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Puerto Rico

Awesome sailboat rentals in Puerto Rico.

Average of 6 reviews in this area.
18 listings

Set sail and experience Puerto Rico from the deck of a sailboat rental.

Puerto Rico 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, Puerto Rico 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 Puerto Rico.

  1. SR
    Simon
    Elegant Hinckley Sou'wester 59 sloop in the Caribbean

    What an amazing experience. Dan and his wife went above and beyond to make sure we were safe, comfortable and sea ready. Even tough there was not much wind to sail Don made every effort to make this trip and extraordinary experience. The food was first class and my wife could not believe she was eating creme brulee in the middle of the ocean. We were not truly expecting this level of attention, service, passion and dedication of the entire crew for a one-day trip. We are looking forward to our next voyage

  2. NA
    Nathan
    Leopard 43 Sailing Catamaran with USCG Certified Captain and Crew in Ceiba, Puerto Rico

    Great day on the water with a great crew! Service was excellent, food was very good and the boat is comfortable and clean. Really fantastic way to spend a day in PR!

  3. NA
    Nathan
    Leopard 43 Sailing Catamaran with USCG Certified Captain and Crew in Ceiba, Puerto Rico

    Beautiful, comfortable boat with a great sound system and excellent food! The captain and crew were great hosts and we enjoyed every minute of our day!

  4. RM
    Ruben
    Quick Sail a Classic 1969 Sloop in San Juan, Puerto Rico

    A good trip overall. A lot of fun

  5. CB
    Chase
    Charter 52' Cruising Monohull in Fajardo, Puerto Rico