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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,394 Reviews)

Page 19 of 39915 listings

32ft Irwin Citation Sailboat for Beautiful Sail on Lake Erie (Cleveland area)
Sailing in Cleveland · 6 guests

32ft Irwin Citation Sailboat for Beautiful Sail on Lake Erie (Cleveland area)

5.0
$325+/hour
Sailing Charter, 42 ft Cutter Ketch snorkeling, scuba. Roatan Honduras
Sailing in Bay Islands Department · 6 guests

Sailing Charter, 42 ft Cutter Ketch snorkeling, scuba. Roatan Honduras

5.0
$600/day
★Midcoast Maine aboard the Schooner Yacht Meteor ★
Sailing in Rockland · 4 guests

★Midcoast Maine aboard the Schooner Yacht Meteor ★

5.0
$175/hour
Shamrock-Classic 42 foot Allied XL Yawl Wilmington, NC
Sailing in Wilmington · 6 guests

Shamrock-Classic 42 foot Allied XL Yawl Wilmington, NC

5.0
$350/hour
La Paz Island Adventure Sailing Cruiser
Sailing in Zona Comercial · 8 guests

La Paz Island Adventure Sailing Cruiser

5.0
$235/hour
Sailing The Edge of America - Folly Beach
Sailing in Folly Beach · 6 guests

Sailing The Edge of America - Folly Beach

5.0
$200/hour
45’ Leopard 2020 Cruising Catamaran in Cancun - Isla Mujeres!
Sailing in Cancún · 18 guests

45’ Leopard 2020 Cruising Catamaran in Cancun - Isla Mujeres!

5.0
Superowner
$515/hour
50ft Sailing Catamaran Private Charter / Capacity 50 people
Sailing in Cancún · 50 guests

50ft Sailing Catamaran Private Charter / Capacity 50 people

5.0
Superowner
$314+/hour
Afternoon Sail | Private 50ft Jeanneau Sun Odyssey Sailing Yacht in Charleston
Sailing in Mount Pleasant · 12 guests

Afternoon Sail | Private 50ft Jeanneau Sun Odyssey Sailing Yacht in Charleston

New
$250/hour
78ft Catamaran Private Charter / Capacity 100 people in Cancún, Quintana Roo
Sailing in Cancún · 100 guests

78ft Catamaran Private Charter / Capacity 100 people in Cancún, Quintana Roo

5.0
Superowner
$750+/hour
77 ft Catamaran Cruise With Drinks, food and Waterslide In Cancún, Mexico
Sailing in Cancún · 280 guests

77 ft Catamaran Cruise With Drinks, food and Waterslide In Cancún, Mexico

5.0
$1,227/hour
Chicago's Largest Chartered 38ft Lagoon Sailing Catamaran
Sailing in Chicago · 13 guests

Chicago's Largest Chartered 38ft Lagoon Sailing Catamaran

5.0
$440/hour
Limited Availability
Lets go sailing on a world class 40ft Pacific Seacraft Sailboat from Chicago
Sailing in Chicago · 6 guests

Lets go sailing on a world class 40ft Pacific Seacraft Sailboat from Chicago

5.0
$210+/hour
Sun, Luxury & Fun | Sea Ray Flybridge 52ft in Miami
Events in Miami · 14 guests

Sun, Luxury & Fun | Sea Ray Flybridge 52ft in Miami

New
$350/hour
Charter the Maxicat 65 Sailing Catamaran in Cartagena, Colombia
Sailing in Cartagena · 60 guests

Charter the Maxicat 65 Sailing Catamaran in Cartagena, Colombia

5.0
$3,500/day
Limited Availability
60’ Premier Sailing Yacht in San Diego.
Sailing in San Diego · 35 guests

60’ Premier Sailing Yacht in San Diego.

5.0
$775/hour
High Demand
63' Catamaran - Newport, RI - Luxury sailing for large groups!
Sailing in Newport · 40 guests

63' Catamaran - Newport, RI - Luxury sailing for large groups!

