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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,056 Reviews)

Page 13 of 39923 listings

Sailing Tour | Sail the Legendary Wind of Howe Sound | Squamish, BC
Sailing in Squamish · 10 guests

Sailing Tour | Sail the Legendary Wind of Howe Sound | Squamish, BC

5.0
$33/hour
Classic 50ft Gulfstar Sailing Yacht
Sailing in San Diego · 22 guests

Classic 50ft Gulfstar Sailing Yacht

5.0
$750/hour
1980 Catalina 38ft Sparkman & Stephens Sailboat in Long Beach
Sailing in Long Beach · 10 guests

1980 Catalina 38ft Sparkman & Stephens Sailboat in Long Beach

3.7
$120/hour
26ft Beneteau Flyer 8 Sundeck
Powerboats in Marina del Rey · 8 guests

26ft Beneteau Flyer 8 Sundeck

New
$200/hour
Sea Ray Sundancer 40ft in Cancun – Sophistication and Comfort
Events in Cancún · 10 guests

Sea Ray Sundancer 40ft in Cancun – Sophistication and Comfort

New
$300/hour
Lagoon 400 18 People Cruising Catamaran In Cartagena, Colombia
Sailing in Cartagena · 18 guests

Lagoon 400 18 People Cruising Catamaran In Cartagena, Colombia

5.0
$1,700/day
Luxury Catamaran Lagoon ' Capacity up to 18
Powerboats in Cartagena · 18 guests

Luxury Catamaran Lagoon ' Capacity up to 18

5.0
Superowner
$180/hour
Curacao Private Sunset Tour Deluxe
Sailing in Santa Barbara Plantation · 6 guests

Curacao Private Sunset Tour Deluxe

5.0
$250/hour
See the wonders of Puerto Vallarta aboard 38' Sailing Catamaran Charter
Sailing in Isla Iguana · 12 guests

See the wonders of Puerto Vallarta aboard 38' Sailing Catamaran Charter

5.0
Superowner
Best of 2026
$240/hour
Stunning 60ft Party Catamaran for Exclusive Parties in Cabo San Lucas
Sailing in Marina · 50 guests

Stunning 60ft Party Catamaran for Exclusive Parties in Cabo San Lucas

4.7
$550/hour
Yacht 46ft Sea Ray, Free pick up transporation Hotel Marina One way
Tours in Cancún · 15 guests

Yacht 46ft Sea Ray, Free pick up transporation Hotel Marina One way

5.0
$210/hour
No Rush Sailing Tours
Sailing in San Pedro · 16 guests

No Rush Sailing Tours

5.0
$125/day
Experience premier service: NYC’s longest-running private sailing charter
Sailing in Manhattan · 6 guests

Experience premier service: NYC’s longest-running private sailing charter

5.0
$395/hour
!!Best 2025 Winner !! Power Catamaran in La Romana, Dominican Republic
Events in La Romana · 100 guests

!!Best 2025 Winner !! Power Catamaran in La Romana, Dominican Republic

5.0
Superowner
Best of 2026
$60/hour
46ft Bahia Cruising Catamaran Rental In Potrero, Costa Rica
Sailing in Playa Flamingo · 40 guests

46ft Bahia Cruising Catamaran Rental In Potrero, Costa Rica

5.0
$275+/hour
Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York
Sailing in Sag Harbor · 6 guests

Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York

5.0
$310+/hour
Boat Rental On Lake Washington - 19ft Sea Ray
Powerboats in Renton · 8 guests

Boat Rental On Lake Washington - 19ft Sea Ray

4.0
$150/hour
Instant Book
Limited Availability
50ft Catamaran Charter with Water Toys -Boca Raton, FL
Sailing in Deerfield Beach · 12 guests

50ft Catamaran Charter with Water Toys -Boca Raton, FL

5.0
$350/hour
 Come Play and Sail Away Barnegat Bay!
Sailing in Lacey Township · 6 guests

Come Play and Sail Away Barnegat Bay!

5.0
$150/hour
Sail Long Island's Gold Coast on this beautiful 36' Jeanneau!
Sailing in Oyster Bay · 6 guests

Sail Long Island's Gold Coast on this beautiful 36' Jeanneau!

5.0
$190+/hour
50' Pirate Ship Adventure Aboard Queen Anne's Revenge in Seattle
Sailing in Seattle · 47 guests

50' Pirate Ship Adventure Aboard Queen Anne's Revenge in Seattle

4.9
$1,050/hour
Jeanneau 39i Julia Sailing Yacht in NY Harbor
Sailing in Manhattan · 6 guests

Jeanneau 39i Julia Sailing Yacht in NY Harbor

5.0
$400/hour
Celebrate your special event in style with a fun Cruise on SF Bay
Sailing in San Francisco · 42 guests

Celebrate your special event in style with a fun Cruise on SF Bay

5.0
Superowner
$650/hour
41' Luxury Catamaran Private Sailing Adventure
Sailing in Zona Hotelera Norte · 25 guests

41' Luxury Catamaran Private Sailing Adventure

5.0
$406/hour

Sailing Reviews in United States

  1. CE

    Celebi

    Experience premier service: NYC’s longest-running private sailing charter

    We had an amazing experience with Captain L! He was incredibly attentive, professional, and made sure everything went perfectly for us. The whole trip felt smooth, relaxing, and very special thanks to him. Highly recommend to anyone looking for a great time on the water!

  2. Sara

    Sara

    No Rush Sailing Tours

    Wonderful afternoon with our family! 5 star experience. It was the perfect day on the water drinking rum punch, eating fresh conch ceviche, & seeing rays & sharks! Thank you Captain Steve for helping us create special family memories :)

  3. Louise

    Louise

    See the wonders of Puerto Vallarta aboard 38' Sailing Catamaran Charter

    We loved sailing with this captain and crew! Our main goal was to be under sail. They made this happen and the fresh fruit, sandwiches, and beverages were delicious!

  4. RM

    Raymond

    See the wonders of Puerto Vallarta aboard 38' Sailing Catamaran Charter

    Capt Chewy and crew Julio and JR were top notch. Great day. My second time in four years sailing the Cynthia w Chewy and Julio. Ultimate professionals at good time and great food / Drinks

  5. LS

    Lisa

    See the wonders of Puerto Vallarta aboard 38' Sailing Catamaran Charter

    Great day on the boat with Chewy and Karina. They accommodated everything we asked for and served us a lovely snack. We jumped in a for a nice swim and then had a lovely sunset. Doesn't get any better.

  6. AL

    Andrea

    No Rush Sailing Tours

    We had the absolute best time ! Plenty of space for our group of 8, the kids loved the boat, the snorkeling and the Fanta was a clear hit ! 100% recommend Captain Steven!