The Best Boat Rentals Near Dalmatia

Exclusive Private Annapolis Sailing Experience on a Classic 37' Nauticat 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!!

Pontoon w/ waterslide! Unforgettable fun on Delaware. Gas & Captain included

5 stars is not enough for Kostas!! We booked this boat day for our friend’s bachelorette and it was the best part of the entire trip. He had so much for us to do: tubing, a raft, paddleboarding, jumping off the boat, and a slide. The boat was clean and spacious and the water was perfect. Kostas was SO friendly, energetic, and helpful from the second we got on. He immediately made our whole group feel comfortable and matched our crazy energy perfectly. He let us control the music, demonstrated jumping off the boat, and laughed along with every ridiculous joke we made. But the best part was that we had a whole dance for the bachelorette and this man actually did it with us. Even after four hours of our absolute chaos, he walked us back to the parking lot, took pictures with us, posed with a picture of the groom, and signed our tshirts because we asked him to LOL. Kostas wasn’t just the person driving the boat, he genuinely made the experience what it was. We have not stopped talking about how much fun we had. If you’re planning a girls’ trip or just a fun day, BOOK WITH KOSTAS. 100000/10.

Exclusive Private Annapolis Sailing Experience on a Classic 37' Nauticat Ketch

Not sure I can say enough about how absolutely incredible our experience was with Steve. Boat was perfect. Communication was perfect. But the experience was incredible! He took my wife, two sons and I out to the Wednesday night races in Annapolis, and we got to engage right into the races, feel the speed of the boats, see the tight turns, and it’s an experience my sons will not forget. Can’t recommend highly enough.

Exclusive Private Annapolis Sailing Experience on a Classic 37' Nauticat Ketch

Stephen was wonderful! A few days before our sailing trip, the weather forecast looked questionable, but he stayed in touch the entire time, offering to start earlier or even reschedule for a different day if needed. He was incredibly flexible and genuinely wanted to make sure we had the best possible experience. Thanks to his communication and commitment, we had a fantastic trip. I highly recommend sailing with Stephen!

Private Captained Annapolis Harbor Cruise – Sunrise, Sightseeing, Sunset

Stephen is the type of guy who makes the whole experience of boating on the water a once-in-a-lifetime feat. From his warm demeanor to his approach to helping each guest he takes on, to his allowance of people driving his own boat, his guidance along the way makes each and every guest wanting to come back for more. As soon as he met me outside the marina, he steered us on his boat into the waters of Annapolis Harbor, and did not hesitate to explain the landmarks we would be seeing alongside how boating actually works. For a newbie, he guided me on the logistics of how to drive his boat, which is something I thought was very warm and interesting. Stephen is an extremely friendly guy and is willing to do anything it takes to make his guests feel respected, relaxed and willing to know all about “the way of the water”. I learned a lot from him, and was left feeling fulfilled by my visit. I highly recommend Stephen to anyone who wants to do boating on the waters of Annapolis because he is a very knowledgeable and friendly person who always goes the extra mile.

Luxury SeaRay Yacht with Captain | Explore the Annapolis Waterways

The best boat experience I’ve had. The boat is nice and clean. Captain McCoy makes you feel safe and comfortable the entire time. Will definitely book again if I’m ever back in the area.