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FEATURED EVENTS
African-American Heritage Tour
In Partnership with the Kunta Kinte-Alex Haley Foundation

Trace the rich and authentic journey of African Americans in Annapolis and explore their contributions both nationally and internationally. Key historical sites include the Kunta Kinte-Alex Haley Memorial and the Thurgood Marshall Memorial. Any event may be canceled due to severe weather, lack of participation or mechanical breakdown. - no refunds

Four Centuries Walking Tour

2012 Four Centuries Walking Tour (2 ¼ hour walking tour)
Our colonial-attired tour guides will bring history to life. Stroll through historic Annapolis, explore the interior of the Maryland State House, and be inspired by the sights and sounds of the U.S. Naval Academy, home to over 4,000 midshipmen. Building interiors when available.



Haunted Ghost Tour
As the sun sets and darkness wraps the streets of historic, and some say, haunted Annapolis, a knowledgeable guide will lead you on a journey sharing tales by candlelight of the spirits who dwell in the town's 18th century buildings and linger in the mist.

Please click here to book our Special Ghost Tour (available in September & October).

1 1/2 Hours

Civil War Tour
The Civil War tour will uncover many of the fascinating stories and events that unfolded in Annapolis, the role the city played during the war and about how the residents were impacted.



1812 Harbor Cruise
View the Baltimore Harbor aboard a Watermark Yacht while enjoying our "1812 Harbor Cruise". Accompanied by lively narration describing areas around the harbor, you can see the Baltimore harbor of today while hearing about the lives of people during the War of 1812. These 60 minute cruises depart from the Light Street Piers in climate- controlled vessels with top deck open views of the harbor.

Baltimore Inner Harbor Cruise
Step aboard Annapolitan II for a 45-minute cruise introducing Baltimore and the renaissance of the Inner Harbor. See Federal Hill, the city skyline, Fells Point, the USS Constellation and catch a glimpse of Ft. McHenry. Join us today – welcome aboard!

Any event may be canceled due to severe weather, lack of participation or mechanical breakdown.

Key Bridge Cruise
Step aboard the Annapolitan II for a 90 minute cruise of Baltimore Inner Harbor and out to the Key Bridge. Unwind after a long week and see Ft. McHenry, Ft. Carroll, Fell's Point and the USS Constellation. Drink specials available. Cash bar.

City Lights Cruise
The City Lights Cruise is an evening cruise around the Inner Harbor. Step aboard the Annapolitan II for a twilight cruise to see the lights of the buildings reflecting off of the water and the iconic Domino Sugar sign lit up.

Bay Lighthouses Cruise

Lighthouses: Explore the Treasures of the Chesapeake Bay
Thomas Point Lighthouse, Sandy Shoal Lighthouse and Baltimore Shoal Lighthouse

Join Watermark for our award winning "Bay Lighthouses Cruise." During this 2 1/2 hour cruise you will pass under the twin spans of the Bay Bridges and pass by Sandy Point Shoal, Baltimore Harbor, and Thomas Point lighthouses.

Any event may be canceled due to severe weather, lack of participation or mechanical breakdown.



Day on the Bay in St. Michaels

Journey to St. Michaels, Maryland

Spend a Day on the Bay

Cruise across the Bay to spend over three hours at this quaint, historic village, enjoying fresh seafood, boutique shopping and historic sites, all within walking distance. Cash beverage and snack service onboard.

Ticket includes complimentary admission to the Chesapeake Bay Maritime Museum and non-alcoholic beverage and doughnut on the morning cruise to St. Michaels.

Itinerary (approximate):
  • 9:30 am: Check-in at Annapolis City Dock.
  • 10 am - 12:00 pm: Cruise to St. Michaels. Complimentary coffee and doughnuts.
  • 12:00 pm - 3:30 pm: Free time in St. Michaels. Museum admission included.
  • 3:30 - 5:30 pm: Cruise back to Annapolis.


  • Pricing:
    Saturdays - $70 Adults, $30 Children 3-11, 2 & Under Free
    Mondays - $60 Adults, $30 Children 3-11, 2 & Under Free

    Schedule 2011:
    May 21 - Oct 1 - Saturdays
    June 18 & Aug 15 - Mondays

    Reservations are strongly recommended for all "Day on the Bay Cruises". Vessels cruise rain or shine. Tickets are non-refundable. Online sales available until 6:00am day of the cruise. Walkups Welcome

    Colonial Stroll
    Stroll with a Colonial-Commissioning Week Special!
    Tour the heart of Annapolis as our colonial-attired guides lead the way. Tour includes exteriors of the Maryland State House and famous historic mansions.

    *Building interiors when available.


    Fireworks Cruise Annapolis
    Enjoy the best seat in town for the spectacular Maryland Fourth of July fireworks show. Snacks included. Cash bar.

    No Refunds

    Haunted Ghost Tour (S)
    New and Improved Tour!
    Featured on the show Psychic Kids As the sun sets and darkness wraps the streets of historic and haunted Annapolis, you will hear about unexplained footsteps, the Gravedigger and the poor souls hung to save room in local jails.

    Offered in September & October only.






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