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Awesome sailboat rentals in Costa Rica.

4.8(Average of 49 reviews in this area)
View our Costa Rica sailing boating guide
1 - 24 of 27 listings
Private Sailing Tours on
Sailing in Playa Flamingo · 20 guests

Private Sailing Tours on

5.0
Superowner
$165person
Sailing Tours and Sightseeing in playa Potrero Guanacaste Province, Costa Rica
Sailing in Potrero · 12 guests

Sailing Tours and Sightseeing in playa Potrero Guanacaste Province, Costa Rica

5.0
$90person
PlayTide Charters Sailing Catamaran en Tamarindo, Costa Rica
Sailing in Tamarindo · 22 guests

PlayTide Charters Sailing Catamaran en Tamarindo, Costa Rica

5.0
$100person
46ft Bahia Cruising Catamaran Rental In Potrero, Costa Rica
Sailing in Playa Flamingo · 35 guests

46ft Bahia Cruising Catamaran Rental In Potrero, Costa Rica

5.0
$275hour
65ft Sailing Catamaran in Playa del Coco
Sailing in Coco · 70 guests

65ft Sailing Catamaran in Playa del Coco

5.0
$75person
"Marlin del Rey" 66ft Catamaran Sailing in Playa Tamarindo
Sailing in Tamarindo · 70 guests

"Marlin del Rey" 66ft Catamaran Sailing in Playa Tamarindo

5.0
$75person
Pacific Soul Sailing Luxury Catamaran - Private Charter
Sailing in Potrero · 44 guests

Pacific Soul Sailing Luxury Catamaran - Private Charter

5.0
$120person
65ft Sailing Catamaran in Playa Flamingo
Sailing in Playa Flamingo · 70 guests

65ft Sailing Catamaran in Playa Flamingo

New
$75person
Charter 46ft Cruising Catamaran In Playa Flamingo, Costa Rica
Sailing in Playa Flamingo · 45 guests

Charter 46ft Cruising Catamaran In Playa Flamingo, Costa Rica

5.0
$425hour
Shared Catamaran Eco Adventure in Manuel Antonio, Costa Rica
Sailing in Quepos · 120 guests

Shared Catamaran Eco Adventure in Manuel Antonio, Costa Rica

5.0
$80person
Sailing Trimaran Yacht in Papagayo gulf!! Hammerhead 54
Sailing in Culebra · 16 guests

Sailing Trimaran Yacht in Papagayo gulf!! Hammerhead 54

5.0
$120person
Manuel Antonio Catamaran Private ''Spanish Dancer''
Sailing in Quepos · 12 guests

Manuel Antonio Catamaran Private ''Spanish Dancer''

New
$125person
FOR SALE! Luxury ''Tom Cat II'' Cruising Catamaran in Costa Rica
Sailing in Quepos · 110 guests

FOR SALE! Luxury ''Tom Cat II'' Cruising Catamaran in Costa Rica

New
$80person
Rent 9' Popeye Dinghy in El Empalme, Panama
Powerboats in El Empalme · 2 guests

Rent 9' Popeye Dinghy in El Empalme, Panama

New
$40day
Rent Naylamp Trimaran in El Empalme, Panama
Sailing in El Empalme · 10 guests

Rent Naylamp Trimaran in El Empalme, Panama

New
$500day
Charter 37' Cruising Monohull in Bocas del Toro, Panama
Sailing in El Empalme · 5 guests

Charter 37' Cruising Monohull in Bocas del Toro, Panama

5.0
$100person
41' Gulf Star Monohull Sailing Adventures with Five Star Service and Dinning in Guanacaste
Sailing in Playa Hermosa · 12 guests

41' Gulf Star Monohull Sailing Adventures with Five Star Service and Dinning in Guanacaste

5.0
$100person
Rent 24' Cruising Monohull in El Empalme, Panama
Sailing in El Empalme · 4 guests

Rent 24' Cruising Monohull in El Empalme, Panama

3.0
$140day
Private Sunset Catamaran Cruise - Playa Flamingo, Costa Rica.
Sailing in Playa Flamingo · 30 guests

Private Sunset Catamaran Cruise - Playa Flamingo, Costa Rica.

