Raven Top Deck Baltimore

Popular Themed Cruises

Corporate Entertaining
to a new level


Our charter specialist are eagerly awaiting your call to help plan your next event.  View our popular packages below to elevate your experience to another level.  From all day cruises, to crab feasts, your private charter will be second to none.

Day On The Bay

Lady Sarah Cruising

Travel from Annapolis to St. Michaels in a luxury yacht. Enjoy cocktails and horderves on your private vessel to and from St. Michaels.  This quaint historic village offers fresh seafood, boutique shopping and historic sites all within walking distance during your time on land. Our event planners can set up a dining experience at one of the many local restaurants in town.  This beautiful and relaxing cruise is the ultimate in Annapolis boat excursions and the best way to visit the Eastern Shore.

Crab Feast on The Chesapeake

Crabs by Phillips

There is no better way to experience a Maryland Crab Feast than on the Chesapeake Bay.  Watermark partners with preferred caterers who will set up a magnificent crab feast and don’t worry…they will show you how to crack crabs … the Maryland way!

Casino Royale

Casino on Raven

Test your luck at the craps table.   Add casino tables and roll the dice in this ultimate James Bond experience.  Can you draw a Royal Flush or will you bet on double-zero?  Can your sales team bluff their way to the top prize, can your accountant count cards, or does that one quiet employee have a trick or two up their sleeve?  Roll the dice and find out on this night of fun, guaranteed to bring laughs and smiles to all. 

Craps Casino on Catherine

Francis Scott Key Cruise

Francis Scott Key

Surprise your guests when they board only to be greeted by Francis Scott Key.  Get to know him on a personal level and feel free to ask him any questions you like.  Have an important announcement to make or issuing an award? Have Francis Scott Key get everyone’s attention with a proclamation that will be remembered by all.  We can bring any of our walking tour guides to your private charter…including ghost tour guides. 

Bay Lighthouse Cruise

Thomas Pt Lighthouse

Three lighthouses and the Bay Bridge!  This is the ultimate Annapolis experience.  Entertain and educate your guests with live narration from our wiki.  Pass under the twin spans of the Bay Bridges and by Sandy Point Shoal, Baltimore Harbor, and Thomas Point Lighthouses.  Bring your camera, because the views don’t get better than this.

And so much more…

From caricature artists, magicians, DJ’s, bands, photo booths and more.  Our vessels are completely customizable and specifically catered to your event. Call us today to start planning your own event on a private yacht!

Schedule an event

Day on the Bay St. Michaels
Cruise roundtrip to the
quaint, historic village of St. Michaels
Saturday, September 30th
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