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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,289 Reviews)

Page 13 of 39925 listings

Nautical Adventures | 42ft Hunter Passage Sailboat
Sailing in Vancouver · 8 guests

Nautical Adventures | 42ft Hunter Passage Sailboat

5.0
$91/hour
2hr Day Sail from the port of South Haven Mi. on a Catalina 36
Sailing in South Haven · 6 guests

2hr Day Sail from the port of South Haven Mi. on a Catalina 36

5.0
$175/hour
No Rush Sailing Tours
Sailing in San Pedro · 16 guests

No Rush Sailing Tours

5.0
$125/day
Limited Availability
Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
Sailing in Chicago · 6 guests

Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

5.0
Superowner
Best of 2026
$220/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
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
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
Limited Availability
Sail Away Private Day Trip: all inclusive with Snorkelling and Island Hop!
Sailing in San Pedro · 24 guests

Sail Away Private Day Trip: all inclusive with Snorkelling and Island Hop!

4.9
$275+/hour
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
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
Lux Catamaran Fountaine Pajot 40ft
Sailing in Leeward Settlement · 10 guests

Lux Catamaran Fountaine Pajot 40ft

New
$714+/hour
Limited Availability
SEARAY SLX400 | $550hr | 13 People
Events in Washington · 13 guests

SEARAY SLX400 | $550hr | 13 People

5.0
Superowner
$550/hour
Instant Book
55ft Irwin Sailboat in Marina del Rey, YOUR PRIVATE GROUP BEST CHOICE IN L.A.!
Sailing in Marina del Rey · 12 guests

55ft Irwin Sailboat in Marina del Rey, YOUR PRIVATE GROUP BEST CHOICE IN L.A.!

4.9
Superowner
Best of 2026
$185+/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
41' Luxury Catamaran Private Sailing Adventure
Sailing in Zona Hotelera Norte · 25 guests

41' Luxury Catamaran Private Sailing Adventure

5.0
$401/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
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
Beautiful Cruising Catamaran for Up to 20 Friends in Cartagena, Colombia
Sailing in Cartagena · 20 guests

Beautiful Cruising Catamaran for Up to 20 Friends in Cartagena, Colombia

4.8
Superowner
$900/day
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
$88/hour
BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!
Sailing in Marina del Rey · 12 guests

BEAUTIFUL 42' Catamaran Sailing Adventure in Marina del Rey!

5.0
Superowner
$425/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
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
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
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

Sailing Reviews in United States

  1. MF

    Maxine

    Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

    Nijole was an incredible host/communicator. They made the booking and the trip easy, care-free and relaxing. The boat, The Harmony, was beautiful and clean. My fanily and I had an incredible experience and are excited to book another excursion soon!

  2. SC

    Santhosh

    Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

    We had a last minute booking and Nicole was kind enough to accommodate us and communication was great. Amazing boat, super friendly couple who are great to have conversations with. They made sure everyone had a great time safely. Highly recommend!

  3. WK

    William

    Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

    Nijole was a wonderful captain with great communication and flexibility. The change in plans due to weather was seamless. We had a great time on the lake with Nijole, Remus and Piper and will chose her again if we are back in Chicago and want to go out for a sail. Thanks again Nijole!

  4. KP

    Kelly

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

    Captain John was so personable and shared many fun stories and provide a full-blown sailing experience

  5. 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 :)

  6. Leatrice

    Leatrice

    No Rush Sailing Tours

    My friends and I enjoyed our experience. Captain Steven communication was excellent, as he always responded right away. The day of our boat rental, rain was in the forecast and he gave us a few options, although we decided to continue with our original plans, we appreciated the opportunity to make changes. I would definitely rent from Captain Steven in the future.