Hamptons Attractions by Boat

“Out East” in the Hamptons

The Hamptons are a popular summer destination for the well-to-do from New York City and the surrounding areas. You will find beautiful beaches and top restaurants, high-end shopping, and plenty of Hamptons attractions by boat. Try Montauk fishing, go for a Sag Harbor sailing trip and have fun with watersports, or plan a trip to Shelter Island. Enjoy sailing from Southampton to Montauk for a romantic dinner. Sailo has the perfect selection of boats to take advantage of this boater’s paradise.

Marinas

Breakwater Yacht Club

Bullhead Yacht Club Inc

Captain's Cove Marina

Conscience Point Marina

Diamond Cove Marina

East Hampton Commercial Dock

East Hampton Marina

East Lake Marina

East Hampton Point Marina

Gardiner's Marina

Gone Fishing Marina

Halsey's Marina Inc

Harbor Marina

Hidden Cove Marina Inc

Long Wharf Village Pier

Maidstone Harbor

Malloy Sag Harbor Cove East

Montauk Marine Basin

Montauk Sportsmans Dock

Montauk Lake Club Marina

Offshore Sports Marina

Sag Harbor Marine Park

Sag Harbor Yacht Yard

Sag Harbor Launch, Moorings & Services

Shagwong Marina

Ship Ashore Marina

Snug Harbor Motel & Marina

Southampton Yacht Club

Star Island Yacht Club & Marina

Strong's Marine of Southamtpon

Sunset Cove Marina

The Lobster Inn

Three Mile Harbor Boat Yard

Three Mile Marina

Uihlein's Marina & Boat Rentals

Waterfront Marina

West Lake Fishing Lodge

Westlake Marina

My Mate Charters Montauk Yacht Club

Three Mile Harbor Marina

Sag Harbor Cove Yacht Club

Montauk Fishing

Montauk-fishing

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.

    Suggested Boats

  • Fish the beautiful waters of Long Island's South Fork
    $475 (per ½ day)

    Fish the beautiful waters of Long Island's South Fork
    East Hamptons, NY

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  • Amazing day fly fishing!
    $675 (per day)

    Amazing day fly fishing!
    East Hampton, NY

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  • Awesome Family Fun Fishing in the Hamptons!
    $320 (per ¼ day)

    Awesome Family Fun Fishing in the Hamptons!
    Sag Harbor, NY

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Sail Around Shelter Island

Sail-Shelter-Island

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!

    Suggested Boats

  • A Fine Yacht with an Experienced Captain
    $500 (per ¼ day)

    A Fine Yacht with an Experienced Captain
    Sag Harbor, NY

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  • Enjoy the Hamptons aboard this classic Downeaster
    $900 (per ¼ day)

    Enjoy the Hamptons aboard this classic Downeaster
    Sag Harbor, NY

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  • 50′ Jefferson: Perfect way to enjoy your vacation in New York!
    $3,111 (per ¼ day)

    50′ Jefferson: Perfect way to enjoy your vacation in New York!
    Sag Harbor, NY

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Dining in Montauk at Gosman's

Dining-Montauk

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!

    Suggested Boats

  • Try this elegant motorboat for an incredible moment on the water !
    $8,430 (per day)

    Try this elegant motorboat for an incredible moment on the water !
    Sag Harbor, NY

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  • Regal 3060 Hampton Day Trips
    $990 (per ½ day)

    Regal 3060 Hampton Day Trips
    Sag Harbor, NY

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  • Live the life you dream for in New York aboard Azimut 40
    $3,322 (per ½ day)

    Live the life you dream for in New York aboard Azimut 40
    Sag Harbor, NY

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Sag Harbor Sailing and Watersports

sag-harbor-sailing

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!

    Suggested Boats

  • Summer is here!!! Wakesurf, Wakeboard, Waterski and more!
    $740 (per ¼ day)

    Summer is here!!! Wakesurf, Wakeboard, Waterski and more!
    Sag Harbor, NY

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  • Enjoy Cruising in Sag Harbor, New York aboard Sunseeker 75
    $8,333 (per day)

    Enjoy Cruising in Sag Harbor, New York aboard Sunseeker 75
    Sag Harbor, NY

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  • Beautiful 40' catamaran available for charter in Sag Harbor
    $1,850 (per day)

    Beautiful 40' catamaran available for charter in Sag Harbor
    Sag Harbor, NY

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Block Island Day Trip

Block-Island-day-trip

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.

    Suggested Boats

  • Cruise the Hamptons in a Pristine Princess Yacht
    $4,652 (per ½ day)

    Cruise the Hamptons in a Pristine Princess Yacht
    Sag Harbor, NY

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  • Wonderful Private Luxury Sailing on a 74-foot Schooner for 6 to 41 guests.
    $2,050 (per ¼ day)

    Wonderful Private Luxury Sailing on a 74-foot Schooner for 6 to 41 guests.
    Sag Harbor, NY

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  • Best way to get relax - Climb aboard Princess 72
    $6,111 (per ½ day)

    Best way to get relax - Climb aboard Princess 72
    Sag Harbor, NY

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Experience the Good Life

hamptons-attractions-by-boat-1

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.

    Suggested Boats

  • Sail on a classy Dufour Yacht in the Hamptons
    $500 (per ¼ day)

    Sail on a classy Dufour Yacht in the Hamptons
    Sag Harbor, NY

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  • Enjoy Cruising in Sag Harbor, New York aboard Sunseeker 75
    $8,333 (per day)

    Enjoy Cruising in Sag Harbor, New York aboard Sunseeker 75
    Sag Harbor, NY

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  • Indulge in Luxury and comfort aboard Sundancer 32
    $1,889 (per ½ day)

    Indulge in Luxury and comfort aboard Sundancer 32
    Sag Harbor, NY

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