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Top 10 Best Costa Rica Sailing Trips

Found 30 Sailing Trips activities in Costa Rica. Sort by Popularity.
 

TIMAROUBA Sunset Sailing Catamaran in Tamarindo

(4.5 of 331 reviews)

The Ti Marouba is a catamaran specifically designed to be the ultimate in day charters. Moored in the bay off Playa Tamarindo in Guanacaste, Costa Rica, the boat is packed with amenities including trampolines for sunning and loung... More

Free Cancellation
Start From $95.00
 
TIMAROUBA Sunset Sailing Catamaran in Tamarindo

TIMAROUBA Sunset Sailing Catamaran in Tamarindo

  • Costa Rica
  • Exellent331 reviews4.5

The Ti Marouba is a catamaran specifically designed to be the ultimate in day charters. Moored in th....

    Free Cancellation
    Start From $95.00
 
 

Sunset Catamaran in Playa Flamingo

(4.8 of 763 reviews)

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 golden co... More

Free Cancellation
Start From $95.00
 
Sunset Catamaran in Playa Flamingo Likely to Sell Out

Sunset Catamaran in Playa Flamingo

  • Costa Rica
  • Superb763 reviews4.8

Enjoy your sailing sunset tour with the most respected sailing tour company in Costa Rica. We have a....

    Free Cancellation
    Start From $95.00
 
 

Tamarindo Snorkel and Sunset Cruise with Lunch

(4.6 of 542 reviews)

Departing from the beach in Tamarindo, you will enjoy a 4.5-hour sail along Costa Rica's spectacular coastline on one of the purpose built catamarans.  All are open and spacious allowing passengers to comfortably enjoy the blue w... More

Free Cancellation
Start From $110.50
 
Tamarindo Snorkel and Sunset Cruise with Lunch Likely to Sell Out

Tamarindo Snorkel and Sunset Cruise with Lunch

  • Costa Rica
  • Superb542 reviews4.6

Departing from the beach in Tamarindo, you will enjoy a 4.5-hour sail along Costa Rica's spectacular....

    Free Cancellation
    Start From $110.50
 
 

Blue Dolphin - Public Catamaran Tour

(4.6 of 824 reviews)

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 longest operati... More

Free Cancellation
Start From $85.00
 
Blue Dolphin - Public Catamaran Tour Likely to Sell Out

Blue Dolphin - Public Catamaran Tour

  • Costa Rica
  • Superb824 reviews4.6

A trip to Tamarindo is not complete without a day spent on the ocean, and there is no better way to ....

    Free Cancellation
    Start From $85.00
 
 

Catamaran Snorkeling & Sunset Sailing Tour

(4.7 of 273 reviews)

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.... More

Free Cancellation
Start From $110.50
 
Catamaran Snorkeling & Sunset Sailing Tour Likely to Sell Out

Catamaran Snorkeling & Sunset Sailing Tour

  • Costa Rica
  • Superb273 reviews4.7

Afternoon snorkeling, sunset sailing tour with full offering of drinks and BBQ Chicken Meal. Enjoy t....

    Free Cancellation
    Start From $110.50
 
 

5-Hour Guided Sunset Boat Tour in Tamarindo Costa Rica

(4.6 of 76 reviews)

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 next leve... More

Free Cancellation
Start From $95.00
 
5-Hour Guided Sunset Boat Tour in Tamarindo Costa Rica Likely to Sell Out

5-Hour Guided Sunset Boat Tour in Tamarindo Costa Rica

  • Costa Rica
  • Superb76 reviews4.6

What makes us different is in our level of customer service and attention to detail. 10 years of wed....

    Free Cancellation
    Start From $95.00
 
 

Small Group Sunset Sail for the Sophisticated Traveler

(5 of 177 reviews)

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 lunch, op... More

Free Cancellation
Start From $149.00
 
Small Group Sunset Sail for the Sophisticated Traveler Likely to Sell Out

Small Group Sunset Sail for the Sophisticated Traveler

  • Costa Rica
  • Superb177 reviews5

Our Lucky 13 charters are great for smaller groups looking to escape the "booze-cruise".  We only t....

