Great sailboat rentals near Southampton, New York.

Sailing Reviews in Southampton

1. LE

   Lara

   41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

   My girlfriends and I had the best time celebrating a bachelorette party with Captain Brian and his beautiful boat! From the very start Brian had quick communication and was helpful answering our questions. The actual boat was so nice, with a rustic charm. It comfortably fit all 10 girls. Brian made the day extra special - he’s so kind and fun. Would definitely recommend to this others and even hope to do another trip again!

2. EC

   Emily

   42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)

   Nate and Jaime were the absolute best from start to finish! Super great communication and excellent service - loved the swimming spot and how knowledgeable Nate was about the area and other boats. Exceeded our expectations, will definitely book with Nate again!

3. KH

   Katy

   42' Catalina Sailing Yacht in the Hamptons - For a perfect day on the water /)

   We are so happy we chose to book with Nate! The communication was clear and concise, we knew exactly where to go when our trip came! Nate and crew were beyond accommodating and the boat is so charming! This made our trip so special!

4. DK

   Dmitri

   Charter 36ft Sloop In Westbrook, Connecticut

   We had a fantastic 2-hour sail out of Westbrook! The boat was in great shape, and Captain Joy was a Joy to sail with: she was professional, friendly, and very experienced. She made us feel safe and relaxed the entire time, and even shared some interesting local facts and recommendations along the way. The views were beautiful and the whole trip was smooth and enjoyable. Highly recommend booking with this captain – we’ll definitely be back!

5. MM

   Molly

   Classic Beauty: Nautor Swan 46' Bluewater Cruiser, Sag Harbor, New York

   Captain Alan and his boat are incredible!! We brought a group of girls for a bachelorette trip and spending the day out on the water was SO much fun. Captain Alan was so communicative and helpful throughout the process and leading up to the day of our charter. He had everything we could have needed on board and was so helpful the whole trip!! His deckie was also so incredibly helpful - we could not have asked for a better time!!! He even had floats and a paddleboard to use which was awesome. Highly recommend to anyone looking for a fun day on the water!! 10/10, no notes!!

6. SM

   Shannon

   41' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

   Brian was amazing! From the booking to our trip, he was great to work with. Professional and fun. We would recommend him to anyone. Thanks Brian!!