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    Browse Boat Rentals in Sag Harbor.

    Average of 23 reviews in this area.
    1 - 18 of 20 listings
    "KINGFISHER" 50' Huckins Corinthian
    hour$1,270
    Super Owner12 guests

    "KINGFISHER" 50' Huckins Corinthian

    42' Catalina Sailing Yacht in the Hamptons
    hour$300
    6 guests

    42' Catalina Sailing Yacht in the Hamptons

    Monterey 288ss Sleek Speedboat in Sag Harbor, New York
    hour$500
    10 guests

    Monterey 288ss Sleek Speedboat in Sag Harbor, New York

    Incredible Leader 33 For Charter in Sag Harbor!
    hour$880
    10 guests

    Incredible Leader 33 For Charter in Sag Harbor!

    Beneteau 57' Luxury Sailing in Sag Harbor
    hour$750
    10 guests

    Beneteau 57' Luxury Sailing in Sag Harbor

    Charming Classic Lyman 19 in Sag Harbor, New York
    hour$400
    6 guests

    Charming Classic Lyman 19 in Sag Harbor, New York

    29' Stylish Chaparral Cruiser in Sag Harbor, New York!
    hour$450
    6 guests

    29' Stylish Chaparral Cruiser in Sag Harbor, New York!

    20 results

    Sag Harbor Boat Rentals

    Renting a boat and cruising from Sag Harbor Bay into the Peconic River is one of the best ways to relax and enjoy the beauty that this region of New York has to offer. Find a yacht charter or sailing charter to explore during the summertime in Sag Harbor. Sailboat rentals are a popular choice in Sag Harbor, as well as captained yacht charters cruising in luxury. Letting the wind take you on a catamaran or a sailboat is a luxurious way to enjoy the east coast that many people on their summer holiday have while visiting Sag Harbor.

    Chartering a catamaran in Sag Harbor is a great way to host an event too. Have your wedding or private corporate event catered on a yacht or sailing catamaran, with a captain and crew to work out all the details of your itinerary.

    Wooden schooners are an iconic boat to rent or charter while in Sag Harbor. Explore in style with a captain to take you past all the elegant summer cities on Long Island. You’ll experience the grand feeling of sailing like a king on the Atlantic, soaking up the sun from the deck of a boat.

    Nearby stops you can have while on a boating tour from Sag Harbor include Shelter Island, Ram Island County Park, Plum Island and Gardiners Island. These spots are excellent to enjoy as you cruise by, or you can park your boat and explore a bit more on foot. Admire the impressive mansions that line the coast of these spots.

    Boating Events in Sag Harbor

    The Hampton Yacht Club hosts various sailing events, both for adults and youth, throughout the summer season. Enjoy watching a regatta from the shore around this yacht club, as white sails take over the harbor and fly through the water. Sag Harbor Yacht Club also puts on races, dock parties, and hosts fireworks displays.

    If you’re caught in the rain in Sag Harbor, head to the Bay Street Theatre for a performance. This is one of the main attractions of Sag Harbor, it’s an iconic theater with a great variety of shows throughout the year.

    About Sag Harbor

    Sag Harbor is a neighborhood of The Hamptons in Long Island, New York. It’s an iconic and historic village area, built initially on the whaling industry and is now noted for its landmark buildings, quaint charm, and beautiful beaches that come alive during the summer months.

    The best time of year to visit Sag Harbor is during the summer. These months are the busiest for tourism, but it’s well worth it to enjoy time on a boat or at the beach. The entirety of Long Island comes alive with celebrities and locals alike, escaping the cramped, overheated spaces of the city in favor of ocean breezes and resort. The winters are cold and dreary, sometimes with snow. The late spring and early autumn months can be a great alternative to peak summer if you’re looking to save a bit of money, avoid crowds, and see the beautiful change of colors that New England is so famous for.

    To get to Sag Harbor, the easiest way is to take a flight to one of the major airports in New York City, LaGuardia or JFK, and then rent a car and drive through Long Island.

    Top destinations nearby

    GetMyBoat customer reviews for boat rentals in Sag Harbor.

    1. JL
      Jaina
      Large Modern Luxury Down-east Schooner Perfect for Private Sails and Events

      We had the best time with Captain Toby. The boat was absolutely beautiful, and the staff was very attentive. We loved getting to cruise with this awesome team. It was the highlight of our weekend!

    2. Ilona
      Ilona
      42' Catalina Sailing Yacht in the Hamptons

      We had a great day out on the water with Nate! He was very flexible with starting a bit later due to the weather and had great communication overall. He and his crew are very kind and professional. The boat is great and this is a must-do while you are in the Hamptons!

    3. JL
      Jessica
      42' Catalina Sailing Yacht in the Hamptons

      Our trip with Nate was awesome. He is a great host and made our trip incredibly comfortable and fun. He took us on a great route - where we were able to swim in clear waters, and get a good view of surrounding areas. Highly recommend! Went way above our expectations!

    4. Mayuri
      Mayuri
      Large Modern Luxury Down-east Schooner Perfect for Private Sails and Events

      If you are looking for an amazing time, do not hesitate booking the Luna! Toby and his staff take care of you every step of the way. The boat is well equipped with servingware, water, and ice for your event. Fun bean bags are plenty aboard. Our guests enjoyed the awning and swim spot on a hot day, as well. Just a fabulous experience from start to finish!

    5. JP
      Julia
      36ft Marlinspike Center Console Boat Charter in Sag Harbor, New York

      Captain Hagan was a wonderful host on his boat for my friends and I. We got to anchor and explore a little remote island and showed us a few famous homes along the trip. We would use him again in a heartbeat for our next trip!

    6. CF
      Christian
      42' Catalina Sailing Yacht in the Hamptons

      Had a fantastic time with Nate on his sailboat. Our group arrived late and he was able to keep us out for an additional hour. Very considerate and friendly, enjoyed hearing about his sailing adventures. Hope to be back!