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Longshore Sailing School

4.5 (33 reviews)
Closed 11:00 am - 5:00 pm

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The Fellas!
Michael I.

I have been a huge fan of LSS for more than 25 years! Their educational programs are top notch! They bring the fun and the emphasis on safety. Their on-line rental reservation. program is a new and welcome feature.

fantastic rentals amazing and easy service.

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10 months ago

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2 years ago

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Jane P.

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11 months ago

quality equipment, friendly and knowledgeable staff. fair price. have rented many times and will do so again for kayaks and sailing

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Jane P.

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2 years ago

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Jane P.

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2 years ago

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3 years ago

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5 years ago

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3 years ago

A professional, bright, safety conscious bunch....OMG...These guys are the absolute BEST!

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3 years ago

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5 years ago

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4 years ago

Super convenient and a great choice of well-maintained rental sailboats.

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5 years ago

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6 years ago

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4 years ago

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9 years ago

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5 years ago

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15 years ago

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8 years ago

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6 years ago

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5 years ago

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6 years ago

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6 years ago

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5 years ago

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6 years ago

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5 years ago

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6 years ago

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14 years ago

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6 years ago

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9 years ago

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7 years ago

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8 years ago

Really good place overall, nice people with white shirts, they had great service towards me while I was renting the canoe.

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11 years ago

Paddle surfed here for the first time. Had a great time during a lovely Sunday afternoon. Fun time to spend with family or friends!

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14 years ago

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Review Highlights - Longshore Sailing School

We always have the best time kayaking and pattleboarding or sailing a hobie getaway with an instructor.

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Stony Brook Harbor Kayak & Paddleboard Rentals

Stony Brook Harbor Kayak & Paddleboard Rentals

4.9(11 reviews)
17.4 mi

What an amazing first experience! For years I've been wanting to try this place out and we finally…read moredid. We rented paddle boards for a great fee. They gave great information upon booking the reservation on the phone. Parking was very easy but depending what time you go I'd go sooner for parking! The women who checked us in was very sweet. She explained everything to us. She told us where to go and how to stay safe. The man who got us on the boards was equally as nice. He gave us a quick course on how to use the boards. The boards were much easy than I thought. I felt secure and got the hang of it pretty quickly. We paddled to an amazing area with a waterfall and past some beautiful houses and shoreline. I loved that you could kneel , lay , stand and just float in the water. It was definitely a fun day and I can't wait to do it again.

This has become a summer tradition; have been both kayaking and SUP. Went out on the water again…read moretoday and truly enjoyed taking in the beautiful scenery and just being out on the water on a blistering hot day. They've got an informative video if you're unfamiliar with the area and they're always happy to give you pointers. Sign up is easy. Equipment is clean and in good condition. The other folks out on the water are always so nice as well helping one another out with pictures...it's a great clientele. Do yourself a favor and go out and enjoy all that is summertime!

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Stony Brook Harbor Kayak & Paddleboard Rentals
Stony Brook Harbor Kayak & Paddleboard Rentals
Stony Brook Harbor Kayak & Paddleboard Rentals

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Norwalk Sailing School - Norwalk Sailing School

Norwalk Sailing School

3.0(4 reviews)
2.3 mi

On a Wednesday we booked a sailing lesson (3 hours for 2 people) for 2pm on a Saturday. They called…read morearound 11am same day of lesson asking to move the lesson to 3pm. Fine. We drive up to Norwalk (we live an hour away) and 20 min before the lesson they cancel because there was no instructor to teach. What a joke. I think they have high school kids working there with no expertise with customer service or running a business. Don't waste your time.

IF I COULD LEAVE ZERO STARS I WOULD…read more I am a Marine Corps Veteran with a REGISTERED Service K-9. I was refused service without consideration and berated by who I am assuming was the owner or manager in front of other patrons and the staff. Let start from the beginning. Norwalk Sailing School lies within a park that charges for parking for non Norwalk residents (which was not disclosed on there website). This park also prohibits pets. So, after paying to get into the park and verifying my K-9's credentials we were in. We then arrived at Norwalk Sailing School. I left my K-9 in the truck while we payed and filled out paperwork. This was to avoid any crowds and children that my be over curious of the K-9. After the paperwork was done the young man told me it would be about 30 min. Which I was fine with because we didn't have a reservation but were still getting the boat we wanted. So we returned to the truck to get our things and my K-9. We then proceeded to walk around the sailing school and to watch the other people and boats. After about 20 mins we then walked back into the staging area to get ready. As soon as we got there an older, short, tan gentleman who I am assuming is the owner or manager began berating me without warrant or instigation. "THAT DOG CANT BE HERE." "MY INSURANCE DOESN'T COVER DOGS/PROPERTY." "WHAT SERVICE COULD A DOG PROVIDE ON A BOAT?" "I DONT WANT IT TO DAMAGE MY PROPERTY." "IT WONT BE COMFORTABLE ON A BOAT ANYWAYS." "YOUR JUST TRYING TO BE SLIPPERY." "I DON'T CARE IF ITS A SERVICE ANIMAL, GET IT OUT OF HERE." "GET OUT OF HERE." So we went to LONGSHORE SAILING SCHOOL instead. There the staff was very considerate, and helpful. And gave me or my K-9 any problems. Oh yeah and it ended up being cheaper also. I highly recommend LONGSHORE SAILING SCHOOL.

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Norwalk Sailing School
Norwalk Sailing School

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JK KAYAK & SUP - Cold Spring Harbor SUP

JK KAYAK & SUP

4.9(51 reviews)
17.3 mi

What a great experience we had with JK Kayak and SUP. This was our first time kayaking and we…read morewere in great hands with Joe and Connor. The website provided all the information we needed to be prepared for our adventure. Upon arrival, Joe and Connor got us fitted with our safety vests and our kayaks and then gave us lessons on how to use the paddle, get in/out of the kayak and provided general navigation and waterway guidance; from there we were off and loving life! We kayaked in Cold Spring Harbor just behind the lab and had an awesome time. It was so relaxing and quiet as we glided across the water. Joe led us in the front and Connor picked up the rear so we always felt safe and in good hands. Since this was our first time, we opted for a 1hour lesson/tour and Joe told us that most of his customers, at the end of the tour, say they wanted more time. We all felt the same way and can't wait to go back. If you're thinking about kayaking... go for it and definitely do it with JK Kayak & SUP. You won't be disappointed. Thanks Joe and Connor for such a fun afternoon!!!

My 13-year old nephew and I had a great time on our 2-hour tour with Joe. My nephew was I…read morefirst-time kayaker, and Joe patiently taught him the ins and outs of getting around. Joe was also very knowledgeable about the geography, wildlife, and history of the area. Our next trip is already booked!

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JK KAYAK & SUP - Southampton

Southampton

JK KAYAK & SUP - Refreshing dip off SUP board in Cold Spring Harbor

Refreshing dip off SUP board in Cold Spring Harbor

JK KAYAK & SUP - Cold Spring Harbor SUP

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Cold Spring Harbor SUP

Longshore Sailing School - sailing - Updated May 2026

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