Open your phone and turn downtown Naples into a playful, app-led scavenger route. This 2-hour bar hunt on 5th Avenue South mixes trivia, photo challenges and local stops—ideal for groups who want a lively, self-guided night out.
Open your phone and turn downtown Naples into a playful, app-led scavenger route. This 2-hour bar hunt on 5th Avenue South mixes trivia, photo challenges and local stops—ideal for groups who want a lively, self-guided night out.
Twilight slides down 5th Avenue South and the street wakes with neon, laughter and a steady thrum of conversation. You tap open the Let’s Roam app, and the evening becomes a map of dares: trivia at a craft cocktail bar, a photo prompt under a banyan tree, a timed challenge between two historic storefronts.
Verified experiences and guided adventures in the surrounding area.
Operated by Let's Roam · Naples, Florida
Twilight slides down 5th Avenue South and the street wakes with neon, laughter and a steady thrum of conversation. You tap open the Let’s Roam app, and the evening becomes a map of dares: trivia at a craft cocktail bar, a photo prompt under a banyan tree, a timed challenge between two historic storefronts.
Naples grew from a late-19th-century resort outpost into a compact downtown where limestone streets meet the Gulf’s low-lying coastal plain. The city’s shoreline geology—calcareous sands and nearby mangrove estuaries—influenced its development as a seasonal playground, and 5th Avenue South evolved into the cultural spine of dining, galleries and nightlife.
Culturally, the area blends refined seafood traditions with a contemporary bar scene; locals value small-plate dining, live music and respectful nightlife. The scavenger-hunt format plays off that mix, steering groups into local haunts and lesser-seen courtyards while supporting independent bars.
Practically: the experience is app-led and self-guided, designed for 21+ participants and typically lasts about two hours. Start at 462 5th Ave S, use mobile data to run the app, and expect 1.5–2 miles of walking on paved sidewalks with short standing stops. Bring a valid ID, charge your phone, and wear comfortable shoes—sudden weather shifts are possible near the Gulf, so a light layer helps.
Respect venues by observing house rules and tipping staff for service. For a smoother night, plan tram or ride-share options for return transport and schedule the hunt early in the evening if you prefer smaller crowds. This is a social, urban outing that pairs local flavor with playful competition.
No—this Let’s Roam bar hunt is app-led and self-guided; you can start any time that suits your group, though earlier starts may avoid peak crowds.
Yes—the scavenger hunt centers on challenges and local stops; non-drinkers can participate fully and choose non-alcoholic options at venues.
The app requires mobile connectivity for full functionality—check coverage or connect to a reliable Wi‑Fi network before starting.
Downtown Naples has accessible sidewalks and some venues are wheelchair accessible, but accessibility can vary—contact venues directly if you need specific accommodations.
Let's Roam operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




Twilight slides down 5th Avenue South and the street wakes with neon, laughter and a steady thrum of conversation. You tap open the Let’s Roam app, and the evening becomes a map of dares: trivia at a craft cocktail bar, a photo prompt under a banyan tree, a timed challenge between two historic storefronts.
Twilight slides down 5th Avenue South and the street wakes with neon, laughter and a steady thrum of conversation. You tap open the Let’s Roam app, and the evening becomes a map of dares: trivia at a craft cocktail bar, a photo prompt under a banyan tree, a timed challenge between two historic storefronts.
Naples grew from a late-19th-century resort outpost into a compact downtown where limestone streets meet the Gulf’s low-lying coastal plain. The city’s shoreline geology—calcareous sands and nearby mangrove estuaries—influenced its development as a seasonal playground, and 5th Avenue South evolved into the cultural spine of dining, galleries and nightlife.
Culturally, the area blends refined seafood traditions with a contemporary bar scene; locals value small-plate dining, live music and respectful nightlife. The scavenger-hunt format plays off that mix, steering groups into local haunts and lesser-seen courtyards while supporting independent bars.
Practically: the experience is app-led and self-guided, designed for 21+ participants and typically lasts about two hours. Start at 462 5th Ave S, use mobile data to run the app, and expect 1.5–2 miles of walking on paved sidewalks with short standing stops. Bring a valid ID, charge your phone, and wear comfortable shoes—sudden weather shifts are possible near the Gulf, so a light layer helps.
Respect venues by observing house rules and tipping staff for service. For a smoother night, plan tram or ride-share options for return transport and schedule the hunt early in the evening if you prefer smaller crowds. This is a social, urban outing that pairs local flavor with playful competition.