THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Turn Annapolis into a live puzzle. This self-guided Let’s Roam scavenger hunt sends you from colonial landmarks to waterfront alleys with app-led clues, photo challenges, and local trivia—perfect for groups, celebrations, or a curious afternoon in the city.
Turn Annapolis into a live puzzle. This self-guided Let’s Roam scavenger hunt sends you from colonial landmarks to waterfront alleys with app-led clues, photo challenges, and local trivia—perfect for groups, celebrations, or a curious afternoon in the city.
You step off the curb and the city rearranges itself around you: narrow brick lanes that smell faintly of salt, church bells keeping time, and the Severn River reclining in the distance like a polished blue bowl daring you to walk its edge. The Let’s Roam app becomes your compass—pings, prompts and playful taunts that send you chasing plaques, portraits, and a postcard-perfect waterfront.
Verified experiences and guided adventures in the surrounding area.
Operated by Let's Roam · Annapolis, Maryland
You step off the curb and the city rearranges itself around you: narrow brick lanes that smell faintly of salt, church bells keeping time, and the Severn River reclining in the distance like a polished blue bowl daring you to walk its edge. The Let’s Roam app becomes your compass—pings, prompts and playful taunts that send you chasing plaques, portraits, and a postcard-perfect waterfront.
This is Annapolis in motion: an 18th-century port that still looks and feels lived-in. The scavenger hunt threads colonial landmarks—the gold-domed Maryland State House where George Washington once resigned his commission—with maritime corners where small fishing skiffs tie up at City Dock and gulls patrol the tide. Geology shows up in the gentleness of the shoreline; the city sits at sea level on tidal flats and reclaimed marsh that shaped its working harbor for centuries.
Culture here is tactile. You’ll read civic pride on brass markers, find Navy uniforms threaded through the city, and hear the casual cadence of Chesapeake seafood menus. The route rewards curiosity as much as speed: a side alley reveals wrought-iron signs carved by local artists; a garden doorway opens to brick paths and boxwood that belonged to a Revolutionary-era governor.
Practically, the hunt is low-impact and walkable—expect roughly 1.5–3 miles depending on detours, and very little elevation gain. The app-led format makes it private and flexible: start when you want, pause for coffee, or turn it into a competitive hour with a group. Plan for 1.5–2 hours to move through the main challenges at a comfortable pace.
What to know before you go: download the Let’s Roam app, redeem your ticket, and make sure each phone is charged—this isn’t just navigation, it’s the whole game. Wear sturdy shoes: the brick streets are charming but uneven. Mornings quiet the docks and give softer light for photos; late afternoons offer livelier waterfront scenes and nearby restaurants for a celebratory meal.
Accessibility is one of the hunt’s strengths: the route is largely flat and stroller- and wheelchair-friendly on main arteries, though some historic alleys have irregular surfaces. Bring water, sunscreen, and a small power bank if you plan to stream or photograph heavily. Whether you’re leading a bachelorette party, organizing a team-building afternoon, or just playing tourist with friends, the scavenger hunt turns Annapolis’s familiar corners into a playful local quiz—fun, educational, and easy to slot into any Chesapeake day.
easy.
1.5–2 hours.
Light walking fitness—able to walk 1.5–3 miles on mostly flat pavement with short stops.
Purchase a ticket, download the Let’s Roam app, register and redeem the ticket in-app—then start anytime from the designated downtown pickup point.
Self-guided via the app; you control the pace and can pause or skip sections as needed.
Main streets and the waterfront are largely accessible, but some historic alleys and side streets have uneven surfaces—strollers and wheelchairs may need minor detours.
Yes—there’s no minimum age; challenges are family-friendly, though younger children may need help with app navigation.
Full refund available if you cancel at least 24 hours before your scheduled start time; otherwise refunds aren’t provided within 24 hours.
The purchase is for a single group session; you can play with as many people as you like on one device, though multiple players each need a device for individual roles.
Annapolis served as Maryland’s colonial capital and the Maryland State House is where George Washington resigned his commission in 1783, linking the city directly to the nation’s founding era.
The Chesapeake Bay’s recovery efforts are active here—look for oyster restoration sites and local initiatives aimed at reducing runoff and protecting tidal habitats.
Let's Roam operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
You step off the curb and the city rearranges itself around you: narrow brick lanes that smell faintly of salt, church bells keeping time, and the Severn River reclining in the distance like a polished blue bowl daring you to walk its edge. The Let’s Roam app becomes your compass—pings, prompts and playful taunts that send you chasing plaques, portraits, and a postcard-perfect waterfront.
You step off the curb and the city rearranges itself around you: narrow brick lanes that smell faintly of salt, church bells keeping time, and the Severn River reclining in the distance like a polished blue bowl daring you to walk its edge. The Let’s Roam app becomes your compass—pings, prompts and playful taunts that send you chasing plaques, portraits, and a postcard-perfect waterfront.
This is Annapolis in motion: an 18th-century port that still looks and feels lived-in. The scavenger hunt threads colonial landmarks—the gold-domed Maryland State House where George Washington once resigned his commission—with maritime corners where small fishing skiffs tie up at City Dock and gulls patrol the tide. Geology shows up in the gentleness of the shoreline; the city sits at sea level on tidal flats and reclaimed marsh that shaped its working harbor for centuries.
Culture here is tactile. You’ll read civic pride on brass markers, find Navy uniforms threaded through the city, and hear the casual cadence of Chesapeake seafood menus. The route rewards curiosity as much as speed: a side alley reveals wrought-iron signs carved by local artists; a garden doorway opens to brick paths and boxwood that belonged to a Revolutionary-era governor.
Practically, the hunt is low-impact and walkable—expect roughly 1.5–3 miles depending on detours, and very little elevation gain. The app-led format makes it private and flexible: start when you want, pause for coffee, or turn it into a competitive hour with a group. Plan for 1.5–2 hours to move through the main challenges at a comfortable pace.
What to know before you go: download the Let’s Roam app, redeem your ticket, and make sure each phone is charged—this isn’t just navigation, it’s the whole game. Wear sturdy shoes: the brick streets are charming but uneven. Mornings quiet the docks and give softer light for photos; late afternoons offer livelier waterfront scenes and nearby restaurants for a celebratory meal.
Accessibility is one of the hunt’s strengths: the route is largely flat and stroller- and wheelchair-friendly on main arteries, though some historic alleys have irregular surfaces. Bring water, sunscreen, and a small power bank if you plan to stream or photograph heavily. Whether you’re leading a bachelorette party, organizing a team-building afternoon, or just playing tourist with friends, the scavenger hunt turns Annapolis’s familiar corners into a playful local quiz—fun, educational, and easy to slot into any Chesapeake day.