New
$3,000day
Morning Ocean Catamaran Experience in Playa Flamingo, Costa Rica
Sailing in Playa Flamingo · 30 guests

Morning Ocean Catamaran Experience in Playa Flamingo, Costa Rica

New
$2,700day
30' Mako Boat for Inshore/Offshore Fishing and Dolphin/Whale Watching Tours
Fishing in Agujitas de Drake · 5 guests

30' Mako Boat for Inshore/Offshore Fishing and Dolphin/Whale Watching Tours

New
$100hour
Charter a Beach Catamaran in Herradura, Costa Rica
Sailing in Herradura · 12 guests

Charter a Beach Catamaran in Herradura, Costa Rica

New
$850day
Trimaran Charter in Herradura
Sailing in Herradura · 6 guests

Trimaran Charter in Herradura

New
$134hour
Pearson 35 Cruising Monohull Charter in Jaco/Herradura, Costa Rica
Sailing in Herradura · 10 guests

Pearson 35 Cruising Monohull Charter in Jaco/Herradura, Costa Rica

New
$100person

Sailing Reviews in Costa Rica

  1. CI
    Che
    PlayTide Charters Sailing Catamaran en Tamarindo, Costa Rica

    This was an amazing experience. Though the boat is not a luxury boat, it’s still fit me, and seven of my friends very comfortably. The drinks were flowing, the snacks we’re good, and the views were unmatched. I would definitely recommend it!

  2. KB
    KAREN
    41' Gulf Star Monohull Sailing Adventures with Five Star Service and Dinning in Guanacaste

    Hugo's sailing trip was the perfect fit for our group of 5, varying in all ages and activity levels. We were able to customize our tour to fit what we were looking for.

  3. Regina
    Regina
    46ft Bahia Cruising Catamaran Rental In Potrero, Costa Rica

    Zafira service was excellent, great food, drinks, respectful staff and safe trip, price was very reasonable for this trip. I’m recommending Zafira to anyone that wants to book their next trip

  4. KC
    Katie
    Charter 46ft Cruising Catamaran In Playa Flamingo, Costa Rica

    We had the best time for my 40th birthday w/ 19 ppl . The food was excellence. The staff was great and the boat was perfect. Just take me back again please!

  5. NB
    Nikki
    Private Sailing Tours on

    The staff, the ship, the views, the food, the music…everything was awesome and was definitely the highlight of our trip to Costa Rica. Our kids even got to hold an octopus and a starfish while snorkeling! We did the full day private charter and I highly recommend it!

  6. MD
    Marina
    Sailing Tours and Sightseeing in playa Potrero Guanacaste Province, Costa Rica

    Our sailing trip was fantastic. We were a tough crew with five (cranky) kids, but Captain Jack and his crew were super patient, understanding and provided the best experience for us. We ate delicious food, swam in beautiful waters and sailed through the sunset. Thank you!

Boating Guide - Costa Rica Sailing

Set sail and experience Costa Rica from the deck of a sailboat rental.

Costa Rica is the best place to rent a sailboat. Book a sailboat with a captain if you've never sailed before. Get out on the water and experience the beautiful scenery while enjoying the company of friends and family. From celebrating a special occasion to family vacations, Costa Rica is the perfect sailboat rental destination.

Using GetMyBoat to rent your next sailboat.

Experiencing the water has never been easier thanks to GetMyBoat. GetMyBoat allows you to quickly search, compare prices, submit rental inquiries, and pay for your rental or charter from the convenience of your phone or computer. We offer a secure platform for renters to facilitate a seamless rental transaction. For boat owners, we connect millions of renters to their boat and provide the security and safe checks on each rental transaction.

Search for the perfect experience now and book your dream day out on the water.

GetMyBoat has 27 listings for Sailing experiences in Costa Rica with 49 reviews.

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