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Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

7-night Windward Islands Surf & Sunsets Cruise

Aboard

Star Seeker

From

San Juan, Puerto Rico

Published prices from

$5,733

per person*

taxes & fees included

A high-angle view of the bustling harbor of Marigot, St. Martin, with boats and yachts docked along the coast and colorful buildings nestled against the green hills.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

14-night Star Collector: Lovely Leewards Cruise

Aboard

Star Seeker

From

San Juan, Puerto Rico

An aerial view of Road Bay, Anguilla, showing a pristine white sand beach, lush green vegetation, and the stunningly clear turquoise water of the Caribbean Sea.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

14-night Star Collector: Caribbean Explorations Cruise

Aboard

Wind Spirit

From

Philipsburg, St. Maarten, The Netherlands

Cupecoy Beach with white resort buildings, St. Maarten.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

7-night Beach Fun & Sun: A Remote Caribbean Getaway Cruise

Aboard

Wind Spirit

From

Philipsburg, St. Maarten, The Netherlands

Immaculate Conception Cathedral in Colon.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

8-night In the Wake of the Spanish Armadas Cruise

Aboard

Wind Surf

From

Oranjestad, Aruba, Caribbean

Published prices from

$4,091

per person*

taxes & fees included

Immaculate Conception Cathedral in Colon.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

16-night Star Collector: Natural History Meets Ancient Mystery: Latin America & Beyond Cruise

Aboard

Wind Surf

From

Oranjestad, Aruba, Caribbean

Published prices from

$7,086

per person*

taxes & fees included

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 Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

7-night Costa Rica & Panama Canal Cruise

Aboard

Star Pride

From

Puerto Caldera, Costa Rica

Published prices from

$4,777

per person*

taxes & fees included

Gondolas on a canal in Venice.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

8-night Winter Italy And The Dalmatian Coast Cruise

Aboard

Star Legend

From

Civitavecchia, Rome, Italy

Published prices from

$3,658

per person*

taxes & fees included

An aerial view of Bora Bora, a South Pacific island with lush green, volcanic peaks, and turquoise blue waters, surrounded by luxury overwater bungalows on a coral reef.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

10-night Tahiti & Moorea Culture Through Cuisine Cruise/Land Package

Aboard

Star Breeze

From

Papeete, Tahiti, French Polynesia

Published prices from

$7,515

per person*

taxes & fees included

A picturesque view of a brick lighthouse perched on the lush, green cliffs of Maroe Bay, Huahine, with the ocean and a blue sky in the background.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

18-night Star Collector – Twice the Tahiti Cruise

Aboard

Star Breeze

From

Papeete, Tahiti, French Polynesia

Published prices from

$7,132

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

7-night San Juan & The Virgin Islands Cruise

Aboard

Star Seeker

From

San Juan, Puerto Rico

A picturesque view of a small town nestled at the base of a lush, green mountain on Iles des Saintes, Guadeloupe, with boats moored in the deep blue water and fluffy clouds in the sky.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

7-night Classic Caribbean Cruise

Aboard

Wind Spirit

From

Philipsburg, St. Maarten, The Netherlands

The ancient stone ruins of a majestic Mayan temple or pyramid, featuring historic architecture at an archaeological site in Mexico's Costa Maya region.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Windstar

8-night Mayan Legacies Cruise

Aboard

Wind Surf

From

Colon, Panama

Published prices from

$4,194

per person*

taxes & fees included

A close-up aerial view of the dramatic limestone bluff, known as the "Bluff," a landmark on Cayman Brac island, with waves crashing against its vertical face.
Up to $500 FREE Onboard Credit*+ 3 more offers
TCW EXCLUSIVE
Windstar

19-night Star Collector: Caribbean Cultures: Latin America & the Greater Antilles Cruise

Aboard

Wind Surf

From

Colon, Panama

Published prices from

$8,108

per person*

taxes & fees included

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.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

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

Aboard

Star Pride

From

Colon, Panama

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.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

7-night Costa Rica & Panama Canal Cruise

Aboard

Star Pride

From

Colon, Panama

Published prices from

$4,497

per person*

taxes & fees included

An aerial view of Bora Bora, a South Pacific island with lush green, volcanic peaks, and turquoise blue waters, surrounded by luxury overwater bungalows on a coral reef.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

11-night Tahiti & The Tuamotu Islands Cruise/Land Package

Aboard

Star Breeze

From

Papeete, Tahiti, French Polynesia

Published prices from

$6,673

per person*

taxes & fees included

Promenade des Anglais and beach in Nice.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

15-night Star Collector: Winter In Europe's Rivieras & Croatia Cruise

Aboard

Star Legend

From

Venice, Italy

Published prices from

$6,105

per person*

taxes & fees included

St. Peter's Basilica, Rome cityscape at sunset.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

8-night Winter Italy And The Dalmatian Coast Cruise

Aboard

Star Legend

From

Venice, Italy

Published prices from

$4,058

per person*

taxes & fees included

Alcazaba fortress in Malaga.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

24-night Star Collector: Winter Mediterranean Adventure Cruise

Aboard

Star Legend

From

Venice, Italy

Published prices from

$9,084

per person*

taxes & fees included

Cupecoy Beach with white resort buildings, St. Maarten.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

6-night Beach Fun & Sun: A Remote Caribbean Getaway Cruise

Aboard

Wind Spirit

From

Philipsburg, St. Maarten, The Netherlands

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 Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 1 more offer
Windstar

7-night Costa Rica & Panama Canal Cruise

Aboard

Star Pride

From

Puntarenas, Costa Rica

Published prices from

$4,317

per person*

taxes & fees included

This is a scenic image of a tropical beach in Santo Domingo, with multiple colorful fishing boats resting on the sandy shore, tall palm trees, and the calm turquoise sea under a bright, clear sky.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 2 more offers
Windstar

11-night Stars of the Greater Antilles Cruise

Aboard

Wind Surf

From

Cozumel, Mexico

Published prices from

$8,063

per person*

taxes & fees included

A scenic shot of the stunning Seven Mile Beach in Grand Cayman, with a wide, sandy beach, calm turquoise water, and resorts with palm trees under a beautiful blue sky.
FREE All-Inclusive Upgrade + FREE Hotel Stay + up to $2,300 Onboard Credit*+ 2 more offers
Windstar

18-night Star Collector: Deep Dive Into the Blue: Underwater Worlds of the Caribbean Cruise

Aboard

Wind Surf

From

Cozumel, Mexico

Plaza Espana in Barcelona, showcasing unique architectural design and vibrant surroundings.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

12-night Winter Riviera & Madrid Cruise/Land Package

Aboard

Star Legend

From

Civitavecchia, Rome, Italy

*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.