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Long Island, US Boat Rentals & Yacht Charters

Page 1 of 361 listings

Limited Availability
50’ Yacht in Oysterbay, Cruise, Paddleboard, Kayak, Tubing
Events in Oyster Bay · 12 guests

50’ Yacht in Oysterbay, Cruise, Paddleboard, Kayak, Tubing

5.0
$575+/hour
Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
Tours in Stamford · 6 guests

Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

4.9
Superowner
$225+/hour
High Demand
Sail From Northport or Huntington, NY
Sailing in Huntington · 12 guests

Sail From Northport or Huntington, NY

4.8
Superowner
$150/hour
Great times around Norwalk,Westport,and Rowayton. BEST RATES,BEST REVIEWS
Events in Norwalk · 6 guests

Great times around Norwalk,Westport,and Rowayton. BEST RATES,BEST REVIEWS

4.8
$235/hour
Charter 38' Pearson Cruising Monohull in Mamaroneck, New York
Sailing in Mamaroneck · 10 guests

Charter 38' Pearson Cruising Monohull in Mamaroneck, New York

5.0
$50/hour
Limited Availability
Hunter Marine Passage 450 - Sail from Norwalk/Westport, CT
Sailing in Norwalk · 12 guests

Hunter Marine Passage 450 - Sail from Norwalk/Westport, CT

4.7
Superowner
$200/hour
Glen Cove, NY -  Private Yacht Charter - 43' Azimut Flybridge
Events in Port Washington · 12 guests

Glen Cove, NY - Private Yacht Charter - 43' Azimut Flybridge

4.9
$360+/hour
Sunset, 3-6 Hour Cruises on Spacious Cruiser - Norwalk, Westport, Rowayton CT
Events in Norwalk · 6 guests

Sunset, 3-6 Hour Cruises on Spacious Cruiser - Norwalk, Westport, Rowayton CT

5.0
$375/hour
Limited Availability
Sail Long Island's Gold Coast on this beautiful 36' Jeanneau!
Sailing in Oyster Bay · 6 guests

Sail Long Island's Gold Coast on this beautiful 36' Jeanneau!

5.0
$225+/hour
Instant Book
Beautiful & Modern 35 Foot Express Cruiser!!
Events in Huntington · 6 guests

Beautiful & Modern 35 Foot Express Cruiser!!

5.0
$325/hour
A boat charter to experience, BEST RATES, BEST REVIEWS
Powerboats in Westport · 6 guests

A boat charter to experience, BEST RATES, BEST REVIEWS

5.0
$235/hour
Tiki Boat Cruise to Fire Island for up to 18 people
Powerboats in Fire Island · 18 guests

Tiki Boat Cruise to Fire Island for up to 18 people

5.0
$500/hour
70 foot Sunseeker Manhattan Yacht in NYC
Events in Bronx · 12 guests

70 foot Sunseeker Manhattan Yacht in NYC

5.0
$1,000+/hour
Sunset off Fairfield beach BEST RATES, BEST REVIEWS
Powerboats in Fairfield · 6 guests

Sunset off Fairfield beach BEST RATES, BEST REVIEWS

5.0
$235/hour
32' Luxurious Yacht Certified Express Cruiser
Events in Stamford · 8 guests

32' Luxurious Yacht Certified Express Cruiser

5.0
$300/hour
Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis
Sailing in Port Washington · 6 guests

Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis

5.0
$169+/hour
30ft 2022 Pontoon w/ Slide- Stamford, CT! Charter Specialists. Over 3000+ Trips
Powerboats in Stamford · 10 guests

30ft 2022 Pontoon w/ Slide- Stamford, CT! Charter Specialists. Over 3000+ Trips

5.0
$300/hour
75’ Sunseeker Predator Mega Yacht
Powerboats in Bronx · 12 guests

75’ Sunseeker Predator Mega Yacht

5.0
$1,250/hour
2021 22’ Deck Boat in Northport, Long Island, New York
Powerboats in Northport · 6 guests

2021 22’ Deck Boat in Northport, Long Island, New York

4.9
$185+/hour
Deck boat on the Great South Bay!
Powerboats in New York · 6 guests

Deck boat on the Great South Bay!

New
$100+/hour
41’ Searay Sport Yacht in the Great South Bay, Fire Island  for Day Trips
Events in Patchogue · 6 guests

41’ Searay Sport Yacht in the Great South Bay, Fire Island for Day Trips

5.0
$450/hour
Charter Legasea Fishing & Cruise Charter
Powerboats in Freeport · 6 guests

Charter Legasea Fishing & Cruise Charter

New
$250/hour
Limited Availability
45ft Sundeck Motor Yacht in Glen Cove
Events in Glen Cove · 12 guests

45ft Sundeck Motor Yacht in Glen Cove

New
$395/hour
Limited Availability
Cruise in Style to Fire Island on the Tiara 3500 Open Yacht
Events in Bay Shore · 6 guests

Cruise in Style to Fire Island on the Tiara 3500 Open Yacht

5.0
$260+/hour

Long Island Reviews

  1. JP

    Jenny

    Charter 38' Pearson Cruising Monohull in Mamaroneck, New York

    I can’t say enough about how great this experience was! I celebrated my birthday, and it will definitely be one of the most memorable ones. The boat was beautiful, clean, and spacious. The best part was having Captain Rick on board. He was knowledgeable, kind, and made us feel very comfortable the entire time. He showed us around, shared interesting information, and made sure we had a smooth and relaxing sailing trip. Truly an unforgettable experience!

  2. AM

    Anna

    Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

    We had a wonderful experience on the water with Captain Marco. He was incredibly friendly, knowledgeable, and made our family feel welcome from the moment we stepped aboard. Our children had a fantastic time, and Marco did a great job engaging with them and making the experience memorable. It was the perfect way to celebrate a special occasion as a family. Highly recommend!

  3. PC

    Peter

    Charter 38' Pearson Cruising Monohull in Mamaroneck, New York

    Had a GREAT day on the sound with Captain Rick. His boat is in excellent condition clean comfortable and so well maintained. Rick is a very experienced sailor with whom we always felt safe. He showed us all over Long Island Sound, which he knows so well. I highly recommend Rick for a great day on the water!!

  4. JC

    Jenn

    50’ Yacht in Oysterbay, Cruise, Paddleboard, Kayak, Tubing

    This experience was nothing short of amazing! The staff so well mannered and very accommodating- highly recommend this rental! My daughter and her friends are still talking about their night.

  5. MK

    Melissa

    41’ Searay Sport Yacht in the Great South Bay, Fire Island for Day Trips

    Capt. Jim & Kathy helped make my birthday a memorable one. Their boat is beautiful and they were an absolute pleasure to work with!

  6. Laura

    Laura

    Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis

    I would highly recommend sailing with Captain Steve! He is extremely knowledgeable and an excellent sailor. We loved our sail with him!