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Maine Escape: Coastal Charm, Lobster Rolls & Lighthouses
Thinking about a summer getaway filled with fresh seafood, historic lighthouses, and scenic seaside towns? Here’s a 7-day sample itinerary to explore the best of Portland, Maine and its coastal surroundings — perfect for couples, families, or small groups.
Day 1: Arrival & Explore Portland
Scenic drive from Boston to Portland
Walk the Eastern Promenade with views of Casco Bay
Day 2: Lighthouses & Coastal Beauty
Visit Portland Head Light, Maine’s most photographed lighthouse
Explore ocean views at Two Lights State Park
Shop and stroll the cobblestone streets of the Old Port District
Enjoy sunset drinks on the waterfront
Day 3: Ferry to Peaks Island
Take a short ferry ride to Peaks Island
Rent bikes or a golf cart to explore the island
Relax on the beach or enjoy a laid-back picnic
Visit a local brewery in the evening back in Portland
Day 4: Day Trip to Kennebunkport
Wander through Dock Square’s quaint shops and galleries
Stop by Walker’s Point for coastal views
Soak up the sun at Goose Rocks Beach
Feast on a classic Maine lobster roll
Day 5: Freeport & Coastal Trails
Shop at the L.L. Bean flagship store and nearby outlets
Take a scenic walk through Wolfe’s Neck Woods State Park
Enjoy casual waterfront dining before returning to Portland
Day 6: Explore Midcoast Maine
Drive to Camden Harbor for charming views and boutique shops
Hike in Camden Hills State Park for ocean panoramas
Stop in Rockland to visit an art museum or grab lobster at a local shack
Return to Portland for a relaxing final evening
Day 7: Local Favorites & Coastal Farewell
Start the day with Maine’s famous potato donuts
Take a harbor cruise or whale-watching tour
Walk along Commercial Street for last-minute souvenirs
Celebrate with a farewell dinner at one of Portland’s top restaurants
Day 8: Departure Day
Enjoy a relaxing coffee at a local café
Drive back to Boston and head home with unforgettable memories
This is just a starting point — every itinerary can be tailored to your interests and travel style. Want help planning your own Maine coast adventure?
Send me a message and let’s start building your perfect East Coast escape!
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