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Oyster Bay, New York Boat Rentals

Page 1 of 124 listings

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
$185+/hour
50’ Yacht in Oysterbay, Cruise, Paddleboard, Kayak, Tubing, optional Waverunner
Events in Oyster Bay · 12 guests

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

5.0
Best of 2025
$460+/hour
Its "Play Time", Lets go have some fun on the water. Optional Waverunner & Tubes
Events in Oyster Bay · 12 guests

Its "Play Time", Lets go have some fun on the water. Optional Waverunner & Tubes

5.0
Best of 2025
Snoozed - Active 03 Apr 2025
Sail From Northport or Huntington, NY - $200/Hour - $33.33/Per Person
Sailing in Huntington · 10 guests

Sail From Northport or Huntington, NY - $200/Hour - $33.33/Per Person

5.0
Superowner
$150/hour
Beautiful & Modern 35 Foot Express Cruiser!!
Events in Huntington · 6 guests

Beautiful & Modern 35 Foot Express Cruiser!!

5.0
$245/hour
Sail From Port Washington, NY - $219/Hour - $37/Person
Sailing in Port Washington · 6 guests

Sail From Port Washington, NY - $219/Hour - $37/Person

4.8
Superowner
$219/hour
Luxury Tiki Boat Cruises in Port Washington
Powerboats in Port Washington · 12 guests

Luxury Tiki Boat Cruises in Port Washington

5.0
$200/hour
46' Silverton Motor Yacht Charters in Port Washington, New York
Events in Port Washington · 6 guests

46' Silverton Motor Yacht Charters in Port Washington, New York

New
$538/hour
Sailing Long Island Sound with Captain Steve
Sailing in Port Washington · 6 guests

Sailing Long Island Sound with Captain Steve

5.0
$199/hour
''Over The Top'' Malibu 24mxz Bowrider Rental in Northport, New York
Powerboats in Northport · 6 guests

''Over The Top'' Malibu 24mxz Bowrider Rental in Northport, New York

New
$541/hour
Be a Sea Pro for a Day onboard 24ft Center Console
Powerboats in Northport · 11 guests

Be a Sea Pro for a Day onboard 24ft Center Console

New
$125/hour
2021 22’ Deck Boat in Northport, Long Island, New York, $143 to $195 per hour.
Powerboats in Northport · 6 guests

2021 22’ Deck Boat in Northport, Long Island, New York, $143 to $195 per hour.

4.9
$185+/hour
Port Washington Private Yacht Charter - 52' Okean Flybridge
Events in Port Washington · 12 guests

Port Washington Private Yacht Charter - 52' Okean Flybridge

5.0
$700/hour
Port Washington Private Yacht Charter - 43' Azimut Flybridge
Events in Port Washington · 12 guests

Port Washington Private Yacht Charter - 43' Azimut Flybridge

4.8
$360+/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
Best of 2025
$180+/hour
Custom Boating Adventure in Stamford, Connecticut.
Powerboats in Stamford · 5 guests

Custom Boating Adventure in Stamford, Connecticut.

5.0
$150/hour
Sailing JOURNEY on the Sound
Sailing in Stamford · 6 guests

Sailing JOURNEY on the Sound

New
$262/hour
"Roger That" Yacht Charter in NY
Events in Mamaroneck · 6 guests

"Roger That" Yacht Charter in NY

New
$599/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
Boston Whaler 230 Outrage - Enjoy some time on the Long Island Sound
Powerboats in Greenwich · 6 guests

Boston Whaler 230 Outrage - Enjoy some time on the Long Island Sound

5.0
$130+/hour
32' Luxurious Yacht Certified Express Cruiser
Events in Stamford · 8 guests

32' Luxurious Yacht Certified Express Cruiser

5.0
$300/hour
Enjoy a day trip, NYC sightseeing, or an evening dinner cruise!
Events in Greenwich · 6 guests

Enjoy a day trip, NYC sightseeing, or an evening dinner cruise!

New
$250+/hour
Fun in the Sun with Manhattan skyline in the background
Sailing in Bronx · 6 guests

Fun in the Sun with Manhattan skyline in the background

New
$150/hour
ASA practice sailing exercizes
Tours in Bronx · 6 guests

ASA practice sailing exercizes

New
$150/hour

Oyster Bay Reviews

  1. AP

    Abraham

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

    My daughter and her friends had a 16th birthday party on the boat and they had an amazing time. Jeffrey was a wonderful host and the boat was incredible. Everything was exactly as described and it was a amazing experience for everyone.

  2. NM

    Natalie

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

    My friends and I had an incredible time on Jeff’s yacht! He was a fantastic host, always helpful and quick to answer any questions we had before our trip. The boat itself is stunning, with plenty of space to relax and enjoy the day. We can’t wait to book another adventure on board!

  3. RG

    Rishan

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

    Capt. Jeffrey is as great as it gets! He’s so fast in responding. He was very welcoming, made us feel at home and made sure everybody was having a good time! He has so many water games it made our experience so fun and memorable! The boat has so many areas where you can sit and also where you can sun bathing! We can’t wait to go out with him again!

  4. SY

    Sophia

    Its "Play Time", Lets go have some fun on the water. Optional Waverunner & Tubes

    My only complaint is that we should’ve booked it for longer …. What a gem this boat was! Captain Jeff and his daughter were the best duo: thorough, safe, hospitable and fun. We were a large group of ten with a baby plus a dog and we couldn’t have had a better time. The boat was very clean and comfortable. The jetski and floats were definitely a super plus. Let’s just say I will be contacting Jeff in the future for ALL my boating adventures!! 10/10!!

  5. LB

    Lyndon

    Sail From Northport or Huntington, NY - $200/Hour - $33.33/Per Person

    Amazing day on the water! Mark was super responsive from the moment I booked all the way through to our charter. We had an absolute blast as a group of friends sailing, swimming, laughing, drinking, and Mark was vital to making it a memorable experience. Would highly recommend Mark and will use him again!

  6. KS

    Katherine

    Sailing Long Island Sound with Captain Steve

    Steven was an excellent host! He answered all of our questions up to the trip and met us on the dock when we got there. The boat was great and the trip was exciting, he even let us help sail! All the views were great and we loved the whole experience!