Southwest® flights to Portland, ME starting at $59

When you deplane at Portland International Jetport, you’re only two miles outside of downtown Portland, ME, and the start of your adventure in the Portland of the East. You may find that your wanderlust guides you toward the area’s beloved lighthouses first. Start with the area’s oldest and most famous, the Portland Head Light in Cape Elizabeth. Construction of this lighthouse began in 1787 under the directive of President George Washington—back when Maine was still part of the Commonwealth of Massachusetts. Now, the former lighthouse keepers’ residence is a maritime museum and gift shop, a can’t-miss attraction for enthusiasts and those who’d like to take home some lighthouse memorabilia. Consider a daytrip along Maine’s coast to explore the state’s other five lighthouses—a real vacation spotlight.

If you prefer land over sea, take advantage of over 700 acres of the city’s public parkland. Seventy miles of trails connect parks inside and outside the city and traverse urban and woodland areas. Explore on foot and don’t forget a pair of binoculars. While these parts aren’t quite why locals call Portland the Forest City, it certainly lends credence to the moniker’s endurance.