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3 days
United States, North America

3-Day South Portland itinerary guide

Use this route structure as a starting point, then adapt stops and timing with your group in Journii.

South Portland — South Portland Marina

Top stops to prioritize

  • Portland Head Light
  • ViA VECCHiA
  • The Maine Mall
  • Johnny Rockets
  • Portland Museum of Art
  • Mount Desert Island Ice Cream
  • Fort Williams Park
  • Scratch Baking Co

Day 1: Most popular attractions

For day 1, we strategically grouped the most popular attraction, Old Port, with surrounding point of interests to start your trip off with a bang.

  • Portland Head Light
  • Fort Williams Park
  • Scratch Baking Co
  • Bug Light Park
  • The Holy Donut
  • Maine Narrow Gauge Railroad
  • Victoria Mansion

Day 2: Northwest side of town

For day 2, we recommend exploring the northwest side side of town.

  • The Maine Mall
  • International Cryptozoology Museum
  • Children's Museum & Theatre of Maine
  • Thompson's Point
  • Lucky Catch Cruises

Day 3: Off the beaten path

For day 3, if you don’t mind the extra trek, today covers more off the beaten path places like Portland Flea-for-All.

  • Portland Museum of Art
  • Portland Flea-for-All
  • Portland Observatory
  • Fort Allen Park
  • Sherman's Maine Coast Book Shop Portland
  • Willard Beach

Related itinerary guides

Turn this guide into a shared trip: add flights, accommodation, transport notes, and reservations so your whole group can edit one timeline.

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