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FEATURED EVENTS
Four Centuries Walking Tour

2009 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.



Baltimore 90-min. Key Bridge Cruise
Step aboard Annapolitan II for a 90-minute cruise introducing Baltimore. Enjoy a climate controlled lower deck with full beverage service. The upper deck is open perfect for viewing the spectacular city skyline. See Federal Hill, Fells Point, the city skyline, the USS Constellation, Ft. McHenry Fort Carroll, Shipping Terminals, and the Key Bridge.



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

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

1 1/2 Hours

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 2009:
    May 16 - Oct 3 (excluding July 4th) - Saturdays
    June 29 - Aug 31 - 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

    Pirates of the Chesapeake

    Fun for all Ages!
    Our Pirates of the Chesapeake Cruise is a one hour adventure that begins with the commandeering of a Chesapeake Bay tour boat. It is an energetic, theatrical performance where the audience becomes part of the pirate crew. This cruise is for children of all ages!

    Add the tale of the Pirate of Annapolis to your child's ticket. Broadside Ben and the Big Brass Cannon, features the travels of Ben and his comrades in arms, Grumpy Stumpy the Pirate Crab and Headless Bill.

    African-American Heritage Tour
    "2006 Heritage Award Winner"

    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.

    Bay Lighthouses Cruise

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

    "2005 Heritage Award Winner"
    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.



    Day on the Bay Cruise to Annapolis

    Journey to Annapolis
    Spend a Day on the Bay

    Cruise across the Bay to spend over three hours in historic Annapolis.



    Civil War Tour
    The Civil War tour will uncover many of the fascinating stories and events that unfolded in the city and the role the city played during the war and about the people who were involved.



    Crab Feast

    Crab Feast on the Queen
    There's nothing better than cruising the Bay, watching Wednesday night sailboat races, and eating crabs. Price includes crab feast, cruise, and one complimentary beer.



    Haunted Ghost Tour (S)
    Now Including the Paca House!
    As the sun sets and darkness wraps the streets of historic, and some say, haunted Annapolis, a colonial-attired guide will lead you on a journey sharing tales by candlelight of the spirits who dwell in the town's 18th century buildings and may linger in the mist.Including the William Paca House.

    Offered in September & October only.



    Pirates, Rum & Reggae Cruise

    Pirates, Rum & ReggaeBack by popular demand! Join pirate Captain Marcus Waters on this annual three-hour cruise. Costumes welcome. Lively reggae music by Orlando Phillips. Food available for purchase. Be sure to get your tickets early!


    Parade of Lights Cruise
    Watermark and the Severn Inn have partnered to bring you a spectacular evening.

    Itinerary

    5:00 pm arrive at The Severn Inn begins for dinner.

    6:30pm board Watermark's yacht for a Champagne toast and cruise while you enjoy front row seating during the Parade of Lights.

    8:00 pm Return to Severn Inn.




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