Skip to Content
chevron-left chevron-right chevron-up chevron-right chevron-left arrow-back star phone quote checkbox-checked search wrench info shield play connection mobile coin-dollar spoon-knife ticket pushpin location gift fire feed bubbles home heart calendar price-tag credit-card clock envelop facebook instagram twitter youtube pinterest yelp google reddit linkedin envelope bbb pinterest homeadvisor angies

Get aboard On Our Private Yachts

Yacht Charters on the BaySM by Watermark® makes entertaining onboard a private yacht in the Annapolis, Baltimore, or the Eastern Shore area convenient and affordable. Don’t forget to ask about all the little extras we can provide to make your next event even more memorable for your guests. Contact us today to inquire about options and the availability of our private yachts on the Chesapeake Bay!

Yacht Cruise in Chesapeake Bay

Lady Sarah: Relax in Wide-Open Spaces with a Great View

Lady Sarah is a custom-built power catamaran designed to escort your guests with style and speed. Built-in booth seating on the first deck and wide-open spaces on the top deck give you flexible use of the available space. The enclosed, climate-controlled main deck of Lady Sarah features rich tones of dark blue leather and cherry accents, built-in booths for comfortable seating, and a fully stocked bar. The partially covered upper deck has built-in bench seating around the perimeter, as well as comfortable tables and chairs in the center. It’s a beautiful place to enjoy the scenic views of the Chesapeake Bay.

Cabaret II in harbor

Cabaret II: An Enchanting Private Lounge for Your Guests

Cabaret II makes entertaining your guests in style a breeze. Bistro tables and a large mahogany bar accent her main deck – creating the warmth and elegance of a private lounge. This custom-built yacht provides a sophisticated setting for corporate or social entertaining. The upper deck of Cabaret II features a handsome sitting room adjacent to the captain’s station. French doors lead to a furnished open deck, which is perfect for taking in the scenic beauty of the Chesapeake Bay.

Take a Tour of Cabaret II and Lady Sarah

Create an Unforgettable Event on the Chesapeake Bay