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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,476 Reviews)

Page 8 of 40 • 938 listings

Lagoon 40 in Nuevo Vallarta. Sip Margaritas, Relax, and Sail the day away
Sailing in Nuevo Vallarta · 18 guests

Lagoon 40 in Nuevo Vallarta. Sip Margaritas, Relax, and Sail the day away

5.0
Superowner
Best of 2026
$263+/hour
Instant Book
Limited Availability
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
$169+/hour
Sunfish Sailboat on Merrymeeting Lake in New Hampshire
Sailing in New Durham · 2 guests

Sunfish Sailboat on Merrymeeting Lake in New Hampshire

5.0
$61+/day
Incredible 36' Cruiser For Rent
Powerboats in Long Beach · 10 guests

Incredible 36' Cruiser For Rent

5.0
$149/hour
Limited Availability
40' Luxury Catamaran in Cozumel -
Sailing in San Miguel de Cozumel · 22 guests

40' Luxury Catamaran in Cozumel -

5.0
Superowner
$263+/hour
Lagoon 42 Sailing Catamaran for Up to 13 (12 + Charterer) Guests Near Stuart, FL
Sailing in Stuart · 13 guests

Lagoon 42 Sailing Catamaran for Up to 13 (12 + Charterer) Guests Near Stuart, FL

5.0
$354/hour
Beneteau 36’ Cruising Monohull in Redondo Beach
Sailing in Redondo Beach · 6 guests

Beneteau 36’ Cruising Monohull in Redondo Beach

5.0
$125/hour
Limited Availability
Hunter Marine Passage 450 - Sail from Norwalk/Westport, CT
Sailing in Westport · 12 guests

Hunter Marine Passage 450 - Sail from Norwalk/Westport, CT

4.7
Superowner
$200/hour
One & Only - 52 Foot Luxury SeaRay Yacht, Brooklyn Bridge Park!
Events in Manhattan · 12 guests

One & Only - 52 Foot Luxury SeaRay Yacht, Brooklyn Bridge Park!

5.0
$475/hour
Your own 42' Private Sailboat in Cabo
Sailing in Marina · 14 guests

Your own 42' Private Sailboat in Cabo

5.0
Superowner
Best of 2026
$363/hour
Well Appointed Beneteau 32, Folly Beach, SC
Sailing in Folly Beach · 6 guests

Well Appointed Beneteau 32, Folly Beach, SC

5.0
$190/hour
Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia
Sailing in Gloucester Point · 6 guests

Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia

5.0
Superowner
$125/hour
Let's go Sailing in Miami!
Sailing in Miami · 6 guests

Let's go Sailing in Miami!

5.0
$45+/hour
ELEGANCE CATAMARAN LAGOON  45 IN PUERTO VALLARTA-NUEVO NAYARIT
Sailing in Isla Iguana · 30 guests

ELEGANCE CATAMARAN LAGOON 45 IN PUERTO VALLARTA-NUEVO NAYARIT

5.0
$250+/hour
Puget Sound Sailing Adventure on 32' Hunter Sailboat
Sailing in Seattle · 6 guests

Puget Sound Sailing Adventure on 32' Hunter Sailboat

5.0
$180/hour
FAST J/105 Sailing Yacht Charter Downtown San Francisco, California!
Sailing in San Francisco · 6 guests

FAST J/105 Sailing Yacht Charter Downtown San Francisco, California!

5.0
Superowner
$300+/hour
Instant Book
Sail in Modern Luxury Beneteau Oceanis 37 Yacht
Sailing in Oceanside · 6 guests

Sail in Modern Luxury Beneteau Oceanis 37 Yacht

5.0
$200/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
44' Leopard Catamaran All-Inclusive Charter in Playa del Carmen.
Sailing in Playa del Carmen · 35 guests

44' Leopard Catamaran All-Inclusive Charter in Playa del Carmen.

5.0
Superowner
Best of 2026
$520/hour
Beautiful Sea Ray Flybridge 45ft Available In Cabo San Lucas,
Events in Marina · 12 guests

Beautiful Sea Ray Flybridge 45ft Available In Cabo San Lucas,

5.0
$350/hour
42ft J Boat Sailing Yacht in Newport, Rhode Island
Sailing in Newport · 4 guests

42ft J Boat Sailing Yacht in Newport, Rhode Island

5.0
$260/hour
35ft Classy Allmand Sailboat for Extended Charters in Vancouver and Gulf Islands
Sailing in Vancouver · 6 guests

35ft Classy Allmand Sailboat for Extended Charters in Vancouver and Gulf Islands

5.0
$127/hour
Promo: 1 Hour Free Vip 40ft Lagoon Sailing Catamaran
Sailing in San Miguel de Cozumel · 22 guests

Promo: 1 Hour Free Vip 40ft Lagoon Sailing Catamaran

5.0
Superowner
$263+/hour
Add a SPARK to Your Special Event with a 65 ft Sailboat Cruise on the Bay
Sailing in San Francisco · 35 guests

Add a SPARK to Your Special Event with a 65 ft Sailboat Cruise on the Bay

4.9
$750/hour

Sailing Reviews in United States

  1. Peter

    Peter

    Sunfish Sailboat on Merrymeeting Lake in New Hampshire

    My wife and I had a great time taking out Matt’s Sunfish sailboat! He was there to greet us and help prepare the boat, and he had great recommendations for where in the lake to find the best sailing conditions. His sunfish is well maintained and sailed great. I would love to rent his Sunfish again next summer!

  2. Jessi

    Jessi

    Puget Sound Sailing Adventure on 32' Hunter Sailboat

    We had a great time on our sailing adventure! The boat was very nice and outfitted to protect us from the wind. We saw some wildlife and it was just a picturesque experience. The Captain was knowledgeable and engaging. Overall, we enjoyed our time on the water.

  3. PR

    Prapsede

    One & Only - 52 Foot Luxury SeaRay Yacht, Brooklyn Bridge Park!

    Sorry for the very late review! I took this boat ride about 3 years ago, and it was such an amazing experience. The views were beautiful, the ride was relaxing, and I had a great time. Gene and his crew took care of us and made my sisters party amazing. Highly recommend!

  4. EM

    Erik

    35ft Classy Allmand Sailboat for Extended Charters in Vancouver and Gulf Islands

    We had a great trip with James, he was very knowledgeable about the area and suggested several trip options depending on what we were looking to do and how long we wanted to be out. He was great to talk to while sailing and was completely flexible while on the trip. Our son loved getting to sail the boat. If we come back, would definitely look to setup another (maybe longer) trip. Thanks!

  5. AG

    Aj

    Lagoon 42 Sailing Catamaran for Up to 13 (12 + Charterer) Guests Near Stuart, FL

    Couldn’t say enough good things about our time with Erinn. We had 9 people 5 of which were young kids and Erinn not only showed us an amazing day on the water snorkeling sailing and having a great time . She was incredible great with our kids. 10 stars across the board if I could! The boat was amazing as well

  6. Melissa

    Melissa

    Lagoon 40 in Nuevo Vallarta. Sip Margaritas, Relax, and Sail the day away

    Huge thank you to Christian, Caesar, and Toño for an unforgettable boat trip experience! And Raul who helped me book this experience. Despite the water being choppy that day, these guys made sure our bachelorette group had an absolute blast. From the moment we boarded, they were super friendly, accommodating, and went above and beyond to ensure we were comfortable and having fun. Shoutout to these guys for making this one of the best experiences of our trip – you all were awesome! Thank you for making my bachelorette celebration so memorable! Can’t wait to do it again and will definitely book with them again.