South Portland

Day Trips

Make the most of your day with our curated plans, packed with South Portland's hidden gems and unique experiences!

day 1
Exploring South Portland
morning
:

Start your day with a refreshing walk along the scenic South Portland waterfront. Enjoy breakfast at a nearby café while overlooking the beautiful harbor.

afternoon
:

Visit the local shops in Mill Creek Park, where you can find unique gifts and local produce. Have lunch at one of the popular eateries, sampling regional seafood.

evening
:

Dine at a waterfront restaurant for a memorable sunset view. After dinner, take a stroll on the promenade to end the day with a peaceful ambiance.

day 2
Nature and Parks Adventure
morning
:

Begin your day with a hike at the nearby Cape Elizabeth area, exploring the trails and enjoying the fresh air. Pack a picnic to enjoy at a scenic lookout.

afternoon
:

Spend some time at Willard Beach, relaxing and soaking up the sun. You can also try paddleboarding or beach volleyball for some fun.

evening
:

Watch the sunset from the beach, then gather at a local fire pit for s'mores. Head to a cozy bar for live music and local brews.

day 3
Cultural Discovery
morning
:

Start by visiting the South Portland Historical Society to learn about the area's rich heritage. Enjoy a light breakfast at a nearby bakery.

afternoon
:

Explore the nearby arts district and check out local galleries. Grab lunch from a food truck to experience local flavors.

evening
:

Attend a theater performance or art show in the area. Afterward, unwind at a café with a good book or conversation.

day 4
Family Fun Day
morning
:

Visit the South Portland Community Center for family activities and games. Enjoy breakfast at a family-friendly diner.

afternoon
:

Spend the afternoon at a local amusement park or arcade for some thrilling rides and games. Bring a packed lunch or buy treats at the venue.

evening
:

Have a family dinner at a restaurant with a kid's menu. End the day with ice cream at a local parlor while recalling the day's adventures.

day 5
Culinary Delights
morning
:

Join a morning cooking class to learn some local recipes. Enjoy the fruits of your labor for breakfast with your fellow participants.

afternoon
:

Visit farmer's markets to gather fresh ingredients and favorite snacks. Opt for a light lunch at one of the market stalls while mingling with locals.

evening
:

Participate in a wine tasting event at a local winery. Savor a gourmet dinner at a restaurant famous for its locally sourced dishes.

day 6
Adventure on Water
morning
:

Start your day with a kayak tour around the coast to spot wildlife. Enjoy a hearty breakfast at a waterfront café before setting out.

afternoon
:

Join a fishing charter for an exciting afternoon on the water. Share stories with the captain and fellow anglers while enjoying the catch of the day.

evening
:

Savor a laid-back dinner at a beachside restaurant with fresh seafood. Enjoy the sounds of the waves as you reflect on your day's experiences.

day 7
Local Markets and Shops
morning
:

Start your morning at a local farmer's market, sampling fresh produce and homemade goods. Enjoy breakfast at a market stall or café nearby.

afternoon
:

Explore the unique shops in South Portland, picking up souvenirs and handmade crafts. Grab lunch at a deli or café while out shopping.

evening
:

Indulge in dinner at a trendy bistro known for its local cuisine. Wind down at a local pub for some craft beers and good company.

day 8
Beach Retreat
morning
:

Spend your morning at Fort Williams Park, touring the historic lighthouse and enjoying the park's beauty. Have breakfast at a nearby restaurant with ocean views.

afternoon
:

Relax at the beach, engaging in sunbathing or beach sports. Grab a casual lunch from a nearby food truck.

evening
:

Host a beach bonfire with friends or family as you watch the sunset. Enjoy a casual dinner at a beach diner, soaking in the beach vibes.

day 9
History and Heritage
morning
:

Visit the South Portland Historical Society to dive into local history. Enjoy breakfast at a nearby café with a historic charm.

afternoon
:

Explore landmarks and historic neighborhoods on a guided walking tour. Stop for a relaxing lunch at a local eatery along the way.

evening
:

Check out a local exhibit at a museum or gallery. End your evening with dinner at a restaurant that showcases traditional regional dishes.

day 10
Relaxation Retreat
morning
:

Join a morning yoga session at a local studio for a peaceful start to your day. Enjoy a healthy breakfast smoothie at a nearby health café.

afternoon
:

Treat yourself to a spa appointment for some rejuvenation. Grab a light, nourishing lunch at a vegetarian restaurant.

evening
:

Have a relaxing dinner at a tranquil eatery. Spend your evening unwinding at home or in a local park, reflecting on the peaceful day.

Discover South Portland

Read more in our South Portland 2024 Travel Guide.

South Portland Travel Guide