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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,355 Reviews)

Page 20 of 39913 listings

Captained 80' Sailing Schooner Charter In Key West, Florida
Sailing in Key West · 32 guests

Captained 80' Sailing Schooner Charter In Key West, Florida

5.0
$475+/hour
Private Luxury Lagoon Catamaran Charter in West Palm Beach, Florida
Sailing in West Palm Beach · 12 guests

Private Luxury Lagoon Catamaran Charter in West Palm Beach, Florida

5.0
$250/hour
Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience
Sailing in Sag Harbor · 41 guests

Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience

5.0
$1,100+/hour
35.5' Hunter-Legend Cruising Monohull
Sailing in Oakland · 6 guests

35.5' Hunter-Legend Cruising Monohull

5.0
$125/hour
Puerto Plata Boat Budget-Friendly B-day Party Charter with Deals!
Powerboats in Sosúa · 80 guests

Puerto Plata Boat Budget-Friendly B-day Party Charter with Deals!

New
Superowner
Best of 2026
$50/hour
Limited Availability
Gorgeous 42' Bali Catamaran in Marina del Rey
Sailing in Marina del Rey · 12 guests

Gorgeous 42' Bali Catamaran in Marina del Rey

New
Superowner
$575/hour
Private Group Sail and Snorkel Montego Bay
Sailing in Montego Bay · 30 guests

Private Group Sail and Snorkel Montego Bay

5.0
$940/hour
Custom 45ft Sailing Catamaran with food and open bar
Sailing in Cancún · 55 guests

Custom 45ft Sailing Catamaran with food and open bar

New
$551/hour
Sailboat tours in Port of Los Angeles (San Pedro)
Sailing in Los Angeles · 6 guests

Sailboat tours in Port of Los Angeles (San Pedro)

5.0
$190/hour
Montego Bay Escape – 47ft Voyage Catamaran Snorkel & Party Cruise
Sailing in Montego Bay · 30 guests

Montego Bay Escape – 47ft Voyage Catamaran Snorkel & Party Cruise

New
Superowner
$500/hour
''Razor's Edge'' Yacht Rental in Cape Canaveral, Fl
Events in Cape Canaveral · 11 guests

''Razor's Edge'' Yacht Rental in Cape Canaveral, Fl

5.0
$382/hour
Ultra Luxury 2023 51 ft Trimaran Experience in the Sea of Cortez
Sailing in Zona Comercial · 8 guests

Ultra Luxury 2023 51 ft Trimaran Experience in the Sea of Cortez

5.0
$359/hour
Sailboat Odyssey 46 Luxury Sailing In Cancun, Mexico
Sailing in Isla Mujeres · 10 guests

Sailboat Odyssey 46 Luxury Sailing In Cancun, Mexico

5.0
$217+/hour
50ft Luxury Catamaran – Rose Island, Gilligan’s Island & Green Cay
Sailing in Nassau · 12 guests

50ft Luxury Catamaran – Rose Island, Gilligan’s Island & Green Cay

5.0
$1,375/hour
Sailing Lessons in Valle de Bravo
Tours in Valle de Bravo · 5 guests

Sailing Lessons in Valle de Bravo

5.0
$87/hour
Private 30ft Sailing Yacht Charter with Captain, La Paz, Espíritu Santo Island
Sailing in La Paz · 6 guests

Private 30ft Sailing Yacht Charter with Captain, La Paz, Espíritu Santo Island

New
$1,280/day
Private Cabo Celebration Catamaran: Snorkel, Lunch & Open Bar
Powerboats in Marina · 70 guests

Private Cabo Celebration Catamaran: Snorkel, Lunch & Open Bar

New
$1,400/hour
Private 40ft Catamaran Charter to Rosario Islands, Cartagena
Sailing in Cartagena · 18 guests

Private 40ft Catamaran Charter to Rosario Islands, Cartagena

New
$500/hour
Private 34'Cruiser Charter Fit 10 Guests in Punta Mita
Sailing in La Cruz de Huanacaxtle · 10 guests

Private 34'Cruiser Charter Fit 10 Guests in Punta Mita

New
$350+/hour
Private 56ft Luxury Catamaran Charter in Punta Mita
Sailing in La Cruz de Huanacaxtle · 10 guests

Private 56ft Luxury Catamaran Charter in Punta Mita

New
$600+/hour
Best 75ft Catamaran in Cancun and Isla Mujeres! Holds 100 people
Sailing in Cancún · 100 guests

Best 75ft Catamaran in Cancun and Isla Mujeres! Holds 100 people

5.0
$841+/hour
Private 80-Guest Sailing Catamaran Charter to Cayo Levantado
Sailing in El Centro · 80 guests

Private 80-Guest Sailing Catamaran Charter to Cayo Levantado

New
$900/hour
Private 35ft Catamaran Charter in La Paz – Snorkeling, Kayaking & Sea Lions Trip
Powerboats in La Paz · 8 guests

Private 35ft Catamaran Charter in La Paz – Snorkeling, Kayaking & Sea Lions Trip

New
$290/hour
"Marlin del Rey" 66ft Catamaran Sailing in Playa Tamarindo
Sailing in Tamarindo · 70 guests

"Marlin del Rey" 66ft Catamaran Sailing in Playa Tamarindo

5.0
$532/hour

Sailing Reviews in United States

  1. DF

    Dalila

    35.5' Hunter-Legend Cruising Monohull

    Here’s a more understated version: Mary was easy to communicate with and everything went smoothly. The fleet was in good condition, and we had a great experience overall. We’d be happy to charter with her again!

  2. FA

    Fermin

    Ultra Luxury 2023 51 ft Trimaran Experience in the Sea of Cortez

    Gran servicio, trato y experiencia. 100% recomendado.

  3. Mayuri

    Mayuri

    Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience

    If you are looking for an amazing time, do not hesitate booking the Luna! Toby and his staff take care of you every step of the way. The boat is well equipped with servingware, water, and ice for your event. Fun bean bags are plenty aboard. Our guests enjoyed the awning and swim spot on a hot day, as well. Just a fabulous experience from start to finish!

  4. Ryankeisha

    Ryankeisha

    Private Group Sail and Snorkel Montego Bay

    My crew and I really enjoyed our boat ride and the Excursions that went along with it. We had lots of fun and the captain, my co-captain, and crew were very entertaining and accommodating. The food was delicious and the drinks were continuously flowing. I will definitely come back and do it again.

  5. ET

    Erica

    Ultra Luxury 2023 51 ft Trimaran Experience in the Sea of Cortez

    Thank you for an unforgettable day visiting Isla Espiritu Santo! The crew aboard Lambo were truly what set this trip apart from any other. Armando was so attentive and always thinking 3 steps ahead to anticipate our wants and needs. They were professional, polished and efficient in everything they did from maneuvering the boat to setting up for lunch, and more. The boat was immaculate- in fantastic condition, which made for a comfortable ride and luxurious experience. We will definitely book again next time we visit La Paz!

  6. ML

    Margaux

    Sag Harbor 73ft Luxuriously Custom Schooner Private Sailing Experience

    We had such a fabulous time on this beautiful boat. Our captain, JM, and the crew Liz and Andrew were so friendly and attentive and amazing with all the kids we had. It was a wonderful afternoon and we can’t wait to do it again!