Find great daysailer rentals for your next water experience.

58 reviews worldwide.
1 - 18 of 239 listings

Experience sailing with a daysailer rental.

Rent or charter a daysailer for your next water experience. A daysailer, also known as a "day boat," is a small sailboat that can either be multihull or monohull. Some dayboats offer a small cabin for storage and shelter. Daysailers are ideal for day trips. Boats are offered with or without a captain for your convenience.

Using GetMyBoat to rent your next daysailer.

Experiencing the water has never been easier thanks to GetMyBoat. GetMyBoat allows you to search quickly, 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 for your daysailer rental.

  • If you're new to sailing, consider booking a sailing lesson if you'd like to learn. Daysailers are great for day trips and are easy to learn on.
  • Don't forget to pack sunscreen and towels if you plan on jumping off for a swim. You can also bring snacks and other supplies onboard to make for a great boat day on a deck boat.
  • Be sure to consider the size of your group when selecting a boat. When in doubt, check with the captain about how many the boat can safely accommodate.

GetMyBoat customer reviews for Boat Rentals worldwide.

  1. RS
    Randy
    Daysailer/Sunset sailing in a private charter in Cabo San Lucas

    We had a fantastic afternoon on the Mimosa Star. Skipper and crew were very genuine, friendly, and attentive. When the wind was up, we hit nine knots off Cabeza de Ballena. After the wind died down, we followed whales back to the marina. A most memorable experience.

  2. vc
    vince
    Charter "Wind Dance" Cruising Monohull In Nassau & Paradise Island, The Bahamas

    Great trip, real sailing, amazing captain and crew. Best experience we've had ever on a charter sail. Fun at the beach, snorkeling from the boat, and really, really good BBQ. If you're looking for something special to do while in the Bahamas - this is it.

  3. BB
    Brendan
    Daysailer/Sunset sailing in a private charter in Cabo San Lucas

    10/10. Bachelor party and it was so much fun. Recommend to everyone. The captain texted us everything. Feel like they offer more than they advertise. Had a great time, loved every

  4. AM
    Aaron
    Daysailer/Sunset sailing in a private charter in Cabo San Lucas

    We had such a blast with the guys on the margarita Star. Great afternoon of whale watching, drinks, and music. Dropping sail at sunset, and cutting the motor was a perfect cap to the afternoon. Would sail with Jose's crew again!

  5. RJ
    Rolando
    Islander 36' Sailboat for Charter in Nuevo Vallarta, Nayarit

    Fernando and the rest of the crew were amazingee!!! Our experience with the trip exceeded expectations! The punch served was superb and we felt safe and were in great hands!

  6. jc
    jin
    Daysailer/Sunset sailing in a private charter in Cabo San Lucas

    Great service and super friendly staff!!! All of us had so much fun best 3 hour sailing ever!!!