The Best Sailboat Rentals Near Milton

Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

HIGHLY recommend Capt Joe for a fantastic sailing experience out of Rock Hall. Joe worked with us to get a last-minute booking when another booking fell through. He and his crew are experts and you will not be disappointed. He let us take the helm and participate as much or as little as we wanted to. Sol Searcher is a beautiful, well-equipped boat - plenty of comfort and speed (wind dependent of course.)

35ft C&C 35 Sailboat in Toronto

We (dad+mom+7yo son) had an amazing 2-hour trip with Peter in Sep 2024! Enjoyed very much every minute of it. Learned a lot about sailing and had a chance to try it out under the captain's guidance. And we really really enjoyed the conversation with Peter. I definitely recommend Peter and his boat "Restless" !

35ft C&C 35 Sailboat in Toronto

I had an amazing experience with Peter and Simon. Would recommend this experience to anyone.

35ft C&C 35 Sailboat in Toronto

We had so much fun sailing with Captain Peter on the Restless. We booked with Peter for our wedding photoshoot and we had the best time sailing at sunset. Peter was very good at communicating with us prior to the booking to make sure everything went smoothly. Peter is very knowledgeable and kind and we would definitely recommend booking with him!

35ft C&C 35 Sailboat in Toronto

A very kind, respectable and accommodating person that our captain Peter is, also a man with a vast experience of adventurous travel. He made our sailboat experience a mesmerizing one. Thanks for having us aboard ’Restless’.

Hunter 43 Sailing Yacht in Oakville, Ontario

I will definitely be a repeat customer. Beautiful experience with the wind in the sails and the silence on the water. If you want to enjoy the scenic views of nature then there is nothing better than riding over the water using only the wind. David made it easy for the whole family.