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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,363 Reviews)

Page 39 of 39923 listings

Beautiful Sailboat for Private Outings, South Bay LA, King Harbor Marina
Sailing in Redondo Beach · 6 guests

Beautiful Sailboat for Private Outings, South Bay LA, King Harbor Marina

5.0
Snoozed - Active 02 Sep 2026
Islander 36 - The Perfect Sailing Yacht for San Francisco Bay
Sailing in Sausalito · 6 guests

Islander 36 - The Perfect Sailing Yacht for San Francisco Bay

5.0
Snoozed - Active 02 Jan 2027
Captained Sailboat Charter in Salisbury 2 hr sails 4 persons
Sailing in Salisbury · 4 guests

Captained Sailboat Charter in Salisbury 2 hr sails 4 persons

5.0
Snoozed - Active 17 Sep 2026
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 03 Sep 2026
Sausalito: 41ft Jeanneau 410 Sun Odyssey Sailing Charter for Up to 10 Guests
Sailing in Sausalito · 10 guests

Sausalito: 41ft Jeanneau 410 Sun Odyssey Sailing Charter for Up to 10 Guests

New
Snoozed - Active 23 Sep 2026
40' Luxury Cruising Sailboat – Private Charters for 8 Guests
Sailing in Richmond · 8 guests

40' Luxury Cruising Sailboat – Private Charters for 8 Guests

New
Snoozed - Active 23 Sep 2026
The Gallivanders Ultimate Sailing Adventure
Sailing in Nassau · 12 guests

The Gallivanders Ultimate Sailing Adventure

New
Snoozed - Active 03 Jan 2027
Enjoy Sailing in Fort Lauderdale Aboard the Sailing Vessel V1
Sailing in Fort Lauderdale · 4 guests

Enjoy Sailing in Fort Lauderdale Aboard the Sailing Vessel V1

New
Snoozed - Active 02 Sep 2026
42' Luxury Catamaran – Private San Francisco Bay Charters for 12 - Oakland
Sailing in Oakland · 12 guests

42' Luxury Catamaran – Private San Francisco Bay Charters for 12 - Oakland

New
Snoozed - Active 23 Sep 2026
Lagoon 420 Hybrid Eco Friendly Electric Catamaran
Sailing in Guna Yala Comarca · 4 guests

Lagoon 420 Hybrid Eco Friendly Electric Catamaran

New
Snoozed - Active 27 Mar 2027
Limited Availability
Luxury Bay Sailing Experience – Private 42' Yacht, Comfortably Seats 10 Guests
Sailing in Oakland · 10 guests

Luxury Bay Sailing Experience – Private 42' Yacht, Comfortably Seats 10 Guests

New
Snoozed - Active 23 Sep 2026

Sailing Reviews in United States

  1. WB

    Wayne

    Captained Sailboat Charter in Salisbury 2 hr sails 4 persons

    I really appreciate how Captain Nina accommodated me last minute after I had a lesson scheduled at a sailing school. Saved my plans for the weekend. She did a great job adjusting the experience to my level, and keeping the whole time chill and conversational.

  2. Patrick

    Patrick

    Islander 36 - The Perfect Sailing Yacht for San Francisco Bay

    Will was awesome. Very personable, professional and knowledgeable. Loved how he interacted with our son. The boat was well captained and built for S.F. Bay. We will definitely return. The location is very easy to access from the City.

  3. GR

    Gillean

    Captained Sailboat Charter in Salisbury 2 hr sails 4 persons

    Nina was great, and the sail was so relaxing and peaceful. Not too many powerboats out like you see on so many other lakes, so it was smooth sailing all the way. I’d highly recommend a sail with Captain Nina on this lovely lake.

  4. MH

    Marie

    Beautiful Sailboat for Private Outings, South Bay LA, King Harbor Marina

    Tracy was amazing for my special booking to honor my deceased mother. we made an itinerary & I was really happy with the wonderful tribute for my morher. Great boat- would recommend.

  5. MM

    Mimi

    Islander 36 - The Perfect Sailing Yacht for San Francisco Bay

    Will was a great captain! We had so much fun reelin’ in the years with him, we can’t wait to do it again, maybe minus the dirty work (kidding! Only a fool would say that…)

  6. Harnoorjit

    Harnoorjit

    Islander 36 - The Perfect Sailing Yacht for San Francisco Bay

    The trip is amazing, yacht is clean, water and snacks are provided. Captain Will is such a nice person, explains the areas for the tour. Overview the experience was nice and fun