Outdoor Things to Do in Annapolis

Explore at your own pace with app-guided clues, puzzles, and hidden stories.

4.824 reviews in AnnapolisTrusted by 1M+ explorersSelf-guided · no booking · play offline

How it works

1

Pick a Quest

Find an adventure that sparks your curiosity.

2

Get the App

Download & sign up in seconds.

3

Start & Play

Go to the start point and have fun!

What people have to say about quests in Annapolis?

4.8

Based on 24+ Local Reviews

ohseeyah's quest photo

ohseeyah

The Oz Escape in Annapolis

My colleague and I started the experience. She had to eventually leave and I completed it by myself. I was tired but I wouldn’t be defeated. I was so proud of myself. I only had to ask for the answer once. I did not have the patience for those magnets. I loved the escape.

Verified Player
Sara Henderson's quest photo

Sara Henderson

The Oz Escape in Annapolis

so fun!

Verified Player

Ways to explore Annapolis with Questo

One app, one type of quest — different ways to play it.

As a scavenger hunt

Solve clues and puzzles at real Annapolis landmarks. Race against the clock or take it at your own pace — and bring a group to compete for a spot on the leaderboard.

See all Annapolis scavenger hunts

As a self-guided walking tour

A GPS-guided walking route with stories along the way. Play on your own schedule, stop and resume anytime — and once you've downloaded a quest, it works fully offline.

See Annapolis walking tours

For a spooky twist

Prefer chills over clues? Some Annapolis quests lean into haunted history and dark legends after dusk.

See Annapolis ghost tours

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Frequently asked questions

How do self-guided walking tours in Annapolis work?
Download the Questo app, pick a walking tour in Annapolis, and start walking. The app guides you with GPS to each stop, where you solve a clue or puzzle before moving on. Most tours take 60-120 minutes. No booking needed, start anytime.
How many walking tours are available in Annapolis?
Questo currently offers 4 self-guided walking tours in Annapolis. Prices start from $9.99 per person.
Do I need to book a walking tour in Annapolis in advance?
No, Questo walking tours are self-guided and available anytime. There is no booking, no fixed time, and no guide to meet. Just open the app when you are ready and start exploring Annapolis at your own pace.

Walk through Annapolis with Questo's self-guided walking tours. Follow app-guided clues through America's sailing capital, past the colonial-era State House, and along the City Dock. Maritime history and hidden stories, at your own pace, no guide needed.

About Annapolis

In Annapolis, Questo turns a walk through the United States into a self-guided city game. Pick one of 4 active Questo quests, follow clues on your phone, solve puzzles, and unlock a story as you move from stop to stop. There is no guide to meet and no fixed start time, so you can begin when the day works for you. Annapolis works well for travelers who want more than a checklist of sights. Each quest gives you a route, a reason to look closer, and small challenges that make the city feel interactive. Use the game to notice side streets, public squares, local stories, and the details that are easy to miss on a normal walk. It suits couples, families, groups of friends, and solo explorers who like flexible outdoor activities. Choose a compact set of walking games, pause whenever you want, and turn time in Annapolis into a walk with a plot.