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Rafting the Pacuare River!!

Sailing Trips in Costa Rica

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Choose from one of these 7 Costa Rica sailing cruises in 2025. Sailing with the sails full and the sun shining is an unforgettable experience that Adventure Life's Costa Rica sailing cruise experts can help you plan to perfection. Contact one of our Costa Rica sailing cruise experts for help planning your next trip.
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    • Costa Rica
Panama adventure
from $1,960
EXPLORE

Panama to Costa Rica

Balboa - Puerto Caldera - 8 Day Itinerary aboard Star Clipper
  • Explore Balboa’s buildings
  • Discover San Jose Island
  • Snorkel Iguana Island’s clear water
  • Encounter Coiba’s rare marine
Starts / Ends
Balboa / Puerto Caldera
Activity Level
Variable
Embark on an 8-day cruise from Balboa to Puerto Caldera aboard the Star Clipper, exploring highlights like San Jose Island and Coiba National Park. Enjoy diverse activities like snorkeling, surfing, and visiting Manuel Antonio National Park before disembarking in Puerto Caldera.
Cruise Details
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Explore beautiful Costa Rica
from $1,960
EXPLORE

Costa Rica & Panama

Puerto Caldera Roundtrip - 8 Day Itinerary aboard Star Clipper
  • Discover Quepos's authentic charm
  • Experience Golfito's allure
  • Swim Bahia Potrero's calm waters
  • Marvel at Arenal's majestic volcano
Starts / Ends
Puerto Caldera / Puerto Caldera
Activity Level
Variable
Set sail on an 8-day cruise aboard the Star Clipper through Costa Rica and Panama, exploring lush rainforests, pristine beaches, and vibrant marine life. Highlights include Manuel Antonio, Coiba Island, and Isla Tortuga’s turquoise waters.
Cruise Details
0
Costa Rica Toucan Bird
from $1,930
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Costa Rica to Panama

Puerto Caldera - Balboa - 8 Day Itinerary aboard Star Clipper
  • Explore Puerto Caldera’s coast
  • Relax on Isla Tortuga’s beaches
  • Experience Golfito’s rich history
  • Snorkel in Golfo de Chiriqui’s
Starts / Ends
Puerto Caldera / Balboa
Activities
Ziplining
Activity Level
Variable
Set sail on an 8-day cruise aboard the Star Clipper, starting in Puerto Caldera, Costa Rica. Explore stunning beaches, vibrant marine parks, and rich history before concluding your adventure in Balboa, Panama.
Cruise Details
0
Beautiful beach of Corcovado National Park
from $4,200
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Pura Vida Express

Golfito to Drake Bay - 5 Day Itinerary aboard M/Y Kontiki Wayra
  • Visit a private beach in Los Mogos
  • See coral reefs in Puerto Jimenez
  • Enjoy water activities
  • Spot wide variety of wildlife
Starts / Ends
Golfito / Drake Bay
Activities
Kayaking, Village Visits, Wildlife Viewing, Rainforest Exploration, Hiking, Whitewater Rafting, Stand Up Paddle Boarding
Activity Level
Variable
Discover the stunning Pacific coast of Costa Rica with a 5-day luxury cruise onboard M/Y Kontiki Wayra. Sail through Golfito, Los Mogos, Puerto Jiménez, Punta Adela, and Corcovado National Park. Experience the breathtaking scenery, abundant marine life, and pristine beaches.
Cruise Details
0
Look for unique birds and other wildlife in the rain forest!
from $12,955
Save 50%
EXPLORE

Natural Wonders, Engineering Marvels

Puntarenas - Colon - 13 Day Itinerary aboard Sea Cloud Spirit
  • Explore Nicoya Peninsula beaches
  • Visit Pearl Islands Discover Pea
  • Discover Marina Flamingo
  • Relax at Playa Panama
  • Sail through the Panama Canal
Starts / Ends
Puntarenas / Colon
Activities
Fishing
Activity Level
Variable
Experience the essence of “Pura Vida” on a 13-day Panama cruise from Puntarenas to Colon. Visit Punta Leona, Marina Flamingo, Playa Panama, Quepos, Puerto Jimenez, the Pearl Islands, and the San Blas Archipelago, exploring rainforests, beaches, & marinas while encountering diverse wildlife and witnessing the engineering marvel of the Panama Canal.
Cruise Details
0
Tranquil shores and swaying palms welcome you to Cayman Brac
from $4,240
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Panama to Jamaica

Balboa - Montego Bay - 15 Day Itinerary aboard Star Clipper
  • Explore Balboa’s architecture
  • Transit Panama Canal’s locks
  • Discover Portobelo’s Spanish forts
  • Tour Puerto Limon’s markets
Starts / Ends
Balboa / Isla de Providencia
Activities
Snorkeling, Small Ship Sailing, Local Market Visits, Archaeological Site Visits
Activity Level
Variable
Join a 15-day cruise from Balboa to Montego Bay aboard the Star Clippers, sailing through the Panama Canal and exploring cultural gems like Portobelo and Puerto Limon. Relax at sea and visit beautiful beaches in Bocas del Toro and the diving hotspots of George Town and Cayman Brac before concluding your journey in Jamaica.
Cruise Details
0
Tortuga Island beach
from $7,500
EXPLORE

Costa Rica Unbound

Golfito to Quepos - 8 Day Itinerary aboard M/Y Kontiki Wayra
  • Visit a private beach in Los Mogos
  • Spot wide variety of wildlife
  • See coral reefs in Puerto Jimenez
  • Take a thrilling whitewater rafting
  • Enjoy snorkeling in Biesanz Beach
Starts / Ends
Golfito / Quepos
Activities
Scuba Diving
Activity Level
Variable
Embark on an 8-day luxury cruise aboard M/Y Kontiki Wayra, exploring Costa Rica's breathtaking Pacific coast. Sail through Golfito, Los Mogos, Punta Adela, Caño Island, Puerto Jiménez, and Corcovado National Park before arriving at Quepos. Experience stunning landscapes, vibrant marine life, pristine beaches, and gourmet dining aboard this exquisite yacht.
Cruise Details
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