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Annapolis Canoe and Kayak sells and rents canoes, kayaks and paddle boards, plus all the related gear and equipment you need to spend a day – or a lifetime – out on the water.

We’re the Mid-Atlantic and Chesapeake Bay’s exclusive white-glove, concierge dealer for new luxury yachts. Experience the beauty and precision of these globally-renowned yachts with us on the Chesapeake Bay and Atlantic Ocean.

Cruise Annapolis, a Waypoints Destination, is a boutique charter company in the heart of Annapolis offering luxury bareboat charters, crewed yacht charters, & ASA sailing instruction on the Chesapeake Bay. Our world-class fleet consists of new model Fountaine Pajot sailing catamarans and motor yachts, and Jeanneau sailing monohulls and powerboats. All of our yachts are well equipped, privately owned, and meticulously maintained. Whether you are looking for a short sailing getaway or a longer trip to explore the historic locations on the Bay, we're here to help you make the most out of your excursion. Additionally, if you love chartering so much that you'd like to own your own vessel, we have yachts available for ownership! Contact your Cruise Annapolis Charter Concierge to learn how it is possible to offset 80-100% of new yacht costs with tax advantages and income.

Leisure port.

We offer memorable sail and powerboat cruises for families & friends seeking a private Chesapeake, Edgewater, South River and Annapolis getaway.

Here at Pier Seven Resort Marina, we are constantly looking for ways to better our offerings to our customers. Well located within a short drive of Annapolis, Md. and the airport, Pier Seven Resort Marina should be at the top of your choice list when looking for docking in the area. Our marina has been fully renovated and it offers more than 100 boat slips and it's the perfect location for your catamaran.

Queen Anne Marina is located on Price's Creek in Stevensville Maryland directly across from Thomas Point Lighthouse. Features including floating piers and boat lifts with electric, water and Wi-Fi connections at all slips. Gas and diesel fuel are located onsite as well as a travel lift. Services include dry storage, hauls, launches, pressure washing and pump outs. Charter fishing businesses are onsite as well.

The finest fleet of new model yachts, the best charter experts in the industry