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Road Trips

Portland tour guide

History Tours

Guided experiences that add cultural and historical context to major sights.

Overview

How this category fits a trip

History Tours are one of the more useful ways to add structure and local context to a Portland trip.

Types of tours

History Tours

A straightforward starting query for history tours in Portland.

Live Viator Picks

Popular tours

These guided experiences are included as helpful options for visitors who already know this category is a good fit.

Portland Tall Ship Cruise on Casco Bay

Portland Tall Ship Cruise on Casco Bay

What better way to see the delights of Portland than from the sea in one of the famous schooner tall ships. Join us for this mid morning cruise that will make your visit to Portla…

4.5 (235 reviews)

2 hoursFrom USD 99.59

Traveler Takeaways

Summarized from guest feedback

  • Feedback is fairly consistent on timing, organization, and what the experience feels like in practice.
  • Views and scenery are a major part of the appeal, so weather and visibility can noticeably shape the experience.
  • This is often chosen as a shorter outing that can fit around other plans on the same day.
scenic outingeasy to fit in
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Old Port "Seafood Lovers" Walking Lunch Tour in Portland, Maine

Old Port "Seafood Lovers" Walking Lunch Tour in Portland, Maine

Learn about Maine's most famous crustacean and the men and women who make their living from trap to table. Stroll along Portland's vital working waterfront , view lobster boats of…

4.8 (148 reviews)

3 hoursFrom USD 159.99

Traveler Takeaways

Summarized from guest feedback

  • Feedback is fairly consistent on timing, organization, and what the experience feels like in practice.
  • Guests usually respond best to clear guiding and a well-organized overall flow.
  • Expect a more active outing, with walking or time on your feet shaping much of the experience.
  • Views and scenery are a major part of the appeal, so weather and visibility can noticeably shape the experience.
great guidesactive outingscenic views
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Small Group Afternoon Lighthouse Boat Cruise With Local Drinks

Small Group Afternoon Lighthouse Boat Cruise With Local Drinks

Have you seen these iconic beacons from the water? Now is your chance! Board the Elizabeth Grace to cruise around Portland Harbor on this one of a kind sightseeing cruise. It is t…

4.7 (55 reviews)

1.5 hoursFrom USD 69

Traveler Takeaways

Summarized from guest feedback

  • Views and scenery are a major part of the appeal, so weather and visibility can noticeably shape the experience.
  • This is often chosen as a shorter outing that can fit around other plans on the same day.
scenic outingeasy to fit in
View experience
Lighthouse Bicycle Tour from South Portland with 4 Lighthouses

Lighthouse Bicycle Tour from South Portland with 4 Lighthouses

Our 3-Hour tour leaves at 11:00 am and follows the scenic South Portland Greenbelt Pathway to three local lighthouses. The first stop on the tour will be Portland Breakwater Light…

4.9 (114 reviews)

3 hoursFrom USD 115

Traveler Takeaways

Summarized from guest feedback

  • Feedback is fairly consistent on timing, organization, and what the experience feels like in practice.
  • Guests usually respond best to clear guiding and a well-organized overall flow.
  • Views and scenery are a major part of the appeal, so weather and visibility can noticeably shape the experience.
great guidesscenic views
View experience
Sunset & Scenic Private Boat Tour of Portland & Casco Bay

Sunset & Scenic Private Boat Tour of Portland & Casco Bay

Private Casco Bay Cruise – Up to 5 Guests Experience the beauty of Maine’s coast on a private 2-hour tour through the scenic Casco Bay islands. This intimate charter is perfect fo…

5.0 (19 reviews)

2 hoursFrom USD 650

Traveler Takeaways

Summarized from guest feedback

  • Guests usually respond best to clear guiding and a well-organized overall flow.
  • Views and scenery are a major part of the appeal, so weather and visibility can noticeably shape the experience.
  • This is often chosen as a shorter outing that can fit around other plans on the same day.
great guidesscenic outingeasy to fit in
View experience
Portland's Best Craft Beverages Bus Tour

Portland's Best Craft Beverages Bus Tour

Most recognize Portland, Maine for its vast selection of local craft breweries. And while we retain the title for ‘most breweries per capita,’ we’re experiencing profound growth i…

4.9 (33 reviews)

2.5 hoursFrom USD 99

Traveler Takeaways

Summarized from guest feedback

  • Guests usually respond best to clear guiding and a well-organized overall flow.
  • Guests usually care most about how smoothly the timing, meeting point, and overall pace line up with the rest of the day.
great guideslogistics matter
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