THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
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.
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.
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.
Verified experiences and guided adventures in the surrounding area.
Operated by Let's Roam · Winter Park, Florida
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.
Winter Park began as a winter retreat for wealthy northerners in the 1880s; its brick streets, galleries, and Rollins College campus give this small city a compact, walkable character. Geologically it sits on Florida’s flat coastal plain—streets are level, and short walks take you along lakeshores and shaded parkland rather than steep climbs. Culturally the town leans artisanal and social: craft breweries, cocktail bars, and tapas spots concentrate within a few blocks, and the scavenger-hunt format plays to Winter Park’s public art, statues, and hidden plaques.
Practical guidance: this is a self-guided, app-led experience that runs about 1.5–2 hours and typically covers roughly 1.5–3 miles on paved sidewalks. Bring a charged smartphone, photo permissions enabled, and a valid ID for bars that check age. Wear comfortable shoes for mostly flat, sometimes crowded streets; expect brief waits at crosswalks. Public transit (SunRail nearby, LYNX buses) and street parking are options but can fill on weekend nights—consider arriving early or planning a rideshare for departure.
Pace your drinking, hydrate between challenges, and use the app’s hints if you get stuck—this is as much a city exploration as it is a night out.
moderate.
1.5–2 hours.
Moderate; participants should be comfortable walking 1.5–3 miles on paved sidewalks and standing for short periods
Download the Let’s Roam app on your mobile device, redeem your voucher via “3rd Party Vouchers,” then select the Winter Park hunt to begin—there’s no scheduled start time.
You can play solo or with a group; the app supports adding players or connecting friends’ devices in the game lobby.
Many sections are on paved sidewalks and Winter Park notes wheelchair and stroller accessibility, but some venues may have steps—check individual bars ahead of time.
For a full refund cancel at least 24 hours before your scheduled start time; within 24 hours bookings are non-refundable.
Winter Park developed as an 1880s winter colony; many historic buildings and Rollins College architecture reflect that era.
Respect local green spaces and lakeshores—keep to sidewalks, pack out trash, and avoid disturbing shorelines to protect native birds and aquatic habitats.
Let's Roam operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
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.
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.
Winter Park began as a winter retreat for wealthy northerners in the 1880s; its brick streets, galleries, and Rollins College campus give this small city a compact, walkable character. Geologically it sits on Florida’s flat coastal plain—streets are level, and short walks take you along lakeshores and shaded parkland rather than steep climbs. Culturally the town leans artisanal and social: craft breweries, cocktail bars, and tapas spots concentrate within a few blocks, and the scavenger-hunt format plays to Winter Park’s public art, statues, and hidden plaques.
Practical guidance: this is a self-guided, app-led experience that runs about 1.5–2 hours and typically covers roughly 1.5–3 miles on paved sidewalks. Bring a charged smartphone, photo permissions enabled, and a valid ID for bars that check age. Wear comfortable shoes for mostly flat, sometimes crowded streets; expect brief waits at crosswalks. Public transit (SunRail nearby, LYNX buses) and street parking are options but can fill on weekend nights—consider arriving early or planning a rideshare for departure.
Pace your drinking, hydrate between challenges, and use the app’s hints if you get stuck—this is as much a city exploration as it is a night out.