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Travel AI

undefined Itinerary

Last updated: 2024 Jun 14

Morning

Start your day with a visit to Casco Bay , a beautiful bay known for its scenic islands. Take a ferry ride and explore some of the islands, such as Peaks Island or Great Diamond Island. Enjoy the stunning views of the coastline and the Atlantic Ocean.

Afternoon

Head to Fort Gorges , a historic fort located on an island in Casco Bay. Take a guided tour and learn about the fort's role in protecting the Portland Harbor during the Civil War. Afterward, visit Portland Head Light , one of the most photographed lighthouses in the United States, located in Fort Williams Park.

Evening

Take a stroll along the Eastern Promenade , a waterfront park that offers panoramic views of Casco Bay and the Portland skyline. Enjoy a picnic dinner while watching the sunset over the ocean.

Bedtime

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Morning

Start your day with a visit to New England Distilling , a craft distillery that produces small-batch spirits using traditional methods. Take a tour and sample some of their award-winning spirits. Afterward, head to Rising Tide Brewing Company , a local brewery known for its innovative and unique beers.

Afternoon

Visit the Tate House Museum , a historic home that offers a glimpse into 18th-century life in Portland. Take a guided tour and learn about the Tate family and their role in the community. Afterward, explore the neighborhood of Munjoy Hill, known for its charming streets and stunning views of the city.

Evening

Enjoy a delicious seafood dinner at one of Portland's top-rated seafood restaurants, such as Eventide Oyster Co. or The Honey Paw. Indulge in fresh oysters, lobster rolls, and other local specialties.

Bedtime

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Morning

Start your day with a visit to Portland's Old Port district, a historic waterfront area known for its cobblestone streets and 19th-century buildings. Explore the boutiques, art galleries, and specialty shops that line the streets.

Afternoon

Take a scenic drive along the Casco Bay Loop, a 27-mile route that offers breathtaking views of the coastline and the surrounding islands. Stop at some of the scenic overlooks and enjoy the natural beauty of the area.

Evening

End your day with a sunset cruise on Casco Bay. Relax and take in the beautiful views of the coastline while enjoying a drink and some light snacks.

Bedtime

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Morning

Explore the vibrant food scene in Portland by taking a food tour. Sample local specialties such as lobster rolls, clam chowder, and whoopie pies. Learn about the city's culinary history and the chefs and artisans behind the delicious food.

Afternoon

Visit the Portland Museum of Art, which houses a collection of American, European, and contemporary art. Explore the galleries and admire works by artists such as Winslow Homer and Edward Hopper.

Evening

Enjoy a dinner at one of Portland's farm-to-table restaurants, such as Fore Street or Central Provisions. Indulge in dishes made with locally sourced ingredients and savor the flavors of Maine.

Bedtime

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Morning

Start your day with a visit to the Portland Farmers' Market, where you can browse a variety of local produce, artisanal goods, and handmade crafts. Pick up some fresh ingredients for a picnic lunch.

Afternoon

Head to the nearby town of Freeport and visit the LL Bean flagship store, a must-visit destination for outdoor enthusiasts. Explore the different departments, including camping gear, outdoor apparel, and home goods.

Evening

End your trip with a sunset kayak tour on Casco Bay. Paddle along the coastline and watch as the sun sets over the ocean.

Bedtime

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