The Best Sailboat Rentals Near Oyster Bay

Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

Ian is absolutely wonderful. I wanted to celebrate my 30th birthday and it was a rainy weekend, and Ian was SUPER FLEXIBLE in booking around good weather, like he truly and genuinely cared about us having a good experience. Great human!!!

Sail From Northport or Huntington, NY - $200/Hour - $33.33/Per Person

Amazing day on the water! Mark was super responsive from the moment I booked all the way through to our charter. We had an absolute blast as a group of friends sailing, swimming, laughing, drinking, and Mark was vital to making it a memorable experience. Would highly recommend Mark and will use him again!

Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis

Steven was an excellent host! He answered all of our questions up to the trip and met us on the dock when we got there. The boat was great and the trip was exciting, he even let us help sail! All the views were great and we loved the whole experience!

Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis

Four of us went out with Captain Steve for a 3 hour sunset sail. It was calm when we got on the boat. A light breeze picked up once we got underway. We sailed out of Manhasset Bay into the LI Sound. We first headed towards the Throgs Neck Bridge. When we got abreast of Kings Point and the Merchant Marine Academy, we turned around and headed back east. Steve pointed out the various islands (e.g., Hart Island) and lighthouses and coastal points (Connecticut, Larchmont, the Bronx, Whitestone and Throgs Neck Bridges, Merchant Marine Academy, Manhattan skyline in the distance, etc.) we saw, providing appropriate history and commentary along the way. He answered numerous questions. He was a most amiable host. The boat was in great shape, clean and well maintained. We recommend this experience most highly.

Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

Marco was a wonderful captain and we had a great time watching fireworks from Todd's Point on the water. He piloted the ship safely and got us "front row seats" for the show. He also was mindful of other boaters in the area and got us out before the show ended so we weren't stuck or in danger. This was a surprise for my partner and Marco made it so worth the wait to reveal that we were going on an adventure in this beautifully renovated, fully equipped and well maintained ship. Would do this trip over 100 times! I highly recommend Marco for anyone that wants a safe, comfortable, and truly special time on the water.

Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

Marco is the perfect captain. Extremely knowledgeable about boats, navigates the waterways with great confidence, and truly loves what he does. The boat is very clean, maintained beautifully, and the day was perfect. I would definitely sail with Marco again. Great experience!