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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,009 Reviews)

Page 39 of 39924 listings

Sail in downtown Toronto
Sailing in Toronto · 6 guests

Sail in downtown Toronto

5.0
Snoozed - Active 23 Aug 2025
38' Sailing catamaran for parties / events in Long Beach! DISCOUNT WEEK DAYS
Sailing in Long Beach · 12 guests

38' Sailing catamaran for parties / events in Long Beach! DISCOUNT WEEK DAYS

5.0
Superowner
Snoozed - Active 02 Sep 2025
Sail New York's historic waterways aboard Water Music, a classic 40 foot yacht.
Sailing in Brooklyn · 6 guests

Sail New York's historic waterways aboard Water Music, a classic 40 foot yacht.

5.0
Snoozed - Active 02 Sep 2025
STARZ -Lagoon 42 Catamaran in Chesapeake Bay
Sailing in Annapolis · 13 guests

STARZ -Lagoon 42 Catamaran in Chesapeake Bay

5.0
Snoozed - Active 02 Oct 2025
Classic Sparkman & Stevens Sailboat: Choose Leisure Sailing or Hands-On Lessons
Sailing in Lacey Township · 6 guests

Classic Sparkman & Stevens Sailboat: Choose Leisure Sailing or Hands-On Lessons

5.0
Snoozed - Active 02 Jan 2026
Private Luxury Lagoon Catamaran Charter in West Palm Beach, Florida
Sailing in West Palm Beach · 12 guests

Private Luxury Lagoon Catamaran Charter in West Palm Beach, Florida

5.0
Snoozed - Active 31 Jul 2026
Catamaran boat Party La Paz
Events in Zona Comercial · 12 guests

Catamaran boat Party La Paz

New
Superowner
Snoozed - Active 17 Oct 2025
Axe 1 Center Console Boat Rental in Montego Bay, Jamaica
Events in Montego Bay · 8 guests

Axe 1 Center Console Boat Rental in Montego Bay, Jamaica

New
Snoozed - Active 02 Oct 2025
Private 65ft Catamaran for Charter Trips in Montego Bay
Sailing in Montego Bay · 40 guests

Private 65ft Catamaran for Charter Trips in Montego Bay

New
Snoozed - Active 02 Nov 2025
Come Sail Newport, Narragansett Bay & Beyond with 50ft Jeanneau Sun Odyssey
Sailing in Jamestown · 6 guests

Come Sail Newport, Narragansett Bay & Beyond with 50ft Jeanneau Sun Odyssey

New
Snoozed - Active 02 Aug 2025
27  feet of fun in the summer sun, under sail!
Sailing in Brooklyn · 6 guests

27 feet of fun in the summer sun, under sail!

New
Snoozed - Active 02 Aug 2025
Lagoon 420 Hybrid Eco Friendly Electric Catamaran
Sailing in Guna Yala Comarca · 4 guests

Lagoon 420 Hybrid Eco Friendly Electric Catamaran

New
Snoozed - Active 31 Mar 2026

Sailing Reviews in United States

  1. CW

    Chelsea

    38' Sailing catamaran for parties / events in Long Beach! DISCOUNT WEEK DAYS

    This was my first time ever chartering a boat or using this website. I was nervous about it since I don’t know much about any of this, so I’m here to tell you to do it. If you want to have a fantastic boating experience, choose David! We had an amazing time celebrating my birthday on this boat and I would 100% book it again. Everything went as planned (except when the unicorn floatie was whisked away off the boat and we then had to recover it in windy conditions- it was a very funny and memorable time).

  2. AB

    Alyssa

    38' Sailing catamaran for parties / events in Long Beach! DISCOUNT WEEK DAYS

    David was an amazing captain. He was very friendly and kind. He took us on a fun boat ride. He knows how to have fun and take great pictures!

  3. AW

    Ashley

    38' Sailing catamaran for parties / events in Long Beach! DISCOUNT WEEK DAYS

    Had a beautiful day cruising around Long Beach. Everyone in the group enjoyed the trip and we were in great hands with David

  4. JT

    Jacqueline `

    38' Sailing catamaran for parties / events in Long Beach! DISCOUNT WEEK DAYS

    Had a wonderful time having David as our captain. Very attentive and respectful. The boat had a good sound system, plenty of space to store our belongings, and clean overall. Looking forward to book again in the future.

  5. MR

    Matt

    STARZ -Lagoon 42 Catamaran in Chesapeake Bay

    Great experience and our family and friends had a wonderful time. Clean boat and fun crew to help us celebrate a special occasion. Highly recommend!

  6. ES

    Emily

    Sail in downtown Toronto

    We had an incredible trip on Dom's boat! We went out for my partner's birthday (2 of us). Dom is an amazing host and made us feel welcome from the start. He let us help with the sails and asked our input on where to go based on the wind. We had such a great experience and would recommend him to anyone!