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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,416 Reviews)

Page 12 of 38891 listings

44ft Helia Fountinae Pajot Catamaran for sailing in Turks and Caicos
Sailing in Leeward Settlement · 18 guests

44ft Helia Fountinae Pajot Catamaran for sailing in Turks and Caicos

5.0
$999+/hour
Exclusive Giant 60ft Sundancer Motor Yacht In Cancún, Quintana Roo
Events in Cancún · 18 guests

Exclusive Giant 60ft Sundancer Motor Yacht In Cancún, Quintana Roo

5.0
Superowner
Best of 2025
$244/hour
Instant Book
Curacao Private Morning Tour All Inclusive
Sailing in Jan Thiel · 6 guests

Curacao Private Morning Tour All Inclusive

5.0
$250/hour
46' Lagoon 450 Sailing Catamaran - 12 Guests - Kemah Boardwalk Marina, Galv Bay
Sailing in Kemah · 12 guests

46' Lagoon 450 Sailing Catamaran - 12 Guests - Kemah Boardwalk Marina, Galv Bay

5.0
$279+/hour
The Olympia Classic Yacht Experience in La Paz
Sailing in Policentro Ó Marina Palmira · 10 guests

The Olympia Classic Yacht Experience in La Paz

5.0
$104/hour
★ 28' Classic Schooner in Rockland, Maine ★
Sailing in Rockland · 4 guests

★ 28' Classic Schooner in Rockland, Maine ★

5.0
$175/hour
Ask about our SPECIAL end of season Sunday Savings! Captain included.
Sailing in Chicago · 6 guests

Ask about our SPECIAL end of season Sunday Savings! Captain included.

5.0
$450/hour
Yacht 46ft, Free pick up transporation Hotel Marina One way
Tours in Cancún · 15 guests

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

5.0
$184/hour
2.5 Hour Catamaran Sailing Tours - Sail San Diego Bay - 1- 6 ticketed Passengers
Tours in San Diego · 6 guests

2.5 Hour Catamaran Sailing Tours - Sail San Diego Bay - 1- 6 ticketed Passengers

5.0
$238/hour
Charter 42' Cruising Catamaran In Cancun, Mexico
Sailing in Cancún · 10 guests

Charter 42' Cruising Catamaran In Cancun, Mexico

New
$310+/hour
55ft Private Catamaran Charter for Up to 55 Guests in Cancún, Quintana Roo
Sailing in Cancún · 55 guests

55ft Private Catamaran Charter for Up to 55 Guests in Cancún, Quintana Roo

5.0
$400+/hour
Instant Book
Sail San Diego on 68ft classic Sailing Yacht
Sailing in San Diego · 30 guests

Sail San Diego on 68ft classic Sailing Yacht

5.0
$600+/hour
Enjoy a small group Sunset Sailing Cruise in Cabo San Lucas
Sailing in Marina · 14 guests

Enjoy a small group Sunset Sailing Cruise in Cabo San Lucas

5.0
Superowner
$168/hour
Chicago's Largest Chartered Catamaran!
Sailing in Chicago · 13 guests

Chicago's Largest Chartered Catamaran!

5.0
Best of 2025
$375+/hour
Luxury Stylish Poontoon
Powerboats in Cornelius · 8 guests

Luxury Stylish Poontoon

5.0
$150/hour
Private Charter on a 38ft Cruising Catamaran for Up to 15 People in Cabo, Mexico
Sailing in Marina · 15 guests

Private Charter on a 38ft Cruising Catamaran for Up to 15 People in Cabo, Mexico

5.0
$420/hour
Curacao Private Sunset Tour Deluxe
Sailing in Jan Thiel · 6 guests

Curacao Private Sunset Tour Deluxe

5.0
$250/hour
Catmania Sailing Catamarans in Playa Mujeres, Cancun, Mexico.
Sailing in Isla Mujeres · 38 guests

Catmania Sailing Catamarans in Playa Mujeres, Cancun, Mexico.

5.0
Superowner
Best of 2025
$262/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
Private Yacht Luxury Turquoise Adventure Ocho Rios, Jamaica
Sailing in Ocho Rios · 40 guests

Private Yacht Luxury Turquoise Adventure Ocho Rios, Jamaica

5.0
$1,560/hour
Nice Sailing vessel 41ft for cruising and explore PV.
Sailing in Marina Vallarta · 12 guests

Nice Sailing vessel 41ft for cruising and explore PV.

5.0
$130/hour
47’ Saona Fountaine Pajot All-Inclusive Luxury Catamaran in Puerto Vallarta
Sailing in Nuevo Vallarta · 14 guests

47’ Saona Fountaine Pajot All-Inclusive Luxury Catamaran in Puerto Vallarta

5.0
$918/hour
36' Private Catamaran Charter in Cozumel, Mexico
Sailing in San Miguel de Cozumel · 15 guests

36' Private Catamaran Charter in Cozumel, Mexico

5.0
$310/hour
38' Luxury Catamaran All-Inclusive Cruise in Tulum Beach.
Sailing in Tulum · 15 guests

38' Luxury Catamaran All-Inclusive Cruise in Tulum Beach.

5.0
Superowner
$420/hour

Sailing Reviews in United States

  1. MV

    Michael

    ★ 28' Classic Schooner in Rockland, Maine ★

    Great experience. Captain Neal is a wealth of sailing knowledge and a lot of fun. My girls were thrilled for a chance to take the tiller! Would definitely book again.

  2. Mark

    Mark

    Exclusive Giant 60ft Sundancer Motor Yacht In Cancún, Quintana Roo

    We had an incredible time! From start to finish, their communication was clear, professional, and super helpful—they answered every question quickly and made the booking process effortless. The crew was friendly and attentive, making sure we had everything we needed throughout the trip. The yacht itself was clean, spacious, and even better than the photos. They truly went above and beyond to make our day unforgettable. Highly recommend and will definitely book again!

  3. JA

    Justin

    Curacao Private Morning Tour All Inclusive

    Thank you very much for the outstanding trip. For my families first time to Curacao this was amazing, the boat was top of the line, the food was great, the snorkeling, sailing, and views were to die for. I recommend anyone coming to the island to book some time with this boat, you will not be disappointed I promise.

  4. TH

    Toni

    Curacao Private Morning Tour All Inclusive

    My family and I had an amazing time on the Galaxie! Norbert and Hilde were amazing hosts and very knowledgeable about the water and the area. The food was delicious and the Galaxie is a gorgeous, immaculate boat. I highly recommend taking a tour with Maxie Sailing!

  5. Chris

    Chris

    Curacao Private Morning Tour All Inclusive

    Lady “Galaxie” is a beautiful vessel! An amazing and relaxing time with Captain Nored & First Mate Hilde. Great conversations to add to the quiet, relaxing, and intimate experience. Drinks, appetizers, & Charcuterie spreads were great! We slowly cruised with the wind in our face by motor to Fuik Bay. Our return to harbor with wind at our back & sail up to a relaxing ride back. Excellent time! We recommend to any couple or small group looking to get away from the crowds and noise.

  6. M

    Mark

    Ask about our SPECIAL end of season Sunday Savings! Captain included.

    Another Great Day on the Water This was my second trip with Captain Russell, and it won’t be my last. The boat is better than advertised — super clean and comfortable. Captain Russell just makes it easy. He knows what he’s doing, keeps everything relaxed, and makes you feel like you’ve got your own personal captain for the day. Always a great time out on the lake with him.