Curated for Cumberland County, ME

Things to do in Portland

4 curated outings, 0 field guides, and a growing catalog of places and events.

couples · Portland

Sunset Lighthouse & Old Port Dinner

Begin your evening with a breathtaking view of the Portland Head Light as dusk settles, offering stunning photo opportunities of Maine's iconic coastline. Then, head back to Portland's vibrant Old Port for a memorable local seafood dinner. Conclude your night with an optional rooftop cocktail, taking in the city lights and harbor views.

Duration ·: 3.5 hr
Est. ·: $60–$150

View outing

What are you in the mood for?

View all →

Ready-made Portland outings

See all outings →

couples

Artful Afternoon & Old Port Dinner

4.5 hr · $75–$150

Begin your afternoon date with a light, flavorful lunch at Duckfat, known for its European-inspired fare. Then, immerse yourselves in art and culture at the Portland Museum of Art, home to famous American painters. Conclude your date with a romantic dinner at ViA VECCHiA, a chic Italian eatery in the historic Old Port.

families

Family Fun at Children's Museum & Theatre

4.3 hr · $50–$90

Dive into an afternoon of hands-on discovery at the Children's Museum & Theatre of Maine. After working up an appetite, grab some delicious and creative barbecue or Southwestern fare for a casual family meal. If time permits, enjoy a relaxing stroll at a nearby park.

adults

Historic Views & East End Bites

3.3 hr · $35–$60

Ascend the historic Portland Observatory for a unique perspective of the city and harbor. Afterwards, enjoy a casual, delicious sandwich and their famous duck-fat fries. Conclude your outing with a relaxing moment at a nearby park with scenic water views.