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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,046 Reviews)

Page 1 of 39921 listings

35' Private Catamaran Charters in Belize
Sailing in San Pedro · 16 guests

35' Private Catamaran Charters in Belize

5.0
$130/hour
23’ Bayliner Beautiful Boat In Miami
Sailing in Miami · 9 guests

23’ Bayliner Beautiful Boat In Miami

5.0
$90/hour
Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey
Sailing in Marina del Rey · 4 guests

Amazing Private Sailing Charter on 36' Sailboat in Marina del Rey

5.0
$110+/hour
Private 30’ Catalina Luxury Sailing Yacht in Mazatlan Bays & Islands
Sailing in Marina Mazatlán · 8 guests

Private 30’ Catalina Luxury Sailing Yacht in Mazatlan Bays & Islands

5.0
$2,500/hour
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

4.4
Superowner
$157+/hour
Fun time Jet Ski Rental at Lake Norman, NC near Charlotte
Water Sports in Cornelius · 8 guests

Fun time Jet Ski Rental at Lake Norman, NC near Charlotte

4.9
$90/hour
30ft Catalina Sailboat Charter in Alameda CA
Sailing in Alameda · 6 guests

30ft Catalina Sailboat Charter in Alameda CA

5.0
$95/hour
Sail away in Montego Bay! 39ft Leopard Catamaran
Sailing in Montego Bay · 16 guests

Sail away in Montego Bay! 39ft Leopard Catamaran

5.0
Superowner
$600/hour
40ft Catamaran Private Charter / Capacity 30 people
Sailing in Cancún · 30 guests

40ft Catamaran Private Charter / Capacity 30 people

5.0
Superowner
$275+/hour
Private 44ft Catamaran Charter for Up to 45 Guests
Sailing in Cancún · 45 guests

Private 44ft Catamaran Charter for Up to 45 Guests

5.0
Superowner
$343+/hour
Limited Availability
Sailing Catamaran Grand Cayman Sunset, Stingray City, Starfish Point & Snorkel
Sailing in West Bay · 20 guests

Sailing Catamaran Grand Cayman Sunset, Stingray City, Starfish Point & Snorkel

5.0
$400/hour
 Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours
Sailing in Manhattan · 6 guests

Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

5.0
Superowner
Best of 2026
$240+/hour
New in the bay! Lagoon 42' Sailing Catamaran in La Cruz
Sailing in La Cruz de Huanacaxtle · 20 guests

New in the bay! Lagoon 42' Sailing Catamaran in La Cruz

5.0
Superowner
Best of 2026
$250+/hour
Crown 34' Sailboat - Private Coastal Sailing - Los Angeles
Sailing in Marina del Rey · 4 guests

Crown 34' Sailboat - Private Coastal Sailing - Los Angeles

4.9
$130/hour
52ft  Luxury Catamaran Private Charter / Capacity 45 people
Sailing in Cancún · 45 guests

52ft Luxury Catamaran Private Charter / Capacity 45 people

5.0
Superowner
$586+/hour
Lagoon 450F Catamaran
Sailing in George Town · 30 guests

Lagoon 450F Catamaran

5.0
$500/hour
46 feet luxury yacht in Montego Bay with unlimited cocktails and meals included
Powerboats in Montego Bay · 16 guests

46 feet luxury yacht in Montego Bay with unlimited cocktails and meals included

5.0
Superowner
Best of 2026
$599/hour
FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr
Sailing in Folly Beach · 6 guests

FOLLY BEACH CATAMARAN SUNSET SAIL, departing Folly River boat landing 190/hr

5.0
$200/hour
Lagoon 40 Yacht Catamaran in Puerto Vallarta
Sailing in Marina Vallarta · 15 guests

Lagoon 40 Yacht Catamaran in Puerto Vallarta

5.0
Superowner
Best of 2026
$225+/hour
All-Inclusive Sunset Cruise in Cabo San Lucas
Tours in Marina · 45 guests

All-Inclusive Sunset Cruise in Cabo San Lucas

5.0
Superowner
Best of 2026
$350/hour
    Cancun Private 40ft Catamaran ⛵ Isla Mujeres | Open Bar, Snorkeling & Lunch
Sailing in Cancún · 30 guests

Cancun Private 40ft Catamaran ⛵ Isla Mujeres | Open Bar, Snorkeling & Lunch

5.0
Superowner
$249/hour
40' Luxury Catamaran in Cozumel -
Sailing in San Miguel de Cozumel · 22 guests

40' Luxury Catamaran in Cozumel -

5.0
Superowner
$271+/hour
Luxury 45' Bali Vessel for VIP Groups | Chef Open Bar Grill Lobster Steak
Sailing in Cancún · 25 guests

Luxury 45' Bali Vessel for VIP Groups | Chef Open Bar Grill Lobster Steak

5.0
$437/hour
Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat
Sailing in Tisbury · 6 guests

Martha’s Vineyard Private Sailing onboard 42ft Pearson Sailboat

5.0
Superowner
$355/hour

Sailing Reviews in United States

  1. SP

    Sully

    Luxury 45' Bali Vessel for VIP Groups | Chef Open Bar Grill Lobster Steak

    Booked a double bachelor party and Tanya and her crew made it an unforgettable adventure! The beers were cold & the food was soooo good! I’d recommend this booking for any group size. We were all sunburns and smiles as we departed. I would definitely book again!

  2. Sharai

    Sharai

    23’ Bayliner Beautiful Boat In Miami

    SUCH an amazing time! I did so much research on private boats to get for my sister’s bachelorette and this truly exceeded my expectations! This is 10000% legit, great price, lots of room, amazing response time from Catalina, incredible fun time on the boat and such an amazing experience overall. I read so many reviews so please believe me when I say I’m a real person and this was such a great time so book it!!

  3. BC

    Briar

    46 feet luxury yacht in Montego Bay with unlimited cocktails and meals included

    I was hesitant to book because I wasn’t familiar with this website but my experience was awesome. Deidrick provided excellent and reliable communication every step of the way and the entire crew was warm and welcoming. Will book again when we return!

  4. SS

    Serah

    23’ Bayliner Beautiful Boat In Miami

    Antonio was our captain and he was very polite and professional! This is my second time in Miami and I will definitely book with him again! Best experience, peaceful, and he lets you connect to Bluetooth for your own music, free water and drinks! Best experience ever!

  5. SN

    Samantha

    All-Inclusive Sunset Cruise in Cabo San Lucas

    Our group of 12 girls had an AMAZING experience with Ismael, captain, crew and photographer! We had an amazing boat ride. The staff were so attentive, friendly, fun and quick to refill drinks. Our group was swimming, laughing and dancing and didn't want the experience to end! Ismael was quick to respond to questions and easy to find once we reached the marina. We would 100% book this again!

  6. MW

    Monica

    Lagoon 450F Catamaran

    Capt. Dean was excellent at communicating with us (even when I messed up the booking times). The crew was very kind, knowledgeable and accommodating. We had such a great time we have already decided to spend next spring break in Grand Cayman. We are looking forward to booking again!