Costa Rica

Awesome sailboat rentals in Costa Rica.

Average of 9 reviews in this area.
1 - 18 of 31 listings
31 results

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 customer reviews for Sailing in Costa Rica.

  1. VS
    Vlad
    Charter 37' Cruising Monohull in Bocas del Toro, Panama

    We had a great and unforgettable time on Pretty. Big thanks to captain John and his wife Julie for perfect organization , for cosy little gathering. John really perfect sea man ship, he is very pro. he cooked for us three times a day, and never has repeated with dishes. Hope it was not last trip with John and Julie. you make our trip twice as pleasant . See you guys))

  2. VJ
    Vanessa
    Private Tour on 37ft "Mantaray" Sailing Catamaran in Flamingo, Costa Rica

    Such an amazing experience. Perfect from beginning to end. Every detail was thought out. Bizmark & Filipo were amazing and treated us like kings & queens. I highly recommend this experience to everyone!

  3. RC
    Raf
    Private Sailing Tours on "50' Serendipity" in Costa Rica

    Excellent time. Brad and Geneva were great. Our Captain was outstanding.

  4. GM
    Gillian
    Private Tour on 37ft "Mantaray" Sailing Catamaran in Flamingo, Costa Rica
  5. UA
    Ujjwol
    Luxury ''Tom Cat' 'Cruising Catamaran in Costa Rica