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

Three Mile Harbor Marina

My Mate Charters Montauk Yacht Club

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

  • Long Island's Fastest: Get there quicker and the lines in sooner
    $755

    Long Island's Fastest: Get there quicker and the lines in sooner
    Montauk, NY

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  • We will take you to a new era of sport fishing!
    $1,100

    We will take you to a new era of sport fishing!
    Montauk, NY

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  • Fish the beautiful waters of Long Island's South Fork
    $475

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

  • Explore Sag Harbor in a Catalina 27'
    $435

    Explore Sag Harbor in a Catalina 27'
    Sag Harbor, NY

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  • The most romantic and unique boat charter in the Hamptons!
    $915

    The most romantic and unique boat charter in the Hamptons!
    East Hampton, NY

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  • A Fine Yacht with an Experienced Captain
    $400

    A Fine Yacht with an Experienced Captain
    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

  • Motor Yachts in the Hamptons
    $2,327

    Motor Yachts in the Hamptons
    Southampton, NY

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  • Go anywhere in the Hamptons and beyond...
    $700

    Go anywhere in the Hamptons and beyond...
    Southampton, NY

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  • Spacious yacht uniquely suited for extended stays
    $4,000

    Spacious yacht uniquely suited for extended stays
    Southampton, 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

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

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  • Wakesurf, wakeboard, and waterski with pros!
    $740

    Wakesurf, wakeboard, and waterski with pros!
    Sag Harbor, NY

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  • Top of the line water sports boats and coaching
    $740

    Top of the line water sports boats and coaching
    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 Montauk in this custom built boat from the Olympics!
    $700

    Cruise Montauk in this custom built boat from the Olympics!
    Montauk, NY

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  • This 33' boat will provide an unforgettable sailing experience
    $350

    This 33' boat will provide an unforgettable sailing experience
    East Hampton, NY

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  • Sleep/Sail on a 35' Yacht in the Hamptons
    $800

    Sleep/Sail on a 35' Yacht in the Hamptons
    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

  • Turn Heads in the Hamptons aboard this Beautiful Azimut
    $9,500

    Turn Heads in the Hamptons aboard this Beautiful Azimut
    Sag Harbor, NY

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  • Classic Yacht in the Heart of the Hamptons
    $2,800

    Classic Yacht in the Heart of the Hamptons
    Sag Harbor, NY

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  • Cruise the Hamptons in a Pristine Princess Yacht
    $4,652

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

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