Star Crossed in Winter Park

5 (4 ratings)
Quest image more than 2
Grab that special someone and take a romantic stroll through historic Winter Park, Florida, where you will meet the love of your life, solve puzzles, and possibly make the most important decision of your life.  

With a picturesque park, sweet treats, and beautiful art, who couldn't fall in love on these city streets? 

Free experience

No booking needed. Unlock the game by adding your email down below.


  • Can be played on
    Monday, Tuesday, Wednesday, Thursday, Friday, Saturday, Sunday

  • During these hours
    Whole day

  • Languages


  • A perfect date night idea complete with park walks, a museum, dinner, and dessert!

  • Fun puzzles and games to solve together.

  • Romantic and historical settings.


You have just arrived in Winter Park for the first time.

Disembarking from the train, you walk right into a picturesque park with blooming flowers and rustling trees. With your connecting train leaving this evening, you have a few hours to explore the city and take in as much art and nature as you can.

Experience's route


Places you will visit


It will take you

55-85 mins

You will walk

2240 steps

Total distance

1.7 km

  • Family friendly
  • Fun to do as a couple
  • Pay attention to traffic
People exploring Glasgow with Questo

Get the Questo app and you’re all set

Download it, choose your route and just walk to the starting point.

Download on the App StoreGet it on Google Play

Ratings and Reviews


4 ratings

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Darrell Willingham

05 May 2024
Had a great time with this challenge. It was nice to take in the beautiful scenery as we walked through downtown winter park. They had challenging puzzles that made for money interactive experience.


05 May 2024
Wonderful way to walk around Winter Park. Loved how much of the environment is used for each of the challenges. Stopped at Prato halfway through for lunch and it was delicious!


09 Apr 2024


09 Apr 2024

What does a Questo Experience look like?

  • Walk and explore the Real-World

    Download the Questo app and choose your experience. Walk and follow clues to solve puzzles and unveil new locations and stories along the way.

  • Visit cities with Sightseeing Quests

    For your next trip, explore by going on a sightseeing quest without a guide. Enjoy the flexibility of starting and stopping the experience whenever you want, without the fear of missing out on the best places to visit or the best stories to learn.

  • Make your date memorable

    Invite your partner for a date, and go together on a fun walking adventure. Questo is a great date idea for couples that want to spend time together, but also for first dates or proposals.

  • Role-play in your city

    Attend a Questo Event, and immerse yourself in your favourite stories. Dress up in a costume for extra fun.


4300 XP
4300 XP
Darrell Willingham
4062 XP