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The Best Sailboat Rentals Near Oyster Bay

Browse, book, and get out onto the water with local captains and boat owners.

Our Favorite Sailboat Rentals Near Oyster Bay

4.9 (4,841 reviews)

•

Sailing in Oyster Bay · 6 guests
Sail Long Island's Gold Coast on this beautiful 36' Jeanneau!
5.0
$185+/hour
Sailing in Huntington · 10 guests
Sail From Northport or Huntington, NY - $200/Hour - $33.33/Per Person
5.0
Superowner
Best of 2023
$150/hour
Sailing in Port Washington · 6 guests
Sail From Port Washington, NY - $219/Hour - $37/Person
4.8
Superowner
Best of 2023
$219/hour
Sailing in Port Washington · 6 guests
Sailing Long Island Sound with Captain Steve
5.0
$199/hour
Tours in Stamford · 6 guests
Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
4.9
Superowner
$180+/hour
Sailing in Stamford · 6 guests
Sailing JOURNEY on the Sound
New
$262/hour
Sailing in Mamaroneck · 10 guests
Charter 38' Pearson Cruising Monohull in Mamaroneck, New York
5.0
$50/hour
Sailing in Bronx · 6 guests
Fun in the Sun with Manhattan skyline in the background
New
$150/hour
Tours in Bronx · 6 guests
ASA practice sailing exercizes
New
$150/hour
Sailing in Bronx · 6 guests
Sunset C&C Sailboat cruise outside of NYC: the beauty of Long Island!
New
$150/hour
Sailing in Norwalk · 12 guests
Sail from Norwalk/Westport, CT - $200/Hour - $33.33/Person
4.7
Superowner
Best of 2023
$200/hour
Powerboats in Freeport · 7 guests
25' Bayliner for rent in East Rockaway
New
$113+/hour

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Suggested Searches

This weekend $100-$300 trips 2-4 people Captained

Types of Boats Popular in Oyster Bay

Top Sailboat Rental Locations Near Oyster Bay

Most Popular Yacht Rentals in Oyster Bay

Events in New York · 6 guests
Intimate Motor Yacht Cruising on the Hudson River / New York City!
New
$550+/hour
Events in Manhattan · 300 guests
Blount 110ft Passenger Boat for Your next Party or Event in New York, New York
4.9
$1,500/hour
Events in Manhattan · 30 guests
60 ft Hatteras, max capacity 30 guest in New York
4.9
$1,100/hour
Events in Brooklyn · 6 guests
50' Super Sport Yacht in NYC
New
$650/hour

Most Popular Boat Tours in Oyster Bay

Events in Manhattan · 12 guests
Private Yacht | Epitome of NYC Luxury | RIVA | FiDi Manhattan| Weekday Discounts
5.0
$600+/hour
Tours in Manhattan · 120 guests
110ft Luxury Yacht Private Charter in NYC | 6-Course Dinner and Live Music
New
$4,000/hour
Powerboats in Brooklyn · 6 guests
Jeanneau Leader 9.0 CC for rent in Brooklyn
5.0
$251+/hour
Tours in Elizabeth · 6 guests
Statue of Liberty/N.Y. Harbor Tours And Fshing
5.0
$250/hour

Most Popular Fishing Charters in Oyster Bay

Fishing in Brooklyn · 2 guests
Fishing Charter on 22' CapeCraft Bay Boat in Brooklyn, New York
New
$150/hour
Fishing in Brooklyn · 6 guests
Enjoy Fishing or Cruising in Jamaica Bay, New York on Cuddy Cabin
5.0
$175/hour
Fishing in New York · 6 guests
Ultimate Fishing trips in NY and NJ with 42ft Custom Viking Express Yacht
New
$299/hour
Powerboats in Manhattan · 26 guests
35ft Cycleboat Party Boat Rental in Manhattan
5.0
$499/hour

Recent Reviews in Oyster Bay

Top Sailboat Rental Locations in the United States

How To Book on Getmyboat

4.9 out of 5! • 500,000+ reviews

Browse
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Inquire & Book
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Enjoy
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!

Real reviews from happy Getmyboaters.

4.9 out of 5! 500,000+ reviews

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