Race through Portland’s Old Port with a live remote host, solving photo and location challenges across harborside lanes, galleries, and hidden alleys. This two-hour interactive scavenger hunt blends local history with playful tasks—perfect for families, groups, and curious travelers.
Race through Portland’s Old Port with a live remote host, solving photo and location challenges across harborside lanes, galleries, and hidden alleys. This two-hour interactive scavenger hunt blends local history with playful tasks—perfect for families, groups, and curious travelers.
Book with Alley Kat Adventures
Book directly with Alley Kat Adventures for the best rates and real-time scheduling.
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Operated by Alley Kat Adventures · Portland, Maine
The cobblestones click underfoot as a cold breeze off Casco Bay threads itself through brick alleys and seafood smoke. You start at a scenic local favorite — a harbor-facing plaza or waterfront marker — check in with a remote live host on your phone, and peel away into the Old Port’s grid of wharves, shopfronts, and side streets. Clues push you toward public art, secret staircases, and the salt-streaked edges where tide and history meet.
easy.
2 hours.
Suitable for people comfortable with short urban walks and occasional short hills; minimal endurance required.
The standard hunt runs about 120 minutes; you can extend time in some bookings if offered by the operator.
You’ll need a mobile ticket and a working smartphone; organizers supply a digital scavenger document and connect you via phone or WhatsApp.
Most checkpoints are planned to be accessible and the listing notes wheelchair and stroller access, but street-level conditions vary—contact the operator if you require specific accessibility accommodations.
International numbers can use WhatsApp or email as a backup; you must arrange this with the operator ahead of time to ensure remote-host connection.
Portland grew as a 17th–19th century maritime and shipping center; many Old Port brick buildings date to the city’s 19th-century reconstruction after major fires.
Casco Bay initiatives focus on water quality and shoreline stewardship; keep urban litter out of storm drains and respect marine habitats when exploring the waterfront.
Alley Kat Adventures operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.




Book with Alley Kat Adventures
Book directly with Alley Kat Adventures for the best rates and real-time scheduling.
Reserve Now