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San Leo Scavenger Hunt: Fortune Favours the Bold: The San Leo Quest

fire Join over 1000 other explorers who've competed in San Leo

Get ready for a San Leo scavenger hunt adventure through the enchanting city center! Explore the Fortezza di San Leo, solve riddles, complete interactive challenges, and compete with your team. This self-guided walking tour offers sightseeing, teamwork, and flexible fun in downtown San Leo.

This scavenger hunt will help you explore San Leo. This top rated San Leo Scavenger Hunt scavenger hunt is 0.94 miles and has 8 stops.

green star4.4 (22 reviews)
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fire Join over 1000 other explorers who've competed in San Leo
Fortune Favours the Bold: The San Leo Quest
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Activity Info: Fortune Favours the Bold: The San Leo Quest

San Leo, known as Città del Montefeltro and Balcone della Romagna, is a stunning hilltop gem in Emilia-Romagna. It's medieval streets and panoramic views make it the Perla dell’Appennino. Start your adventure at the iconic Fortress of San Leo! On this scavaHunt walking tour, you will tackle missions at spots like Porta di Sopra Upper Gate and Pozzo di Cagliostro. Snap photos by the Fountain of San Leo and solve trivia at Palazzo Mediceo. Each clue reveals hidden stories from Terra di San Leone! Locals rediscover their city’s secrets while visitors experience unique challenges in this Antica capitale del Montefeltro. Whether you are competing or exploring casually, every step brings new discoveries and lasting memories.

You can do our interactive scavenger hunt at any time.

Featured Locations On This Scavenger Hunt

Fortress of San Leo

The legendary stronghold of the Rock, this epic fortress towers over San Leo like something straight from a knight’s tale. It's walls have weathered centuries of intrigue and power—are you ready to witness it's might up close?

Forte di San Leo Hudson Hawk

Hidden atop the sheer cliffs of San Leo, a monumental stronghold waits to be discovered. This site blends military might and pop culture, offering a dramatic backdrop brimming with centuries of drama. Let us meander where soldiers, dukes, and movie stars once crossed.

Porta di Sopra Upper Gate

Step through San Leo’s storied gateway, where mighty cliffs once protected secrets and invited only the daring inside. You are now passing into a realm where each cobblestone tells the tale of ages gone by.

Pozzo di Cagliostro

Hidden away in the winding streets, this ancient well brims with mystique. It is whispered that even the town’s most legendary outlaws paused here for a final farewell. Unravel the legend in the heart of San Leo.

Fountain of San Leo

Sparkling at the town’s center, this historic fountain draws friends, wanderers, and storytellers alike. Once the site of a legendary elm tree, it's waters have refreshed travelers for centuries. Adventure awaits at the heart of San Leo.

Palazzo Mediceo

In the cozy heart of San Leo, seek out a slice of Renaissance splendor—the stately palace where Tuscany’s might met Montefeltro’s drama. It's halls now hold art and secrets from five centuries of history waiting for curious minds.

San Leo Bell Tower

Rising above San Leo, the proud bell tower seems to challenge time itself. With ancient stone and secret geometry, it stands as the town’s silent sentinel. Gather here to uncover how history marks every hour and every stone.

San Leo Overlook

Peer out over wild valleys and legendary hills from this perch—San Leo’s very own eagle’s nest. This view has drawn dreamers, poets, and generals, all gazing at the ever-changing landscape below.

How the San Leo Scavenger Hunt works

All you need is your phone to start exploring downtown San Leo! Download the Let's Roam app, gather your team, and set off on an interactive mission-packed hunt filled with riddles and photo challenges. Earn points as you discover hidden gems around each corner. Compete for leaderboard glory while enjoying a flexible sightseeing adventure through the city center.

team building scavenger hunt
team building scavenger hunt
team building scavenger hunt
team building scavenger hunt
Map of scavenger hunt walking tour for Fortune Favours the Bold: The San Leo Quest

More details

Activity Type: Anytime Scavenger Hunt

Starting Area:

Travel Method: Walking

Walking Distance: 1.51 KM (0.94 Mi)

Time:1.5 - 2 Hours

Skill Level:Friend & Family Fun

Extra Admissions: None


Custom Events For Fortune Favours the Bold: The San Leo Quest

The San Leo scavaHunt is perfect for any group outing—birthdays, bachelorette parties, weekend adventures or creative dates in downtown! Grab friends or coworkers for custom challenges that spark laughter and teamwork across historic streets. Make memories with unique missions tailored to your crew’s style—race to solve clues or explore at your own pace. Team bonding has never felt so fun or scenic!

Earn The San Leo Scavenger Hunt High Score

Love some friendly rivalry? During the San Leo Scavenger Hunt, every player tackles interactive photo challenges at places like Pozzo di Cagliostro or solves trivia by the majestic Fortress of San Leo. Work together as a team to top our city leaderboard—ultimate bragging rights await those who conquer downtown’s best missions!

1
Max Power

Team: Max Power

Score: 2466
2
For the Lolz

Team: For the Lolz

Score: 2363
3
1st not Last

Team: 1st not Last

Score: 2113

Do you have what it takes to be a San Leo Scavenger Hunt champion?

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Reviews for San Leo Scavenger Hunt: Fortune Favours the Bold: The San Leo Quest

5 star reviews

This was so much fun!!! My husband and I had a great time exploring. A great way to spend a day. Highly recommended!!

Carol Hild

5 star reviews

Had so much fun today with my team spice girls for Laura Bachelorette party

Pam Fox

5 star reviews

Easy and fun adventure. Good way to tour the city

Scot Branham

5 star reviews

Super fun! Great team building for a great company function

Maggie Silliman

5 star reviews

Lots of fun, and a great activity with a group! We took the light rail down for some extra adventure. We learned a few fun facts.

Terri Hensen

5 star reviews

So much fun and not pricey at all. Did it with a group including kids. They had fun too. We will for sure do more hunts in the future.

Tania Paddock

5 star reviews

It was good family fun. Great that you can pause to have lunch etc. was fairly easy but didn’t initially realise clues had time limits - hence missed out! Would definitely do another elsewhere.

Joanne Clements

5 star reviews

Had lots of fun. Would definitely recommend this as a fun day.

Megan Prenc

5 star reviews

Great time with family and friends would definitely do another tour!

Mike Vigil

5 star reviews

Had an enjoyable time and visited a place I've not been before.

Stephanie Yencer

5 star reviews

Awesome fun! You should try this. Great competition.

Ben Rathbone

5 star reviews

Super fun experience reconnecting with my city and work team!

Sabrina Foster

5 star reviews

Awesome way to learn more about our beautiful city! Great date night!

Laura Taylor

5 star reviews

SO Fun!! It’s a great team bonding experience & fun to learn about the town you’re in. And an added bonus of exercise!

Monica Thomas

5 star reviews

That’s a fun way to see the city and it’s history!

Howard Usher

5 star reviews

Awesome game -it rocked!!

James Macie

5 star reviews

Loved it! Great experience and challenging as well. Highly recommend!

Aaron Doman

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