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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,235 Reviews)

Page 14 of 39935 listings

All-Inclusive Pricing for Luxury 46ft Catamaran: California Coast & Catalina!
Sailing in Marina del Rey · 6 guests

All-Inclusive Pricing for Luxury 46ft Catamaran: California Coast & Catalina!

5.0
$250/hour
Instant Book
50' Pirate Ship Adventure Aboard Queen Anne's Revenge in Seattle
Sailing in Seattle · 47 guests

50' Pirate Ship Adventure Aboard Queen Anne's Revenge in Seattle

4.9
$1,050/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

4.0
Superowner
Best of 2026
$350/hour
41' Luxury Catamaran Private Sailing Adventure
Sailing in Zona Hotelera Norte · 25 guests

41' Luxury Catamaran Private Sailing Adventure

5.0
$407/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
$179/hour
Beautiful 36' Sea Ray Motor Yacht up to 12 guests and floating mat in Miami!!
Powerboats in Miami · 10 guests

Beautiful 36' Sea Ray Motor Yacht up to 12 guests and floating mat in Miami!!

4.3
$100+/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
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
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
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
Lagoon 42´ Catamaran - All Inclusive In Tulum
Sailing in Tulum · 30 guests

Lagoon 42´ Catamaran - All Inclusive In Tulum

5.0
Superowner
$550+/hour
60' Sailing Party Catamaran in Miami Florida
Sailing in Miami Beach · 49 guests

60' Sailing Party Catamaran in Miami Florida

4.6
$1,300/hour
Luxury Catamaran Lagoon ' Capacity up to 18
Powerboats in Cartagena · 18 guests

Luxury Catamaran Lagoon ' Capacity up to 18

5.0
Superowner
$180/hour
Limited Availability
38ft Catalina Gemini Sailing Yacht Chicago Weekday Special 4th Hour Free!
Sailing in Chicago · 13 guests

38ft Catalina Gemini Sailing Yacht Chicago Weekday Special 4th Hour Free!

5.0
$550/hour
Shopping Tour to Isla Mujeres, Everyday 12:30 (Shared Basis)
Sailing in Isla Mujeres · 30 guests

Shopping Tour to Isla Mujeres, Everyday 12:30 (Shared Basis)

5.0
Superowner
$395/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
Let’s Go Sailing On This Beautiful Private Catalina 350 Yacht From San Francisco
Sailing in San Francisco · 6 guests

Let’s Go Sailing On This Beautiful Private Catalina 350 Yacht From San Francisco

5.0
$300/hour
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
Limited Availability
Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland
Sailing in Rock Hall · 6 guests

Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

5.0
$150/hour
Nautical Adventures | 42ft Hunter Passage Sailboat
Sailing in British Columbia · 8 guests

Nautical Adventures | 42ft Hunter Passage Sailboat

5.0
$92/hour
Classic 50ft Gulfstar Sailing Yacht
Sailing in San Diego · 22 guests

Classic 50ft Gulfstar Sailing Yacht

5.0
$750/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
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
Leopard 51 Flybridge Power Catamaran in Tulúm
Powerboats in Tulum · 25 guests

Leopard 51 Flybridge Power Catamaran in Tulúm

5.0
Superowner
$607+/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. NM

    Neve

    All-Inclusive Pricing for Luxury 46ft Catamaran: California Coast & Catalina!

    Charlotte was the hostess with the mostest! Had the best experience and would definitely recommend.

  4. JZ

    June

    All-Inclusive Pricing for Luxury 46ft Catamaran: California Coast & Catalina!

    If I could give Captain Charlotte six stars, I would! She’s incredibly friendly, professional, and responsible. I was a bit worried about getting seasick, but her smooth and steady driving made the entire ride so comfortable. Her boat is spotless, modern, and beautifully decorated—it really stands out. We’re already planning to book with her again for our upcoming Catalina trip. Highly recommend!

  5. AR

    Aubrey

    50' Pirate Ship Adventure Aboard Queen Anne's Revenge in Seattle

    Pirate bachelorette/bachelor party is not only doable but amazing with Peter. Everyone had a wonderful time and the crew were all so accommodating of all requests! Great communication and easy loading and unloading. Will pillage with them again anytime!

  6. 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!