The Best Sailboat Rentals Near Essex

Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

Ian and Kim were fantastic hosts, captain and first mate! We used Ian’s vessel for a music video shoot, and not only were they helpful and accommodating, but happy to have us aboard and a part of our production. I highly recommend booking with Ian for a similar situation or if you just wanted a fun outing with some good friends!

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.)

Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

What a gorgeous day on the water aboard Sol Searcher! Captain Joe was an awesome host for our day! Peaceful, serene and exactly what we were hoping for to bring the summer to a close. What a lovely world we have to enjoy when we step away from the hustle of life and take the opportunity to take in all that it has to offer. Thank you Capt’n Joe for a wonderful sailing experience. Until we meet again, Loretta and Greg

Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

For our wedding anniversary, I wanted to try to do something that we'd never done before. Getting a chartered boat for a day cruise along the Chesapeake Bay was certainly a memorable way to spend the day, in no small part due to the efforts of Cap'n Joe. The weather was wonderful, which he had nothing to do with, but he took us on a wonderful round trip on the Bay so we could get back to our son on-time in the evening. The vessel was magnificent! It was well worth the expense and was honestly impressive. I'd definitely do this again with friends. Simply outstanding.

Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

Sailing with Captain Joe was like spending an afternoon sailing with your buddy Joe. Friendly, gracious, knowledgeable, and highly skilled Joe made for a relaxing and enjoyable sail. The Beneteau is a very comfortable and roomy boat and we would definitely book another sail with him!

Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

We had a great afternoon sail with Captain Joe, followed by some swimming off the boat at the end of the day. Our three kids had a great time, from some time at the helm, hanging out on the bow, and swimming at the end of the day, we all enjoyed every moment. Captain Joe was attentive, a great communicator, and flexible in figuring out the itinerary. I highly recommend a sail on the bay with Captain Joe!