Hamptons Attractions by Boat

Montauk is a fisherman’s paradise, and as a result, it is home to the largest commercial and recreational fishing fleet in New York State. Part of Hamptons attractions by boat, Sailo offers custom fishing adventures based on your level of experience and what you are looking to catch. The area is especially well known for its striped bass fishing. While you are out on the water, make sure you see Montauk Point Light which is the fourth oldest active lighthouse in the United States.

Shelter Island is nestled between the North and South forks of Long Island. Your best bet is to charter a boat out from Sag Harbor. You can also choose to take a leisurely approach, and sail around Gardiners Bay or the Shelter Island Sound for a while. Once on the island, you can enjoy a picnic on the beach. If you’d prefer a more active day, head out kayaking, paddle boarding, or waterskiing on a memorable Sag Harbor sailing adventure. Don’t miss a stop at Sunset Beach at the end of your day!

This waterfront restaurant offers a great place to watch the fishing boats heading in and out of Lake Montauk and it’s the perfect destination is you go sailing from Southampton. The menu has an excellent selection of seafood, and the surrounding area offers a nice place for a walk among the small shops. In addition to the food and shopping, Gosman’s dock is also the perfect spot to have a few drinks while watching the sunset. This favorite locale is a Hamptons must!

Don’t miss going out on a Sag Harbor sailing trip and get your adrenaline pumping with a wide variety of watersports from wakeboarding and surf boarding, to waterskiing and tubing. Sailo has the perfect selection of boats to learn new tricks or get instruction and coaching for your kids. If you are seeking adventure, water toys, or want to learn a new hobby, this is the perfect destination for you and a favorite on our list of Hamptons attractions by boat!

Block Island is one of New England’s premier boating destinations. From the minute you sail into New Harbor, you will be captivated by this small island. Make sure you grab a mudslide from The Oar before setting off to explore. Whether you are looking for biking, fishing, swimming, dining, or just exploring, Block Island offers something for everyone. Just 15 nautical miles from Montauk, you will be there and enjoying the day in no time. time.

Many celebrities, titans of business, and New Yorkers call The Hamptons their home each weekend during the summer months. Luxury cars dot the parking lots, and high-end stores line the main streets. Why not experience a taste of the good life for the day by chartering a luxury yacht to explore the local waters and sites. Anchor in a cove and enjoy the water toys, or watch the sunset from the aft deck. You will feel like you have entered the Forbes 500 when you charter a yacht out East.