Turn an evening on Park Avenue into a puzzle-driven bar crawl: an app-led, self-guided scavenger hunt that mixes photo challenges, local history, and stops at Winter Park’s best bars. Perfect for groups looking for a playful, paced night out.
More ways to explore the area's outdoor wonders
You step off Park Avenue as the sun dips toward the live oaks, the storefronts shifting from afternoon window-shopping to bar lights and low conversations. The city seems to dare you on—an app in your hand, a route of clues to follow, and a group that laughs when a photo challenge demands a dramatic pose in front of a bronze plaque.
Difficulty
moderate
Duration
1.5–2 hours
Fitness Level
Moderate; participants should be comfortable walking 1.5–3 miles on paved sidewalks and standing for short periods
Wildlife
History
Winter Park developed as an 1880s winter colony; many historic buildings and Rollins College architecture reflect that era.
Conservation
Respect local green spaces and lakeshores—keep to sidewalks, pack out trash, and avoid disturbing shorelines to protect native birds and aquatic habitats.
Reserve your spot on the An Epic Bar Crawl in Winter Park today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Bring a charged smartphone
The entire experience is app-driven—download the Let’s Roam app and redeem your voucher before you start to avoid delays.
Carry valid ID
Bars will check identification; have a government-issued ID handy to avoid being turned away at stops.
Pace your drinking and hydrate
Alternate alcoholic beverages with water and snack between challenges to keep energy steady for walking and games.
Wear comfortable shoes
Routes are flat but may include several blocks of walking and standing; choose supportive footwear.
Smartphone with app installed
Required to follow the scavenger-hunt route, receive challenges, and upload photos.
Portable battery pack
Keeps the app and camera powered through the 90–120 minute hunt, especially if you take lots of photos.
Valid photo ID
Needed for age verification at bars that serve alcohol.
Comfortable walking shoes
Provides support for several short blocks of walking and standing.