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All listings in Costa Rica

Awesome sailboat rentals in Costa Rica.

5.0
(65 Reviews)

Page 1 of 122 listings

Luxury Fountaine Pajot 61 feet in Flamingo
Events in Tamarindo · 20 guests

Luxury Fountaine Pajot 61 feet in Flamingo

5.0
$1,600day
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
$100person
Private Catamaran Tour and Snorkeling all-Inclusive, Tamarindo, Costa Rica
Sailing in Tamarindo · 22 guests

Private Catamaran Tour and Snorkeling all-Inclusive, Tamarindo, Costa Rica

5.0
$190person
Panache Sailing Charter 40ft Catamaran In Playa Flamingo, Costa Rica
Sailing in Playa Flamingo · 30 guests

Panache Sailing Charter 40ft Catamaran In Playa Flamingo, Costa Rica

New
$475hour
46ft Bahia Cruising Catamaran Rental In Potrero, Costa Rica
Sailing in Playa Flamingo · 40 guests

46ft Bahia Cruising Catamaran Rental In Potrero, Costa Rica

5.0
$275hour
Shared Catamaran Eco Adventure in Manuel Antonio, Costa Rica
Quepos · 120 guests

Shared Catamaran Eco Adventure in Manuel Antonio, Costa Rica

5.0
$85person
Private Sailing Tours in Playa Flamingo, Guanacaste
Sailing in Playa Flamingo · 17 guests

Private Sailing Tours in Playa Flamingo, Guanacaste

5.0
Superowner
$165person
Manuel Antonio Catamaran Private ''Spanish Dancer''
Sailing in Quepos · 12 guests

Manuel Antonio Catamaran Private ''Spanish Dancer''

5.0
$125person
Catamaran lagoon 42ft Luxury In Costa Rica
Sailing in Guanacaste Province · 25 guests

Catamaran lagoon 42ft Luxury In Costa Rica

New
$700hour
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
Charter 45ft Cruising Catamaran In Playa Flamingo, Costa Rica
Sailing in Playa Flamingo · 45 guests

Charter 45ft Cruising Catamaran In Playa Flamingo, Costa Rica

5.0
$712hour
41' Gulf Star Monohull Sailing Adventures with Five Star Service and Dinning in Guanacaste
Sailing in Guanacaste Province · 12 guests

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

5.0
$100person
Foilborne Power Catamaran 40´Party Boat For Your Next Adventure!
Sailing in Herradura · 35 guests

Foilborne Power Catamaran 40´Party Boat For Your Next Adventure!

New
$400hour
Luxury ''Tom Cat II'' Cruising Catamaran in Flamingo, Costa Rica
Sailing in Quepos · 110 guests

Luxury ''Tom Cat II'' Cruising Catamaran in Flamingo, Costa Rica

New
$99person
SAILING THE GULF OF NICOYA ON A LUXURY 37" YACHT
Sailing in Punta Arenas · 4 guests

SAILING THE GULF OF NICOYA ON A LUXURY 37" YACHT

New
$300hour
65ft Sailing Catamaran in Playa Flamingo
Sailing in Playa Flamingo · 70 guests

65ft Sailing Catamaran in Playa Flamingo

New
$75person
Captained Helia 44ft Sailing Catamaran in Culebra
Sailing in Culebra · 8 guests

Captained Helia 44ft Sailing Catamaran in Culebra

New
$720-$830hour
Trimaran Charter in Herradura
Sailing in Herradura · 6 guests

Trimaran Charter in Herradura

New
$109-$175hour
Enjoy Sailing On 80ft Schooner In Tamarindo, Costa Rica
Sailing in Tamarindo · 40 guests

Enjoy Sailing On 80ft Schooner In Tamarindo, Costa Rica

New
$85person
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
$90-$100hour
Sail into adventure in Costa Rica, playa Flamingo
Sailing in Playa Flamingo · 12 guests

Sail into adventure in Costa Rica, playa Flamingo

New
$110person

Sailing Reviews in Costa Rica

  1. KG

    Katie

    Luxury Fountaine Pajot 61 feet in Flamingo

    We had an outstanding time. This was truly an epic experience and one of the best things we got to do on our trip to Tamarindo. The boat was great, great service, we had cocktails, wine, fresh fruit and snacks as well as a salmon dinner at sunset. This is a trip we will never forget! Thank you so much!

  2. CR

    Christine

    Luxury Fountaine Pajot 61 feet in Flamingo

    I booked a private tour for my birthday with 8 of my friends - we sailed from 1:30 to 6:30pm and got to experience the gorgeous Costa Rican sunset from the sea. It was everyone’s favorite day of the entire trip! We had such a wonderful, beautiful day swimming, diving, eating, and relaxing. Our friends even caught some big fish! To top it off, they had a cake for me for my birthday. It was so nice not having to worry about bringing our own food and drinks. We highly recommend this boat for groups of friends and family. It will elevate your trip and make it so much more magical.

  3. JH

    John

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

    During our pleasant lunch at Las Brisas waiting for our appointed meeting time, we observed the Surfari Del Mar offshore at anchor and wondered who would be taking the place of Captain Jack who, we had learned the evening before, had recently passed away. Much to our surprise, and eventual delight, we were approached by a lovely young lady who introduced herself as Frecia, skipper of the Surfari. While strong winds the previous day had kicked up sediment in the water where we snorkeled making it less than perfect, everything else on the cruise was exceptional – the sailboat itself, the crew (Frecia and her two Argentinian mates), the music playlist, the food and local drinks and the sunset. This was “Pura Vida” at its best! The booking of the cruise through GetMyBoat was easy and without issue.

  4. ST

    Svetoslav

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

    That was one of our greatest days spent in Costa Rica. We were an international group of 6 adults and a small child who decided to have a boat trip right the next day. Captain Jack remained available for us till midnight for clarifying the booking details. We had 4-5 hours trip with diving, fishing and a delicious food made onboard included. We were also able to see the sunset from the ocean. The Captain Jack crew - Pressia and the boys are so lovely. We talked and laugh a lot with them. What a prefect day it was.:) I highly recommend you to reserve one day from your vacation and go for it.

  5. LT

    Laura

    Luxury Fountaine Pajot 61 feet in Flamingo

    Complete 5 star experience. Could not recommend a boat and crew more. Such a great day with wonderful service, food, drinks, and a friendly crew!

  6. Jennifer

    Jennifer

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

    Cannot say enough great things about our trip. Boat was lovely and actually sailed a lot. The food was enjoyed by everyone and the coffee was delicious. Got to see dolphins swimming with the boat and had a great snorkeling experience. Best outing of our 2 week trip in Costa Rica.