Rent a boat in Southold with or without a licence

Where
Dates
Add your dates
Sail
With or without a captain
Price per day
0 - $1,200+
Boat length
0 - 196+ ft
Engine power
0 - 400+ hp
Year of manufacture
2002 - 2023
Search radius
50 Max MI
23 boats available

Gorgeous 45ft Sailboat available for charter in Greenport, NY! (1970)

Greenport
6
With captain

From $1,187 per day

See more boats nearby
These are our available boats around Southold, United States

Gorgeous Sailing Charter in Sag Harbor, NY! (1979)

Sag Harbor
4
With captain

From $1,482 per day

Sailboat Pearson Ensign 7m

Sag Harbor
6
With or without a captain

From $627 per day

Sailboat Catalina Sloop 10.3m

Sag Harbor
6
With or without a captain

From $1,007 per day

38 Ft Express Cruiser for 6 people!! (2018)

Sag Harbor
6
With captain

From $3,550 per day

Special offer

Explore Sag Harbor on 32ft Defiant Monterey 328 SS Motor Yacht! (2012)

Sag Harbor
12
With captain

From $3,638 per day

Sailboat Catalina Sloop 8.2m

Sag Harbor
6
With or without a captain

From $862 per day

Searay sport Yacht (2005)

Sag Harbor
6
With captain

From $5,958 per day

Amazing private charter in Sag Harbor, NY! (1990)

Sag Harbor
6
With captain
 1

From $2,218 per day

Motorboat Parker Center Console

Sag Harbor
4
With or without a captain

From $1,252 per day

Explore Sag Harbor and Shelter Island in a Private Boat (2010)

Sag Harbor
10
With captain
Private

From $2,323 per day

Regal 35 Sport Coupe (2019)

Southampton
8
With captain

From $5,914 per day

1939 Classic Wooden Boat Charter in the Hamptons, NY! (1939)

East Hampton
6
With captain

From $1,904 per day

Amazing Sportfishing Charter in Montauk, NY! (2000)

Montauk
6
With captain
 1

From $1,264 per day

Sailing in Long Island on 35' Nomade, Sag Harbor, Thimble Islands and more! We make it easy and fun! (2004)

Branford
7
With captain
 1

From $2,128 per day

Motorboat Meridian 459 Motor Yacht 760hp (2006)

Patchogue
6
With captain

From $3,872 per day

Special offer

Tiara Yacht 3500 Open (2001)

Bay Shore
12
With captain

From $2,085 per day

Sailboat in Long Island Sound (1983)

Norwalk
4
Without captain
Private

From $354 per day

Book your boat rental in Southold with Click&Boat and enjoy an unforgettable journey. Hoist the sails and discover beautiful landscapes aboard your motorboat or your sailboat, visit the city, anchor... The opportunities are limitless. Choose among a large range of motorboats and sailboats to rent on our platform.

Our nearest destinations to Southold

In Southold, privately owned boats are available for rental. See other boats in the area.

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