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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,285 Reviews)

Page 15 of 40939 listings

4-Hour Sailing Catamaran for Rent in Punta Sam, Cancun
Sailing in Isla Mujeres · 12 guests

4-Hour Sailing Catamaran for Rent in Punta Sam, Cancun

5.0
Superowner
$221/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
1980 Catalina 38ft Sparkman & Stephens Sailboat in oceanside
Sailing in Long Beach · 10 guests

1980 Catalina 38ft Sparkman & Stephens Sailboat in oceanside

3.7
$120/hour
Gemini 105M Private Catamaran Sailing & Snorkeling in Guanacaste
Sailing in Coco · 10 guests

Gemini 105M Private Catamaran Sailing & Snorkeling in Guanacaste

5.0
$165/hour
Exclusive Private Yacht Snorkeling, Natural Sea Pool, Wild Beach, Book Now!
Events in Cabarete · 100 guests

Exclusive Private Yacht Snorkeling, Natural Sea Pool, Wild Beach, Book Now!

New
Superowner
Best of 2026
$17/hour
Grand Soleil 43 Sailing Experience in Québec City for 5 Guests
Sailing in Desjardins · 5 guests

Grand Soleil 43 Sailing Experience in Québec City for 5 Guests

New
$141/hour
42' Trimaran Rental in Cabo San Lucas, Mexico
Events in Marina · 45 guests

42' Trimaran Rental in Cabo San Lucas, Mexico

5.0
$720/hour
Cancun Shared Catamaran: Isla Mujeres, Snorkeling, Drinks & Buffet Lunch
Sailing in Cancún · 40 guests

Cancun Shared Catamaran: Isla Mujeres, Snorkeling, Drinks & Buffet Lunch

5.0
$60/day
Leopard 51 Flybridge Power Catamaran in Tulúm
Powerboats in Tulum · 25 guests

Leopard 51 Flybridge Power Catamaran in Tulúm

5.0
Superowner
$607+/hour
Classic 50ft Gulfstar Sailing Yacht
Sailing in San Diego · 22 guests

Classic 50ft Gulfstar Sailing Yacht

5.0
$750/hour
Charter this Ultra-Luxury Beneteau 37 Sailboat downtown San Francisco
Sailing in San Francisco · 6 guests

Charter this Ultra-Luxury Beneteau 37 Sailboat downtown San Francisco

5.0
Superowner
$400+/hour
Instant Book
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
Superowner
$400+/hour
41ft Sailing Crusing Monohull Charter on ''White Lake'' Michigan, USA.
Sailing in Whitehall · 6 guests

41ft Sailing Crusing Monohull Charter on ''White Lake'' Michigan, USA.

5.0
$140/hour
Power in Las Galeras
Sailing in Las Galeras · 10 guests

Power in Las Galeras

New
$1,580/day
Sail Away in Style: Private 37ft Catamaran Charter in Cancún for up to 25 Guests
Sailing in Cancún · 25 guests

Sail Away in Style: Private 37ft Catamaran Charter in Cancún for up to 25 Guests

4.3
Superowner
$157+/hour
San Francisco Bay 44ft Sailing Yacht | 2021 Jeanneau Sun Odyssey 440
Sailing in Brisbane · 6 guests

San Francisco Bay 44ft Sailing Yacht | 2021 Jeanneau Sun Odyssey 440

5.0
$250/hour
Private 53' Sailing Catamaran with Cool Crew - Up to 55 People, Open Bar
Sailing in Cancún · 55 guests

Private 53' Sailing Catamaran with Cool Crew - Up to 55 People, Open Bar

5.0
$487+/hour
Costa Rica Catamaran: Private Morning Tour with Snorkel & Drinks
Sailing in Guanacaste Province · 20 guests

Costa Rica Catamaran: Private Morning Tour with Snorkel & Drinks

5.0
$430/hour
Lancer 36 Sailing Sloop for 8 Passenger in Puerto Vallarta
Sailing in Marina Vallarta · 8 guests

Lancer 36 Sailing Sloop for 8 Passenger in Puerto Vallarta

New
Superowner
$125/hour
Luxurious 40ft Leopard Catamaran - Captain Included
Sailing in Saint Petersburg · 6 guests

Luxurious 40ft Leopard Catamaran - Captain Included

5.0
Superowner
$315+/hour
Romantic city lights trip on beanbags on 42 ft Bertram
Events in Long Beach · 6 guests

Romantic city lights trip on beanbags on 42 ft Bertram

5.0
$125/hour
35' Cruising Catamaran on San Francisco Bay
Sailing in Oakland · 10 guests

35' Cruising Catamaran on San Francisco Bay

4.9
$225/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
Spend the Day on Buzzards Bay - Sail on "Omoo" a Pearson 35 Cruising Yacht
Sailing in New Bedford · 6 guests

Spend the Day on Buzzards Bay - Sail on "Omoo" a Pearson 35 Cruising Yacht

5.0
$180/hour

Sailing Reviews in United States

  1. ML

    Michelle

    San Francisco Bay 44ft Sailing Yacht | 2021 Jeanneau Sun Odyssey 440

    Excellent trip with Captain Joseph! He was so easy to plan the itinerary with beforehand and very fun on board. He made us feel safe and we had a wonderful time sailing around the bay with friends and our dogs! Would go out again with Captain Joseph soon! Definitely a wonderful trip and gorgeous and cozy boat.

  2. Carol

    Carol

    Classic 50ft Gulfstar Sailing Yacht

    Beautiful boat, very friendly service. Would definitely recommend

  3. MM

    Molly

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

    Captain Alan and his boat are incredible!! We brought a group of girls for a bachelorette trip and spending the day out on the water was SO much fun. Captain Alan was so communicative and helpful throughout the process and leading up to the day of our charter. He had everything we could have needed on board and was so helpful the whole trip!! His deckie was also so incredibly helpful - we could not have asked for a better time!!! He even had floats and a paddleboard to use which was awesome. Highly recommend to anyone looking for a fun day on the water!! 10/10, no notes!!

  4. Maria

    Maria

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

    Everything was top notch, Alan was very considerable and did everything to make this trip as pleasant for us as possible. The vessel is amazing and the experience was outstanding. I traveled with my two children (3&5) and it worked out really well. Highly recommend!

  5. BC

    Breck

    Gemini 105M Private Catamaran Sailing & Snorkeling in Guanacaste

    This is by far the best catamaran experience I’ve ever had! The whole trip, the hospitality, the food, the atmosphere, everything about the entire time spent with Clem and crew was truly incredible. I wholeheartedly recommend this experience to everyone I talk to.

  6. NA

    Nicole

    Charter this Ultra-Luxury Beneteau 37 Sailboat downtown San Francisco

    Everyone I worked with while planning a sailing excursion for my team was amazing. I called lots of times to get answers to questions regarding the itinerary and the team was very helpful and responsive. The team went above and beyond in all aspects and the trip was fantastic. I would highly recommend this company!