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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.

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

7-night San Juan & The Virgin Islands Cruise

San Juan
Cruz Bay
Basseterre
Gustavia
St. Maarten (Philipsburg)
+2 more

Aboard

Star Seeker

From

San Juan, Puerto Rico

4 Sailings

Jan 23 - Mar 6, 2026

4 Sailings

Jan 23 - Mar 6, 2026

Lush rainforest and beach in Costa Rica.
FREE Champagne, Entertainment, Dining & More*
Windstar

25-night Star Collector: Mayan Monuments & Alaskan Glaciers Cruise

Puerto Caldera (Puntarenas)
Curu (Reserve)
Playa del Coco
Puerto Chiapas
Huatulco
+11 more

Aboard

Star Seeker

From

Puerto Caldera, Costa Rica

1 Sailing

Apr 20, 2026

1 Sailing

Apr 20, 2026

Colorful colonial balconies in Cartagena.
FREE Champagne, Entertainment, Dining & More*
Windstar

7-night New World Caribbean Trio Cruise

San Juan
Catalina Island/Casa de Campo
Santo Domingo
Cartagena (Colombia)
San Blas Islands
+2 more

Aboard

Star Seeker

From

San Juan, Puerto Rico

1 Sailing

Apr 6, 2026

1 Sailing

Apr 6, 2026

Seattle skyline featuring tall buildings with Mount Rainier in the background and a bright moon in the night sky.
FREE Champagne, Entertainment, Dining & More*
Windstar

8-night Ocean Crossings Cruise

Puerto Vallarta
Seattle

Aboard

Star Seeker

From

Puerto Vallarta, Mexico

1 Sailing

Apr 28, 2026

1 Sailing

Apr 28, 2026

Seattle skyline featuring tall buildings with Mount Rainier in the background and a bright moon in the night sky.
FREE Champagne, Entertainment, Dining & More*
Windstar

1-night One Day Pacific Adventure Cruise

Seattle
Vancouver

Aboard

Star Seeker

From

Seattle, Washington

1 Sailing

May 6, 2026

1 Sailing

May 6, 2026

Golden Heart Plaza in Fairbanks.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

12-night Alaskan Coastal Adventures & Denali Discovery Cruise/Land Package

Vancouver
Ketchikan
Misty Fjords
Wrangell
Sitka
+8 more

Aboard

Star Seeker

From

Vancouver, British Columbia

2 Sailings

May 7 - Aug 7, 2026

2 Sailings

May 7 - Aug 7, 2026

Colorful colonial balconies in Cartagena.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

17-night Star Collector: Seeking The Antilles Cruise

San Juan
Cruz Bay
St. John's
Iles des Saintes
Pigeon Island
+10 more

Aboard

Star Seeker

From

San Juan, Puerto Rico

1 Sailing

Mar 27, 2026

1 Sailing

Mar 27, 2026

Golden Heart Plaza in Fairbanks.
FREE Champagne, Entertainment, Dining & More*
Windstar

12-night Alaskan Coastal Adventures & Denali Discovery Cruise/Land Package

Fairbanks
Denali National Park
Talkeetna
Anchorage (Seward)
Juneau
+8 more

Aboard

Star Seeker

From

Fairbanks, Alaska

1 Sailing

May 11, 2026

1 Sailing

May 11, 2026

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

7-night Windward Islands Surf & Sunsets Cruise

San Juan
Bequia
Mayreau
Soufriere
Iles des Saintes
+2 more

Aboard

Star Seeker

From

San Juan, Puerto Rico

4 Sailings

Jan 30 - Mar 13, 2026

4 Sailings

Jan 30 - Mar 13, 2026

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.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

7-night 2026 President’s Mystery Cruise

San Juan
Mystery Port

Aboard

Star Seeker

From

San Juan, Puerto Rico

1 Sailing

Mar 20, 2026

1 Sailing

Mar 20, 2026

A panoramic view of Gustavia, Saint Barthélemy, featuring a bay filled with luxury yachts and sailboats, framed by lush, green hillsides dotted with houses.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

24-night Star Collector: Historic Caribbean: Legendary Islands, Colombia And Panama Cruise

San Juan
Cruz Bay
St. John's
Iles des Saintes
Pigeon Island
+16 more

Aboard

Star Seeker

From

San Juan, Puerto Rico

1 Sailing

Mar 27, 2026

1 Sailing

Mar 27, 2026

A captivating half-underwater, half-above-water shot of a person snorkeling in the vibrant turquoise waters of the British Virgin Islands with stunning rock formations and palm trees visible above the waterline.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

8-night Star Seeker Christening: Dominican Republic and BVI Adventure Cruise

Miami
Puerto Plata
Bahia de Samana
Great Harbour
Virgin Gorda
+3 more

Aboard

Star Seeker

From

Miami, Florida

1 Sailing

Jan 15, 2026

1 Sailing

Jan 15, 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

49-night Star Collector: Grand Caribbean & Americas Explorer Cruise

San Juan
Cruz Bay
St. John's
Iles des Saintes
Pigeon Island
+30 more

Aboard

Star Seeker

From

San Juan, Puerto Rico

1 Sailing

Mar 27, 2026

1 Sailing

Mar 27, 2026

A scenic view of the snow-capped mountains and autumn-colored forests in Wrangell-St. Elias National Park, with a tranquil lake reflecting the beautiful landscape under a blue sky.
FREE Champagne, Entertainment, Dining & More*
Windstar

17-night Star Collector: Tequila to Tundra: Sailing North America's West Coast Cruise

