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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(7,661 Reviews)

Page 17 of 451,073 listings

Beautiful Classic Sailboat in Marina Del Rey
Sailing in Marina del Rey · 6 guests

Beautiful Classic Sailboat in Marina Del Rey

5.0
$100hour
46ft. Fountaine Pajot Sailing Catamaran in Puerto Aventuras, Mexico
Sailing in Puerto Aventuras · 20 guests

46ft. Fountaine Pajot Sailing Catamaran in Puerto Aventuras, Mexico

5.0
$263-$467hour
Sail & Explore Lake Tahoe w/ Hunter 260 Sailboat for Multi Day Trips
Sailing in Placer County · 4 guests

Sail & Explore Lake Tahoe w/ Hunter 260 Sailboat for Multi Day Trips

New
$200hour
Mexican Luxury Experience on a new 2020 Catamaran Punta Mita
Sailing in Punta de Mita · 15 guests

Mexican Luxury Experience on a new 2020 Catamaran Punta Mita

5.0
$660hour
Islander 36 - The Perfect Sailing Yacht for San Francisco Bay
Sailing in Tiburon · 6 guests

Islander 36 - The Perfect Sailing Yacht for San Francisco Bay

New
$175hour
Melges 24 - One Design Racing Experience Or Charter
Sailing in Hampton · 8 guests

Melges 24 - One Design Racing Experience Or Charter

5.0
Superowner
$200hour
Gorgerous Luxury 58ft Meridian for 28 ppl minimum 5hours
Events in Cancún · 28 guests

Gorgerous Luxury 58ft Meridian for 28 ppl minimum 5hours

4.6
$472hour
Fort Lauderdale Bahamas Sailing Charters
Sailing in Fort Lauderdale · 6 guests

Fort Lauderdale Bahamas Sailing Charters

5.0
$119-$120hour
Luxury 49ft Sailing Yacht Charter in NY Harbor - US Coast Guard Inspected
Sailing in Manhattan · 12 guests

Luxury 49ft Sailing Yacht Charter in NY Harbor - US Coast Guard Inspected

5.0
$700hour
Sail on Amazing Sea Ray 53ft with flybridge perfect for 22 people min 4hours
Events in Cancún · 15 guests

Sail on Amazing Sea Ray 53ft with flybridge perfect for 22 people min 4hours

5.0
$450hour
Charter this Ultra-Luxury Beneteau 37 Sailboat downtown San Francisco
Sailing in San Francisco · 6 guests

Charter this Ultra-Luxury Beneteau 37 Sailboat downtown San Francisco

5.0
$350-$400hour
35' Beneteau Sailing Yacht For Rent Newport (MAP: 2022-32)
Sailing in Newport Beach · 10 guests

35' Beneteau Sailing Yacht For Rent Newport (MAP: 2022-32)

5.0
$100-$142hour
Sail San Diego on 68ft Wooden Sailing Yacht
Sailing in San Diego · 30 guests

Sail San Diego on 68ft Wooden Sailing Yacht

5.0
$500-$550hour
60' Sailing Party Catamaran in Miami Florida ($1,300 PER HOUR)
Travel in Miami Beach · 49 guests

60' Sailing Party Catamaran in Miami Florida ($1,300 PER HOUR)

4.6
$1,300hour
Luxury Experience with 44ft Secoundwind Sailboat | La Cruz de Huanacaxtle
Sailing in La Cruz de Huanacaxtle · 10 guests

Luxury Experience with 44ft Secoundwind Sailboat | La Cruz de Huanacaxtle

New
$370-$420hour
Irwin Center Cockpit 53ft Cruising Monohull in Clear Lake Shores!!
Sailing in Clear Lake Shores · 6 guests

Irwin Center Cockpit 53ft Cruising Monohull in Clear Lake Shores!!

5.0
$180hour
5⭐️ Lagoon 44’ Cancun-Isla Mujeres.
Sailing in Cancún · 25 guests

5⭐️ Lagoon 44’ Cancun-Isla Mujeres.

