The Best Boat Rentals Near Rock Hall

38-ft Hunter 376 Sailing Adventure in Annapolis

Alberto and his wife were absolutely wonderful hosts. They were welcoming, attentive, and made sure every detail of our sailing trip felt effortless. We had the most perfect day on the water, beautiful views, great company, and an experience we’ll remember for a long time. Highly recommend their boat and hospitality.

38-ft Hunter 376 Sailing Adventure in Annapolis

Alberto was great about communicating and flexible when we had to reschedule due to bad weather the first time. He and his wife hosted us, balancing chatting and talking with them and having our own time as friends. Definitely recommend and would book again

2020 Misty Harbor Pontoon (Tritoon) for 12 people in Annapolis Area

Immaculate boat. Phillip communicated quickly, consistently, and clearly. His boat is well maintained and runs well. We were eight adults and three children and had plenty of space to sit. Beautiful day on the Chesapeake Bay left us wanting a longer trip next time!

Private Captained Annapolis Harbor Cruise – Sunrise, Sightseeing, Sunset

Stephen was a very professional and accommodating tour guide! We had a lovely time exploring some of the inner coves on Annapolis on the dinghy that you wouldn’t be able to see on foot. Stephen was very timely and communicative—answering any questions you may have and making sure you have a great experience. If you’re looking for an excursion just to get on the water, I would highly recommend!

Beneteau Oceanis 50 Cruising Yacht in Rock Hall, Maryland

This was a perfect sailing experience. The boat is immaculate, comfortable and beautiful. Captain Joe is incredibly knowledgable and fun! Everyone should get a chancw to experience this!!!!

AnnapolisBoatExperiences presents an Exclusive Sail on its Classic 37' Ketch

Highly highly recommend booking with Stephen! We had friends coming to visit from out of town and we had the most wonderful charter. Stephen was an excellent captain and very kind host. The boat itself is very cool, with plenty of room to hang on the bow (and a clean bathroom!). Can’t say enough about what a great time we had!!