The Best Sailboat Rentals Near Whittington

40 ft Luxury Catamaran Sailing Yacht in Charleston

Had an amazing experience sailing around Charleston! Loved the boat and the crew!

Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor

Amazing time! Ben is a very experienced and knowledgeable captain , he taught us how to steer the boat and answered all our questions. Hes very nice and made the ride great! You also get an amazing view of the city that you can’t get anywhere else I brought my boyfriend as a birthday present and it was perfect!

Sailing on Lake Pontchartrain with 52ft Shannon Sailing Yacht!

We had a wonderful sailboat ride on the lake with Captain Jim for my husband's birthday. It was a beautiful evening and the weather was perfect! His sailboat is huge and beautiful! Thanks for a great time!

Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor

Ben was an awesome captain and a pleasure to be around during our two-hour trip. His boat is the perfect setting for a romantic date night, and I highly recommend experiencing the sunset on board, the views were absolutely amazing!

20ft Bayliner VR5 Boat in Rockville, IN

First time renting a boat through this platform - would definitely do it again. HIGHLY recommend Peter. Communication was excellent from the get go... easy to schedule, easy to pick up/meet, boat and equipment was in great condition...we had everything we needed for a great day on the lake. Would DEFINITELY rent from him again. As we stopped past the marina to fill up, the worker said, "nice boat." When we told him it was a rental he was shocked and said it was way nicer than anything they rented out. Highly recommend!

Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor

It was the perfect experience! Right from the beginning, I began steering, pulling the halyard and raising the main sail. I learned the basics easily and Ben is great to talk to because of his years of experience and pleasant demeanor. I very much enjoyed my time and even more so am happy to have learned so much so quickly. I highly recommend this for anyone trying to see what sailing is all about!