About This Tour
Discover the vibrant history of Portland’s Old Port on this engaging walking tour. Wander through cobblestone alleys and merchant blocks rich with stories of sailors, reformers, and immigrants. Learn about the Portland Freedom Trail, which honors the city’s fight for freedom and civil rights. The tour showcases the Old Port’s architectural charm and its transformation from a bustling shipping hub to a cultural center. Experience the tales of resilience embedded in its streets, from the Great Fire of 1866 to the revitalization efforts of the 1970s. Join fellow history enthusiasts for a memorable journey through Portland’s past and present. — Explore the historic Old Port district, a cultural and commercial hub — Walk along the Portland Freedom Trail, learning about civil rights — Discover stories of resilience, fire, and maritime life — Ideal for history lovers and those curious about Portland's heritage
Final price may vary. Check availability for exact pricing.
Photo Gallery
The cobblestone streets and brick facades of Portland hide stories of fire, freedom, and seafaring grit.
Portland has colorful ties to temperance, Prohibition, and, of course, maritime trade.
Every corner reveals another layer of resilience, from granite warehouses to piers that still serve Casco Bay.
You’ll explore the aftermath of the Great Fire of 1866 and the legacy of the Portland Freedom Trail.
Portland’s history isn’t locked behind glass—it’s written in the streets and docks.
Final price may vary. Check availability for exact pricing.
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Self-Guided Audio Tour of Portland’s Historic Old Port District
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Additional Information
Meeting Point
Casco Bay Lines is found on Maine State Pier, near the junction of Fraklin Street and Commercial Street.
Special Instructions
IMPORTANT – YOUR ACCESS CODE IS: SPF628 - PLEASE READ STEPS BELOW - To access your tour, you’ll need the Drives & Detours App. We recommend downloading the tour in advance in case cell service is unreliable. DOWNLOAD THE APP: iPhone: https://apps.apple.com/us/app/drives-detours/id6443681888 Android: https://play.google.com/store/apps/details?id=com.mytoursapp.android.app6506 UNLOCK YOUR TOUR: 1. Open app, tap "Walking Tours", then "Portland’s Old Port" 2. Enter Your Access Code (on iPhone tap "Login to Download" then "Login") 3. Tap "Download Tour" and wait until complete (1-2 minutes) STARTING THE TOUR: 1. Go to start location 2. Open app, select your tour 3. Tap “Start Tour” ADDITIONAL NOTES: Tour is valid for 180 days, no need to reschedule Questions? TEXT us at 619.324.9920
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Tour Operator
Drives & Detours
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Frequently Asked Questions
Common questions about Self-Guided Audio Tour of Portland’s Historic Old Port District
Who operates this experience?
This experience is operated by Drives & Detours, a local sightseeing provider.
What's included?
This tour includes Flexible Usage (unlimited access), Audio Guide, and App and Tour Download. All inclusions are provided by the tour operator.
How long does this experience take?
The experience lasts approximately 2 hours to 2.5 hours, giving you time to fully enjoy your chosen activity.
Can I cancel this tour?
Yes, you can cancel up to 24 hours before the scheduled departure time for a full refund.
What should I bring?
We recommend bringing comfortable walking shoes, a camera, and weather-appropriate clothing. All necessary equipment is provided.
Will I receive instant confirmation?
Yes, you'll receive instant confirmation when you book.
What to expect on this tour?
This sightseeing experience lasts approximately 2 hours to 2.5 hours and includes all necessary equipment and guidance. You'll have access to Flexible Usage (unlimited access) and more.
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Book Self-Guided Audio Tour of Portland’s Historic Old Port District
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