Portland, Maine: Black History Guided Walking Tour
With a small group, trace the steps of Black explorers, mariners, religious leaders, and politicians, over 400 years of Maine history. Follow a public historian throug...
Editor's tip. 75-minute drive from Portland; the Coastal Trolley provides shuttle service. Single-day admission tickets via the operator site.
Plan the days around it
Book Maine Lobster Festival (Rockland): tours and experiences
Maine Lobster Festival (Rockland) runs 4 to 8 August. These are the food tours and tastings in Portland to book for the days around it; most cancel free up to 24 hours ahead.
Portland: Private Charter on Vintage Lobster Boat w/ Drinks
Cruise through Maine's picturesque Casco Bay aboard a vintage lobster boat. Soak up the breathtaking views of Portland's harbor, islands, and iconic lighthouses with a...
Coastal Maine Sunset Sailing Experience - Public & Private
Sail along Maine's iconic coastline at sunset as skies glow over lighthouses and barrier islands. Choose a shared cruise or a private charter for a relaxing, unforgett...
Also in old-port
Old Port Festival ★ 4.3
Old Port Festival in early June closes the Old Port to cars across Exchange Street with three live-music stages, food and craft-beer vendors and a long day.
Tip: Free admission. Food and drink purchased at vendor stalls. Best entry point is Exchange Street at Middle.
Harvest on the Harbor ★ 4.7
Harvest on the Harbor is Portland's flagship food festival, three days late October featuring the Maine Pour distillers night, the Maine Lobster Chef.
Tip: Tickets via harvestontheharbor.com. The OysterFest sells out earliest; opening-night Maine Pour features distillers and seafood producers.