Race through Sarasota’s streets with a remote live host guiding your team. This two-hour scavenger hunt mixes local history, creative challenges, and photo tasks across downtown and bayside pockets.
Race through Sarasota’s streets with a remote live host guiding your team. This two-hour scavenger hunt mixes local history, creative challenges, and photo tasks across downtown and bayside pockets.
You start at a favored waterfront overlook, salt breeze nudging your group and a live remote host pinging instructions to your phone. The city hums: tourists wandering the marina, palms tapping the sky, and the bay itself daring you to slow down and look past the surface. Within minutes you’re chasing clues through streets that trade in art, history, and curious oddities.
Verified experiences and guided adventures in the surrounding area.
Operated by Alley Kat Adventures · Sarasota, Florida
You start at a favored waterfront overlook, salt breeze nudging your group and a live remote host pinging instructions to your phone. The city hums: tourists wandering the marina, palms tapping the sky, and the bay itself daring you to slow down and look past the surface. Within minutes you’re chasing clues through streets that trade in art, history, and curious oddities.
Sarasota’s story is visible in the blocks you cross — from Indigenous habitation and Spanish maps to the circus-era boom brought by John Ringling in the early 20th century. Geology here is coastal: low-lying barrier islands, mangrove-lined estuaries, and limestone bedrock that shapes the shoreline. That mix of culture and coast gives each checkpoint its own character, whether it’s a mural with a local backstory or a quiet pocket park facing the bay.
Practically, the scavenger hunt blends walking and short drives, photo and video tasks, and conversational puzzles that encourage talking with shopkeepers and passersby. Teams use their smartphones to submit evidence to a live host who offers nudges and keeps score on a leaderboard. The pace is social but goal-oriented — expect two hours, intermittent bursts of sprinting between spots, and plenty of stops to observe.
Plan for sun and sudden showers, bring a charged phone and power pack, and set one person as navigator and another as photographer. Whether you’re on a family outing, a corporate team-building day, or exploring Sarasota with friends, the Showdown rewards curiosity and quick thinking more than speed. Leave room to linger when a clue leads you to a bench with a view — those small discoveries are the point.
easy.
2 hours.
Suitable for all fitness levels; requires short bursts of walking and standing with optional driving between some checkpoints
Bookings are per team; check the tour page for allowed team sizes, but groups of friends or families commonly play together—large groups may be split into multiple teams.
You can continue using offline clues and switch to WhatsApp or email if necessary; notify your remote host as soon as possible to coordinate submissions.
Yes—events are dog friendly, but keep pets leashed and consider heat and pavement temperatures during summer months.
Start times are fixed, but organizers often allow a free extension if you request it during the game; late starts may reduce the chance to complete all checkpoints.
Sarasota’s modern identity grew rapidly after the Ringling family established winter headquarters in the 1920s, shaping arts, architecture, and tourism along the bay.
Coastal habitats here are sensitive—respect mangroves and shorelines, pack out trash, and support local efforts to reduce plastic and protect marine life.
Alley Kat Adventures operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




You start at a favored waterfront overlook, salt breeze nudging your group and a live remote host pinging instructions to your phone. The city hums: tourists wandering the marina, palms tapping the sky, and the bay itself daring you to slow down and look past the surface. Within minutes you’re chasing clues through streets that trade in art, history, and curious oddities.
You start at a favored waterfront overlook, salt breeze nudging your group and a live remote host pinging instructions to your phone. The city hums: tourists wandering the marina, palms tapping the sky, and the bay itself daring you to slow down and look past the surface. Within minutes you’re chasing clues through streets that trade in art, history, and curious oddities.
Sarasota’s story is visible in the blocks you cross — from Indigenous habitation and Spanish maps to the circus-era boom brought by John Ringling in the early 20th century. Geology here is coastal: low-lying barrier islands, mangrove-lined estuaries, and limestone bedrock that shapes the shoreline. That mix of culture and coast gives each checkpoint its own character, whether it’s a mural with a local backstory or a quiet pocket park facing the bay.
Practically, the scavenger hunt blends walking and short drives, photo and video tasks, and conversational puzzles that encourage talking with shopkeepers and passersby. Teams use their smartphones to submit evidence to a live host who offers nudges and keeps score on a leaderboard. The pace is social but goal-oriented — expect two hours, intermittent bursts of sprinting between spots, and plenty of stops to observe.
Plan for sun and sudden showers, bring a charged phone and power pack, and set one person as navigator and another as photographer. Whether you’re on a family outing, a corporate team-building day, or exploring Sarasota with friends, the Showdown rewards curiosity and quick thinking more than speed. Leave room to linger when a clue leads you to a bench with a view — those small discoveries are the point.