City Island Boat Tours
The best out of 36 boat tours in City Island - enter dates to check availability
44 ft
Up to 6 people
North River Sailing – Tantara
New
New York City
We’re setting sail across Long Island Sound this season from our home base on historic City Island.
trips from
US $600
25 ft
Up to 6 people
Cast Net Charters
New
5.0
/5
(20 external reviews)
Island Park (18.5 miles from City Island)
Step aboard “GO FISH”, a 1987 Pursuit 2550 Center Console Cuddy Cabin operated by Cast Net Charters and based out of Island Park—perfect for unforgettable days on the water for up to 6 guests.
trips from
US $500
56 ft
Up to 13 people
Osca Yachting
New
Port Washington (4.6 miles from City Island)
Step aboard the 2025 Galeon 560 Fly and experience New York Harbor like never before.
+1
trips from
US $3,500
36 ft
Up to 6 people
Windward Sailing Charters
5.0
/5
(3 reviews)
Oyster Bay (46 min drive from City Island)
Sail Long Island's Gold Coast aboard a beautifully maintained 2012 Jeanneau Sun Odyssey 36i.
"From the start, Jonathan was both a gracious host and a skilled, knowledgeable captain." — Todd,
"From the start, Jonathan was both a gracious host and a skilled, knowledgeable captain." — Todd,
+5
trips from
US $525
31 ft
Up to 6 people
Carolann P Fishing Charters
5.0
/5
(8 external reviews)
Freeport (18.3 miles from City Island)
Carolann P Fishing Charters is a beautifully restored 1998 Luhrs 31 Sportfishing vessel (restored in 2025), based in Freeport, offering an unforgettable maritime experience for up to six guests.
+1
trips from
US $500
50 ft
Up to 13 people
Long Island Yacht Rentals – Tranquility
5.0
/5
(1 review)
Oyster Bay (45 min drive from City Island)
Yacht rental includes watersports. Step aboard Long Island Yacht Rentals, a luxurious 2001 Carver 466 Motor Yacht, beautifully restored in 2025 and based in scenic Oyster Bay.
"Captain Jeff was great, the boat was great, the water activities activities were great." — Joyce,
"Captain Jeff was great, the boat was great, the water activities activities were great." — Joyce,
+1
trips from
US $1,800
40 ft
Up to 10 people
Charter Nirvana
Mamaroneck (7.5 miles from City Island)
Step aboard Nirvana, a timeless 38’ Pearson 386 sailing yacht, and experience the beauty of Long Island Sound without the crowds, just you, your guests, and the open water.
+2
trips from
US $440
29 ft
Up to 6 people
Karen Ann Charters
4.8
/5
(65 external reviews)
New York City (43 min drive from City Island)
Karen Ann Charters offers an unforgettable on-the-water experience aboard a well-maintained 2000 Parker 28 Center Console, departing from the heart of New York City.
+2
trips from
US $450
36 ft
Up to 6 people
Rockaway Charters
5.0
/5
(2 reviews)
•
290 external reviews
New York City (44 min drive from City Island)
Set sail on a luxurious and unforgettable adventure with Rockaway Charters, a 1999 Luhrs 36 Open Sportfishing boat that has been meticulously restored in 2024 for your comfort and enjoyment.
trips from
US $550
46 ft
Up to 12 people
Ocean Breeze Yacht Rental llC
4.3
/5
(1 review)
New York City (56 min drive from City Island)
Experience luxury and adventure with Ocean Breeze Yacht Rental LLC aboard this stunning 2006 Meridian 411 Sedan Bridge, based in New York City.
"Captain Andy was great, particularly with all of the kids." — Duncan,
"Captain Andy was great, particularly with all of the kids." — Duncan,
trips from
US $1,900