The Best Sailboat Rentals Near Mayo

Charter 42' Lagoon Catamaran in Annapolis, MD

We had an amazing day on the bay with Captain Adam! He was super communicative leading up to the trip, providing amazing instruction to make it as easy as possible to get aboard. While on board the vessel was very clean and comfortable and he and his team were knowledgeable about the area. Highly recommend! They’re lovely!

34' Hunter Cruising Monohull In Rock Hall, Maryland United States

Our group of four had a great three days onboard the Icarus. The boat was easy to sail and operate. No problems motoring around in the marinas, steers easy in reverse too. Jim was a great host, very responsive and knowledgeable. Highly recommend his boat to sail the Chesapeake!

Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

Ian is the absolute best! He took us out for an amazing trip and we had the best time ever! He knows what he’s talking about when he says “you should see new york city at night”!

56' SeaRay Yacht in New York!

We had an absolutely fantastic day out on the water with this private boat. From start to finish, everything was well organized, relaxing, and enjoyable. The boat was clean, comfortable, and perfect for taking in the beautiful scenery. Our captain was friendly, knowledgeable, and made sure everyone felt welcome and safe throughout the trip. We loved having the flexibility of a private boat, allowing us to explore at our own pace and enjoy some truly memorable views. We would highly recommend to anyone looking for a fun, relaxing, and personalized day on the water. We can't wait to do it again!

38-ft Hunter 376 Sailing Adventure in Annapolis

Alberto and Grace were the perfect team. They are kind, knowledgeable, respectful, communicative, safe and I would recommend them to anyone. This was our first time sailing in Annapolis, and we could not have asked for a better experience. We hope to share future experiences with them. Everything was perfect.

Private Sail from Brooklyn Bridge Park

We loved getting up close to the statue of liberty ! Mike really showed us some beautiful sights! He was so great! Excellent experience top to bottom!