Feel the excitement as you explore Winter Park Scavenger Hunt, Full Sail University Scavenger Hunt, Rollins College Scavenger Hunt, and Winter Park Ghost Tour—all set among colorful murals and historic plazas.
Gather your friends or family for trivia quests, bold photo dares, and lively challenges scored by our app—compare results instantly for ultimate bragging rights.
Top Outdoor Activities In Winter Park, Florida
Step into the heart of Winter Park, where lakes shimmer and Park Avenue buzzes with life. Whether you are a curious visitor or a local from Rollins College Oasis, our outdoor activities offer an unbeatable way to view Winter Park’s must-see sights. Embark on unforgettable adventures that reveal hidden gems and iconic landmarks alike. Discover why exploring outdoors here is the top experience for all ages.
Outdoor Experiences in Winter Park, Florida
Get ready to dive into our expertly curated selection of outdoor activities in Winter Park! Each adventure is designed to bring out your sense of wonder, offering unique ways to sightsee and connect with the city’s vibrant energy. From thrilling quests through historic streets to intriguing tours after sunset, there is something exciting for everyone. Embrace the spirit of discovery as you explore these recommended activities—your next memorable day trip awaits!
Top Rated
4.8 (188 reviews)
Feel the Adventure Breeze at Winter Park Scavenger Hunt
Downtown, Winter Park
Discover the hidden treasures of Winter Park's Downtown neighborhood on our thrilling...
5.0 (22 reviews)
Orlando's Whispering Walk
Downtown, Winter Park
Explore Downtown Winter Park with a self-guided, app-led ghost tour featuring riddles,...
5.0 (21 reviews)
Rollins College Hunt
Rollins College, Winter Park
Experience a self-guided Rollins College tour with an app-led scavenger hunt featuring...
5.0 (12 reviews)
Full Sail University Hunt
Full Sail University, Winter Park
Experience a self-guided, app-led Full Sail University tour packed with trivia, photo...
4.9 (145 reviews)
Lake Eola Swan-tastic Scavenger Hunt Scavenger Hunt
Lake Eola, Orlando
"Where else can you find history, art, and swans in one spot? Join our Orlando scavenger...
4.9 (19 reviews)
Maitland‘s Marvelous Mystery Montage Scavenger Hunt
Downtown, Maitland
In Maitland, where art meets history, our scavenger hunt will guide you through serene...
5.0 (17 reviews)
Eatonville Escapades & Treasures Hunt Scavenger Hunt
Downtown, Eatonville
Join us for a thrilling scavenger hunt in Eatonville‘s Downtown! Marvel at historic gems...
5.0 (12 reviews)
Orlando's Magical Nightlife Bar Crawl
Downtown Bar Crawl, Orlando
Get ready to see a new side of Orlando on this bar crawl! We're hitting the streets to...
5.0 (23 reviews)
Orlando Audio Tour Adventure
Downtown Audio Tour, Orlando
Orlando, where dreams come true! Join us on a thrilling self-guided audio tour through the...
4.9 (16 reviews)
Art in Orlando: An Interactive Walking Tour
Downtown Art Walk, Orlando
Don't miss out on the grooviest Orlando art walk ever! Cool color, artistic icons, and...
5.0 (15 reviews)
Park & Seek: The Lake Eola Hunt Scavenger Hunt
Downtown, Orlando
Play, explore, discover! From the Lake Eola Playground to the Cedar of Lebanon, Sperry...
5.0 (25 reviews)
The Orlando Séance
Downtown, Orlando
Discover Orlando's downtown ghost hunt tour, a self-guided, app-led adventure with...
An Epic Winter Park, Florida experience
How Our Winter Park, Florida Outdoor Activities Work
Our team researches over 3,050 cities worldwide—including dozens right here in Southeast—to craft exceptional outdoor experiences tailored just for you. Each activity features easy-to-follow instructions plus route maps highlighting both famous spots and secret corners.
On foot throughout each adventure, tackle trivia at historical markers, snap photos at murals, solve puzzles by public art installations—and rack up points using our award-winning app as you compete against other teams citywide.
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Top Outdoor Attractions In Winter Park
Winter Park’s top attractions come alive when experienced through engaging outdoor activities. Stroll past the lush paths of Kraft Azalea Garden, uncover stories at Albin Polasek Museum, and soak in the creative atmosphere near Central Florida Arts Hub. Enjoy sightseeing along Scenic Boat Tour routes or discover live music and art galleries on bustling Park Avenue. Click on each location to see related activities.
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Central Park Rose Garden
Explore the Central Park Rose Garden, a serene spot where history and beauty bloom together. Planted in the 1880s, this garden is perfect for a peaceful stroll or a picturesque photo opportunity.
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Dinky Dock Park
Relax at Dinky Dock Park, where Lake Virginia's waters invite you to unwind. This lakeside retreat offers scenic views and is ideal for outdoor activities or simply enjoying nature's tranquility.
3
Cornell Fine Arts Museum
Outside Cornell Fine Arts Museum, admire the artful architecture that houses an impressive collection of masterpieces. A must-visit for art lovers exploring Winter Park's cultural scene.
4
Andrew Carnegie Hall
Marvel at Andrew Carnegie Hall's grand design while searching for Ben Franklin's statue nearby. This historic site is steeped in culture and offers unique photo opportunities.
5
Girls Night Out
Capture the vibrant energy of 'Girl's Night Out,' Jane Manus' striking sculpture that adds flair to any outdoor adventure in Winter Park.
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Womans Club of Winter Park
Appreciate the Woman's Club of Winter Park's charming architecture as you learn about it's empowering history since 1915—a true cultural landmark.
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Corner Clock
Check out the iconic Corner Clock on your downtown stroll—this timepiece has become a beloved symbol of Winter Park's vibrant community life.
