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Miss Anne

Miss Anne: Ideal for Smaller Groups

Are you looking for an intimate, cozy setting for an after-dinner cruise, a marriage proposal, or a leisurely excursion around the Chesapeake Bay with a small group? Miss Anne makes the perfect choice for smaller groups. She’s ideal for a cocktail cruise or an after-dinner sunset year-round, as her main deck can be enclosed in cooler weather. Her length spans 24’, and Miss Anne calls Annapolis her home port and is only available in Annapolis. Enjoy an after-dinner sunset cruise aboard Miss Anne with a private charter package available for up to 22 people. Light catering is available – eat dessert and toast the end of the day during your private two-hour cruise. Ask us about our Celebrations Package, which is the perfect way to mark a special occasion on the water!

Severn Exposure

Severn Exposure: Elite Entertaining on the Water

One of the newest members of Watermark’s impressive fleet, Severn Exposure is a smaller vessel featuring an open layout that’s perfect for cruising the Bay in yachting style for groups of up to six people. This classic downeast-style express cruiser spans 38’ in length. You can call this True North™ motor yacht yours for an intimate event. Ideal for elite entertaining in small groups, Severn Exposure is for the discerning boater. Cruise up to 18 knots and enjoy a pleasurable evening on the water to commemorate your next special occasion.

Water taxi

Transportation around the Annapolis Area

Whether you’re looking for a fun cruise around the harbor or quick pick-up and drop-off transportation, our water taxi fleet can get you and your guests around the Annapolis area in an entertaining, relaxed manner. Spanning 24’ in length, our water taxis provide an affordable transportation alternative.

Create an Unforgettable Event on the Chesapeake Bay