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    Find Sailing Charters Near You

    6,257 reviews worldwide.
    1 - 18 of 6,999 listings
    Caribbean Vibez on a Brooklyn Sailboat
    hour$191
    Super Owner4 guests

    Caribbean Vibez on a Brooklyn Sailboat

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark
    hour$155
    Super Owner6 guests

    Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

    38' Hunter 376 Cruising Monohull in Annapolis, Maryland, USA
    hour$150
    Super Owner6 guests

    38' Hunter 376 Cruising Monohull in Annapolis, Maryland, USA

    37' Luxury Sailboat with Captain
    hour$300
    Super Owner6 guests

    37' Luxury Sailboat with Captain

    Beautiful Luxurious 47' Beneteau Newport Beach  SHOR 2022-21
    hour$225
    Super Owner6 guests

    Beautiful Luxurious 47' Beneteau Newport Beach SHOR 2022-21

    Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii
    hour$350
    Super Owner12 guests

    Sailing Charter On 48' Custom Made Sailing Catamaran In Honolulu, Hawaii

    Cruise In Style On Roomy Sailboat - 36' Catalina
    hour$145
    Super Owner6 guests

    Cruise In Style On Roomy Sailboat - 36' Catalina

    38’ Lagoon Catamaran Charter In Miami
    hour$299
    Super Owner13 guests

    38’ Lagoon Catamaran Charter In Miami

    Epic 34' Catamaran Sailing in Waikiki
    person$99
    Super Owner12 guests

    Epic 34' Catamaran Sailing in Waikiki

    Curated Sailing Experience from the Golden Gate Bridge/Fort Baker aboard  Islander 36 Sailboat
    hour$225
    Super Owner5 guests

    Curated Sailing Experience from the Golden Gate Bridge/Fort Baker aboard Islander 36 Sailboat

    Sailing and Snorkeling Adventures in Lahaina, Hawaii on 36 Foot Lidgard Monohull
    hour$425
    Super Owner6 guests

    Sailing and Snorkeling Adventures in Lahaina, Hawaii on 36 Foot Lidgard Monohull

    #1 Manhattan Luxury Sailboat, Champagne & Catering Service, 5-Star Accommodations
    hour$325
    Super Owner6 guests

    #1 Manhattan Luxury Sailboat, Champagne & Catering Service, 5-Star Accommodations

    32' Ericson Racer/Cruiser Sailboat Charter in Long Beach, California
    hour$180
    Super Owner6 guests

    32' Ericson Racer/Cruiser Sailboat Charter in Long Beach, California

    55ft Irwin Sailboat in Marina del Rey, California. PLEASE READ THE PRICES UNDER
    hour$275
    Super Owner12 guests

    55ft Irwin Sailboat in Marina del Rey, California. PLEASE READ THE PRICES UNDER

    Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
    hour$220
    Super Owner6 guests

    Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

    Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida
    hour$125
    Super Owner6 guests

    Sailing Charter On 39' Catalina Sailboat In Fort Lauderdale, Florida

    38’ Morgan Sailboat Rental in Miami Beach, Florida
    hour$85
    Super Owner6 guests

    38’ Morgan Sailboat Rental in Miami Beach, Florida

    Bareboat charter sailing catamaran for parties / events in Long Beach!
    hour$249
    Super Owner10 guests

    Bareboat charter sailing catamaran for parties / events in Long Beach!

    6,000+ results

    Boating Guide - Sailing

    Set sail with GetMyBoat - enjoy a sailing charter.

    Hit the open water in style on a sailing charter. Sailing charters with a professional captain are a relaxing way to get on the water and travel by wind power. A sunset sailing cruise, cocktail cruise, or other sailing adventure can make for the perfect experience on a lake or the ocean. Most larger sailboats (typically 18+ feet) also use an engine for longer sailing trips. GetMyBoat has all types of sailing charters and you can build a custom itinerary to plan the sailing holiday of your dreams. From hourly, half-day, full-day or overnight 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 Sailing worldwide.

    1. Ciella
      Ciella
      Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

      Mark was absolutely incredible. We decided to shoot our engagement photos on his sailboat and he delivered!! From the first point of communication to the last, he was very kind and helpful. Not to mention, his boat was beautiful and we had the best time. Mark made our group feel welcome and was ready to help in every way he can. Thank you, Mark! We’ll definitely be back onboard.

    2. James
      James
      Epic 34' Catamaran Sailing in Waikiki

      Captain Palu was amazing and we had an incredible time sailing and snorkeling. Weather was great! The catamaran was perfect and operated professionally. We would highly recommend this boat and captain for an incredible time and ease of trip. Overall Amazing !!!!

    3. LS
      Lindsay
      Beneteau 40 Cruising Monohull in Marina del Rey with Captain Mark

      We had a fantastic afternoon sailing with Mark. He was flexible and accommodating with making plans - we had a last minute issue with our schedules and Mark was very understanding and chilled about it, which is a rare and much appreciated quality! I went with Mark because my wife wants to get into sailing and his profile made his enthusiasm clear. We were not disappointed! Mark and my wife spent all afternoon talking about sailing and he even sent us a few links to some sailing videos afterwards. All in all, highly recommend Mark and his beautiful boat if you're looking for a real sailing experience with a kind, warm, and easy going captain.

    4. George
      George
      38’ Lagoon Catamaran Charter In Miami

      Ed was really helpful throughout the whole process and answered all of my questions clearly and promptly, despite the time difference at the time of booking. We had 12 people on board and everyone had a great day out with Emiliano has our Captain who was brilliant and I would highly recommend. The boat is great and comfortably fit 12 of us. 10/10 day! Thank you!

    5. AL
      Ariel
      #1 Manhattan Luxury Sailboat, Champagne & Catering Service, 5-Star Accommodations

      Amazing boat! Amazing vibes! Booked with Captain Martin for my friend's surprise bridal shower. He was communicative and very accommodating. Our original date got rained out and Martin communicated with me efficiently and effectively to find a new date. We ended sailing with a his colleague Capt Malcolm on the new date. Malcolm was knowledgeable, fun, and overall had great vibes. He had extensive knowledge about the history of New York, architecture, and pointed out interesting landmarks as we sailed around the harbor. The first mate, Jayden was so helpful as well, helping us onto the boat, getting us drinks, making sure we were warm enough. Such a wonderful experience! Have been recommending Capt Martin, Capt Malcolm, and the whole crew to everyone!

    6. BC
      Britni
      Epic 34' Catamaran Sailing in Waikiki

      Capt polu was nice, informative and very accommodating. I enjoyed learning how to set up a sail and the boat was the perfect size. I highly recommend you hang out on the trampolines at the front of the boat. The views and water are incredible, we didn’t see many fish the day we went however this is out of Polu’s hands nonetheless I appreciated the entire experience and laughed a lot.

    GetMyBoat has 6,999 listings for Sailing experiences in this location with 6,257 reviews.

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