City Quest Adventures

The Best Way to ExploreKey West

Self-guided walking quests that turn Key West into an interactive adventure.

Start Your Adventure

See How the Quest Works

Here’s exactly what you’ll see on your phone as you explore, solve clues, and earn points.

Phone screen showing the quest intro and begin button

Choose Your Quest

Pick your tour, see the basics, and start instantly from your phone.

Phone screen showing directions to the first stop

Find Your First Stop

Follow the built-in map to your next destination.

Phone screen showing active walking directions and distance progress

Start Walking

Get route guidance and distance progress as you explore.

Phone screen showing a tour stop story and location photo

Discover Each Stop

Read the story, view the photo, and learn what makes the location special.

Phone screen showing a multiple choice challenge question

Answer the Challenge

Solve trivia questions to earn points as you go.

Phone screen showing instant feedback after an answer

Get Instant Feedback

See whether you got it right and keep moving through the quest.

Phone screen showing the correct answer and next stop countdown

See the Correct Answer

Get the explanation, see the right answer, and move to the next stop.

Phone screen showing quest completion and final score

Finish Your Adventure

Complete the route, see your score, and explore more tours.

Choose Your Key West Quest

Pick a quest and start exploring instantly — no reservations needed.

Historic Key West Walking Tour Through Old Town

Embark on a captivating journey through the storied streets of Key West with our Historic Key West Walking Tour Through Old Town, where the whispers of the past blend harmoniously with the vibrant present.
$49 Per Team
or $99 / Unlimited Tours
View Tour

Key West Architecture and Historic Homes Tour

Embark on an enchanting self-guided walking tour of Key West, where the island's captivating history and stunning architecture come to life with every step.
$49 Per Team
or $99 / Unlimited Tours
View Tour

Key West Art and Creative Culture Walking Tour

Embark on a captivating journey through the vibrant art and creative culture of Key West with our self-guided walking tour, where each step reveals a tapestry of artistic expression waiting to be uncovered.
$49 Per Team
or $99 / Unlimited Tours
View Tour

Key West Ghosts, Hauntings, and Legends Walking Tour

Unleash your inner ghost hunter on the Key West Ghosts, Hauntings, and Legends Walking Tour, a captivating self-guided adventure that invites you to traverse the island's shadowy past.
$49 Per Team
or $99 / Unlimited Tours
View Tour

Key West LGBTQ+ History and Culture Walking Tour

Embark on an enlightening self-guided walking tour that invites you to immerse yourself in the vibrant LGBTQ+ history and culture of Key West, Florida.
$49 Per Team
or $99 / Unlimited Tours
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Key West Literary and Famous Residents Tour

Immerse yourself in the enchanting world of Key West, Florida, a sun-soaked paradise that has inspired countless literary giants and celebrated personalities throughout history.
$49 Per Team
or $99 / Unlimited Tours
View Tour

Literary Key West: A Journey Through Words and History

Embark on a self-guided walking tour that invites you to uncover the rich literary tapestry of Key West, a sanctuary for writers and dreamers.
$49 Per Team
or $99 / Unlimited Tours
View Tour
Start AnytimeNo schedules, no tour guide, no app download required.
Explore at Your PacePause for food, photos, shopping, or extra sightseeing.
Built for TeamsOne purchase covers your group so everyone can play together.

What You’ll Experience

A flexible self-guided quest built around the stories, sights, and atmosphere of Key West, Florida.

Walk through Old Town streets, historic homes, waterfront landmarks, and colorful island stories.
Choose from history, architecture, art, ghosts, literary legends, and culture-themed quests.
Explore Key West at your pace with clues, stories, and photo-worthy stops along the way.

What Guests Are Saying

★★★★★

Key West is already fun to wander, but this gave our walk a purpose. The clues led us through Old Town in a way that mixed beautiful homes, island history, and small details we would have missed on our own.

— Emily R.
★★★★★

We loved that this felt casual but still thoughtfully planned. We could stop for coffee, take photos, and keep going whenever we were ready, while still learning real stories about Key West along the route.

— Mark D.
★★★★★

This was a great way to experience Key West beyond Duval Street. The route helped us slow down and appreciate the architecture, literary history, and quirky character that makes the island so memorable.

— Samantha L.
★★★★★

Our group had different interests, and this worked for all of us. Some enjoyed the history, others liked solving the clues, and everyone appreciated being able to explore without following a crowded tour group.

— Brian H.
★★★★★

The Key West quest turned a simple walk into something interactive. We noticed signs, houses, gardens, and landmarks we probably would have passed by, and the whole afternoon felt easy and fun.

— Kelly M.
★★★★★

Perfect for our first day in Key West. It helped us get oriented, gave us a good sense of Old Town, and left plenty of room to pause for drinks, shopping, and photos along the way.

— Thomas B.
★★★★★

I liked that the stories were interesting without being overwhelming. It gave us just enough context at each stop to make Key West feel richer, while still keeping the experience light and vacation-friendly.

— Natalie C.
★★★★★

We used it with another couple and had a blast. The questions sparked conversation, the route was manageable, and it made exploring Key West feel more like a shared game than a standard tour.

— David S.

Choose Your Quest and Start Exploring

Pick a Key West quest, gather your team, and start whenever you’re ready.

Start Your Adventure