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32 Results

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

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

Istanbul
Myrina
Mykonos
Kusadasi (Ephesus)
Bodrum
+43 more

Aboard

Star Legend

From

Istanbul, Turkey

1 Sailing

Oct 19, 2026

1 Sailing

Oct 19, 2026

Published prices from

$25,588

per person*

taxes & fees included

Rocky beach and palm trees in Barbados.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

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

Bridgetown (Barbados)
Bequia
St. George's
Kralendijk
Willemstad
+11 more

Aboard

Wind Star

From

Bridgetown, Barbados

1 Sailing

Nov 24, 2026

1 Sailing

Nov 24, 2026

Published prices from

$8,542

per person*

taxes & fees included

National Theatre of Costa Rica in San José.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

10-night Monteverde Cloud Forest & Arenal Volcano Cruise/Land Package From Colon, Panama

Colon (Panama)
Panama Canal
Balboa
Isla Parida
Golfo Dulce (Puerto Jimenez)
+6 more

Aboard

Wind Star

From

Colon, Panama

3 Sailings

Dec 5, 2026 - Jan 2, 2027

3 Sailings

Dec 5, 2026 - Jan 2, 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.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

7-night Costa Rica & Panama Canal Cruise From Colon, Panama

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

Aboard

Wind Star

From

Colon, Panama

3 Sailings

Dec 5, 2026 - Jan 2, 2027

3 Sailings

Dec 5, 2026 - Jan 2, 2027

Published prices from

$3,575

per person*

taxes & fees included

National Theatre of Costa Rica in San José.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

11-night Monteverde Cloud Forest & Arenal Volcano Cruise/Land Package From San Jose, Costa Rica

San Jose (C.R.)
Arenal
Monteverde
Puerto Caldera (Puntarenas)
Quepos
+6 more

Aboard

Wind Star

From

San Jose, Costa Rica

2 Sailings

Dec 8 - Dec 22, 2026

2 Sailings

Dec 8 - Dec 22, 2026

Lush rainforest and beach in Costa Rica.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

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

Oranjestad
Cartagena (Colombia)
Bocas del Toro
San Blas Islands
Panama Canal
+9 more

Aboard

Star Legend

From

Oranjestad, Aruba, Caribbean

1 Sailing

Dec 12, 2026

1 Sailing

Dec 12, 2026

Published prices from

$6,056

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

7-night Costa Rica & Panama Canal Cruise From Puerto Caldera, Costa Rica

Puerto Caldera (Puntarenas)
Quepos
Golfo Dulce (Puerto Jimenez)
Isla Parida
Balboa
+3 more

Aboard

Wind Star

From

Puerto Caldera, Costa Rica

3 Sailings

Dec 12, 2026 - Jan 24, 2027

3 Sailings

Dec 12, 2026 - Jan 24, 2027

Published prices from

$3,890

per person*

taxes & fees included

Lush rainforest and beach in Costa Rica.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

8-night Naturally Costa Rica Cruise From Balboa, Panama

Balboa
Isla Parida
Golfo Dulce (Puerto Jimenez)
Quepos
Punta Leona
+4 more

Aboard

Star Legend

From

Balboa, Panama

1 Sailing

Dec 20, 2026

1 Sailing

Dec 20, 2026

Published prices from

$3,004

per person*

taxes & fees included

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

12-night Monteverde Cloud Forest & Arenal Volcano Cruise/Land Package From Quepos, Costa Rica

Quepos
Punta Leona
Curu (Reserve)
Playa Flamingo
Puerto Caldera (Puntarenas)
+6 more

Aboard

Star Legend

From

Quepos, Costa Rica

1 Sailing

Dec 24, 2026

1 Sailing

Dec 24, 2026

Modern Panama City skyline with skyscrapers.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

13-night Costa Rica, Panama Canal & Machu Picchu Cruise/Land Package From Puerto Caldera, Costa Rica

Puerto Caldera (Puntarenas)
Punta Leona
Quepos
Golfo Dulce (Puerto Jimenez)
Isla Parida
+9 more

Aboard

Star Legend

From

Puerto Caldera, Costa Rica

1 Sailing

Dec 28, 2026

1 Sailing

Dec 28, 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.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

8-night Costa Rica & Panama Canal Cruise From Puerto Caldera, Costa Rica

Puerto Caldera (Puntarenas)
Punta Leona
Quepos
Golfo Dulce (Puerto Jimenez)
Isla Parida
+4 more

Aboard

Star Legend

From

Puerto Caldera, Costa Rica

1 Sailing

Dec 28, 2026

1 Sailing

Dec 28, 2026

Published prices from

$3,596

per person*

taxes & fees included

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

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

Lima
Cuzco
Sacred Valley
Machu Picchu
Panama City
+8 more

Aboard

Star Legend

From

Lima, Peru

3 Sailings

Dec 31, 2026 - Jan 28, 2027

3 Sailings

Dec 31, 2026 - Jan 28, 2027

Published prices from

$9,013

per person*

taxes & fees included

National Theatre of Costa Rica in San José.
FREE All-Inclusive Upgrade + up to $400 Onboard Credit*
Windstar

10-night Monteverde Cloud Forest & Arenal Volcano Cruise/Land Package From Colon, Panama

Colon (Panama)
Panama Canal
Balboa
Isla Parida
Golfo Dulce (Puerto Jimenez)
+6 more

Aboard

Star Legend

From

Colon, Panama

3 Sailings

Jan 5 - Feb 2, 2027

3 Sailings

Jan 5 - Feb 2, 2027

Published prices from

$5,698

per person*

taxes & fees included

A dreamy long-exposure shot of the coastline in Manuel Antonio National Park near Quepos, Costa Rica, with a tranquil, misty ocean flowing between large, jagged rocks and a lush green headland in the distance at sunset.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

