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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,078 Reviews)

Page 7 of 39916 listings

81' Sailboat | Hot Tub + Full Water Toys | Up to 50 Guests
Sailing in Marina Vallarta · 50 guests

81' Sailboat | Hot Tub + Full Water Toys | Up to 50 Guests

New
$603/hour
50' Azimut All-Inclusive Yacht Charter in Playa del Carmen.
Events in Playa del Carmen · 20 guests

50' Azimut All-Inclusive Yacht Charter in Playa del Carmen.

4.9
Superowner
Best of 2026
$420/hour
Add a SPARK to Your Special Event with a 65 ft Sailboat Cruise on the Bay
Sailing in San Francisco · 28 guests

Add a SPARK to Your Special Event with a 65 ft Sailboat Cruise on the Bay

4.9
$750/hour
60ft AIcon Yacht – Perfect for Luxury Day Trips
Events in Miami · 13 guests

60ft AIcon Yacht – Perfect for Luxury Day Trips

4.8
$350/hour
Sailing From Pompano Beach, FL
Sailing in Pompano Beach · 12 guests

Sailing From Pompano Beach, FL

4.6
Superowner
$125+/hour
Private Luxury Sailing Catamaran Charter on San Francisco Bay
Sailing in Sausalito · 12 guests

Private Luxury Sailing Catamaran Charter on San Francisco Bay

5.0
$1,000+/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

4.7
Superowner
$900/day
45ft Catamaran Private Charter / Capacity 40 people
Sailing in Cancún · 40 guests

45ft Catamaran Private Charter / Capacity 40 people

New
Superowner
$257+/hour
Captained Sail on San Francisco Bay on 51' Morgan Out Island Ketch
Events in Sausalito · 30 guests

Captained Sail on San Francisco Bay on 51' Morgan Out Island Ketch

4.9
Superowner
Best of 2026
$650/hour
42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)
Sailing in Sag Harbor · 6 guests

42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)

5.0
$312+/hour
3.5hr Catamaran Experience Montego Bay
Sailing in Montego Bay · 30 guests

3.5hr Catamaran Experience Montego Bay

5.0
Superowner
$834/hour
Create memories you’ll cherish for life! 47' Luxury Sailboat
Sailing in Newport Beach · 6 guests

Create memories you’ll cherish for life! 47' Luxury Sailboat

5.0
Superowner
$250+/hour
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
Newport Harbor Sailing Adventure
Sailing in Newport Beach · 6 guests

Newport Harbor Sailing Adventure

5.0
$133/hour
42 Sailing Monohull Tours in Sausalito
Sailing in Sausalito · 6 guests

42 Sailing Monohull Tours in Sausalito

5.0
Superowner
$200/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
Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor
Sailing in Chicago · 3 guests

Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor

4.8
$120/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
Instant Book
Nicest Certified Sailing Yacht on the West Coast for 15 People Package
Sailing in San Francisco · 15 guests

Nicest Certified Sailing Yacht on the West Coast for 15 People Package

5.0
$650+/hour
San Diego Bay Sailing Experience
Sailing in San Diego · 12 guests

San Diego Bay Sailing Experience

5.0
$275/hour
Private Harbor Cruise in Newport Beach, California
Tours in Newport Beach · 4 guests

Private Harbor Cruise in Newport Beach, California

5.0
$200/hour
Beatiful Catalina 42' Yacht Rental in Puerto Vallarta
Sailing in Marina Vallarta · 12 guests

Beatiful Catalina 42' Yacht Rental in Puerto Vallarta

5.0
Superowner
$138+/hour
42ft Catalina MkII Sailing Yacht in The San Diego Bay, California
Sailing in San Diego · 6 guests

42ft Catalina MkII Sailing Yacht in The San Diego Bay, California

5.0
$285/hour
🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina
Sailing in Folly Beach · 6 guests

🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina

5.0
Superowner
$300/hour

Sailing Reviews in United States

  1. SP

    Sruti

    60ft AIcon Yacht – Perfect for Luxury Day Trips

    Amazing experience!! Would definitely recommend- was the highlight of my bachelorette weekend!!! Crew was so nice and the boat was gorgeous

  2. CH

    Chris

    🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina

    Ryan our captain went above and beyond. He was an excellent captain and his customer service was exquisite! 5⭐⭐⭐⭐⭐

  3. Abby

    Abby

    Nicest Certified Sailing Yacht on the West Coast for 15 People Package

    Our group of 9 had a beautiful sail in the Bay during the March heatwave. The boat’s speaker wasn’t working, but fortunately I brought a portable speaker. Capt Drew and his son were great and helpful. They provided a hard cooler for our drinks and would pour and serve us. I would book with them again!

  4. JW

    Jamie

    🎉🐬⛵️HUGE Sailing Catamaran Yacht in Charleston on Folly Beach, South Carolina

    This was definitely the highlight of my bachelorette trip to Charleston!! Captain Ryan was amazing, super accommodating and went above & beyond - he even surprised us with a karaoke machine. The boat was awesome & came with anything you could need - pillows & tons of seats, a cooler with ice, a kitchen with cups, a bathroom, etc. Thank you for such a great trip Captain Ryan - we will definitely book again our next trip!

  5. EM

    Ed

    42 Sailing Monohull Tours in Sausalito

    Great captain. Knows his boat, the Bay and the weather. Highly recommend.

  6. AH

    Alexx

    60ft AIcon Yacht – Perfect for Luxury Day Trips

    Wow! What a fun day! We had a large bachelorette group and had the absolute BEST day! Carlos was super communicative and his crew was fantastic. The boat was beautiful, clean, and had everything we needed for a day out on the water! Can’t recommend this boat enough!!