Turn Portland’s Old Port into a two-hour city game using an app and remote host. This photo-based scavenger hunt combines local history, waterfront views, and urban puzzles ideal for groups and families.
More ways to explore the area's outdoor wonders
You start at a corner of the Old Port with the salt wind pulling at your jacket and cobblestones clicking underfoot. The scavenger-hunt app dings; a challenge appears to photograph a rusted anchor or decode a clue about a brick warehouse. Teams scatter—some toward the waterfront, others into alleyways lined with galleries and oyster bars—each choice shaping a two-hour city sprint.
Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for most fitness levels; involves moderate walking and short stairs
Wildlife
History
Portland’s Old Port grew from a 19th-century maritime economy; many brick warehouses along the harbor were built after the great 1866 fire and converted to shops and restaurants.
Conservation
Stay on public walkways, avoid disturbing wildlife on piers, and support local businesses that follow sustainable seafood and waste-reduction practices.
Reserve your spot on the Fun Scavenger Hunt in Portland, ME by Operation City Quest today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Charge your phone
The game runs through an app and takes photos—bring a fully charged phone and a backup power bank.
Wear grippy shoes
Cobbled streets and wet docks can be slick—choose footwear with good traction.
Start early or late
Midday brings tourist crowds; mornings or evenings are quieter and make navigation faster.
Use public transit or park nearby
Old Port has paid lots and bus service—plan parking ahead to avoid a delayed start.
Smartphone with camera
Needed to access the app, submit photos, and communicate with the remote host
Portable power bank
Keeps your phone alive through photo uploads and GPS use
Comfortable walking shoes
Support and traction for cobbles, sidewalks, and waterfront surfaces
Light weather layer
A windproof shell helps on breezy waterfronts; swap for heavier coat in winter
spring