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5-Day Trip from Boston to Maine Coast

Viewed by 125 travelers

Day 1: Arrival & Ogunquit Exploration

Morning: Depart from Boston early morning to maximize your first day. Arrive in Ogunquit, a charming seaside town known for its beautiful beaches and scenic beauty.

Afternoon: Spend the afternoon walking the famous Marginal Way cliff walk, offering breathtaking views of the Atlantic. Enjoy seafood lunch at a local waterfront restaurant.

Evening: Dine in Ogunquit’s quaint village area and explore the local shops. Relax with a sunset view on Ogunquit Beach.

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Day 2: Kennebunkport & Coastal Charm

Morning: Head north to Kennebunkport, known for its picturesque harbor and historic homes. Visit the Seashore Trolley Museum for a unique local experience.

Afternoon: Have lunch in the downtown area and then visit the Bachelorette Shipwreck beach for a peaceful stroll. Explore local art galleries and the Dock Square area.

Evening: Enjoy seafood dinner at a harbor-view restaurant and take a leisurely walk along the water before heading back to your accommodation.

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Day 3: Portland City & Lighthouses

Morning: Drive to Portland, Maine’s largest city, and start your day at the Portland Head Light, one of the most photographed lighthouses in the United States.

Afternoon: Lunch in the Old Port district, followed by exploring its cobblestone streets, boutique shops, and the Museum of Art. Consider a harbor cruise.

Evening: Savor dinner in one of Portland’s renowned farm-to-table restaurants and enjoy the lively downtown nightlife or waterfront walk.

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Day 4: Acadia National Park Adventure

Morning: Early drive to Acadia National Park for hiking and sightseeing. Visit Cadillac Mountain for stunning panoramic views.

Afternoon: Have a picnic lunch within the park. Explore Jordan Pond and the scenic carriage roads by bike or on foot.

Evening: Return to Bar Harbor for dinner and a relaxed evening in this charming coastal town.

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Day 5: Bar Harbor and Return to Boston

Morning: Enjoy a leisurely breakfast in Bar Harbor followed by a visit to the Abbe Museum to learn about Native American culture of the region.

Afternoon: Begin your drive back to Boston with optional stops at small coastal towns like Camden or Rockport for final scenic views and lunch.

Evening: Arrive back in Boston by evening, concluding your scenic coastal adventure.

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Time and Cost Estimates

  • Ogunquit Marginal Way Walk: 2 hours, Free
  • Seashore Trolley Museum: 1.5 hours, $15 per person
  • Portland Head Light: 1 hour, Free
  • Museum of Art, Portland: 2 hours, $18 per person
  • Acadia National Park Entry: Full day, $30 per vehicle
  • Jordan Pond Picnic & Hiking: 3 hours, Free (food extra)
  • Abbe Museum, Bar Harbor: 1.5 hours, $12 per person
  • Meals: Average $50 per day per person (excluding special dining)
  • Fuel and Travel: Approx. $100 total for the trip
  • Accommodation (4 nights): Approx. $600 (will vary based on choice)

Total Estimated Cost: $900 - $1100 per person

Tips

If you have more time, consider extending your stay in Acadia National Park to explore additional trails or take a whale watching tour from Bar Harbor. For a shorter trip, focus on the southern coastal towns like Ogunquit and Kennebunkport, which offer rich experiences within a two or three-day itinerary.

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