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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,079 Reviews)

Page 11 of 39916 listings

Available in Puerto Plata  Private Yacht Experience: Beautiful Views book now
Powerboats in Puerto Plata · 100 guests

Available in Puerto Plata Private Yacht Experience: Beautiful Views book now

New
Superowner
Best of 2026
$50/hour
Beneteau 36’ Cruising Monohull in Redondo Beach
Sailing in Redondo Beach · 6 guests

Beneteau 36’ Cruising Monohull in Redondo Beach

5.0
$125/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
$182/hour
🥂AMAZING PRIVATE YACHT🥂
Powerboats in La Romana · 50 guests

🥂AMAZING PRIVATE YACHT🥂

5.0
Superowner
Best of 2026
$50/hour
La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California
Sailing in Oceanside · 6 guests

La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California

5.0
$150/hour
Luxury Sail into a Deep, Relaxed State
Sailing in Marina del Rey · 6 guests

Luxury Sail into a Deep, Relaxed State

5.0
$200/hour
2022 Chaparral 23' SSI  - Get up to 6 captained up and down the Potomac River
Powerboats in Fort Washington · 6 guests

2022 Chaparral 23' SSI - Get up to 6 captained up and down the Potomac River

5.0
$150+/hour
Private Sail on 44ft Leopard Catamaran | 6 People | Gratuity & Tax Included
Sailing in Saint Michaels · 6 guests

Private Sail on 44ft Leopard Catamaran | 6 People | Gratuity & Tax Included

New
$585/hour
Sailing Hobie Cat Rental in Noord, Aruba
Sailing in Oranjestad-West · 4 guests

Sailing Hobie Cat Rental in Noord, Aruba

4.4
$89/hour
34' Hunter Cruising Monohull In Rock Hall, Maryland United States
Sailing in Rock Hall · 4 guests

34' Hunter Cruising Monohull In Rock Hall, Maryland United States

4.6
$275+/night
Set Sail with 36' Sailing Boat in Downtown, Chicago
Sailing in Chicago · 6 guests

Set Sail with 36' Sailing Boat in Downtown, Chicago

5.0
$225/hour
28' Party Catamaran with Trampoline for Bay Sails & Sunset Cruises!
Sailing in Marina del Rey · 8 guests

28' Party Catamaran with Trampoline for Bay Sails & Sunset Cruises!

4.8
$250+/hour
63' Catamaran - Luxury sailing for large groups!
Sailing in West Palm Beach · 40 guests

63' Catamaran - Luxury sailing for large groups!

5.0
$833/hour
⛵️ Catamaran Party Boat 42-people Includes: 1-Captain, 1-Mate and 1-Bartender
Sailing in Miami Beach · 42 guests

⛵️ Catamaran Party Boat 42-people Includes: 1-Captain, 1-Mate and 1-Bartender

3.0
Superowner
$700+/hour
41' Morgan Classic Sloop in Muskegon, Michigan!!!
Sailing in Muskegon · 6 guests

41' Morgan Classic Sloop in Muskegon, Michigan!!!

5.0
$100/hour
🛥🤩LUXURY YACHT PARTY SAILING AND Swimming in SOSUA, Puerto Plata.
Events in Sosúa · 150 guests

🛥🤩LUXURY YACHT PARTY SAILING AND Swimming in SOSUA, Puerto Plata.

4.4
$300/hour
The nicest Charter Sailing Yacht in the West - Downtown San Francisco
Sailing in San Francisco · 20 guests

The nicest Charter Sailing Yacht in the West - Downtown San Francisco

4.9
$750+/hour
Pirate Ship in Avalon, Catalina
Sailing in Avalon · 6 guests

Pirate Ship in Avalon, Catalina

5.0
$150+/hour
All-Inclusive Private 42’ Trimaran in Los Cabos
Sailing in Marina · 50 guests

All-Inclusive Private 42’ Trimaran in Los Cabos

4.8
Superowner
Best of 2026
$379/hour
36' Private Catamaran Charter in Cozumel, Mexico
Sailing in San Miguel de Cozumel · 15 guests

36' Private Catamaran Charter in Cozumel, Mexico

5.0
$310/hour
Private Sailboat Beneteau 42ft in Cabo, All-Inclusive
Sailing in Marina · 12 guests

Private Sailboat Beneteau 42ft in Cabo, All-Inclusive

5.0
$320/hour
Enjoy an Excursion in Cabo San Lucas, Mexico on this Sailing Catamaran
Sailing in Ildefonso Green · 12 guests

Enjoy an Excursion in Cabo San Lucas, Mexico on this Sailing Catamaran

5.0
$325+/hour
LUXURY VIBES CATAMARAN 380 PUERTO VALLARTA - NUEVO NAYARIT-CRUZ HUANACAXTLE
Sailing in Isla Iguana · 15 guests

LUXURY VIBES CATAMARAN 380 PUERTO VALLARTA - NUEVO NAYARIT-CRUZ HUANACAXTLE

5.0
$265/hour
Instant Book
Let's Go Sail in Gloucester Point, Virginia
Sailing in Gloucester Point · 6 guests

Let's Go Sail in Gloucester Point, Virginia

5.0
Superowner
$117+/hour

Sailing Reviews in United States

  1. OA

    Omar

    Beneteau 36’ Cruising Monohull in Redondo Beach

    We had an absolutely wonderful Mother’s Day sail today, and our captain made the entire experience unforgettable. From the moment we stepped aboard, he was professional, relaxed, knowledgeable, and incredibly accommodating. He made everyone feel comfortable and safe while still keeping the trip fun and memorable. The boat was beautiful, the sailing was smooth, and he knew exactly how to create the perfect atmosphere for a special family day on the water. You can tell he genuinely loves what he does, and that energy made all the difference. Highly recommend to anyone looking for a relaxing, first-class sailing experience. We’ll definitely be back. Thank you again for making Mother’s Day so special!

  2. SC

    Shelby

    All-Inclusive Private 42’ Trimaran in Los Cabos

    This boat was perfect for my group! The food and drinks were delicious and the vibes were high!! They took us to watch the whales and we saw so many, it was a highlight of our trip to Cabo for our group. Will definitely be booking again on our next trip!

  3. MC

    Marjeanna

    La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California

    Top notch experience. I used this as a gift for my staff, as a way to spoil them and start a healing and wellness day together. The Captain was so kind. The accommodations were great. The ride was the perfect amount of time and fun in the sun. Will definitely do this again.

  4. BH

    Becky

    La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California

    Our trip with Bill was the absolute highlight of our trip. It exceeded all our expectations. The boat was amazing! Bill truly wanted to make the trip special for all of us and made it a point to find dolphins and wildlife to share with us. He was so kind and genuinely nice. We would do the trip again tomorrow if he had any availability. We’d highly recommend for anyone!!

  5. PL

    Palin

    La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California

    5 stars all round. The boat is in immaculate condition and Bill is a wonderful captain and person to be around during your sail. Bill went above and beyond to make sure our trip was special, going far out of our way (and extending the time of our sail at no extra cost) so we could catch up to a group of playful dolphins in the distance. We ended up having one of the best boat trips, saw the most dolphins I’ve ever seen, and overall had a blast. Sailing with Bill is a must - don’t think twice!!

  6. KB

    Kate

    La Bella Vita Hunter Sloop Sailing Trips in Oceanside, California

    Hosted by such a professional, helpful and kind captain, we had an incredible time on board! The boat is in excellent condition and very comfy, clean and cosy... the perfect place to experience everything ocean has to offer including hundreds of dolphins that we saw on the way. We didn’t want this trip to end. Thank you captain Bill!!!