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All listings in the United States

Awesome sailboat rentals in United States.

4.9
(8,077 Reviews)

Page 10 of 39914 listings

57' Fountaine Pajot Sailing Catamaran - A Luxury Experience
Sailing in Fort Lauderdale · 12 guests

57' Fountaine Pajot Sailing Catamaran - A Luxury Experience

5.0
$450/hour
Amazing Sailing Trip in NYC !!! The Most beautiful Sailboat in NYC
Sailing in Manhattan · 6 guests

Amazing Sailing Trip in NYC !!! The Most beautiful Sailboat in NYC

5.0
$300/hour
Gemini 105M Private Catamaran Sailing & Snorkeling in Guanacaste
Sailing in Coco · 10 guests

Gemini 105M Private Catamaran Sailing & Snorkeling in Guanacaste

5.0
$165/hour
63' Catamaran - Luxury sailing for large groups!
Sailing in West Palm Beach · 40 guests

63' Catamaran - Luxury sailing for large groups!

5.0
$833/hour
Shared Snorkeling & Sailing in Cabo San Lucas
Sailing in Marina · 12 guests

Shared Snorkeling & Sailing in Cabo San Lucas

5.0
Superowner
Best of 2026
$40/hour
Sunset Sail in Bay of Santa Marta, Magdalena
Sailing in Santa Marta · 12 guests

Sunset Sail in Bay of Santa Marta, Magdalena

5.0
$125/hour
Hunter Passage 42' Sailboat - Take your Dream Sailing Lessons on Chesapeake Bay
Sailing in Mayo · 6 guests

Hunter Passage 42' Sailboat - Take your Dream Sailing Lessons on Chesapeake Bay

5.0
$150+/hour
NIGHT ON BOARD on a 38' sailing catamaran IN SAN PEDRO OR CATALINA
Sailing in Los Angeles · 12 guests

NIGHT ON BOARD on a 38' sailing catamaran IN SAN PEDRO OR CATALINA

5.0
Superowner
$169+/hour
38' Luxury Catamaran All-Inclusive Cruise in Playa del Carmen.
Sailing in Playa del Carmen · 15 guests

38' Luxury Catamaran All-Inclusive Cruise in Playa del Carmen.

4.7
Superowner
Best of 2026
$420/hour
2022 Chaparral 23' SSI  - Get up to 6 captained up and down the Potomac River
Powerboats in Fort Washington · 6 guests

2022 Chaparral 23' SSI - Get up to 6 captained up and down the Potomac River

5.0
$150+/hour
28' Party Catamaran with Trampoline for Bay Sails & Sunset Cruises!
Sailing in Marina del Rey · 8 guests

28' Party Catamaran with Trampoline for Bay Sails & Sunset Cruises!

4.8
$250+/hour
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
$750/hour
MAXUM 46' YACHT FOR RENT IN VANCOUVER
Events in Vancouver · 12 guests

MAXUM 46' YACHT FOR RENT IN VANCOUVER

5.0
$359/hour
2015 Sailing Yacht Catamaran Leopard 44 in Puerto Vallarta
Sailing in Marina Vallarta · 15 guests

2015 Sailing Yacht Catamaran Leopard 44 in Puerto Vallarta

5.0
$340+/hour
Beautiful 41' Sailing Yacht in Nassau! Small group cruises & private charters.
Sailing in Nassau · 12 guests

Beautiful 41' Sailing Yacht in Nassau! Small group cruises & private charters.

