Sailing

Best 29 Sailing in Costa Rica


Featured Costa Rica Attractions
Cartagena

Rosario Islands (Islas del Rosario)

Islas del Rosario

β˜…β˜…β˜…β˜…β˜†4.7 (11,804)
La Fortuna

Mistico Arenal Hanging Bridges Park

β˜…β˜…β˜…β˜…β˜†4.8 (7,732)
Costa Rica

Manuel Antonio National Park

β˜…β˜…β˜…β˜…β˜†4.9 (13,463)

Featured Costa Rica Tours
Blue Dolphin - Public Catamaran Tour - Tamarindo Free Cancellation
Tamarindo

Blue Dolphin - Public Catamaran Tour - Tamarindo

A trip to Tamarindo is not complete without a day spent on the ocean, and there is no better way to enjoy the beauty and wonder of the Costa Rica sea than with Blue Dolphin Sailing. Blue Dolphin is the original and longe…

πŸ• 4 hours and a half β˜…β˜…β˜…β˜…β˜†4.6 (966)
CR Tamarindo Catamaran Tour – Sunset Cruise, Open Bar & Snorkel Free Cancellation
Tamarindo

CR Tamarindo Catamaran Tour – Sunset Cruise, Open Bar & Snorkel

It’s the perfect mix of adventure, comfort, and pure Costa Rican nature. From the moment you step on board, our crew takes care of everything so you can just relax, explore, and enjoy. What sets us apart: All-Inclusiv…

πŸ• 5 hours and a half β˜…β˜…β˜…β˜…β˜†4.5 (90)
Catamaran Snorkeling & Sunset Sailing Tour Free Cancellation
Playa Hermosa

Catamaran Snorkeling & Sunset Sailing Tour

Afternoon snorkeling, sunset sailing tour with full offering of drinks and BBQ Chicken Meal. Enjoy the sunset after snorkeling to finish your Costa Rica vacation in luxury.…

πŸ• 4 hours and a half β˜…β˜…β˜…β˜…β˜†4.7 (393)
5-Hour Guided Sunset Boat Tour in Tamarindo Costa Rica Free Cancellation
Tamarindo

5-Hour Guided Sunset Boat Tour in Tamarindo Costa Rica

What makes us different is in our level of customer service and attention to detail. 10 years of wedding and event planning experience, has given us a unique perspective to understand that, taking every experience to the…

πŸ• 5 hours β˜…β˜…β˜…β˜…β˜†4.6 (149)
Private Catamaran Tour Guanacaste - Anna Holala (Playa Del Coco) Private Tour
Playa Hermosa

Private Catamaran Tour Guanacaste - Anna Holala (Playa Del Coco)

Anna Holala offers a fully private catamaran experience in Guanacaste, focused on quality, comfort, and authenticity. Unlike crowned tours, every trip is designed for a small group, with fresh homemade food, carefully p…

πŸ• 4 hours and a half β˜…β˜…β˜…β˜…β˜…5.0 (42)
Sunset Sails Tours Afternoon Morning tours (9am). Free Cancellation
Quepos

Sunset Sails Tours Afternoon Morning tours (9am).

This is a family business tour with over 30 years of experience we take great pride in our client service and in our food, our tour consists in going around the coast of Manuel Antonio, we try to look for dolphins, turtl…

πŸ• 3 hours and a half β˜…β˜…β˜…β˜…β˜†4.7 (640)
Private Morning Catamaran in Playa Flamingo Free Cancellation
Playa Flamingo

Private Morning Catamaran in Playa Flamingo

The morning catamaran is the way to explore the pacific coast, you and your family can have the most unforgettable experience.…

πŸ• 4 hours β˜…β˜…β˜…β˜…β˜…5.0 (31)
Small Group Sunset Sail for the Sophisticated Traveler Free Cancellation
Playa Flamingo

Small Group Sunset Sail for the Sophisticated Traveler

Our Lucky 13 charters are great for smaller groups looking to escape the "booze-cruise". We only take up to 13 people on our spacious 50 foot Beneteau in order to maintain the Serendipity experience. Enjoy a delicious lu…