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Fiftieth Anniversary of the First Meeting of Rollins College Charter Faculty Plaque
Reflect on Rollins College history at this commemorative plaque marking it's founding faculty meeting—a quiet spot full of academic heritage.
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The Fortress
Explore Winter Park's outdoor gems with lakeside charm and lush gardens. Stroll scenic paths, spot local art, and enjoy the fresh air. Locals say the sunsets here are especially magical.
10
Full Sail Library
Enjoy outdoor activities in Winter Park by walking under towering oaks and exploring peaceful gardens. Locals love the tranquil vibe—perfect for a relaxing day trip or a quick sightseeing break.
11
Full Sail Gear Store
Take in the beauty of Winter Park's green spaces, where you can picnic beneath azaleas or watch birds flutter by. Insiders recommend visiting during spring bloom for an unforgettable experience.
12
Fabrication Lab
Wander through outdoor art displays and lush landscapes in Winter Park. Locals often spot rare birds here—bring your camera for those unexpected moments that make every visit memorable.
13
Full Sail Live Venue
Experience the outdoors with lakeside strolls and garden walks in Winter Park. The area is known for it's vibrant blooms—locals say early mornings offer the most peaceful atmosphere.
14
Dan Patrick’s School of Sportscasting
Outdoor adventures await in Winter Park's green spaces—perfect for unwinding among native plants and shaded benches. Locals suggest bringing a sketchbook to capture the garden's creative energy.
15
Knowles Memorial Chapel
Discover outdoor art and lakeside charm as you stroll past historic homes in Winter Park. Locals love the hidden gardens nearby, perfect for a peaceful break during your sightseeing adventure.
16
Annie Russell Theatre
Wander through an oasis near Rollins College, where vibrant blooms and shady paths invite you to linger. Locals say early mornings here are best for spotting rare birds and soaking up Central Florida's artsy vibe.
17
Alfond Sports Center
Step into a Central Florida arts hub with outdoor installations that spark curiosity. Locals recommend checking out the seasonal displays for an ever-changing sightseeing treat on your day trip.
18
Bush Science Center
Take in lakeside charm along scenic boat tour routes, where the breeze carries stories of historic homes. Locals suggest sunset visits for magical light on the water and peaceful moments away from crowds.
19
Rollins Museum of Art
Stroll through Kraft Azalea Garden's towering cypress trees—a local favorite for quiet reflection. The garden's hidden corners make it a must-see stop on any outdoor adventure in Winter Park.
20
Olin Library
Mead Botanical Garden bursts with color year-round, drawing locals who love it's butterfly garden and winding trails. It is an inviting place to connect with nature during your Winter Park exploration.
21
Mead Botanical Garden
Discover Winter Park's Lakeside Charm as you wander the leafy paths and admire historic homes. Locals say the best time to visit is golden hour, when the Spanish moss glows and birds serenade.
22
Winter Park Playhouse
Enjoy outdoor things to do in Winter Park by exploring the scenic Mead Botanical Garden. Feel the Central Florida Arts Hub energy while spotting butterflies and listening for frogs near the creek.
23
Pinehurst Cottage
Walk beneath towering cypress trees at Kraft Azalea Garden, a local favorite for peaceful moments. The lakeside views offer a quiet retreat, especially during sunrise when herons glide over the water.
24
Rollins College
Stroll Rollins College Oasis for outdoor activities in Winter Park. The campus blends lush lawns with lakeside charm, making it ideal for picnics or spotting unique sculptures along your walk.
25
Annie Russell Theatre
Take in Cornell Fine Arts Museum's exterior, where modern design meets classic charm. The museum sits steps from Lake Virginia, offering an inspiring backdrop for art lovers exploring outdoors.
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Central Park Fountain
Explore Albin Polasek Museum's sculpture gardens, where art mingles with lush greenery beside Lake Osceola. Locals whisper about hidden statues tucked among blooming azaleas—see if you can find them!
See our Top Outdoor Activities By Neighborhood
Uncover new perspectives as you take part in outdoor activities across Winter Park’s most beloved neighborhoods—from lakeside escapes to historic college enclaves. For every vibe and interest, click on these neighborhoods to see the related activity.
12,000+ Reviews For our Hunts
See what people say about our outdoor activities in Winter Park
Locals and visitors rave about our outdoor activities in Winter Park, calling them 'the highlight of our trip!' With glowing star ratings and happy testimonials, it is clear why so many trust us for their adventures around town—come see what all the buzz is about!
Loved using the ScavengerHunt.com app during our adventure! It made navigating through downtown super easy and fun.
Mia T.
This was an awesome way to explore downtown! We discovered so many interesting places, making it one of my favorite things to do.
Ethan A.
Exploring the Womans Club of Winter Park was a highlight of our day. This is definitely a must-do experience for anyone visiting!
Isabella W.
We had such a great time on our Winter Park tour! It was an engaging way to see iconic landmarks and learn about their stories.
Mason R.
FAQs.
What are some fun Outdoor Activities in Winter Park?
Are scavenger hunts good for groups in Winter Park?
I am new to Winter Park what do you recommend?
I am a Winter Park local would this be fun for me?
What is the full list of all the scavenger hunts and activities that I can do in Orlando
LOCAL INSIGHTS
Fun Winter Park Facts and Hidden Gems
Did you know that Winter Park began as a retreat for wealthy northerners seeking sunshine in the late 1800s? It's charming brick streets are lined with grand oaks planted over a century ago.
The city’s cultural scene thrives thanks to venues like Cornell Fine Arts Museum and live performances along Central Florida Arts Hub—making every visit
The city’s cultural scene thrives thanks to venues like Cornell Fine Arts Museum and live performances along Central Florida Arts Hub—making every visit
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