Feel the Adventure Breeze at Winter Park Scavenger Hunt

If you’re looking for a way to see Winter Park that’s more interactive and engaging than a typical sightseeing stroll, this app-led scavenger hunt might be just what you need. Priced at $14.99 per person, it lasts roughly 1 hour 30 minutes and takes you through the heart of this charming Florida town, revealing its hidden gems, notable landmarks, and local stories. The best part? You can start any time that suits you, making it perfect for spontaneous fun or planned outings.
What we love most about this experience is how it combines exploration with challenge—you and your group will answer trivia, hunt for clues on plaques or statues, and complete photo challenges that get everyone involved. Plus, the interactive roles assigned to each participant help keep everyone engaged, whether you’re a history buff or a photo fanatic.
A small consideration is that, since it’s a self-guided adventure, you’ll need to be comfortable using a smartphone app and managing your own pace. If you prefer guided tours with a tour leader, this might not be your best fit. But for those who enjoy a flexible, tech-enabled experience, it offers excellent value and fun.
This scavenger hunt is well-suited for groups celebrating special occasions, families, or friends looking for a lively way to explore. It’s a fantastic alternative to traditional tours, especially if you want to combine sightseeing with a bit of friendly competition.
Key Points

- Flexible start times allow you to begin whenever it’s convenient.
 - The interactive app guides you through landmarks and challenges, making it easy to follow.
 - Photo and trivia challenges keep all participants actively involved.
 - The tour covers not just sights, but also hidden stories and local art.
 - Suitable for all kinds of occasions, from casual outings to celebrations.
 - The moderate price point offers good value for a personalized, engaging experience.
 
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A Closer Look at the Winter Park Scavenger Hunt
If you’re in Orlando and craving a fresh way to explore, this scavenger hunt offers a delightful mix of discovery and fun. Starting at the iconic Peacock Fountain at 251 S Park Ave, you’ll set off on an adventure that takes you through Winter Park’s picturesque streets, lush parks, and vibrant areas. With the end point back at the starting location, it makes for a convenient and compact outing.
The Itinerary and Experience
Once you purchase your ticket through the website and download the app from the Play Store or App Store, you’re ready to go. There’s no need for a guide or reservation—just pick a time that suits you. The app then guides you step-by-step, prompting you with questions, clues, and photo tasks.
What makes this experience engaging? For one, the questions are designed to be found in person, encouraging you to pay attention to plaques, statues, and local art. For example, you might find a trivia question about a historic building or a sculpture’s story—these are often tucked away in unexpected corners, turning your walk into a treasure hunt.
Photo Challenges and Activities
Each participant receives a texted photo challenge, which encourages creativity and laughter. You might be asked to capture a funny group shot with a specific backdrop or find a unique detail on a building. The app awards points for the best photos, adding a competitive flair without taking away the relaxed pace.
Landmarks and Hidden Gems
While the tour highlights well-known sights, it also emphasizes hidden stories and lesser-known features of Winter Park. This is especially appealing if you’ve visited before and want to see a different side of the town. The variety of challenges ensures that each member of your group, whether a history lover or a selfie enthusiast, will find something to enjoy.
Practical Details
The duration of around 90 minutes makes it a manageable walk, even for those with moderate physical fitness levels. Public transportation is nearby, making it easy to access the starting point. Since it’s private for your group, it provides a more personalized experience, whether you’re a family, a team, or friends celebrating something special.
A Taste of Local Flavor
This experience is designed to give you a genuine feel for Winter Park. As you walk, you’ll learn about the town’s history, its art scene, and some quirky stories that you might otherwise miss on a typical sightseeing tour. We liked how the challenges made us look at our surroundings with fresh eyes, discovering details that add charm to the town.
Price, Value, and How It Stands Out

At just $14.99, this scavenger hunt offers a lot of value. For the price of less than a fancy coffee, you gain a fun, interactive way to explore a beautiful part of Florida. Compared to traditional guided tours, which might cost significantly more and follow a set route, this option lets you set your own pace and focus on what interests you most.
You can also cancel for free up to 24 hours in advance, adding flexibility if plans change. Customer reviews mention that the app is easy to use, and the challenges are “as thrilling and unique as the next,” indicating that it’s well-designed for a variety of ages and interests.
Why Travelers Might Choose This
If you’re traveling with a group who loves a bit of friendly competition, or if you want to get some exercise while exploring, this scavenger hunt is a perfect choice. It’s also ideal for family outings, birthday parties, or team-building activities—any occasion where a lively, engaging experience is welcome.
Final Thoughts

This Winter Park scavenger hunt is more than just a way to kill time; it’s an opportunity to see the town through a different lens. It invites you to look closer at familiar sights, uncover hidden stories, and have fun doing it. The interactive, self-guided format means you can tailor your experience, making it ideal for spontaneous outings or planned celebrations.
While it’s not a guided tour with a person explaining every detail, the app’s prompts and challenges create an engaging narrative that keeps you interested from start to finish. For a budget-friendly, interactive adventure that’s perfect for groups of friends, families, or colleagues, this activity offers a refreshing alternative to traditional sightseeing.
If you’re visiting Winter Park and want a memorable, active way to explore, this scavenger hunt delivers a mix of history, art, and fun—ready to turn your ordinary day into a lively adventure.
FAQ

Is this scavenger hunt suitable for children?
While specific age recommendations aren’t provided, the challenges are designed to be engaging for a general audience. Kids who enjoy puzzles, photo challenges, and exploring outdoors will likely have a good time.
Can I start the hunt at any time?
Yes, you can begin whenever you wish. The experience is self-guided, allowing for maximum flexibility.
How long does the activity last?
The approximate duration is 1 hour 30 minutes, but you can take longer if you prefer to explore at your own pace.
Do I need a guide or reservation?
No, this is a self-guided activity with no need for a guide or reservation—just download the app, purchase your ticket, and go.
What’s included in the price?
The fee covers access to the app, the challenges, and the interactive experience. It does not include transportation or food.
Is there customer support if I have trouble?
Yes, customer service is available to help with any issues during your activity.
Is it suitable for a large group?
It’s designed for your private group, making it ideal for small to medium-sized parties.
Can I cancel if plans change?
Absolutely. You can cancel free of charge up to 24 hours before the start time for a full refund.
Where does the tour start and end?
It begins at the Peacock Fountain, 251 S Park Ave, and ends back at the same location, making logistics simple.
In summary, the Winter Park Scavenger Hunt by Let’s Roam offers a lively, affordable way to explore the town’s sights and stories while keeping your group active and involved. Whether you’re a local looking for a new way to enjoy familiar streets or a visitor wanting an authentic, fun-filled experience, this activity is sure to add a spark to your day.
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