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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,284 Reviews)

Page 12 of 40939 listings

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
🛥🤩LUXURY YACHT PARTY SAILING AND Swimming in SOSUA, Puerto Plata.
Events in Sosúa · 150 guests

🛥🤩LUXURY YACHT PARTY SAILING AND Swimming in SOSUA, Puerto Plata.

4.4
$300/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
Sailing Adventure Aboard 44' Hunter Sailboat
Sailing in New Castle · 6 guests

Sailing Adventure Aboard 44' Hunter Sailboat

5.0
$175+/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
41' Morgan Classic Sloop in Muskegon, Michigan!!!
Sailing in Muskegon · 6 guests

41' Morgan Classic Sloop in Muskegon, Michigan!!!

5.0
$100/hour
Negril Private Catamaran Cruise with Snorkeling & Drinks
Sailing in West End · 120 guests

Negril Private Catamaran Cruise with Snorkeling & Drinks

New
$509/hour
Stunning 56' Sailing Yacht in Nassau! Up to 26 guests.
Sailing in Nassau · 26 guests

Stunning 56' Sailing Yacht in Nassau! Up to 26 guests.

4.4
$607+/hour
Sailing Catamaran Yacht for up to 20 Guests in Aruba
Sailing in Oranjestad-West · 24 guests

Sailing Catamaran Yacht for up to 20 Guests in Aruba

4.6
Superowner
$675/hour
🎉 Miches All Stars Cruise All Inclusive Luxury Yacht
Powerboats in Dominican Republic · 150 guests

🎉 Miches All Stars Cruise All Inclusive Luxury Yacht

5.0
Superowner
Best of 2026
$17/hour
Private Sailboat Beneteau 42ft in Cabo, All-Inclusive
Sailing in Marina · 12 guests

Private Sailboat Beneteau 42ft in Cabo, All-Inclusive

5.0
$320/hour
Sea Ray 350 Luxury Charter for Up to 10 Guests in Cabo, San Lucas
Events in Marina · 10 guests

Sea Ray 350 Luxury Charter for Up to 10 Guests in Cabo, San Lucas

5.0
$230/hour
Bachelorette Party in Trimaran at Cabo San Lucas💃🏼🎉🎶🍾⛵️
Sailing in Marina · 50 guests

Bachelorette Party in Trimaran at Cabo San Lucas💃🏼🎉🎶🍾⛵️

5.0
Superowner
Best of 2026
$359/hour
Irwin Center Cockpit 53ft Cruising Monohull in Clear Lake Shores!!
Sailing in Clear Lake Shores · 6 guests

Irwin Center Cockpit 53ft Cruising Monohull in Clear Lake Shores!!

5.0
$180/hour
Let's Go Sail in Gloucester Point, Virginia
Sailing in Gloucester Point · 6 guests

Let's Go Sail in Gloucester Point, Virginia

5.0
Superowner
$117+/hour
48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil
Sailing in Miami · 13 guests

48 Ft Catamaran sailing on the Biscayne Bay . Party, Sound healing, Wingfoil

5.0
$187+/hour
Pirate Ship in Avalon, Catalina
Sailing in Avalon · 6 guests

Pirate Ship in Avalon, Catalina

5.0
$150+/hour
Available in Puerto Plata  Private Yacht Experience: Beautiful Views book now
Powerboats in Puerto Plata · 100 guests

Available in Puerto Plata Private Yacht Experience: Beautiful Views book now

New
Superowner
Best of 2026
$50/hour
Cancun Party Yacht 46ft Sea Ray Flybridge
Tours in Cancún · 15 guests

Cancun Party Yacht 46ft Sea Ray Flybridge

5.0
$260/hour
Instant Book
Sailing Sloop Hunter 40 in Puerto Vallarta
Sailing in Marina Vallarta · 12 guests

Sailing Sloop Hunter 40 in Puerto Vallarta

4.7
Superowner
$145/hour
Private Boat Rental Turks & Caicos
Powerboats in Long Bay Hills · 8 guests

Private Boat Rental Turks & Caicos

5.0
$200/hour
Private Catamaran Tour and Snorkeling all-Inclusive, Tamarindo, Costa Rica
Sailing in Tamarindo · 16 guests

Private Catamaran Tour and Snorkeling all-Inclusive, Tamarindo, Costa Rica

5.0
$320/hour
Chesapeake Bay Sailing (w/ Captain) - 33' Cape Dory - Kilmarnock, Virginia
Sailing in Kilmarnock · 4 guests

Chesapeake Bay Sailing (w/ Captain) - 33' Cape Dory - Kilmarnock, Virginia

5.0
$15+/hour
41ft Metta Sailing Catamaran in Turks and Caicos Islands
Sailing in Leeward Settlement · 12 guests

41ft Metta Sailing Catamaran in Turks and Caicos Islands

5.0
$450/hour

Sailing Reviews in United States

  1. AH

    Aileenka

    Beneteau 36’ Cruising Monohull in Redondo Beach

    Booked Brasher and his boat for my 30th birthday and it did not disappoint! From the very beginning he had excellent communication and assured me I would have a great time. I definitely did! He had a cooler aboard for drinks, he took us to a lovely anchorage spot to swim and inflated the cube. I would 100% book this trip again.

  2. OA

    Omar

    Beneteau 36’ Cruising Monohull in Redondo Beach

    We had an absolutely wonderful Mother’s Day sail today, and our captain made the entire experience unforgettable. From the moment we stepped aboard, he was professional, relaxed, knowledgeable, and incredibly accommodating. He made everyone feel comfortable and safe while still keeping the trip fun and memorable. The boat was beautiful, the sailing was smooth, and he knew exactly how to create the perfect atmosphere for a special family day on the water. You can tell he genuinely loves what he does, and that energy made all the difference. Highly recommend to anyone looking for a relaxing, first-class sailing experience. We’ll definitely be back. Thank you again for making Mother’s Day so special!

  3. 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!

  4. BD

    Brian

    36' Private Catamaran Charter in Cozumel, Mexico

    Great trip! Very close to the cruise port. Only a $20 taxi ride. Juan and Marco made the day special for my wife’s 50th birthday. They had a banner in the cabin and a cake ready for our trip. The food was very good and the sailing was beautiful. Definitely recommend the el Cielo trip. We have done several sailings with Get My Boat and this was the best one yet!!

  5. CA

    Chesley

    36' Private Catamaran Charter in Cozumel, Mexico

    Rodrigo was so helpful and communicative about the scheduling and weather, making sure we knew what to bring and how to get into the marina. We had fun snorkeling as a family, seeing eagle rays and turtles from the boat and the kids loved riding the waves on the front! The crew was very attentive and the food and drink were great! Thanks for a memorable family trip!

  6. Elliott

    Elliott

    36' Private Catamaran Charter in Cozumel, Mexico

    Our day with Rodrigo, Diego and Max was the absolute best part of our trip to Cancun. From the initial contact with Chris, the owner, everything was top-notch. Their boat, La Yoya, was lovely, the food was beyond delicious and the service and accommodations were five star. They treated us all so kindly and seemed to also be having a good time as well. We will definitely use you again in the future. Muchas Gracias!!