The Best Sailboat Rentals Near Philadelphia

38' Hunter 376 Cruising Monohull in Annapolis, Maryland

Our family of four, who are experienced sailors, appreciated the opportunity to sail with Alberto and his lovely wife, who shared lots of great stories and reflections of sailing on the Bay. The boat was perfect for a day of sailing, and exactly how described on the website. It was clean and comfortable and we felt completely welcomed, and were able to participate in sailing activities as we desired, while also relaxing and enjoying some downtime. Great time sailing!

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.)

38' Hunter 376 Cruising Monohull in Annapolis, Maryland

Captain Alberto and Grace were amazing, and helped with a very romantic sunset sail. The were ver gracious, accommodating, and knowledgeable. If we get the chance we will definitely come back and hire them again!

Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

Ian is absolutely wonderful. I wanted to celebrate my 30th birthday and it was a rainy weekend, and Ian was SUPER FLEXIBLE in booking around good weather, like he truly and genuinely cared about us having a good experience. Great human!!!

Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

Ian did a great job with our trip. He was able to show us all around nyc and even though we were running close to the sunset, he was able to get us out on the water in time to watch. The boat ride was smooth, he was very accomodating. It was fun chatting with him and he came prepared with blankets, jackets, water if needed. The boat trip itself was smooth with no issues. Would definitely book again, if needed and highly recommend!

Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

We had an amazing experience with Ian! The boat was beautiful and the route we took was too! Ian made sure we were comfortable the whole time, and took good care of us. We couldn’t have asked for any more, it was perfect. Thank you!!