Morning: Arrive at Portland International Jetport and settle into your charming VRBO seaside cottage in the Old Port district. Take a leisurely walk along the cobblestone streets, soaking in the historic architecture and harbor views.
Afternoon: Explore the iconic Portland Head Light at Fort Williams Park, snapping photos of the rugged lighthouse against the Atlantic. Afterwards, enjoy a casual lunch at a waterfront café.
Evening: Dine at Red's Lobster Pound for a classic Maine lobster roll, then stroll back to your cottage for a relaxing night by the fire.
Find HotelsMorning: Depart Portland on the picturesque Coastal Route 1, stopping at scenic overlooks along the way. Arrive in Ogunquit and check into a cozy VRBO beachfront rental.
Afternoon: Spend the afternoon at Ogunquit Beach, walking the famous Marginal Way trail that hugs the cliffs. Grab a light snack at a local bakery.
Evening: Savor a fresh seafood dinner at a harborside restaurant, followed by a sunset walk on the sand before returning to your cottage.
Find HotelsMorning: Drive to Kennebunkport and settle into a historic VRBO colonial home. Visit the renowned Kennebunk Pottery showroom for inspiration.
Afternoon: Join a hands‑on pottery class at the Rogersville Pottery Studio, creating your own souvenir. Enjoy a leisurely lunch at a waterfront bistro.
Evening: Explore the quaint Dock Square, sampling local ice cream before returning to your rental for a quiet evening.
Find HotelsMorning: Depart Kennebunkport and travel north to Camden, checking into a scenic VRBO cottage with harbor views. Take a short walk to the historic downtown.
Afternoon: Board a Penobscot Bay sailing cruise, admiring the dramatic cliffs and islands. Afterwards, explore the Camden Hills State Park for panoramic vistas.
Evening: Dine at a farm‑to‑table restaurant overlooking the harbor, then enjoy a relaxed night on the cottage porch.
Find HotelsMorning: Drive up the scenic Coastal Route 1 to Bar Harbor, checking into a rustic VRBO log cabin. Begin your day with a coffee and breakfast at a local café.
Afternoon: Enter Acadia National Park and bike the historic carriage roads, stopping at the iconic Thunder Hole and Jordan Pond. Picnic lunch amidst the forest.
Evening: Return to Bar Harbor for dinner at a lobster shack, then wander the vibrant downtown before retiring to your cabin.
Find HotelsMorning: Head to the tranquil Blue Hill Peninsula and settle into a seaside VRBO cottage. Visit the historic Blue Hill Museum for a glimpse of local heritage.
Afternoon: Take a scenic drive along the Blue Hill Bay Loop, stopping at art galleries and the Herring Cove Pottery studio for a quick demo.
Evening: Enjoy a farm‑fresh dinner at a nearby inn, then watch the sunset from the cliffs before heading back to your cottage.
Find HotelsMorning: Pack up and take a leisurely drive back to Portland, stopping at the charming town of Rockland to explore the Farnsworth Art Museum.
Afternoon: Grab a final lobster roll at the Portland Lobster Company and stroll along the Eastern Promenade for a last ocean breeze.
Evening: Return your rental car and head to the airport, carrying memories of Maine’s coast, cuisine, and crafts.
Find HotelsTotal Estimated Cost: $1,707 (excluding meals not listed and personal expenses)
If you’d like to extend the trip, consider adding a day in Bar Harbor to hike the Beehive Trail or a day in the historic town of St. Augustine for extra coastal charm. To shorten the itinerary, you can combine Days 4 and 5 by driving directly from Camden to Acadia, skipping the Blue Hill Peninsula, and focusing on the park’s highlights. Adjusting the number of pottery workshops or opting for free beach days will also help tailor the pace and budget to your preferences.