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Discover Winter Park in Orlando with this self-guided scavenger hunt for $12.31, featuring landmarks like Cornell Fine Arts Museum and Kraft Azalea Garden.

For those seeking an affordable and flexible way to experience Winter Park, this self-guided scavenger hunt offers a fun outdoor adventure for just $12.31 per person. Spanning approximately 2 hours, it guides participants through the tree-lined streets of Orlando’s luxurious neighborhood, revealing key sights like Park Avenue’s high-end shops, Rollins College, and the Cornell Fine Arts Museum. The activity is perfect for families, friends, or colleagues looking for a casual, engaging exploration of this elegant district with no tour guide required. A notable advantage is the app-led format, allowing you to start at any time and explore at your own pace.
While the tour receives an average rating of 3.5 out of 5 based on three reviews, it offers a solid, budget-friendly way to discover Winter Park’s highlights. However, potential participants should consider that sites are spread out, which can lead to longer walks and some loss of interest for younger explorers. The activity is designed for moderate physical fitness levels and is suitable for all ages, with service animals allowed.

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The adventure begins at the Peacock Fountain located at 251 S Park Ave, a central and recognizable landmark in Winter Park. Participants receive their instructions via the Let’s Roam app, which provides maps, photo challenges, riddles, and leaderboards. The meeting point is accessible and near public transportation, making it easy to reach without private transport. The activity is non-refundable once booked, and you can start any time between 7:00 AM and 10:00 PM, giving considerable flexibility to fit varied schedules.

The self-guided nature of this tour relies heavily on the Let’s Roam app, which supplies digital copies of the photos from your challenges and interactive maps to navigate through Winter Park’s streets. The app offers individual roles—such as Braniac, Photographer, or Mapper—adding a personal touch to the experience. Support is available via phone, email, or chat for any technical issues or questions during the activity.
While the app simplifies the process, reviewers have noted that navigation can be tricky, especially when locating sites that are spread out. Having a teenager or tech-savvy person can be helpful. An important reminder is to fully charge your smartphone and bring a power bank to avoid running out of battery during the adventure.
Key destinations on this scavenger hunt include Central Park’s Rose Garden, which offers a charming spot for photos and a peaceful break. The Cornell Fine Arts Museum presents an opportunity to enjoy art exhibits, while the Kraft Azalea Garden provides scenic views and great photo opportunities amidst nature.
Participants seek clues related to each location, with photo challenges encouraging fun and silly pictures. The Dinky Dock Park and Andrew Carnegie Hall are also part of the route, offering insight into Winter Park’s historical and cultural tapestry. The stops are spread out, so be prepared for some walking, which is part of the activity’s charm but might feel tiring for some.

What sets this tour apart is the combination of outdoor exploration and interactive challenges. The app-based format makes the activity accessible and easy to follow, with no need for a physical guide. The inclusion of photo challenges allows everyone to capture memories, and the friendly competition against other teams adds an exciting element.
The activity is designed to encourage teamwork, making it ideal for groups wanting a bonding experience that’s both fun and educational. The detailed clues and puzzles are crafted to keep participants engaged, especially those with an interest in history, art, and the local scene.

Participants should dress comfortably and check the weather forecast before starting. Since walking is involved, sturdy shoes are recommended. The fully charged smartphone with a backup power source will help avoid interruptions during navigation.
The tour is suitable for all ages; however, younger children might lose interest if the group moves slowly or the locations are too distant. Service animals are permitted, making it accessible for visitors with assistance animals. Since the tour is private and flexible, you can start whenever suits your schedule within the operating hours.

Some reviewers have noted that the sites are quite spread out, which can lead to longer walks and potential boredom, especially for younger participants. Others found the app difficult to navigate at times, suggesting that additional tech support might enhance the experience.
It’s important to manage expectations regarding the pacing—the activity is not guided, so some planning and patience are beneficial. Also, there are no included attraction fees, food, or drinks, so plan accordingly if you want to extend your visit or include a meal.

This self-guided scavenger hunt works best for families, groups of friends, or corporate teams looking for an affordable outdoor activity. It’s ideal for those interested in local landmarks, art, and parks and who enjoy puzzle-solving and photo challenges.
Participants should be prepared for moderate physical activity and the possibility of long walks. It’s a good choice for adventure seekers who prefer exploring independently rather than with a guide, and those comfortable with smartphone navigation.
This activity offers a cost-effective and flexible way to uncover Winter Park’s highlights, blending art, history, and scenic beauty with interactive challenges. The app-led format makes it easy to tailor the experience, and the stops at Cornell Fine Arts Museum and Kraft Azalea Garden provide memorable moments along the way.
However, the spread-out locations and occasional navigation issues may require some patience and planning. It’s best suited for groups with moderate fitness levels and those who enjoy self-directed outdoor activities. Overall, it’s a lighthearted, engaging way to explore Winter Park, especially for families or curious explorers on a budget.
“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 …”
How long does the scavenger hunt take?
The activity lasts approximately 2 hours, depending on your pace and interest at each stop.
Can I start the tour at any time?
Yes, since it’s self-guided, you can begin anytime between 7:00 AM and 10:00 PM.
Is this activity suitable for children?
There’s no minimum age, so children of all ages can participate, but keep in mind that long walks may be tiring for younger kids.
Do I need to bring anything extra?
A fully charged smartphone and a power bank are recommended to ensure smooth navigation and photo-taking.
Are there any hidden fees during the tour?
All taxes, fees, and handling charges are included. However, attraction fees and food & drinks are not included.
What if I have accessibility needs?
Service animals are allowed, and the activity is suitable for moderate physical fitness levels.
Can I do this activity with a large group?
Yes, the tour is private for your group only, making it perfect for families, friends, or team-building groups.
Is the tour refundable?
No, this experience is non-refundable once booked.