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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,341 Reviews)

Page 7 of 39915 listings

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
All Electric Powered Eco-Friendly San Diego Bay Sailing Experience
Sailing in San Diego · 12 guests

All Electric Powered Eco-Friendly San Diego Bay Sailing Experience

5.0
$400/hour
Full Day Sailing Potrero Guanacaste Province, Costa Rica
Sailing in Potrero · 12 guests

Full Day Sailing Potrero Guanacaste Province, Costa Rica

5.0
$200/hour
Sailing From Pompano Beach, FL
Sailing in Pompano Beach · 12 guests

Sailing From Pompano Beach, FL

4.6
Superowner
$125+/hour
Lagoon 40 in Nuevo Vallarta. Sip Margaritas, Relax, and Sail the day away
Sailing in Nuevo Vallarta · 18 guests

Lagoon 40 in Nuevo Vallarta. Sip Margaritas, Relax, and Sail the day away

5.0
Superowner
Best of 2026
$263+/hour
Instant Book
60’ Premier Sailing Yacht in San Diego.
Sailing in San Diego · 35 guests

60’ Premier Sailing Yacht in San Diego.

5.0
$775/hour
Incredible 36' Cruiser For Rent
Powerboats in Long Beach · 10 guests

Incredible 36' Cruiser For Rent

5.0
$149/hour
50' Spacious Catamaran for Fun & Adventure – Food, Drinks & Water Toys
Sailing in Marina · 40 guests

50' Spacious Catamaran for Fun & Adventure – Food, Drinks & Water Toys

New
$720/hour
Memorable Experience on this Leopard 47 Catamaran
Sailing in Isla Iguana · 25 guests

Memorable Experience on this Leopard 47 Catamaran

5.0
$325/hour
Private Sail from Brooklyn Bridge Park
Sailing in Manhattan · 6 guests

Private Sail from Brooklyn Bridge Park

5.0
Superowner
$230/hour
Lagoon 42 Sailing Catamaran for Up to 13 (12 + Charterer) Guests Near Stuart, FL
Sailing in Stuart · 13 guests

Lagoon 42 Sailing Catamaran for Up to 13 (12 + Charterer) Guests Near Stuart, FL

5.0
$354/hour
Sail the Hudson River in Kingston
Sailing in Kingston · 6 guests

Sail the Hudson River in Kingston

5.0
$125/hour
Limited Availability
42ft J Boat Sailing Yacht in Newport, Rhode Island
Sailing in Newport · 4 guests

42ft J Boat Sailing Yacht in Newport, Rhode Island

5.0
$260/hour
Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia
Sailing in Gloucester Point · 6 guests

Charter 32' Modern Hunter Sailboat In Gloucester, Point Virginia

5.0
Superowner
$125/hour
Great Catamaran for Cholon, Barú, sunset cruise, lunch or dinner on board...
Sailing in Cartagena · 45 guests

Great Catamaran for Cholon, Barú, sunset cruise, lunch or dinner on board...

4.9
Superowner
$1,000/day
3hr Classic Yacht Experience Montego Bay
Powerboats in Montego Bay · 35 guests

3hr Classic Yacht Experience Montego Bay

5.0
Superowner
$933/hour
ELEGANCE CATAMARAN LAGOON  45 IN PUERTO VALLARTA-NUEVO NAYARIT
Sailing in Isla Iguana · 30 guests

ELEGANCE CATAMARAN LAGOON 45 IN PUERTO VALLARTA-NUEVO NAYARIT

5.0
$250+/hour
Relax, feel free & sail into a nautical world of Wonder - Hunter 36 Sailboat
Sailing in Berkeley Township · 6 guests

Relax, feel free & sail into a nautical world of Wonder - Hunter 36 Sailboat

New
$125/hour
Come Sailing at Navy Pier Marina, Chicago - Beautiful 36' Catalina Sailboat
Sailing in Chicago · 6 guests

Come Sailing at Navy Pier Marina, Chicago - Beautiful 36' Catalina Sailboat

5.0
$225/hour
Limited Availability
38' Sailing catamaran for parties / events in Long Beach! DISCOUNT WEEK DAYS
Sailing in Long Beach · 12 guests

38' Sailing catamaran for parties / events in Long Beach! DISCOUNT WEEK DAYS

5.0
Superowner
$169+/hour
Lagoon 42 Yacht Catamaran In Punta Mita
Sailing in Punta de Mita · 20 guests

Lagoon 42 Yacht Catamaran In Punta Mita

5.0
Superowner
Best of 2026
$309+/hour
Instant Book
34ft Pacific Seacraft Sailboat for full day Trip in Santa Marta, Magdalena
Sailing in Santa Marta · 12 guests

34ft Pacific Seacraft Sailboat for full day Trip in Santa Marta, Magdalena

5.0
$100/hour
Charter our J-35 Sailboat, Blue Mind @ Northwest Creek Marina in New Bern NC
Sailing in Morehead City · 6 guests

Charter our J-35 Sailboat, Blue Mind @ Northwest Creek Marina in New Bern NC

5.0
$100/hour
Let's go Sailing in Miami!
Sailing in Miami · 6 guests

Let's go Sailing in Miami!

5.0
$45+/hour

Sailing Reviews in United States

  1. FN

    Fadi

    60’ Premier Sailing Yacht in San Diego.

    We had an absolutely amazing experience on our yacht charter! From start to finish, the entire crew made our bachelor trip unforgettable. They were incredibly welcoming, accommodating, and went above and beyond to make sure all of our requests were taken into consideration. Captain Corey and Captain James were outstanding. They were kind, patient, professional, and truly made the celebration even more special. BB was an absolute sweetheart and made everyone feel right at home. Their hospitality and positive energy created an experience we will never forget. Thank you to the entire crew for making our bachelor trip so memorable. We highly recommend this charter to anyone looking for an incredible day on the water. We cannot wait to come back!

  2. AG

    Aj

    Lagoon 42 Sailing Catamaran for Up to 13 (12 + Charterer) Guests Near Stuart, FL

    Couldn’t say enough good things about our time with Erinn. We had 9 people 5 of which were young kids and Erinn not only showed us an amazing day on the water snorkeling sailing and having a great time . She was incredible great with our kids. 10 stars across the board if I could! The boat was amazing as well

  3. CL

    Cathy

    Private Sail from Brooklyn Bridge Park

    Ian was a great captain. Very fun to sail with and he made us feel very comfortable. Celebrated my 30th and couldn’t recommend this experience, esp with Ian, more.

  4. Gretchen

    Gretchen

    Sail the Hudson River in Kingston

    Cannot say enough about this experience. Loved the whole trip, great team at the helm, easy and accommodating and fun to spend the morning with. Highly recommend. Thank you so much!

  5. RG

    Rachel

    Lagoon 42 Sailing Catamaran for Up to 13 (12 + Charterer) Guests Near Stuart, FL

    The crew was amazing, the boat was decorated for our Bachelorette party and the bride loved it! We ended up paying for an extra hour because no one wanted to leave. Highly recommend doing a much longer boat day than we did especially for a Bachelorette party. 4 hours wasn't enough, we wish we booked the boat all day. Cannot thank Erinn enough, she was accommodating, responded very quickly and made sure everything our bride needed/wanted was there! Would book again in a heartbeat!

  6. 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!