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A Magical New England Adventure

Viewed by 51 travelers

Explore the charm of New England with this 5-day itinerary that will take you through the picturesque cities of Boston, Portland Maine, and York Maine. Immerse yourself in the rich history, indulge in delicious seafood, and enjoy the breathtaking coastal scenery.

Thursday, November 30: Boston

In the morning, start your day with a visit to the iconic Faneuil Hall Marketplace. Explore the historic Quincy Market and sample local food vendors. Afterward, take a walk along the freedom trail, visiting landmarks such as Paul Revere's House and the Old North Church. In the afternoon, visit the Museum of Fine Arts and immerse yourself in world-class art. In the evening, head to the trendy neighborhood of Cambridge and explore Harvard Square.

  • Faneuil Hall Marketplace: Estimated cost - Free, Time spent - 2 hours
  • Freedom Trail: Estimated cost - Free, Time spent - 3 hours
  • Museum of Fine Arts: Estimated cost - $25 admission fee, Time spent - 3 hours
  • Harvard Square: Estimated cost - Free, Time spent - 2 hours
Friday, December 1: Portland, Maine

Start your day by exploring the vibrant Old Port district of Portland. Enjoy a delicious seafood lunch at one of the local restaurants, followed by a visit to the Portland Head Light, the iconic lighthouse perched on the rocky coastline. In the afternoon, discover the thriving local art scene at the Portland Museum of Art. Finally, end your day with a scenic drive along the Casco Bay Islands Loop.

  • Old Port: Estimated cost - Free, Time spent - 2 hours
  • Portland Head Light: Estimated cost - Free, Time spent - 1 hour
  • Portland Museum of Art: Estimated cost - $15 admission fee, Time spent - 2 hours
  • Casco Bay Islands Loop: Estimated cost - Free, Time spent - 2 hours
Saturday, December 2: York, Maine

Start your day by exploring the charming town of York. Visit the historic Nubble Lighthouse and take in the stunning ocean views. Afterward, head to Long Sands Beach for a leisurely stroll along the shore. In the afternoon, explore the historic York Village and browse the quaint shops and boutiques. Finish the day by indulging in a fresh seafood dinner at one of the local waterfront restaurants.

  • Nubble Lighthouse: Estimated cost - Free, Time spent - 1 hour
  • Long Sands Beach: Estimated cost - Free, Time spent - 2 hours
  • York Village: Estimated cost - Free, Time spent - 2 hours
  • Seafood Dinner: Estimated cost - $30, Time spent - 1 hour
Sunday, December 3: Maine Coast Exploration

Embark on a scenic drive along the Maine coast, taking in the picturesque beauty of Acadia National Park. Explore the park's hiking trails, visit the Thunder Hole, and enjoy a picnic lunch overlooking the stunning coastal scenery. In the afternoon, take a cruise to see the famous puffins on Petit Manan Island. End the day with a visit to Bar Harbor, a charming coastal town known for its delicious seafood and quaint shops.

  • Acadia National Park: Estimated cost - $30 park entrance fee, Time spent - 3-4 hours
  • Puffin Cruise: Estimated cost - $50, Time spent - 2 hours
  • Bar Harbor: Estimated cost - Free, Time spent - 2 hours
Monday, December 4: Back to Boston

Conclude your New England adventure with a day trip back to Boston. Spend the morning exploring the famous Boston Common and Public Garden, taking a leisurely stroll through the park. Afterward, visit the prestigious Harvard University and explore the Harvard Art Museums. In the afternoon, indulge in a mouthwatering meal at one of Boston's renowned seafood restaurants. End your trip with a relaxing harbor cruise to take in the skyline views of the city.

  • Boston Common and Public Garden: Estimated cost - Free, Time spent - 2 hours
  • Harvard University: Estimated cost - Free, Time spent - 1-2 hours
  • Harvard Art Museums: Estimated cost - $15 admission fee, Time spent - 2 hours
  • Seafood Dinner: Estimated cost - $40, Time spent - 1 hour
  • Harbor Cruise: Estimated cost - $25, Time spent - 1-2 hours

Hidden Gems and Local Favorites

While exploring these popular destinations, make sure to venture off the beaten path and discover hidden gems that locals love. In Boston, take a stroll through the enchanting Beacon Hill neighborhood and marvel at its charming cobblestone streets and historic brownstone homes. In Portland, visit the Portland Observatory for panoramic views of the city and its surrounding islands. Finally, in York, wander along the Cliff Walk for breathtaking views of the coast and the famous "Wiggly Bridge."

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