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.
More ways to explore the area's outdoor wonders
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.
Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for people comfortable with short urban walks and occasional short hills; minimal endurance required.
Wildlife
History
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.
Conservation
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.
Reserve your spot on the Portland, Maine Madness Scavenger Hunt today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Bring a fully charged smartphone
The hunt is hosted remotely and requires GPS, photos, and messaging; bring a power bank as backup.
Wear comfortable shoes
Expect 1.5–2 hours of mixed-surface walking over cobbles and boardwalks—supportive footwear matters.
Plan for weather
Portland’s coastal weather changes fast—pack a light rain shell in spring and fall, sun protection in summer, and traction for winter.
Provide a working domestic phone number
Organizers require a working domestic number for live-host connection; international guests should confirm WhatsApp or email backup before arrival.
Smartphone with data plan
Required for receiving clues, sending photos, and communicating with the live host.
Power bank
Keeps your phone alive for the full hunt and any photo/video tasks.
Comfortable walking shoes
Cobbled streets and uneven sidewalks make supportive footwear important.
Light rain shell or windbreaker
Coastal showers and wind are common—carry a lightweight layer to stay dry and warm.
spring