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.)

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.

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

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

I rented the boat for a birthday celebration. We had a wonderful time. We brought pizza, drinks, and music and cruised Lake Ontario. Our pizza delivery was running a bit late, and Peter was so relaxed about it. The only downside is that it was tight for the six of us. The birthday boy is big, and he found the seating uncomfortable. He enjoyed the trip, and this completely falls on me. I knew it would be close quarters going on the boat, but Peter was the only person who enthusiastically answered me out of approx. 25 requests. How could we not go on his boat? I can't say enough good things about Peter and his beautiful sailboat. The boat is clean and beautifully maintained. He involved us in the sailing, and we really enjoyed the process. You won't do better if you want to charter a sailboat for a few people. Peter is flexible and very reasonable. It is a memory we will all cherish. Thank you, Peter. I'm sure we will see you again.

35ft C&C 35 Sailboat in Toronto

I recently had the pleasure of sailing with Captain Peter; I can’t recommend him highly enough. From the moment we set sail to the end of our journey, Peter’s kindness and expertise were evident. His deep knowledge of sailing and the local waters made the trip both enjoyable and educational. His friendly demeanor and attentiveness ensured a fantastic experience for everyone on board. If you’re looking for a top-notch captain who combines skill with genuine care for his passengers, Peter is the perfect choice.