Puerto Vallarta
Seattle
Vancouver
Ketchikan
Misty Fjords
+5 more

Aboard

Star Seeker

From

Puerto Vallarta, Mexico

1 Sailing

Apr 28, 2026

1 Sailing

Apr 28, 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 Champagne, Entertainment, Dining & More*
Windstar

14-night Star Collector: Rainforest Refuges Of Panama & Costa Rica Via The Panama Canal Cruise

San Juan
Catalina Island/Casa de Campo
Santo Domingo
Cartagena (Colombia)
San Blas Islands
+8 more

Aboard

Star Seeker

From

San Juan, Puerto Rico

1 Sailing

Apr 6, 2026

1 Sailing

Apr 6, 2026

A panoramic view of the bustling harbor of Manzanillo, Mexico, with a large tanker docked and mountains in the background under a bright blue sky.
FREE Champagne, Entertainment, Dining & More*
Windstar

15-night Star Collector: Panama Canal, Costa Rica & Mexican Riviera Discovery Cruise

Colon (Panama)
Panama Canal
Balboa
Isla Parida
Golfo Dulce (Puerto Jimenez)
+9 more

Aboard

Star Seeker

From

Colon, Panama

1 Sailing

Apr 13, 2026

1 Sailing

Apr 13, 2026

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.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

10-night Gems Of The Leeward Islands Cruise

San Juan
Cruz Bay
St. John's
Iles des Saintes
Pigeon Island
+5 more

Aboard

Star Seeker

From

San Juan, Puerto Rico

1 Sailing

Mar 27, 2026

1 Sailing

Mar 27, 2026

A panoramic view of Gustavia, Saint Barthélemy, featuring a bay filled with luxury yachts and sailboats, framed by lush, green hillsides dotted with houses.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

14-night Star Collector: Lovely Leewards Cruise

San Juan
Cruz Bay
Basseterre
Gustavia
St. Maarten (Philipsburg)
+5 more

Aboard

Star Seeker

From

San Juan, Puerto Rico

7 Sailings

Jan 23 - Mar 6, 2026

7 Sailings

Jan 23 - Mar 6, 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 Champagne, Entertainment, Dining & More*
Windstar

22-night Star Collector Cruise: Central American Explorations Via The Panama Canal

San Juan
Catalina Island/Casa de Campo
Santo Domingo
Cartagena (Colombia)
San Blas Islands
+14 more

Aboard

Star Seeker

From

San Juan, Puerto Rico

1 Sailing

Apr 6, 2026

1 Sailing

Apr 6, 2026

A golden sunset over the beach in Huatulco, Mexico, with footprints in the sand leading towards the shimmering ocean and a warm glow over the water.
FREE Champagne, Entertainment, Dining & More*
Windstar

16-night Star Collector: Pacific Coast Passage: Costa Rican Rainforests To Seattle's Evergreen Shores Cruise

Puerto Caldera (Puntarenas)
Curu (Reserve)
Playa del Coco
Puerto Chiapas
Huatulco
+4 more

Aboard

Star Seeker

From

Puerto Caldera, Costa Rica

1 Sailing

Apr 20, 2026

1 Sailing

Apr 20, 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 Champagne, Entertainment, Dining & More*
Windstar

7-night Costa Rica & Panama Canal Cruise

Colon (Panama)
Panama Canal
Balboa
Isla Parida
Golfo Dulce (Puerto Jimenez)
+3 more

Aboard

Star Seeker

From

Colon, Panama

1 Sailing

Apr 13, 2026

1 Sailing

Apr 13, 2026

An underwater scene near Freeport, Bahamas, with two colorful striped fish swimming above a collection of starfish on the sandy ocean floor amidst coral reefs.
FREE All-Inclusive Package Upgrade*+ 1 more offer
Windstar

16-night Star Seeker Maiden Voyage

Malaga
Santa Cruz de Tenerife
Freeport
Miami

Aboard

Star Seeker

From

Malaga, Spain

1 Sailing

Dec 28, 2025

1 Sailing

Dec 28, 2025

A dramatic view of a pristine fjord in Misty Fjords National Monument, Alaska, with sheer granite cliffs, dense coniferous forests, and snow-capped mountains reflected in the calm water.
FREE Champagne, Entertainment, Dining & More*
Windstar

8-night Scenic Alaska Cruise

Juneau
Haines
Sitka
Wrangell
Misty Fjords
+3 more

Aboard

Star Seeker

From

Juneau, Alaska

1 Sailing

May 15, 2026

1 Sailing

May 15, 2026

A panoramic view of the bustling harbor of Manzanillo, Mexico, with a large tanker docked and mountains in the background under a bright blue sky.
FREE Champagne, Entertainment, Dining & More*
Windstar

8-night Creatures & Cultures Of Costa Rica & Mexico Cruise

Puerto Caldera (Puntarenas)
Curu (Reserve)
Playa del Coco
Puerto Chiapas
Huatulco
+3 more

Aboard

Star Seeker

From

Puerto Caldera, Costa Rica

1 Sailing

Apr 20, 2026

1 Sailing

Apr 20, 2026

A scenic view of the snow-capped mountains and autumn-colored forests in Wrangell-St. Elias National Park, with a tranquil lake reflecting the beautiful landscape under a blue sky.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

8-night Scenic Alaska Cruise

Vancouver
Ketchikan
Misty Fjords
Wrangell
Sitka
+3 more

Aboard

Star Seeker

From

Vancouver, British Columbia

3 Sailings

May 7, 2026 - Jul 2, 2027

3 Sailings

May 7, 2026 - Jul 2, 2027