If you’re considering a way to explore Orlando’s charming Winter Park without the fuss of guided tours, this self-guided scavenger hunt might just catch your eye. Offered by Let’s Roam, it promises a fun, interactive way to see some of Winter Park’s most iconic spots—think tree-lined streets, museums, and beautiful gardens—all while solving puzzles, answering trivia, and snapping hilarious photos.
What we really like about this experience is its flexibility; you can start anytime, pace yourself, and enjoy it at your own rhythm. Plus, it’s designed to be inclusive, with options to bring friends, family, or even service animals. The other big plus? The price point is pretty accessible—around $12.31 per person—making it a tempting option for a budget-friendly outing.
That said, there are some things to keep in mind. The app navigation can be tricky, as one reviewer pointed out, which might slow down your flow or cause a bit of frustration. Also, the locations are quite spread out, which might make it less ideal if you’re not keen on a lot of walking or if you’re visiting with younger kids or older adults who tire easily.
This scavenger hunt will suit anyone looking for a relaxed, outdoorsy way to explore Winter Park’s highlights while adding a playful twist. It’s especially good if you enjoy puzzles, history, or just some light-hearted competition. However, if you’re after a guided experience with in-depth storytelling or prefer shorter distances between stops, you might want to consider other options.
Key Points

- Flexibility: You can start the hunt at any time and go at your own pace, making it ideal for a relaxed day.
- Interactive Fun: Expect trivia, puzzles, photo challenges, and friendly competition, which keep the activity engaging.
- Location Highlights: The route includes well-known spots like Central Park, Cornell Fine Arts Museum, and Kraft Azalea Garden.
- App-Driven Experience: All clues and challenges are accessible via the Let’s Roam app, requiring a fully charged smartphone.
- Suitable for Many: There’s no age limit, and service animals are welcome, making it accessible to most travelers.
- Considerations: The locations are spread out, so be prepared for some walking, and navigation might challenge less tech-savvy users.
The Experience in Detail

We loved the idea of exploring Winter Park through a self-guided adventure. It offers a different way to see the city’s beauty and get a feel for its vibe without the strict structure of a traditional tour. If you’ve ever enjoyed scavenger hunts or treasure hunts, you’ll probably find this concept appealing.
The route takes you through tree-lined streets filled with luxe shops on Park Avenue, past the Cornell Fine Arts Museum, and toward scenic spots like Kraft Azalea Garden. You get to uncover the stories behind these places while completing fun challenges that keep the experience lively.
One of the highlights mentioned in the reviews is that you get digital copies of your photos, so your memories are saved and shareable. Plus, the game design allows each participant to have a specific role—whether you’re the “Brains,” the “Photographer,” or the “Mapper”—which adds a team-building element to the fun.
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What to Expect at Each Stop
The hunt kicks off at the Peacock Fountain, a charming starting point in Winter Park. From there, the app guides you through various landmarks, each with its own set of challenges. Expect to find clues in places like Central Park Rose Garden, which provides a peaceful backdrop to your quest, or the Cornell Fine Arts Museum, where a trivia question might test your knowledge of the arts.
The challenges are a mix of photo tasks, riddles, and item searches, all designed to keep you engaged. For example, you might be asked to take a funny photo at a specific sculpture or find a particular plant in the garden. The incorporation of humor and silly photos makes the activity more playful, and the photos are yours to keep afterward.
Navigating the Route
The spread-out locations mean you’ll be walking quite a bit—probably around 2 hours total, depending on your pace. Some reviews mention that the sites are too far apart, leading to fatigue or lost interest, especially with younger children. If you’re someone who enjoys leisurely strolls and exploring at your own pace, this is a plus. But if quick visits and shorter distances are your preference, it might feel a bit long.
The app acts as your guide and scoreboard, offering maps, challenges, and a leaderboard to see how your team stacks up against others. While many found the app useful, some noted that it was a bit hard to navigate, so a tech whiz or a teenager helping out might make the experience smoother.
Cost and Value
At around $12.31 per person, this activity is quite affordable, especially considering that it includes all the challenges, photo downloads, and support. You won’t have to worry about extra costs like transportation or entry tickets—these are not included but are optional if you want to visit specific attractions separately.
While the price is modest, some reviewers felt the experience was just “okay” and pointed out the challenge of locations being too spaced out. Still, for a fun, outdoorsy, and casual activity, it offers decent value—particularly if you enjoy sightseeing with a playful twist.
Who Will Love This?

This scavenger hunt is best suited for friends, couples, or small groups who enjoy light puzzles and a casual walk through a charming neighborhood. It’s great for travelers who want a flexible activity—start when you want, go at your own pace, and only stop when you’re ready. If you’re into photo challenges or trivia, you’ll find plenty to keep you entertained.
If you’re traveling with children or older adults, just keep in mind the distance and walking involved. The activity might be less suitable if you have mobility concerns or if your group prefers shorter, more contained tours.
It’s also perfect for those who like a bit of friendly competition—using the app’s leaderboard can make it a fun challenge to see who scores the highest. Plus, the inclusion of service animals and the open-ended start time make it accessible for many.
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Final Thoughts

For a budget-friendly, flexible way to get to know Winter Park, this scavenger hunt offers a playful mix of sightseeing and brainteasers. It’s a solid choice if you’re after a relaxed, outdoor activity that combines local sights with a hint of adventure. Although navigation issues and the spread-out locations can be drawbacks, most you will find the experience charming and worth the price, especially if you enjoy interactive exploration.
It’s an activity that encourages laughter, teamwork, and discovery—perfect for those who prefer to create their own adventure rather than follow a strict guided tour. The ability to start at any time and pace yourself makes it a versatile option for almost any schedule.
Overall, if you’re looking for an engaging, low-pressure way to uncover Winter Park’s highlights and enjoy some fun challenges along the way, this scavenger hunt could be just what you need.
SelfGuided Scavenger Hunt:Feel the Adventure Breeze at WinterPark
“to far apart to locations, younger ones lost interest fast. Older ones to much walking. Felt intrusive in some areas and some stores did not …”
Frequently Asked Questions

Is this tour suitable for children?
Yes, there is no minimum age requirement, and kids can participate in the challenges and photo tasks. Just be prepared for some walking and ensure they’re comfortable with the route.
How do I start the scavenger hunt?
You’ll receive instructions upon booking, including how to download and access the Let’s Roam app. You can begin whenever you’re ready, and the activity ends back at the starting point.
Are there any additional costs?
The tour price covers the scavenger hunt itself, including digital photos and support. Attraction fees, transportation, and food are not included, so plan accordingly if you want to visit attractions or take breaks.
What’s included in the price?
You get the self-guided winter park adventure, app access with maps and challenges, digital copies of your photos, and support through phone, email, or chat.
Is this activity accessible via public transportation?
Yes, the starting point is near public transportation, making it convenient to reach without a car.
How long does the activity last?
It’s approximately 2 hours, but you can take more or less time depending on your pace.
What should I bring?
A fully charged smartphone is essential, along with weather-appropriate clothing and comfortable shoes. A power bank is recommended if you want to keep your device charged.
Can I do this activity with a group?
Absolutely. It’s designed for groups, and you can assign different roles like “Brains,” “Photographer,” or “Mapper” to make it more fun.
What if I encounter issues during the hunt?
Support is available via phone, email, or chat. The app is designed to be user-friendly, but assistance is just a call or message away if needed.
So, if you’re up for some lighthearted exploration and don’t mind a bit of walking, this scavenger hunt offers a good way to see Winter Park from a fresh perspective. Just make sure your phone is charged, and you’re ready for a bit of fun in a picturesque setting.
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