    Free Cancellation
    Start From $149.00
 
 

CoralDreams-Sailboat-Tamarind Sailboat-Sunset Experience

(4.9 of 10 reviews)

Be part of our French Sailboat expedition from Playa Tamarindo to explore remote beaches inaccessible by land. Enjoy a sunset tour full of luxuries: music, an open bar of spirits and soft drinks, and a typical Costa Rican lunch. T... More

Free Cancellation
Private Tour
Start From $103.00
 
CoralDreams-Sailboat-Tamarind Sailboat-Sunset Experience Likely to Sell Out

CoralDreams-Sailboat-Tamarind Sailboat-Sunset Experience

  • Costa Rica
  • Superb10 reviews4.9

Be part of our French Sailboat expedition from Playa Tamarindo to explore remote beaches inaccessibl....

    Free Cancellation
    Private Tour
    Start From $103.00
 
 

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

(5 of 191 reviews)

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 maintained... More

Free Cancellation
Private Tour
Start From $140.00
 
Cruising on a 100' Wooden Sail Ship in Province of Puntarenas Likely to Sell Out

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

  • Costa Rica
  • Superb191 reviews5

Join us on a Shared morning or sunset cruise out of Marina Pez Vela, Quepos. (Up to 46 guests) The ....

    Free Cancellation
    Private Tour
    Start From $140.00
 
 

Blue Dolphin - Private Catamaran Tour

(5 of 9 reviews)

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 satisfy every... More

Free Cancellation
Private Tour
Start From $500.00
 
Blue Dolphin - Private Catamaran Tour Likely to Sell Out

Blue Dolphin - Private Catamaran Tour

  • Costa Rica
  • Superb9 reviews5

Blue Dolphin is the original sailing tour in Costa Rica, operating since 2004. Our friendly, bi-ling....

    Free Cancellation
    Private Tour
    Start From $500.00
 
 

Morning Catamaran in Playa Flamingo

(5 of 23 reviews)

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 our professi... More

Free Cancellation
Private Tour
Start From $90.00
 
Morning Catamaran in Playa Flamingo Likely to Sell Out

Morning Catamaran in Playa Flamingo

  • Costa Rica
  • Superb23 reviews5

Lazy Lizard is the original catamaran company in Flamingo and Tamarindo area, with over 20 years exp....

    Free Cancellation
    Private Tour
    Start From $90.00
 
 

Sunset Sailing Experience (Cocktails, Food, Snorkel, Kayaks)

(4.9 of 34 reviews)

Spend several unforgettable hours sailing along Costa Rica's beautiful North Pacific coastline. Halfway through our journey, we will stop and enjoy a guided snorkel tour. Your guide will try to get you an up-close view of the Cost... More

Free Cancellation
Private Tour
Start From $125.00
 
Sunset Sailing Experience (Cocktails, Food, Snorkel, Kayaks) Likely to Sell Out

Sunset Sailing Experience (Cocktails, Food, Snorkel, Kayaks)

  • Costa Rica
  • Superb34 reviews4.9

Spend several unforgettable hours sailing along Costa Rica's beautiful North Pacific coastline. Half....

    Free Cancellation
    Private Tour
    Start From $125.00
 
 

Private Sunset Sailing Experience (All Inclusive)

(5 of 10 reviews)

Spend several unforgettable hours sailing along Costa Rica's beautiful North Pacific coastline. Halfway through our journey, we will stop and enjoy a guided snorkel tour. Your guide will try to get you an up-close view of the Cost... More

Free Cancellation
Private Tour
Start From $2,200.00
 
Private Sunset Sailing Experience (All Inclusive) Likely to Sell Out

Private Sunset Sailing Experience (All Inclusive)

  • Costa Rica
  • Superb10 reviews5

Spend several unforgettable hours sailing along Costa Rica's beautiful North Pacific coastline. Half....

