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Honeymoon Itinerary in Portland, Maine

Saturday, October 21, 2023

Start your honeymoon in Portland, Maine by immersing yourself in the charming coastal city. In the morning, indulge in a delightful breakfast at The Holy Donut, known for its unique and mouthwatering potato-based donuts. Afterward, take a romantic stroll along the picturesque Portland Harborwalk, enjoying the scenic views of Casco Bay and the working waterfront.

  • The Holy Donut: Estimated Cost - $10, Time Spent - 1 hour
  • Portland Harborwalk: Estimated Cost - Free, Time Spent - 2 hours

In the afternoon, visit the historic Old Port district, filled with cobblestone streets, boutiques, and art galleries. Explore the various shops and find the perfect souvenir to commemorate your honeymoon. For lunch, treat yourselves to a delectable seafood feast at Eventide Oyster Co., known for its fresh oysters, lobster rolls, and innovative small plates.

  • Old Port: Estimated Cost - Free, Time Spent - 3 hours
  • Eventide Oyster Co.: Estimated Cost - $50, Time Spent - 1.5 hours

As the evening sets in, head to the Portland Head Light, one of the most iconic lighthouses in the United States. Bask in the romantic ambiance as you watch the sunset while overlooking the beautiful Cape Elizabeth coastline. For a memorable dining experience, make reservations at Fore Street, a renowned restaurant serving locally sourced and seasonal cuisine.

  • Portland Head Light: Estimated Cost - Free, Time Spent - 1 hour
  • Fore Street: Estimated Cost - $150, Time Spent - 2 hours
Sunday, October 22, 2023

To start your second day, visit the Portland Museum of Art, known for its extensive collection of fine and decorative arts. Admire the works of renowned artists and immerse yourselves in the vibrant art scene of Portland. Afterward, have a delightful brunch at Bayside Bowl, a unique combination of a bowling alley and a restaurant that offers delicious food and fun atmosphere.

  • Portland Museum of Art: Estimated Cost - $15, Time Spent - 2 hours
  • Bayside Bowl: Estimated Cost - $40, Time Spent - 2 hours

In the afternoon, take a scenic drive along the stunning coastal Route 1 to visit the charming town of Kennebunkport. Stroll along the quaint streets, explore the boutiques and art galleries, and visit the stunning St. Ann's Episcopal Church. For a romantic dinner, make a reservation at Earth at Hidden Pond, a farm-to-table restaurant nestled in a serene and picturesque setting.

  • Kennebunkport: Estimated Cost - Gas for the drive, Time Spent - 4 hours
  • Earth at Hidden Pond: Estimated Cost - $200, Time Spent - 2 hours

Hidden Gems and Local Favorites

As you explore Portland, be sure to check out some hidden gems and local favorites. For a peaceful and scenic escape, visit Mackworth Island, a serene island park with walking trails and stunning waterfront views. Another local favorite is Duckfat, a small eatery known for their mouthwatering Belgian fries cooked in duck fat. End your honeymoon by taking a romantic sunset cruise on Casco Bay, where you can enjoy the beauty of the coastline and even spot some wildlife.

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