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14 Results

Taxes and fees included in all prices shown

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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

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 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

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

$9,802

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

$4,740

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

$14,312

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

$8,656

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

$3,764

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

21-night Star Collector Cruise: Costa Rica, Panama & Aruba From Puerto Caldera, Costa Rica

Puerto Caldera (Puntarenas)
Playa Flamingo
Punta Leona
Quepos
Golfo Dulce (Puerto Jimenez)
+14 more

Aboard

Star Pride

From

Puerto Caldera, Costa Rica

1 Sailing

Feb 21, 2028

1 Sailing

Feb 21, 2028

Published prices from

$9,584

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

14-night Star Collector Cruise: Latin America Explorer From Puerto Caldera, Costa Rica

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

Aboard

Star Pride

From

Puerto Caldera, Costa Rica

1 Sailing

Feb 21, 2028

1 Sailing

Feb 21, 2028

Published prices from

$7,436

per person*

taxes & fees included

An aerial view of the marina at Playa Flamingo in Costa Rica. The turquoise harbor is filled with docked boats and is protected by two stone breakwaters, one of which has a helipad. The surrounding green hills are dotted with colorful buildings and houses, while the open ocean and a distant shoreline are visible in the background.
Up to $500 FREE Onboard Credit*+ 1 more offer
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 Pride

From

Puerto Caldera, Costa Rica

1 Sailing

Feb 21, 2028

1 Sailing

Feb 21, 2028

Published prices from

$3,554

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.