Find awesome sailboat rentals and sailing charters for any travel destination.

1346 reviews worldwide.
19 - 36 of 10,785 listings
PERSHING 56
day$3,500
Super Owner16 guests

PERSHING 56

10,000+ results

Set sail with the best sailboat rentals and charters around the world.

Hit the open water in style on a sailboat rental or sailing charter. You can rent or charter a sailboat with or without a captain. Enjoy exploring the water by wind power. Most larger sailboats (typically 18+ feet) also use an engine for longer sailing trips. From hourly, half-day, full-day or multi-day sailing excursions, you are sure to create memories that will last a lifetime.

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 safety checks on each rental transaction.

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

Things to consider when booking a sailboat rental or charter.

  • Sailboats range in size and carrying capacity, so check with the captain to make sure the boat you pick will meet your needs.
  • If you want to learn some sailing techniques, ask about instruction or lessons while you're onboard.
  • Any doubts about booking your sailing adventure? No problem! Simply message the captain and ask any questions you may have.

GetMyBoat customer reviews for Boat Rentals worldwide.

  1. ci
    cindy
    Royal Hawaiian Catamaran Charter in Honolulu

    Captain Richie his crew was awesome they were very nice and helpful, and service was superb, also Michelle was amazing she was keeping in touch with me the whole time building me and assuring me. This was an awesome experience highly recommend!

  2. RZ
    ROBERTA
    Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii

    Our party of 8 had an amazing day and evening onboard. We were able to swim with sea turtles at turtle canyon and sail around by Waikiki beach and diamond head. We would have gone farther but the wind and waves were too high to go past the point. Nevertheless it was a beautiful day and we also enjoyed the sunset. The vessel had snorkel equipment and a dining area with benches or nets to lounge on as well as a few bean bag chairs. The captain and first mate were knowledgeable and friendly during our 4 hours aboard. Definitely a highlight of our trip.

  3. SC
    Steve
    Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii

    Can’t say enough about this experience. I brought my wife and 5 children ages 8-22 years. All had the funnest time. We surprised our children for Christmas and they usually like rides and theme parks but this experience was as good as any rose they have done. Out in the open ocean this was the ride of rides. Steve and Tom were so kind and accommodating and had everything we needed. My only regret is not getting more time.

  4. JM
    Joe
    Charter the 38ft Lagoon Sailing Catamaran in Lisboa, Portugal

    David and Tony were great as skippers and we had a great day out on the water. Marta was helpful organizing everything and staying on top of things to make sure everything went smoothly with our booking. Price was very fair. An A+ experience!

  5. MS
    Maya
    Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii

    By far the best thing we’ve done all year. The crew were so nice and the views were amazing!!! Perfect sized boat for the amount of people we had. They even gave us extended our time for sailing because we were having such a good time. Definitely worth every penny!!

  6. AR
    Ana
    Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii

    First off I’d like to start off by saying thank you to Steven and Tom for making this trip epic. It was absolutely perfect. Hawaiian Style was awesome, the catamaran was clean and the crew had ice and coolers ready to go. It was located perfectly in the marina and was not difficult to find or to park our cars. The trip in and of itself was excellent. We snorkeled with turtles and sailed (this part was so much fun!) then we ended with a beautiful sail into sunset. It was amazing, thank you to the crew and I would definitely recommend 100%. Whenever we are back in Honolulu we will book Hawaiian Style again