Watermark Journey
$25–$50Harbor cruises, sunset sails, and water taxis on the Chesapeake out of Annapolis and Baltimore, running since 1972.
26 West Street, Annapolis, MD 21401 · Annapolis, MD
Annapolis is the capital of Maryland and home to the United States Naval Academy and the Maryland State House. Visit Annapolis & Anne Arundel County is the nonprofit destination marketing organization for the area, running a Visitors Center at 26 West Street and a seasonal information booth at City Dock. The region combines a historic downtown with Chesapeake Bay waterfront, sailing, and nearby Sandy Point State Park.
General sightseeing guidance
Habits that pay off across this whole category, not rules for this one venue. Always check the official site for the specifics.
The forecast is part of the ticket
Haze, low cloud, and rain flatten a view. Clear-day visits are worth rearranging your plans for.
Golden hour sells out first
Sunset slots at observation decks and cruises are the first to go, so book those further ahead.
Dress a layer warmer
It is always breezier up high and out on the water than it feels at street level.
Timed entry is common
Plenty of landmarks release tickets in windows rather than at the door, so check before you walk over.
The closest stops to Annapolis & Anne Arundel County, ordered by straight-line distance. A few more like it, plus some different kinds of fun so you can build a full day.
Harbor cruises, sunset sails, and water taxis on the Chesapeake out of Annapolis and Baltimore, running since 1972.
Right next doorSwitch it up: Tours
The official visitor center for the US Naval Academy, with exhibits, a gift shop and guided walking tours.
0.4 mi awaySwitch it up: Tours
A 16th-century-themed village near Annapolis with jousting, artisans, and costumed performers every fall.
5.1 mi awaySwitch it up: Attractions
Eastern Shore Maryland county of waterfront towns, farms, wineries and Chesapeake Bay recreation.
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A Maryland county bordering DC, home to National Harbor, Six Flags America, and NASA Goddard.
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Maryland's largest city, known for its historic Inner Harbor, rowhouse neighborhoods, and blue-crab dining scene.
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