5.0
Superowner
Best of 2023
$437hour
Tanzer 26' Small Sailboat for Day in Charlotte
Sailing in Charlotte · 6 guests

Tanzer 26' Small Sailboat for Day in Charlotte

5.0
$350day
Charter 40' Cruising Catamaran In Cozumel, Mexico
Sailing in Centro · 10 guests

Charter 40' Cruising Catamaran In Cozumel, Mexico

New
$355-$365hour
Large Catamaran sailing on the Biscayne Bay from Miami
Sailing in Miami · 13 guests

Large Catamaran sailing on the Biscayne Bay from Miami

5.0
$270-$430hour
42' Trimaran Rental in Cabo San Lucas, Mexico
Events in Marina · 45 guests

42' Trimaran Rental in Cabo San Lucas, Mexico

5.0
Superowner
$720hour
Parasailing Adventure in West Palm Beach
Adventures in Riviera Beach · 12 guests

Parasailing Adventure in West Palm Beach

New
$109person
★ 28' Classic Schooner in Rockland, Maine ★
Sailing in Rockland · 6 guests

★ 28' Classic Schooner in Rockland, Maine ★

5.0
$175hour
BEAUTIFUL — 38' BENETEAU SAILING YACHT _PERFECT FOR CATALINA (MAP: 2022-32 )
Sailing in Newport Beach · 12 guests

BEAUTIFUL — 38' BENETEAU SAILING YACHT _PERFECT FOR CATALINA (MAP: 2022-32 )

5.0
$185-$240hour

Sailing Reviews in United States

  1. Mykola

    Mykola

    Charter this Ultra-Luxury Beneteau 37 Sailboat downtown San Francisco

    Everything was great, Drew is a very nice person and he explained everything.

  2. AF

    Amber

    Beautiful Classic Sailboat in Marina Del Rey

    A perfect day with friends on the water for my birthday. Our Captain was calm and patient. He handled the sailboat whilst climbing over us flawlessly. Also, the sail boat is beautiful and has character. I will definitely book with him again if I get back on the water.

  3. DH

    Don

    Beautiful Classic Sailboat in Marina Del Rey

    A very experienced and competent owner/captain. He was very accommodating in letting us actively participate in the operation of the boat, even in the very windy conditions we experienced. A beautiful and _fast_ boat that is for those who really want to sail! This is _not_ a floating condo!

  4. DW

    David

    Beautiful Classic Sailboat in Marina Del Rey

    We wound up with Christian as Marina Del Rey's Catalina 22 concessioner is closed on Mondays. Lucky for us. Christian's trans-ocean sailing experience is apparent from the earliest moments of his ship handling, and not that he's trying to broadcast. The price point was excellent. He took the initiative to take pictures and video that he then shared with us. This native Italian, former attorney, current film producer/director spins a modest, fascinating story in his conversation when you draw him out. You would think someone with that background would consume all the oxygen. Post-sail, he followed us all the way to our vehicle in the parking lot. You can read a lot into that. My older sister was quite smitten with him.

  5. KR

    Kristy

    46ft. Fountaine Pajot Sailing Catamaran in Puerto Aventuras, Mexico

    We had a group of 8 that went out with Sergio, Lenny and Cuba. We had a fantastic time!! Lenny cooked us a delicious lunch and even cooked us the fish we caught!! His guacamole was amazing, fish was delicious, cheeseburgers were great!! They kept the drinks coming and were there to help with our every need! The boat was fantastic and exactly as described. We couldn’t have asked for a better time and these guys really went above and beyond to assure we had a great time. Thank you so much for the amazing day! We have rented private yachts previously, this was the first time renting a catamaran. I would highly suggest doing a catamaran, a lot more room on the boat and when they opened the sails on our way back it was magical!

  6. SR

    Shannon

    Melges 24 - One Design Racing Experience Or Charter

    The boat was in perfect condition, ready for anything we could ask for. Doug sails and races on a weekly basis, often in this particular boat, so his feel for the boat, the wind, and the waters we sailed in are well honed. The boat is forgiving, and Doug was unflappable. An encouraging beginner experience, and very fast under experienced guidance. I did not hope for as good an experience, and cannot offer a higher endorsement. Top marks.