β˜…β˜…β˜…β˜…β˜†5.0 (215)
Cruising on a 100' Wooden Sail Ship in Province of Puntarenas Free Cancellation
Quepos

Cruising on a 100' Wooden Sail Ship in Province of Puntarenas

Join us on a Shared morning or sunset cruise out of Marina Pez Vela, Quepos. (Up to 46 guests) The Brisa Elegante is a one-of-a-kind luxurious two-mast Gulet, built by world class craftsmen in 2010 in Turkey. Built and …

πŸ• 4 hours β˜…β˜…β˜…β˜…β˜†4.9 (249)
Private Sailing Tour from Playa Flamingo - Explore Costa Rica's Gold Coast Free Cancellation
Playa Flamingo

Private Sailing Tour from Playa Flamingo - Explore Costa Rica's Gold Coast

Glide along Costa Rica’s Gold Coast in style on a Private Sailing charter, Pegasus: a luxurious, comfortable, newly refurbished 52ft French Sailing Yacht. Witness some of the most beautiful and unspoilt bays, hidden bea…

πŸ• 4 hours β˜…β˜…β˜…β˜…β˜†4.8 (58)
Morning or Sunset Catamaran Sailboat & Snorkeling - Guanacaste Free Cancellation
Playa Flamingo

Morning or Sunset Catamaran Sailboat & Snorkeling - Guanacaste

Luxury shared that whispers, sunsets that stay with you. Sail the Golden Coast aboard a world-class catamaran, where impeccable service, gentle sea breezes, and exquisite details awaken your senses. Toast as the sun pa…

πŸ• 4 hours β˜…β˜…β˜…β˜…β˜†4.3 (9)
Inshore Fishing trip 4 hours Free Cancellation
Santa Teresa

Inshore Fishing trip 4 hours

Tour de pesca alrededor de la costa de Mal PaΓ­s y Santa Teresa. TambiΓ©n podemos observar mucha vida Mariana cΓ³mo Delfines, Manta rayas, Tortugas, Ballenas etc.. Los pescados capturados los pueden llevar para la cena y di…

πŸ• 4 hours β˜…β˜…β˜…β˜…β˜…5.0 (14)
Private Boat Trip with Snorkeling and Sunset Free Cancellation
Tamarindo

Private Boat Trip with Snorkeling and Sunset

Explore the crystal clear waters of the Pacific and discover marine life while snorkeling on paradise beaches. Relax on board with included open bar and close the experience with breathtaking sunset views. Book now and I…

πŸ• 5 hours
Blue Dolphin - Private Catamaran Tour - Tamarindo Free Cancellation
Tamarindo

Blue Dolphin - Private Catamaran Tour - Tamarindo

Blue Dolphin is the original sailing tour in Costa Rica, operating since 2004. Our friendly, bi-lingual, licensed crew will work hard to make your trip aboard a memorable one. Our freshly prepared food is designed to sat…

πŸ• 4 hours and a half β˜…β˜…β˜…β˜…β˜…5.0 (25)
Sunset sailing on a classic sailboat in Jaco and Herradura Free Cancellation
Central Pacific

Sunset sailing on a classic sailboat in Jaco and Herradura

We are the only sunset tour that operates in Puntarenas with a classic sailboat with soft music and living a real and pleasant experience of Pura Vida in one of the best sunsets in the world. The sunsets in Puntarenas ar…

πŸ• 2 hours and a half
Morning Catamaran in Playa Flamingo Free Cancellation
Playa Flamingo

Morning Catamaran in Playa Flamingo

Lazy Lizard is the original catamaran company in Flamingo and Tamarindo area, with over 20 years experience creating unforgettable memories for all our travelers. Our catamaran tour starts at the Flamingo Marina where ou…

πŸ• 4 hours β˜…β˜…β˜…β˜…β˜…5.0 (40)
Private Sunset Catamaran in Playa Flamingo Free Cancellation
Playa Flamingo