4.7
$252+/hour
Enjoy an Excursion in Cabo San Lucas, Mexico on this Sailing Catamaran
Sailing in Ildefonso Green · 12 guests

Enjoy an Excursion in Cabo San Lucas, Mexico on this Sailing Catamaran

5.0
$325+/hour
Sailing Hobie Cat Rental in Noord, Aruba
Sailing in Oranjestad-West · 4 guests

Sailing Hobie Cat Rental in Noord, Aruba

4.4
$89/hour
Pirate Ship in Avalon, Catalina
Sailing in Avalon · 6 guests

Pirate Ship in Avalon, Catalina

5.0
$150+/hour
Captained Charter on Lagoon 440 Cruising Catamaran in Cartagena
Sailing in Cartagena · 23 guests

Captained Charter on Lagoon 440 Cruising Catamaran in Cartagena

4.9
$1,800/day
Private Sailing Charters Aboard a 40ft Trimaran – Explore PEC by Wind
Sailing in Prince Edward · 12 guests

Private Sailing Charters Aboard a 40ft Trimaran – Explore PEC by Wind

4.9
$323/hour
LUXURY VIBES CATAMARAN 380 PUERTO VALLARTA - NUEVO NAYARIT-CRUZ HUANACAXTLE
Sailing in Isla Iguana · 15 guests

LUXURY VIBES CATAMARAN 380 PUERTO VALLARTA - NUEVO NAYARIT-CRUZ HUANACAXTLE

5.0
$265/hour
Instant Book
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
40' Leopard Luxury Catamaran All-Inclusive Charter in Tulum Beach.
Sailing in Tulum · 20 guests

40' Leopard Luxury Catamaran All-Inclusive Charter in Tulum Beach.

5.0
Superowner
Best of 2026
$450/hour
50' Party Boat Catamaran in Miami ($1,200  PER HOUR)
Sailing in Miami Beach · 42 guests

50' Party Boat Catamaran in Miami ($1,200 PER HOUR)

4.8
$1,100/hour

Sailing Reviews in United States

  1. BC

    Breck

    Gemini 105M Private Catamaran Sailing & Snorkeling in Guanacaste

    This is by far the best catamaran experience I’ve ever had! The whole trip, the hospitality, the food, the atmosphere, everything about the entire time spent with Clem and crew was truly incredible. I wholeheartedly recommend this experience to everyone I talk to.

  2. BB

    Benjamin

    Enjoy an Excursion in Cabo San Lucas, Mexico on this Sailing Catamaran

    Suzanne and the whole crew of the boat were amazing, we had a great time and scheduling the boat and getting to the dock couldn’t have been easier!

  3. Evan

    Evan

    Amazing Sailing Trip in NYC !!! The Most beautiful Sailboat in NYC

    Captain Paul and his wife, Melissa, were absolutely wonderful. I spent my birthday on their gorgeous sailboat with a group of friends, and we had the best day! The boat itself was stunning and Paul and Melissa went above and beyond to make our day perfect.

  4. FH

    Faraji

    Amazing Sailing Trip in NYC !!! The Most beautiful Sailboat in NYC

    Captain Paul was the absolute best he and his wife just showed so much grace and hospitality. The highlight...Captain Paul let me take the wheel. The Statue of Liberty at sunset was just breathtaking. What an experience and end to Summer 22' I will definitely connect with him again!!!!

  5. LR

    Leonela

    Amazing Sailing Trip in NYC !!! The Most beautiful Sailboat in NYC

    Paul and Melisa were so amazing. I celebrated my birthday on their boat and had a blast. We were able to bring our own food, they did offer providing that as well. Melisa was a great host and made sure we had everything we needed, she was so attentive; our cups were never empty =) We played our own music. The boat had speakers through out. The pictures do not do the boat justice, it is even more amazing in person. My pictures came out perfect. Paul stopped wherever possible so we could get the perfect picture. They were so pleasant and kind and accommodating. I would definitely recommend for any couples looking for a date, friends getting together or even a family gathering as well. It was definitely a birthday to remember and am looking forward to sailing with them again this summer! XOXO Leonela

  6. VG

    Virginie

    Amazing Sailing Trip in NYC !!! The Most beautiful Sailboat in NYC

    We could not have asked for a more perfect day, thanks so much to Captain Paul and Melissa for giving us this incredible experience! The boat was beautiful and the tour of NYC was mesmerizing. Paul and Melissa made us feel welcome and at home on their boat. We highly recommend this experience to everyone who wants to have a New York City experience.