The Best Sailboat Rentals Near Montreal

43' Sailboat, Bristol RI & Beyond

Table for Two and Captain Francis make for a great sail. We have sailed with him multiple times and will continue to do so yearly for our family sailing vacation. Safety, value, and his knowledge of sailing globally make it a great time and experience we return back to every year. I highly recommend his services.

Spectacular Sailing in Newport, RI Aboard our 36' Catalina Sailing Yacht

Captain Dave is awesome. He’s knowledgeable, accommodating, friendly and down to earth. My 5 friends and I had an amazing time sailing in Newport as part of a Bachelorette party, but we all agreed we would do it again any time because it was so fun! I’d highly recommend this experience to anyone!

Cal 36 Sailboat Rental in Marblehead, Massachusetts

We had a great day on the water with Captain Alan. Highly recommend this charter. Captain Alan is a knowledgeable and affable sailor. The trip consisted of myself and my wife, our twenty two year old daughter, and her two friends; the boat was easily accommodated all of us, Captain Alan and his first mate. Highly recommend Marblehead and the North Shore area for convenient and scenic sailing. We were even able to swim off the boat. Great day!

42ft J Boat Sailing Yacht in Newport, Rhode Island

Anthony was kind enough to take us out on super short notice when a different boat canceled us. We were traveling for the sole purpose of an afternoon sail and had nonrefundable travel and hotel. i am so grateful the other boat canceled because Anthony and his J42 were simply the best! i recommend him highly to anyone who wants to sail. He appeals to all levels of sailors and has great knowledge of the area and is willing to share. We got some history lessons as well as the sail. Fantastic!

Sunfish Sailboat on Merrymeeting Lake in New Hampshire

Had a great day out on Matthew’s lovely sunfish. Matt was very communicative and also offered us an alternative activity in case of no wind. Thankfully, the wind filled and my mom and I had a great day of sailing on beautiful MerryMeeting Lake! Matt was very pleasant to talk with and answered all of our questions about the area and the boat. We will definitely be back and would encourage others to rent this boat from Matt!

Cal 36 Sailboat Rental in Marblehead, Massachusetts

Outstanding captain, flexible schedule, based on wind conditions. Knowledgeable captain, plan b to view the seals during calm wind conditions, that kept my grandsons (8,10) entertained. First mate Mable , very helpful, both with the boat and the boys.