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Maine offers a unique blend of stunning coastlines, charming towns, and breathtaking natural beauty, making it an ideal destination for a solo summer getaway. Here’s a weekend itinerary to help you explore and enjoy the best of Maine.

Downtown Maine along the harbor

Day 1: Arrival and Coastal Exploration

 

Morning: Arrival in Portland

 

  • Arrive at Portland International Jetport
    • Check into your hotel or cozy bed and breakfast in downtown Portland.
    • Freshen up and get ready for a day of exploration.
Afternoon: Old Port and Lunch

 

  • Explore the Old Port District
    • Wander through the cobblestone streets lined with boutique shops, galleries, and local eateries.
    • Lunch at Eventide Oyster Co.: Savor a delicious lobster roll or freshly shucked oysters for a true taste of Maine.
Evening: Lighthouse and Dinner

 

  • Visit Portland Head Light
    • Head to Fort Williams Park to see the iconic Portland Head Light, one of the most photographed lighthouses in the United States.
    • Enjoy the scenic coastal views and capture some stunning photos.
  • Dinner at Fore Street
    • Dine at this acclaimed restaurant known for its wood-fired cuisine and focus on local ingredients.

 

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Day 2: Nature and Adventure


Morning: Freeport and Hiking

  • Drive to Freeport
    • Visit the L.L. Bean flagship store, a Maine institution, and explore the nearby shops.
  • Hike in Wolfe’s Neck Woods State Park
    • Enjoy a morning hike along the trails offering panoramic views of Casco Bay and the surrounding woodlands.
Afternoon: Boothbay Harbor and Kayaking

  • Lunch in Boothbay Harbor
    • Savor a casual lunch at a local café or seafood shack, enjoying the charming harbor views.
  • Kayaking Adventure
    • Rent a kayak and paddle through the calm waters of the harbor, exploring the scenic coastline and possibly spotting seals.
Evening: Relaxation and Dinner

  • Relax at Coastal Maine Botanical Gardens
    • Stroll through the beautiful gardens, enjoying the vibrant flora and serene atmosphere.
  • Dinner at The Boathouse Bistro
    • Enjoy tapas-style dining with a focus on local seafood and seasonal ingredients, all while taking in views of the harbor.

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Lobster roll Sandwich dish

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Day 3: Acadia National Park and Departure


Morning: Acadia National Park

 

  • Drive to Acadia National Park
    • Start your day with a scenic drive to this stunning national park.
  • Hike the Beehive Trail
    • Embark on a rewarding hike offering breathtaking views of the park and the Atlantic Ocean.
Afternoon: Bar Harbor and Lunch

 

  • Explore Bar Harbor
    • Wander through this picturesque town, visiting local shops and enjoying its coastal charm.
  • Lunch at Side Street Café
    • Delight in a hearty lunch, trying their famous lobster mac and cheese or another local favorite.
Evening: Departure

 

  • Return to Portland
    • Head back to Portland for your departure, reflecting on the beautiful memories made during your solo weekend in Maine.
Landscape view of Portland Maine

Additional Tips


  • Transportation: Renting a car is recommended for convenient travel between destinations.
  • Weather: Maine’s summer weather is typically mild, but pack layers for cooler mornings and evenings.
  • Reservations: Make dining and activity reservations ahead of time, especially during the busy summer season.
Enjoy your solo adventure in Maine, where natural beauty and New England charm await!

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