My boyfriend and I decided to do this sailing trip as a fun activity while visiting Montauk. He called and spoke to the Captain who was really friendly and descriptive with all the information. I called too and he was very helpful with what to bring and what to expect. We had a private tour that day, along with Captain... More

Had a wonderful time with Capt Dave. It was our daughter's first sail and she loved it!! A nice relaxing intimate sail, spectacular views and you can't beat the price :) More

My husband and I drove up to Montauk on a whim in search of a great seafood lunch. We decided we wanted to go sailing last minute and came across Sailing Montauk and Capt. David. He took our last minute request and off we were to sail. David was such a great host and captain. He put my husband to... More

Our family had a wonderful time with Captain Ryan on Intemperance, we were made to feel very welcome, all the details were looked after and pretty much all we took along were our towels. The boat felt very safe and our kids had a lots of fun having a go being "hands on" sailors. Montauk and surrounds is very beautiful... More

Sailing Montauk had just the right mix! Captain David Ryan inspired confidence so I could fully relax and enjoy Montauk's spectacular coastal beauty. At the same time, Captain David was so engaging! He clearly loves to share his passion for the ocean and for his local community with his guests. I highly recommend a trip with Sailing Montauk! More