    Free Cancellation
    Private Tour
    Start From $2,200.00
 
 

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

(4.8 of 33 reviews)

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 beaches, ju... More

Free Cancellation
Private Tour
Start From $180.00
 
Private Sailing Tour from Playa Flamingo - Explore Costa Rica's Gold Coast Likely to Sell Out

Private Sailing Tour from Playa Flamingo - Explore Costa Rica's G....

  • Costa Rica
  • Superb33 reviews4.8

Glide along Costa Rica’s Gold Coast in style on a Private Sailing charter, Pegasus: a luxurious, c....

    Free Cancellation
    Private Tour
    Start From $180.00
 
 

Small Group Shared Morning Charter of 50’ Beneteau

(5 of 26 reviews)

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 our contrib... More

Free Cancellation
Private Tour
Start From $145.00
 
Small Group Shared Morning Charter of 50’ Beneteau Likely to Sell Out

Small Group Shared Morning Charter of 50’ Beneteau

  • Costa Rica
  • Superb26 reviews5

We love the ocean and treat her with respect. We will not serve you on single use plastics nor will ....

    Free Cancellation
    Private Tour
    Start From $145.00
 
 

Catamaran Sailboat / Sunset & Snorkeling Tour from Guanacaste

(5 of 2 reviews)

Sail along the Pacific coast in the newest catamaran in Guanacaste and the best customer service. Open Bar, Snacks, Fruits, Snorkel, swim, stand-up paddle, kayak, or just relax on the beach before enjoying lunch. Family Friendly.... More

Free Cancellation
Private Tour
Start From $185.00
 
Catamaran Sailboat / Sunset & Snorkeling Tour from Guanacaste Likely to Sell Out

Catamaran Sailboat / Sunset & Snorkeling Tour from Guanacaste

  • Costa Rica
  • Superb2 reviews5

Sail along the Pacific coast in the newest catamaran in Guanacaste and the best customer service. Op....

    Free Cancellation
    Private Tour
    Start From $185.00
 
 

Private Morning Catamaran in Playa Flamingo

(5 of 22 reviews)

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

Free Cancellation
Private Tour
Start From $1,700.00
 
 Private Morning Catamaran in Playa Flamingo Likely to Sell Out

Private Morning Catamaran in Playa Flamingo

  • Costa Rica
  • Superb22 reviews5

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

    Free Cancellation
    Private Tour
    Start From $1,700.00
 
 

Private Sunset Catamaran in Playa Flamingo

(5 of 34 reviews)

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 golden co... More

Free Cancellation
Private Tour
Start From $1,900.00
 
Private Sunset Catamaran in Playa Flamingo Likely to Sell Out

Private Sunset Catamaran in Playa Flamingo

  • Costa Rica
  • Superb34 reviews5

Enjoy your sailing sunset tour with the most respected sailing tour company in Costa Rica. We have a....

    Free Cancellation
    Private Tour
    Start From $1,900.00
 
 

Private Morning Sail & Snorkel Tour

(4.7 of 26 reviews)

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

Free Cancellation
Private Tour
Start From $187.50
 
Private Morning Sail & Snorkel Tour Likely to Sell Out

Private Morning Sail & Snorkel Tour

  • Costa Rica
  • Superb26 reviews4.7

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

    Free Cancellation
    Private Tour
    Start From $187.50
 
 

8-hour all-inclusive catamaran sailing tour from Tamarindo

(4.3 of 8 reviews)

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 sailing trip can... More

Free Cancellation
Private Tour
Start From $1,200.00
 
8-hour all-inclusive catamaran sailing tour from Tamarindo Likely to Sell Out

8-hour all-inclusive catamaran sailing tour from Tamarindo

  • Costa Rica
  • Exellent8 reviews4.3

This is an ideal adventure for those looking to enjoy a full day at sea in the company of family and....

    Free Cancellation
    Private Tour
    Start From $1,200.00
 
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