Trade the guidebook for a puzzle and explore Annapolis on an interactive scavenger hunt. Solve clues that lead you through colonial streets, harbor views, and hidden stories in a two-hour self-guided walking experience.
Trade the guidebook for a puzzle and explore Annapolis on an interactive scavenger hunt. Solve clues that lead you through colonial streets, harbor views, and hidden stories in a two-hour self-guided walking experience.
You step off the ferry of ordinary sightseeing and onto brick streets that still remember horse hooves. The harbor breeze suggests a map, and the app in your hand becomes your guide: clues lead you past the white dome of the Maryland State House, along narrow alleys toward the U.S. Naval Academy, and into small squares where statues and plaques hide the city’s stories.
Verified experiences and guided adventures in the surrounding area.
Operated by Puzzling Adventures · Annapolis, Maryland
You step off the ferry of ordinary sightseeing and onto brick streets that still remember horse hooves. The harbor breeze suggests a map, and the app in your hand becomes your guide: clues lead you past the white dome of the Maryland State House, along narrow alleys toward the U.S. Naval Academy, and into small squares where statues and plaques hide the city’s stories.
Annapolis was briefly the U.S. capital after the Revolution and long served as Maryland’s colonial port. The ground here is part of the Atlantic coastal plain—tidal creeks and reclaimed marsh feed a living shoreline that shaped local trade and seafood traditions. Cultural notes surface as you go: jazz and marching bands, naval lore, tales about Princess Anne and visits by historical figures that the scavenger hunt teases out through puzzles and riddles.
This is a two-mile, self-guided walking game—part scavenger hunt, part history tour—designed for families, friends, or a curious couple. It’s wheelchair- and stroller-accessible, runs on a smartphone app (printable option available), and typically takes about two hours at a relaxed pace.
Practical guidance: start at the City Dock to orient yourself, charge your phone fully, and bring a lightweight water bottle. Avoid the midday sun in summer; early morning or late afternoon offers cooler air and better light for photos. Follow the voucher registration steps before arrival, and allow extra time to linger at points of interest like colonial courtyards and waterfront viewpoints. The city rewards slow attention—listen for gulls, watch the tides, and let the riddles pull you into the corners most tour buses miss.
easy.
1.5–2.5 hours.
Suitable for most fitness levels; involves walking about 2 miles with occasional short stops
The route is designed to take about 1.5–2.5 hours and covers roughly two miles, depending on side trips and how long you pause at points of interest.
One booking covers your entire group for the self-guided scavenger hunt—confirm group limits on your voucher and with the provider if you have a very large party.
Yes; the experience notes wheelchair and stroller accessibility for primary routes, though some historic surfaces use uneven brick—consider terrain on specific blocks.
For a full refund cancel at least 24 hours before the scheduled start; see your voucher for specific instructions and contact details.
Annapolis served as the U.S. capital briefly after the Revolutionary War and has been Maryland’s political center and a major colonial port since the 17th century.
The Annapolis waterfront is part of the Chesapeake Bay watershed—reduce plastic use, stay on marked paths, and respect shoreline habitats to help protect local water quality and wildlife.
Puzzling Adventures operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




You step off the ferry of ordinary sightseeing and onto brick streets that still remember horse hooves. The harbor breeze suggests a map, and the app in your hand becomes your guide: clues lead you past the white dome of the Maryland State House, along narrow alleys toward the U.S. Naval Academy, and into small squares where statues and plaques hide the city’s stories.
You step off the ferry of ordinary sightseeing and onto brick streets that still remember horse hooves. The harbor breeze suggests a map, and the app in your hand becomes your guide: clues lead you past the white dome of the Maryland State House, along narrow alleys toward the U.S. Naval Academy, and into small squares where statues and plaques hide the city’s stories.
Annapolis was briefly the U.S. capital after the Revolution and long served as Maryland’s colonial port. The ground here is part of the Atlantic coastal plain—tidal creeks and reclaimed marsh feed a living shoreline that shaped local trade and seafood traditions. Cultural notes surface as you go: jazz and marching bands, naval lore, tales about Princess Anne and visits by historical figures that the scavenger hunt teases out through puzzles and riddles.
This is a two-mile, self-guided walking game—part scavenger hunt, part history tour—designed for families, friends, or a curious couple. It’s wheelchair- and stroller-accessible, runs on a smartphone app (printable option available), and typically takes about two hours at a relaxed pace.
Practical guidance: start at the City Dock to orient yourself, charge your phone fully, and bring a lightweight water bottle. Avoid the midday sun in summer; early morning or late afternoon offers cooler air and better light for photos. Follow the voucher registration steps before arrival, and allow extra time to linger at points of interest like colonial courtyards and waterfront viewpoints. The city rewards slow attention—listen for gulls, watch the tides, and let the riddles pull you into the corners most tour buses miss.