5 (1)
Long Island
Oyster Bay Sailing: 2-Hour Private Harbor Cruise
120
Overview
Oyster Bay Two Hour Sailing Experience offers a peaceful escape on the water. This private sailing charter on Long Island's Gold Coast lets visitors unwind away from busy city life. Oyster Bay is famous for pretty sunsets, lots of different animals, and big, fancy houses along the bay.
Sail with up to six people on the WINDSWEPT, a 36-foot Jeanneau sailboat. It’s great for celebrating special times, having fun with family and friends, or even hosting work events. Visitors can choose how they want to enjoy their time. They can sunbathe, help sail the boat, or go for a swim using the included paddle board and floats.
The boat has everything needed for a great time, like a swim platform, a stereo that connects to Bluetooth, and even a cooler. A captain who knows Oyster Bay Harbor and Long Island Sound really well will be there to guide the journey. Many visitors appreciate the beauty of the waterfront estates and the chance to relax on the water. Some travelers come from New York City, taking the Long Island Railroad (LIRR) from Penn Station right to the Oyster Bay stop, which is close to the marina. 
Highlights
Sail Oyster Bay Harbor: See beautiful waterfront homes and enjoy the scenery.
Relax on a Private Charter: Enjoy a boat all to themselves, perfect for families or friends.
Swim and Paddle Board: Cool off in the water with provided equipment.
Enjoy a Sunset Cruise: Watch the amazing sunset views over Oyster Bay.
Sentiment Analysis
Customers generally had a fantastic experience, praising the beautiful scenery, fun activities, and knowledgeable captains. The boat's comfort and cleanliness also contributed to positive reviews.
Customers loved the beautiful views and relaxing atmosphere.
Many enjoyed swimming and using the paddle board.
Friendly and skilled captains made the experience special.
The boat was clean, comfortable, and well-equipped.
Some customers wished the sailing portion was longer.
A few mentioned that weather impacted their planned activities.
The Journey
Oyster Bay Harbor
Oyster Bay Harbor offers a scenic escape with beautiful sunsets, diverse wildlife, and views of impressive waterfront estates. Known for its natural beauty and historic charm, it's a popular destination for sailing and other water activities.
Long Island's Gold Coast
Long Island's Gold Coast is renowned for its luxurious waterfront properties and scenic coastline. Sailing along this coast provides stunning views of historic estates and natural landscapes.
WINDSWEPT (Jeanneau 36ft)
WINDSWEPT is a meticulously maintained 36ft Jeanneau sailboat equipped with modern amenities, including a shaded cockpit, swim platform, Bluetooth stereo, refrigeration, and a cooler. It provides a comfortable and enjoyable sailing experience for up to six guests.
Know Before You Go
This experience includes a USCG licensed captain, fuel, bottled water, ice, and the use of a Bluetooth stereo, pool floats, and a stand-up paddleboard. It does not include food or drinks beyond bottled water and ice. Transportation to and from the marina is not included. The meeting point is at the designated marina in Oyster Bay.
Hot Tip
Many visitors suggest bringing extra drinks and snacks to enjoy during the sail. Checking the weather forecast beforehand is also a good idea to plan activities accordingly. Sunscreen and hats are recommended to protect from the sun.
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