Waypoints Annapolis 222 Severn Avenue, Annapolis, MD 21403

"Great bareboat experience. The boat was a brand new 2023 42 foot catamaran. Needless to say it was spotless and well equipped. The experience, attitude, and thoroughness of the person doing the checkout was awesome. The office staff could not have been nicer and very professional. Just a great charter experience."

"We had an excellent experience chartering a 40 foot catamaran from Waypoints Annapolis. The staff was very helpful and friendly. This is the second time we have chartered from Waypoints and would do it again."

"The boat was very clean and mostly in excellent condition. Only two minor issues that the staff tried to fix right away. The staff were most helpful, friendly and professional."

"We are considering learning to sail and it was also our anniversary weekend, so we chartered a catamaran with Waypoints Annapolis. We were very pleased with the service (office, dock hands & Captain Rob Cohen) and the catamaran. The ladies in the office patiently fielded our multitude of questions, Mike, one of the dock hands briefed us on various aspects of the boat we needed to know prior to the Captain arrival. Making the reservations, etc, was efficient and done expeditiously. We felt we were in super good, safe hands with Captain Rob and we learned a great deal from him regarding the prospects of sailing. He is very knowledgeable of the ecosystem of the Chesapeake, knows all the fun things to do on the Chesapeake and is very personable. We are looking forward to future cruises with Waypoints and Captain Rob!"

"What an amazing trip for our birthday celebration! The entire crew at Cruise Annapolis made our weekend! Definitely coming back for more memories!!"