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13 Results

Taxes and fees included in all prices shown

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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

$4,220

per person*

taxes & fees included

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

$3,238

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

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

$2,878

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

$9,538

per person*

taxes & fees included

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

28-night Star Collector: Passage To French Polynesia Cruise From Puerto Caldera, Costa Rica

Puerto Caldera (Puntarenas)
Papeete
Raiatea
Taha'a
Bora Bora
+3 more

Aboard

Wind Star

From

Puerto Caldera, Costa Rica

1 Sailing

Feb 8, 2027

1 Sailing

Feb 8, 2027

Published prices from

$10,009

per person*

taxes & fees included

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

21-night Ocean Crossings Cruise From Puerto Caldera, Costa Rica

Puerto Caldera (Puntarenas)
Papeete

Aboard

Wind Star

From

Puerto Caldera, Costa Rica

1 Sailing

Feb 8, 2027

1 Sailing

Feb 8, 2027

Published prices from

$5,496

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

$7,708

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

$4,472

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

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

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

Aboard

Star Pride

From

Puerto Caldera, Costa Rica

5 Sailings

Dec 13, 2027 - Feb 7, 2028

5 Sailings

Dec 13, 2027 - Feb 7, 2028

Published prices from

$2,983

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

$8,362

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

$5,538

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

$2,652

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.