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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,223 Reviews)

Page 14 of 40938 listings

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
Yacht 46ft Sea Ray, Free pick up transporation Hotel Marina One way
Tours in Cancún · 15 guests

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

5.0
$210/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
No Rush Sailing Tours
Sailing in San Pedro · 16 guests

No Rush Sailing Tours

5.0
$125/day
!!Best 2025 Winner !! Power Catamaran in La Romana, Dominican Republic
Events in La Romana · 100 guests

!!Best 2025 Winner !! Power Catamaran in La Romana, Dominican Republic

5.0
Superowner
Best of 2026
$60/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
Celebrate your special event in style with a fun Cruise on SF Bay
Sailing in San Francisco · 42 guests

Celebrate your special event in style with a fun Cruise on SF Bay

5.0
Superowner
$650/hour
Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis
Sailing in Port Washington · 6 guests

Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis

5.0
$169+/hour
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
$406/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
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
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
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
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
Lagoon 42´ Catamaran - All Inclusive In Tulum
Sailing in Tulum · 30 guests

Lagoon 42´ Catamaran - All Inclusive In Tulum

5.0
Superowner
$550+/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
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
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

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. Laura

    Laura

    Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis

    I would highly recommend sailing with Captain Steve! He is extremely knowledgeable and an excellent sailor. We loved our sail with him!

  3. Sara

    Sara

    No Rush Sailing Tours

    Wonderful afternoon with our family! 5 star experience. It was the perfect day on the water drinking rum punch, eating fresh conch ceviche, & seeing rays & sharks! Thank you Captain Steve for helping us create special family memories :)

  4. 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.

  5. Tiffany

    Tiffany

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

    This private boat party was the highlight of my trip. The hostess Zaria and her crew were so amazing. The food and drinks were great especially the guacamole! I loved that the pole provided more laughs and fun. Pictures were taken during the entire ride and you receive a link with all pictures. If you’re looking for a party boat full of fun this is definitely the boat you want!

  6. RS

    Rob

    Curacao Private Sunset Tour Deluxe

    The day with Hilde and Norbert on Maxie Sailing was complete perfection. From the moment we stepped aboard both hosts were warm and welcoming; we had fresh muffins and sparkling wine before departure. The tour of Spanish Bay was a perfect start and included some local history. We then had a relaxing day at a secluded bay. The food - all prepared by Hilde - was exceptional. Abundant tapas to start followed by pasta salad with shrimp and delicious burgers. I highly recommend spending the day with these two - you won't be disappointed.