Private Sunset Catamaran in Playa Flamingo

Enjoy your sailing sunset tour with the most respected sailing tour company in Costa Rica. We have a world wide reputation for the best Costa Rica sailing experience, just imagine yourself enjoying the amazing sunset the…

πŸ• 4 hours β˜…β˜…β˜…β˜…β˜…5.0 (45)
Private Morning Sail & Snorkel Tour Free Cancellation
Playa Hermosa

Private Morning Sail & Snorkel Tour

We have the best crew in Playas del Coco! They will be there helping you create memories to last a lifetime.…

πŸ• 4 hours β˜…β˜…β˜…β˜…β˜†4.7 (26)
8 - Hour All-Inclusive Catamaran Sailing Tour from Tamarindo Free Cancellation
Tamarindo

8 - Hour All-Inclusive Catamaran Sailing Tour from Tamarindo

This is an ideal adventure for those looking to enjoy a full day at sea in the company of family and friends while exploring nearby beaches in a fun and private environment with all the inclusions that a catamaran sailin…

πŸ• 8 hours β˜…β˜…β˜…β˜…β˜†4.3 (8)
Catamaran Adventure From Manuel Antonio Free Cancellation
Quepos

Catamaran Adventure From Manuel Antonio

Transportation will be provided by your tour operator who will pick you up at your hotel. You will travel about 20 minutes to Quepos dock. A guide will take you to the loading platform and help you board the catamaran. T…

πŸ• 5 hours β˜…β˜…β˜†β˜†β˜†2.3 (3)
Snorkeling and Cruises Free Cancellation
Playa Hermosa

Snorkeling and Cruises

We have the best crew in Playas del Coco! They will be there helping you create memories to last a lifetime.…

πŸ• 4 hours β˜…β˜…β˜…β˜…β˜†4.8 (50)
Private Sunset Charter of 50' Beneteau Private Tour
Playa Flamingo

Private Sunset Charter of 50' Beneteau

We love the ocean and treat her with respect. We will not serve you on single use plastics nor will we practice any unsustainable fishing practice. We try and buy local produce when we can and support our community via o…

πŸ• 4 hours and a half β˜…β˜…β˜…β˜…β˜…5.0 (77)
Private Catamaran Tour on Marlin del Rey Free Cancellation
Playa Flamingo

Private Catamaran Tour on Marlin del Rey

This service is for those that want the best quality service, food & drink, equipment and catamaran in the region of Guanacaste Costa Rica.…

πŸ• 4 hours and a half β˜…β˜…β˜…β˜…β˜†4.7 (63)
Catamaran sunset sailing papagayo gulf Free Cancellation
Playa Hermosa

Catamaran sunset sailing papagayo gulf

It is a half day and full day activity where you can enjoy the views of the sea near the coast you can see dolphins, whales, turtles all marine life, what makes this tour special is that you can be in the catamaran danci…

πŸ• 4 hours
Offshore Fishing trip (Deep sea fishing) Free Cancellation
Santa Teresa

Offshore Fishing trip (Deep sea fishing)

Fishing in our waters is one of the best in Latin America, Costa Rica is famous for its large number of billfish and pelagic fish in general. With our great experience and professional team we will make your fishing day …

πŸ• 8 hours β˜…β˜…β˜…β˜…β˜…5.0 (3)
Blue Dolphin - Private Mimosa and Bloody Mary Brunch - Tamarindo Free Cancellation
Tamarindo

Blue Dolphin - Private Mimosa and Bloody Mary Brunch - Tamarindo

Blue Dolphin is the original sailing tour in Guanacaste, creating memories since 2004. Join us for a private morning cruise aboard Blue Dolphin for your own memorable experience. Your private 3-hour cruise will feature a…

πŸ• 1 hour
Private Catamaran Sailing Tour Free Cancellation
Playa Flamingo

Private Catamaran Sailing Tour

This service is for those that want the best quality service, food & drink, equipment and catamaran in the region of Guanacaste Costa Rica.…

πŸ• 4 hours and a half β˜…β˜…β˜…β˜…β˜†4.8 (4)