7-night Costa Rica & Panama Canal Cruise From Colon, Panama

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

Aboard

Star Legend

From

Colon, Panama

3 Sailings

Jan 5 - Feb 2, 2027

3 Sailings

Jan 5 - Feb 2, 2027

Published prices from

$3,656

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 From San Jose, Costa Rica

San Jose (C.R.)
Arenal
Monteverde
Puerto Caldera (Puntarenas)
Quepos
+6 more

Aboard

Star Legend

From

San Jose, Costa Rica

2 Sailings

Jan 8 - Jan 22, 2027

2 Sailings

Jan 8 - Jan 22, 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.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

7-night Costa Rica & Panama Canal Cruise From Puerto Caldera, Costa Rica

Puerto Caldera (Puntarenas)
Quepos
Golfo Dulce (Puerto Jimenez)
Isla Parida
Balboa
+3 more

Aboard

Star Legend

From

Puerto Caldera, Costa Rica

2 Sailings

Jan 12 - Jan 26, 2027

2 Sailings

Jan 12 - Jan 26, 2027

Published prices from

$3,236

per person*

taxes & fees included

A breathtaking panoramic view of the ancient Inca citadel of Machu Picchu, a UNESCO World Heritage site, showcasing its stone structures and terraced fields amid the Andes Mountains in Peru.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

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

Puerto Caldera (Puntarenas)
Quepos
Golfo Dulce (Puerto Jimenez)
Isla Parida
Balboa
+7 more

Aboard

Star Legend

From

Puerto Caldera, Costa Rica

2 Sailings

Jan 12 - Jan 26, 2027

2 Sailings

Jan 12 - Jan 26, 2027

Published prices from

$8,811

per person*

taxes & fees included

A close-up shot of two cougars, or pumas, resting on a rocky ledge. The cougar in the foreground looks directly at the camera, its tawny-colored face and alert eyes focused, while the other cougar is curled up and resting behind it.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

11-night Monteverde Cloud Forest & Arenal Volcano Cruise/Land Package From Colon, Panama

Colon (Panama)
Panama Canal
Balboa
Isla Parida
Golfo Dulce (Puerto Jimenez)
+7 more

Aboard

Wind Star

From

Colon, Panama

1 Sailing

Jan 31, 2027

1 Sailing

Jan 31, 2027

Published prices from

$7,420

per person*

taxes & fees included

A close-up shot of two cougars, or pumas, resting on a rocky ledge. The cougar in the foreground looks directly at the camera, its tawny-colored face and alert eyes focused, while the other cougar is curled up and resting behind it.
Up to $500 FREE Onboard Credit*+ 2 more offers
TCW EXCLUSIVE
Windstar

29-night Star Collector: Panama Canal Ocean Crossing To Tahitian Dreams Cruise From Colon, Panama

Colon (Panama)
Panama Canal
Balboa
Isla Parida
Golfo Dulce (Puerto Jimenez)
+5 more

Aboard

Wind Star

From

Colon, Panama

1 Sailing

Jan 31, 2027

1 Sailing

Jan 31, 2027

Published prices from

$10,092

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

8-night Costa Rica & Panama Canal Cruise From Colon, Panama

Colon (Panama)
Panama Canal
Balboa
Isla Parida
Golfo Dulce (Puerto Jimenez)
+4 more

Aboard

Wind Star

From

Colon, Panama

1 Sailing

Jan 31, 2027

1 Sailing

Jan 31, 2027

Published prices from

$5,020

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

36-night Star Collector: Pacific Horizons From Panama To Tahiti Cruise From Colon, Panama

Colon (Panama)
Panama Canal
Balboa
Isla Parida
Golfo Dulce (Puerto Jimenez)
+10 more

Aboard

Wind Star

From

Colon, Panama

1 Sailing

Jan 31, 2027

1 Sailing

Jan 31, 2027

Published prices from

$14,672

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

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

Puerto Caldera (Puntarenas)
Playa Flamingo
Punta Leona
Quepos
Golfo Dulce (Puerto Jimenez)
+8 more

Aboard

Star Legend

From

Puerto Caldera, Costa Rica

1 Sailing

Feb 9, 2027

1 Sailing

Feb 9, 2027

Published prices from

$9,631

per person*

taxes & fees included

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

7-night Naturally Costa Rica Cruise From Puerto Caldera, Costa Rica

Puerto Caldera (Puntarenas)
Playa Flamingo
Punta Leona
Quepos
Golfo Dulce (Puerto Jimenez)
+3 more

Aboard

Star Legend

From

Puerto Caldera, Costa Rica

1 Sailing

Feb 9, 2027

1 Sailing

Feb 9, 2027

Published prices from

$4,184

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.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

21-night Star Collector Cruise: Windward Islands, Spanish Cities & Costa Rica From San Juan, Puerto Rico

San Juan
St. George's
Bequia
Mayreau
Iles des Saintes
+13 more

Aboard

Star Pride

From

San Juan, Puerto Rico

1 Sailing

Nov 22, 2027

1 Sailing

Nov 22, 2027

Published prices from

$7,040

per person*

taxes & fees included

Historic El Morro fortress overlooking the ocean in San Juan, Puerto Rico.
Up to $500 FREE Onboard Credit*+ 1 more offer
TCW EXCLUSIVE
Windstar

14-night Star Collector: Coffee, Canal & Callaloo: Central America, Colombia & The Caribbean Cruise From San Juan, Puerto Rico

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

Aboard

Star Pride

From

San Juan, Puerto Rico

1 Sailing

Nov 29, 2027

1 Sailing

Nov 29, 2027

Published prices from

$5,014

per person*

taxes & fees included

    • Showing results 1 - 24 of 32

*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.