Sort by:
Location
Dates
Filters

Departure date


Trip duration

Day trip
Multiple days
(Less than 1 week)
Weekly trip
Boat
Boat Details

Boat type

Boat length: 5ft -

Price: $ - $

Crew

Manufacturer

Boat model

Filters
Filters

Boat build year: -

Amenities


1 - 12 of 22 boats

Sailing in Montauk, NY

Ready to go sailing in Montauk, NY - the charming and popular beach resort located at the tip of the South Fork of Long Island? Choose one of our boat rentals in Montauk, NY and plan a whole day on the water. Take a tour on one of our Montauk fishing boats around Gardiners Island, dock and dine on the beach, at the famous Gurney’s Inn.

Whether you want to go fishing, go on a  sailing adventure in the Napeague Bay, or just a relaxed afternoon on the water, Sailo will arrange the perfect boat rental for you in Montauk, NY.

Our local team of boating enthusiasts recommends their favorites activities: try out our Montauk fishing charters and reel in the big catch, relax aboard on one of our boat rentals, or have a fresh lobster dinner at one of the waterfront restaurants. And if you are thinking an active day out on the water, charter a fishing boat in Montauk NY, and master your fishing techniques. Read more to find out how can you make your trip memorable aboard one of our boat rentals in Montauk, NY!

 

Montauk Boat Rental Guide

There’s no better place to sail in New York than Montauk. This charming coastal destination will give you a taste of paradise, with gorgeous views of the Atlantic and countless opportunities for fun in the sun. Located on the top of Long Island’s South Fork, Montauk is nestled in the middle of the top sailing spots that Long Islandhas to offer. Whether you’re spending an entire day on the water or you’re looking for a sunset cruise before a waterfront dinner, take advantage of boat rentals in Montauk for your east coast getaway.

 

Montauk boat rentals

We offer plenty of boat rentals in Montauk ideal for your day at sea. sailboats, motor boats, party boats, and catamarans are all available for daily rentals, so you can rent a boat for two, six or eight hours at a time. While you will have an amazing day on any rental, we highly recommend renting a motor boat for a fishing charter to get an authentic Montauk experience. Montauk is known for being a fisherman’s paradise, and what better way to experience it than aboard a fishing boat like this one?

 

Things to do in Montauk

There are plenty of reasons to charter a yacht on your Montauk vacation, as it’s the perfect place for everything from sailing lessons to relaxation at sea. If you decide to try out a Montauk fishing charter, you will have a great time aboard a beautiful motor boat no matter your fishing experience. Whether you’re an experienced fisherman or this is your first time on the water, try your hand at fishing in Montauk. You may even catch your own dinner! If you’re more interested in a relaxing cruise, not to worry. Rent a boat for a half-day sunset cruise to take in gorgeous views of the Long Island coast. After, dine on delicious fresh lobster at Gosman’s or Inlet Seafood, two local favorite restaurants with views of the gorgeous harbor waterfront.

 

Other nearby locations to explore by boat

While you’re vacationing in Montauk, take your boat rental on a gorgeous daytime sail to The Hamptons. From exploring the heart of the northeast in East Hampton, to escaping city life in Southampton, to cruising Sag Harbor for a taste of what Long Island’s really about, you can’t go wrong. We suggest taking a fishing charter from Montauk and cruising to The Hamptons to try your hand at fishing throughout the Atlantic. More in the mood to relax? Book a morning sail from Montauk to Sag Harbor and take in the coastal views along the way. No matter what slip you choose, Montauk yacht charters around the rest of Long Island are the ideal way to vacation in the northeast.

 

When you should visit Montauk

The best time of year to visit Montauk is between June and September, as the weather is most temperate and enjoyable from Memorial Day to Labor Day. During those months, you can expect temperatures to range from the mid-70s to low-80s during the day. But for the best visit, we suggest going in August or September, when the temperatures are warm during the day and a little cooler at night, and accommodations are more affordable after school is back in session. Montauk is a popular tourist destination because of its beautiful oceanside location, but don’t let the crowds keep you away. Once you’re out on the water, all your worries drift away with the ocean’s tide.


Interested in booking a Montauk boat rental on your next east coast vacation? Check out this beauty for a fun-filled day at sea!