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Watermark Journey

· Annapolis, MD

Why you should go…

Watermark has run boat tours out of Annapolis and Baltimore harbors for more than fifty years, from short narrated harbor cruises to sunset music cruises and private charters. The company also operates water taxi service and seasonal themed cruises around the Chesapeake.

  • #boat tour
  • #harbor cruise
  • #annapolis
  • #chesapeake bay
  • #sunset cruise

Good to know

General tours guidance

Habits that pay off across this whole category, not rules for this one venue. Always check the official site for the specifics.

  • Confirm the meeting point

    It is often a corner, a lobby, or a dock rather than the address you searched for. Check it the night before.

  • Small groups fill first

    In high season the intimate departures sell out well before the big-bus options do.

  • Ask how much is on foot

    Knowing how much of the route is walking, standing, or outdoors tells you what to wear and carry.

  • Read the weather policy

    Cancellation windows and rain rules vary by operator, and they are easier to find before you pay than after.

What's around here?

The closest stops to Watermark Journey, ordered by straight-line distance. A few more like it, plus some different kinds of fun so you can build a full day.

  • Sightseeing
    History Buff

    Annapolis & Anne Arundel County

    Free

    Maryland's historic capital region on the Chesapeake Bay, home to the Naval Academy and a walkable colonial downtown.

    Right next doorSwitch it up: Sightseeing

  • Tours
    Iconic

    US Naval Academy Visitor Center

    Under $25

    The official visitor center for the US Naval Academy, with exhibits, a gift shop and guided walking tours.

    0.4 mi awayMore like this

  • Attractions
    Family Favorite

    Maryland Renaissance Festival

    $25–$50

    A 16th-century-themed village near Annapolis with jousting, artisans, and costumed performers every fall.

    5.1 mi awaySwitch it up: Attractions

  • Sightseeing
    Local Gem

    Queen Anne's County

    Free

    Eastern Shore Maryland county of waterfront towns, farms, wineries and Chesapeake Bay recreation.

    11 mi awaySwitch it up: Sightseeing

  • Tours
    Family Favorite

    Old Town Trolley Tours of Washington DC

    $50+

    Hop on, hop off at stops across the city while conductors dish DC history, the easiest first-day overview in town.

    28 mi awayMore like this

  • Tours
    Date Night

    City Cruises Washington DC

    $25–$50

    Watch the monuments glow from the Potomac on narrated sightseeing, brunch, and dinner cruises from The Wharf.

    29 mi awayMore like this