Thank you to all who joined Waypoints Yacht Charters at the 2021 U.S. Sailboat Show in Annapolis and for our Waypoints Launch Party! We had an amazing time mingling with repeat charter guests and new #WaypointsWanderers.

Learn more about Waypoints Annapolis, formally Cruise Annapolis: http://waypointsannapolis.com/ Waypoints Annapolis is a charter company that is located in Annapolis, Maryland. We offer opportunities for people who are sailors or non-sailors to go sailing around the beautiful Chesapeake Bay. We make those charter get-aways really easy for the client. They’ll come in on a Friday night, spend the night, enjoy themselves, and then the next morning they’re up and off the docks on their way to St. Michaels, Rock Hall, Galesville - wherever it may be - the destination of their choice. One of my favorite places is St. Michaels. It’s a great place to go to from Annapolis. They have cafes, art studios, the Maritime Museum. It’s a wonderful lovely place to go. Waypoints Annapolis offers the experienced sailors an opportunity to take advantage and really hone on their skills and enjoy life. They can come to the base, they can charter a boat - whether it’s a monohull or a catamaran or even a powerboat. They can take it out on a Bay and they can go by themselves or hire a skipper so they can just enjoy themselves. Many of our charter customers started out with some of the big charter companies and had that more commercialized experience and now they’re looking for a more personal level of service - working with people who become friends for life. These people come back every year and really develop a personal relationship that goes on for years. I think that makes a difference. I think people are looking for more of those types of experiences with Waypoints versus the more impersonal experience you may get with a big commercialized operation. Waypoints Annapolis is all about having fun on the Bay, bachelorette parties, bachelor parties, birthdays, whatever it is - a family outing - let me help you plan your vacation.

Thank you to all of our guests and our team for making this Chesapeake Bay charter season so amazing. We can't wait for 2021.

What does the inside of the Fountaine Pajot Lucia 40 look like? Get a glimpse of the interior of the luxurious Lucia 40 with this walkthrough of the saloon.

Experience the best new sailing yachts from Jeanneau and catamarans from Fountaine Pajot. We are a boutique charter management company in the heart of Annapolis. We offer luxuriously appointed, new and late model yachts which are privately owned and lovingly cared for. The Chesapeake Bay is well-known as an outstanding waterway for cruising. Protected waters, great anchorages, gorgeous natural scenery, bountiful seafood, unique, historic towns and villages, and a forgiving bottom make the Chesapeake an excellent choice for sailors, novice and expert alike.

Atlantic Cruising Yacht commissioning video.

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Fully equipped Jeanneau 469 available for Charter with Cruise Annapolis.

Cuvee coming back to the marina from getting new rigging. It's was windy and there was a strong current.

Mon Amie, our 2013 Helia 44 is a great yacht. With her large size and 3 cabin layout, she will be great to take the whole family out.She has many great attributes, however her pass through and ice maker are two of the best. The cockpit, galley and main salon are transformed into a large living space with the sliding door and unique pass through window. The ice maker is a great bonus as well. Who doesn't like extra ice for your beverages to keep you cool while sailing around the Chesapeake or sitting at the dock in Annapolis. Call today to charter her 443-949-9481 www.cruise-annapolis.com

Cruise Annapolis has pirates as our neighbors and we love it. It makes working at and already great work place better. When you come to charter our boats, you too can have fun watching the kids get all excited about their pirate adventure.

Cruise Annapolis has pirates as our neighbors and we love it. It makes working at and already great work place better. When you come to charter our boats, you too can have fun watching the kids get all excited about their pirate adventure.