Morning: Arrive at Portland International Jetport and settle into your cozy VRBO on the waterfront. Take a leisurely stroll along the Eastern Promenade to soak in views of Casco Bay.
Afternoon: Enjoy a classic Maine lunch at Eventide Oyster Bar, then explore the historic Portland Head Light at Fort Williams Park, where you can snap photos of the iconic lighthouse.
Evening: Dine at a local lobster pound such as Lobster Shack at Two Lights, savoring fresh boiled lobster with butter and corn on the cob.
Find HotelsMorning: Begin the day with a scenic drive along U.S. Route 1, watching waves crash against rocky cliffs as you head south.
Afternoon: Visit the charming town of Kittery and explore the historic Kittery Shipyard. Stop at the renowned Riverside Pottery for a hands‑on studio session and browse their unique ceramics.
Evening: Enjoy dinner at the seaside Kittery Point Lobster Pound, where you can try a lobster roll served on a buttery roll with a side of local craft beer.
Find HotelsMorning: Drive to Ogunquit and wander the famous Marginal Way, a cliff‑side walking path offering spectacular ocean vistas.
Afternoon: Explore the vibrant Ogunquit Museum of American Art and then visit Frosty Pottery Studio for a quick pottery demonstration.
Evening: Savor dinner at Sea Grill, known for its fresh lobster and scallops, while watching the sunset over the Atlantic.
Find HotelsMorning: Head north to Freeport, home of the famous L.L. Bean flagship store. Browse the outlet village for local goods and souvenirs.
Afternoon: Join a workshop at Freeport Pottery, creating your own piece to take home. Afterwards, stroll the charming Wolfe’s Neck Woods State Park for a short nature hike.
Evening: Dine at Harbor & Hearth, featuring a lobster bake served in a traditional New England style.
Find HotelsMorning: Embark on a picturesque drive along the Coastal Route 1, stopping at the historic Rockland Lighthouse for photo ops.
Afternoon: Visit the acclaimed Rockland Museum of Art and then continue to Camden, checking into your VRBO nestled near the harbor.
Evening: Enjoy a relaxed dinner at Camden Harbor Fish House, sampling their signature lobster bisque and local seafood dishes.
Find HotelsMorning: Hike the moderate trail to the summit of Mount Battie in Camden Hills State Park for panoramic views of Penobscot Bay.
Afternoon: Return to town for a leisurely lunch at Long Grain, then visit the nearby Camden Pottery to view handcrafted ceramics.
Evening: Treat yourselves to a classic Maine lobster feast at Red’s Lobster Pound in nearby Stonington, complete with corn, potatoes, and homemade butter.
Find HotelsMorning: Take a final sunrise walk along the Camden Harbor Walkway, enjoying the quiet morning light on the water.
Afternoon: Pack up and head back toward Portland, stopping at the scenic Portland Head Light again for any last photos.
Evening: Return the rental car and depart from Portland International Jetport, bringing home memories of lobster, pottery, and stunning coastal drives.
Find HotelsIf you’d like to extend the trip, consider adding a day in Acadia National Park to explore its stunning coastal cliffs and carriage roads. To shorten the itinerary, you can combine Days 2 and 3 by focusing on either Kittery or Ogunquit, and skip the pottery workshop in Freeport—still enjoying the key lobster experiences and scenic drives.