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One of the best experiences you can have on the east coast of the United States is a boat rental on the Chesapeake Bay. Book a sailboat charter for an all-encompassing tour of the bay and see the stunning shoreline from the water. Boat tours and fishing on the Chesapeake Bay are not only great for tourists but are also fabulous experiences for life-long locals to enjoy in the summer. There are many water tours and types of boating experiences you can have on the Chesapeake Bay. Choose from pontoon rentals, sailboat rentals, bareboat rentals, yacht charters and even houseboat rentals.
Absolutely wonderful experience!! Captain Alberto and his wife, Grace, are lovely hosts on their sailboat. We were worried about rain and they offered for us to leave the dock early. They were incredibly kind and interesting—we learned a bit about sailing, we even got to drive the boat once we were in open space! We toured Back Creek, downtown past Ego Alley and the Naval Academy then crossed the Chesapeake. The boat itself is large and beautiful. We enjoyed the seating area in the back and also sat on the bow and enjoyed the view. Highly recommend a trip with Captain Alberto and Grace if you’re looking for a fun ride around Annapolis!
Alberto and Grace were terrific! we had a great afternoon on the water. sailed across the bay, and also dropped anchor in quiet water for wine and snacks. Alberto will teach you about sailing if you like, and let us try steering the boat. it was a great value. we will book with them again.
Shane arrived early and let us know where we could park at and instructions for getting down there in enough time. The trip was nothing short of amazing, the music, the vibe, the conversation, and the photos he took of us were icing on the cake. Highly recommend, worth the trip, bring your friends, tell everyone and book immediately.
I can’t say enough about the great evening my friends and I had on this boat. John is a great captain, very laid back and really came through for me with clutch response and communication, when another booking cancelled on me last minute. Next time I will just book with John from the beginning! The boat was beautiful and my friend enjoyed her birthday surprise. Book him with confidence!
Last night, my friends and I celebrated my fiancé’s birthday with a late night boat ride. It was one of the best experiences we’ve ever had! I’ve never rented a yacht before so I was a bit nervous. I knew I made the right decision before we even got on the boat. Captain Shane’s professionalism and communication were A1! He was very responsive to all inquiries and kept in touch with me throughout the days leading up to our charter. We arrived at the dock a few minutes early as Captain Shane was pulling in. The boat was beautiful! It was very clean and looked exactly as pictured on the booking site. We sailed the Anacostia river for 2 hours. The views of the city at night from the water are beautiful! Captain Shane’s personality and DJ skills just enhanced our experience. I definitely plan to use S&S Charters again and HIGHLY recommend them to anyone looking for yacht rentals in DC.
10/10 recommend! Alberto was an amazing guide for our sail. The boat was in great condition and he was very conscientious in planning a route and tour throughout Severn River and Buck Creek. We had a fantastic time and great conversation!
GetMyBoat has 177 listings for boating experiences in Chesapeake Bay with 1,425 reviews.Search Chesapeake Bay