagus River.
Windstar

24-night Star Collector: Classic Crossing To Spain & More Cruise From Barcelona, Spain

Aboard

Wind Star

From

Barcelona, Spain

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

Aboard

Star Pride

From

San Juan, Puerto Rico

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

Aboard

Star Pride

From

San Juan, Puerto Rico

Published prices from

$4,070

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.
Windstar

14-night Ocean Crossings Cruise From Lisbon, Portugal

Aboard

Wind Star

From

Lisbon, Portugal

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

25-night Star Collector: Southern Caribbean Thanksgiving Jubilee Cruise From Lisbon, Portugal

Aboard

Wind Star

From

Lisbon, Portugal

A picturesque view of the historic Cape Spartel Lighthouse on a cliff overlooking the Atlantic Ocean near Tangier, Morocco.
Windstar

13-night Ocean Crossings Cruise From Malaga, Spain

Aboard

Star Legend

From

Malaga, Spain

Published prices from

$3,304

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.
Windstar

18-night Star Collector: Reefs & Rainforests: The Caribbean, Colombia, Panama & Costa Rica Via The Panama Canal Cruise From Bridgetown, Barbados

Aboard

Wind Star

From

Bridgetown, Barbados

Colorful colonial balconies in Cartagena.
Windstar

11-night Colombian & Southern Caribbean Coastlines Cruise From Bridgetown, Barbados

Aboard

Wind Star

From

Bridgetown, Barbados

Published prices from

$6,851

per person*

taxes & fees included

A view of Pigeon Island National Landmark, St. Lucia, showing a lush, green peninsula jutting out into the ocean with waves crashing on the rocks.
Windstar

15-night Star Collector: Captivating Caribbean Cruise From Bridgetown, Barbados

Aboard

Star Legend

From

Bridgetown, Barbados

Published prices from

$4,439

per person*

taxes & fees included

A vibrant panoramic view of Castries, St. Lucia, with colorful buildings nestled along the harbor and lush green hills in the background under a blue sky with white clouds.
Windstar

7-night Jewels Of The Windward Islands Cruise From Bridgetown, Barbados

Aboard

Star Legend

From

Bridgetown, Barbados

Published prices from

$2,419

per person*

taxes & fees included

A breathtaking aerial view of the iconic Pitons, two majestic volcanic peaks, rising from the turquoise waters of the Caribbean Sea on the island of St. Lucia, with a small bay and sailboats.
Windstar

16-night Star Collector: Windward Islands & Spanish New World Cruise From Bridgetown, Barbados

Aboard

Star Legend

From

Bridgetown, Barbados

Published prices from

$4,414

per person*

taxes & fees included

A breathtaking tropical beach on Mayreau Island, Grenadines, with white sand, tall palm trees, and turquoise water under a perfectly blue sky.
Windstar

8-night Windward Ways & Tobago Cays Cruise From Bridgetown, Barbados

Aboard

Star Legend

From

Bridgetown, Barbados

Published prices from

$2,820

per person*

taxes & fees included

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.
Windstar

8-night Panama Canal, Cartagena, San Blas Islands & More Cruise From Oranjestad, Aruba, Caribbean

Aboard

Star Legend

From

Oranjestad, Aruba, Caribbean

Published prices from

$2,381

per person*

taxes & fees included

Lush rainforest and beach in Costa Rica.
Windstar

16-night Star Collector: Latin America Explorer Cruise From Oranjestad, Aruba, Caribbean

Aboard

Star Legend

From

Oranjestad, Aruba, Caribbean

Published prices from

$5,719

per person*

taxes & fees included

An aerial panoramic view of a winding road overlooking Frigate Bay and the Caribbean Sea, with rolling green hills, a beach, and the town of Basseterre, St. Kitts.
Windstar

14-night Star Collector: Caribbean Explorations Cruise From Philipsburg, St. Maarten, The Netherlands

Aboard

Wind Surf

From

Philipsburg, St. Maarten, The Netherlands

Published prices from

$4,208

per person*

taxes & fees included

A breathtaking panoramic view of Charlotte Amalie harbor in St. Thomas, with a cruise ship anchored in the bay, surrounded by rolling green hills and a colorful sunset.
Windstar

7-night Classic Caribbean Cruise From Philipsburg, St. Maarten, The Netherlands

Aboard

Wind Surf

From

Philipsburg, St. Maarten, The Netherlands

Published prices from

$2,432

per person*

taxes & fees included

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.
Windstar

13-night Latin America Explorer Cruise From Puerto Caldera, Costa Rica

Aboard

Star Legend

From

Puerto Caldera, Costa Rica

Published prices from

$5,800

per person*

taxes & fees included

Colorful colonial balconies in Cartagena.
Windstar

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

Aboard

Star Legend

From

Fuerte Amador, Panama

Published prices from

$3,066

per person*

taxes & fees included

A breathtaking aerial view of the iconic Pitons, two majestic volcanic peaks, rising from the turquoise waters of the Caribbean Sea on the island of St. Lucia, with a small bay and sailboats.
Windstar

14-night Star Collector: Windward Islands & Spanish New World Cruise From Fuerte Amador, Panama

Aboard

Star Legend

From

Fuerte Amador, Panama

Published prices from

$8,290

per person*

taxes & fees included

A stunning panoramic view of Rodney Bay on the island of St. Lucia, showing a bustling harbor filled with sailboats, a colorful town, and lush green hills under a bright blue, cloudy sky.
Windstar

8-night Windward Ways & Tobago Cays Cruise From Oranjestad, Aruba, Caribbean

Aboard

Star Legend

From

Oranjestad, Aruba, Caribbean

Published prices from

$5,820

per person*

taxes & fees included

Historic Halifax waterfront buildings.
Windstar

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

Aboard

Star Pride

From

Boston, Massachusetts

Published prices from

$14,478

per person*

taxes & fees included

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

7-night Panama Canal, Cartagena, San Blas Islands & More Cruise From Balboa, Panama

Aboard

Star Pride

From

Balboa, Panama

Published prices from

$2,676

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.

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