5.0
$833/hour
Jeanneau 49 Sailing Charter in Channel Islands Harbor, Oxnard CA
Sailing in Oxnard · 6 guests

Jeanneau 49 Sailing Charter in Channel Islands Harbor, Oxnard CA

5.0
$363+/hour
65ft Sailing Catamaran in Playa del Coco
Sailing in Coco · 70 guests

65ft Sailing Catamaran in Playa del Coco

5.0
$532/hour
72ft Mega Power Catamaran 'Canuwa II' | Private Events Up to 150 Pax
Powerboats in Nuevo Vallarta · 55 guests

72ft Mega Power Catamaran 'Canuwa II' | Private Events Up to 150 Pax

5.0
$1,032+/hour
High Demand
Classic Yacht Charter in New York, New York
Sailing in Manhattan · 30 guests

Classic Yacht Charter in New York, New York

5.0
$1,900/hour
Private 40ft Catamaran Charter to Rosario Islands, Cartagena
Sailing in Cartagena · 18 guests

Private 40ft Catamaran Charter to Rosario Islands, Cartagena

New
$500/hour
🛥🥂VIP EXPERIENCE-Prívate Catamaran for bachelorette-birthday in Puerto Plata
Events in Barrio Las Yaguitas · 60 guests

🛥🥂VIP EXPERIENCE-Prívate Catamaran for bachelorette-birthday in Puerto Plata

New
$170/hour
Captained 80' Sailing Schooner Charter In Key West, Florida
Sailing in Key West · 32 guests

Captained 80' Sailing Schooner Charter In Key West, Florida

5.0
$475+/hour

Sailing Reviews in United States

  1. JS

    Janessa

    63' Catamaran - Newport, RI - Luxury sailing for large groups!

    Thank you so much for having us last night! It was truly the BEST boat experience any of us had ! The Captaint and Kiki were the best hosts ! Super helpful and fun !! They exceeded our expectations and the boat was amazing ! Will definitely make this a yearly thing !!!

  2. FN

    Fadi

    60’ Premier Sailing Yacht in San Diego.

    We had an absolutely amazing experience on our yacht charter! From start to finish, the entire crew made our bachelor trip unforgettable. They were incredibly welcoming, accommodating, and went above and beyond to make sure all of our requests were taken into consideration. Captain Corey and Captain James were outstanding. They were kind, patient, professional, and truly made the celebration even more special. BB was an absolute sweetheart and made everyone feel right at home. Their hospitality and positive energy created an experience we will never forget. Thank you to the entire crew for making our bachelor trip so memorable. We highly recommend this charter to anyone looking for an incredible day on the water. We cannot wait to come back!

  3. Angela

    Angela

    63' Catamaran - Newport, RI - Luxury sailing for large groups!

    We had an amazing time on the Heron - the boat and its amenities were perfect for a large group. The crew provided great service and the itinerary and swimming off Jamestown was perfect for those of all ages. We highly recommend this experience!

  4. AS

    Andy

    Lets go sailing on a world class 40ft Pacific Seacraft Sailboat from Chicago

    What a wonderful time out on beautiful lake Michigan with Captain Bob! First time my family and I have been on a sailboat and we learned so much! The views of the city coupled with the hospitality onboard made it a day to remember for sure! A+ Highly recommend!

  5. TW

    Ted

    Lets go sailing on a world class 40ft Pacific Seacraft Sailboat from Chicago

    I was impressed that everything went according to plan. Met Captain Bob right on time and boarded what looked like an almost brand new boat. Very well maintained and extremely clean. First mate was first of all and offered water and refreshments for myself and my guest. Leaving the marina was professional and uneventful. The wind was light and variable and made for rather slow sailing but it was a great opportunity to hear some of the fine stories connected to Helios. For anyone that wants a true sailing experience and an opportunity to talk to some people that have been there done that, charter this sailboat! Thank you Captain, maybe we can have another adventure later in the summer.

  6. AD

    Andrew

    ★Midcoast Maine aboard the Schooner Yacht Meteor ★

    We just got back from a wonderful day on the water :) We bareboat chartered the Meteor. Captain Neal was able to be flexible on our timing since our original day was bad weather and he did not have many bookings around the same time. He made perfect suggestions regarding weather, currents, tides and routes to help us learn the area quickly and be able to navigate a beautiful day on Penobscot Bay. 100% we will be back again! Treat his boat well and Capt Neal will treat you well in return! Thanks so much for a wonderful day!