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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
Feel the Adventure Breeze at Winter Park Scavenger Hunt card image
green star 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...

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Orlando's Whispering Walk card image
green star 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,...

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Rollins College Hunt card image
green star 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...

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Full Sail University Hunt card image
green star 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...

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Lake Eola Swan-tastic Scavenger Hunt Scavenger Hunt card image
green star 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...

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Maitland‘s Marvelous Mystery Montage Scavenger Hunt card image
green star 5.0 (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...

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Eatonville Escapades & Treasures Hunt Scavenger Hunt card image
green star 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...

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Orlando's Magical Nightlife Bar Crawl card image
green star 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...

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Art in Orlando: An Interactive Walking Tour card image
green star 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...

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Orlando Audio Tour Adventure card image
green star 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...

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Park & Seek: The Lake Eola Hunt Scavenger Hunt card image
green star 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...

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about outdoor activities

An epic Winter Park, Florida experience

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.
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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.

Man on a scavenger hunt walking tour

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

Top Rated
Downtown card image
green star 4.8 (1 reviews)

Downtown

Downtown, Winter Park

Discover Downtown Winter Park, a hub of must-see attractions like Knowles Memorial Chapel and Dinky Dock Park. Perfect for sightseeing and day trips, this neighborhood...

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Rollins College card image
green star 5.0 (1 reviews)

Rollins College

Rollins College, Winter Park

Explore Winter Park like never before at Rollins College, where historic landmarks like Knowles Memorial Chapel and Olin Library offer a blend of culture and beauty....

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Full Sail University card image
green star 5.0 (1 reviews)

Full Sail University

Full Sail University, Winter Park

Discover why Full Sail University is one of Winter Park's top attractions. With landmarks like the Full Sail Live Venue and Gear Store, every corner sparks creativity....

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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!

5 star reviews

Loved using the ScavengerHunt.com app during our adventure! It made navigating through downtown super easy and fun.

Mia T.

5 star reviews

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.

5 star reviews

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.

5 star reviews

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.

5 star reviews

I really enjoyed this unique thing to do in Winter Park. The app guided us to cool spots we never knew existed!

Sophia G.

5 star reviews

This experience was perfect for outdoor lovers. The walking tour allowed us to soak up the sun while exploring local history.

Ava M.

5 star reviews

What a fun date idea! Strolling through the Girls Night Out spots made for an unforgettable evening in the charming downtown area.

Noah D.

5 star reviews

A great family activity in Winter Park! We enjoyed discovering hidden gems like Dinky Dock Park together.

Olivia B.

5 star reviews

The walking tour around Downtown was fantastic. I loved learning about Andrew Carnegie Hall and its history while enjoying the scenery.

Liam S.

5 star reviews

I had a blast exploring the Central Park Rose Garden on this Winter Park tour. Such a beautiful spot to discover with friends.

Emma J.

5 star reviews

Such an engaging way to learn about our city's history. This is definitely one of the best things to do in Winter Park!

James W.

5 star reviews

This scavenger hunt was an amazing experience! I loved using the app to guide us through iconic spots in downtown.

Laura L.

5 star reviews

What a fantastic way to enjoy the outdoors in Winter Park. The tour led us through beautiful parks and historic sites.

Daniel H.

5 star reviews

Exploring downtown was so much fun! I highly recommend this as a thing to do for anyone visiting Winter Park.

Amanda M.

5 star reviews

A perfect date night experience! We explored the Womans Club and shared laughs while uncovering local treasures.

Chris G.

5 star reviews

We loved this interactive walking tour! It felt like an adventure discovering hidden gems around downtown Winter Park.

Jessica D.

5 star reviews

The experience at Andrew Carnegie Hall was unforgettable. A unique way to dive into the culture of our charming city.

David B.

5 star reviews

This was a great family activity in Winter Park. We enjoyed learning about local history while having fun together.

Sarah W.

5 star reviews

What a fun way to see the history of downtown. The walking tour took us to places like Dinky Dock Park that we never knew existed.

Michael S.

5 star reviews

I had a blast exploring the Central Park Rose Garden. It was such a peaceful spot in the heart of Winter Park.

Emily J.

5 star reviews

Such an engaging experience exploring local history! I highly recommend this as a fun way for tourists to discover what makes Winter Park special.

James W.

5 star reviews

This adventure was one of the best things to do in Winter Park! We found interesting murals and historical sites throughout our tour.

Rachel L.

5 star reviews

A wonderful outdoor activity around downtown! The Central Park Rose Garden is stunning, making it perfect for leisurely strolls and photos.

Chris H.

5 star reviews

The scavenger hunt app made this experience unforgettable. We loved uncovering secrets in the heart of Winter Park's vibrant neighborhood.

Laura M.

5 star reviews

Exploring downtown was such a fun thing to do. We stumbled upon the Fiftieth Anniversary of the First Meeting plaque and learned so much.

Daniel G.

5 star reviews

We enjoyed an interactive walking tour that took us to the Corner Clock. Such a cool way to see unique places in Winter Park!

Jessica D.

5 star reviews

A fantastic way to explore iconic spots around town. The experience at Andrew Carnegie Hall was definitely a highlight of our day.

David B.

5 star reviews

This was a great family activity in downtown Winter Park. The kids loved finding clues at Dinky Dock Park and learning local history.

Sarah W.

5 star reviews

What a fun date idea in the City of Lakes! We discovered hidden gems while strolling past the historic Womans Club of Winter Park.

Michael S.

5 star reviews

I had a blast exploring the Central Park Rose Garden. It was such a lovely walking tour through Winter Park's beautiful scenery.

Emily J.

5 star reviews

Had an incredible time with ScavengerHunt.com! This experience really brought Downtown Winter Park's charm to life for us.

Kevin L.

5 star reviews

I highly recommend this as a unique thing to do in Winter Park. It’s an interactive way to explore local culture and history!

Laura H.

5 star reviews

A super fun outdoor activity! The walking tour allowed us to soak in the beauty of Winter Park while uncovering its rich stories.

Daniel M.

5 star reviews

The experience at Andrew Carnegie Hall was unforgettable. I loved learning about its history while strolling through this charming area.

Ashley G.

5 star reviews

Exploring around the Corner Clock was fantastic. It felt like stepping back in time while enjoying the vibrant atmosphere of Downtown.

Chris D.

5 star reviews

This was such a cool way to see iconic spots in Winter Park. The app made navigating easy and engaging.

Jessica W.

5 star reviews

What a great family activity! We explored the Cornell Fine Arts Museum and learned so much while having fun together.

David J.

5 star reviews

We enjoyed a fun date idea at Dinky Dock Park. The scenery was stunning and it made for a memorable evening together.

Sarah B.

5 star reviews

The walking tour around Downtown was an amazing experience. I loved discovering hidden gems and learning about local history.

Michael S.

5 star reviews

I had a blast exploring the Central Park Rose Garden. Such a beautiful spot in the heart of Winter Park, perfect for a relaxing stroll.

Emily J.

FAQs.

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
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