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Roam Around

undefined Itinerary

Last updated: 2024 Jun 14

Exploring Historic Boston

Morning

Start your day with a delicious breakfast at Neptune Oyster in the North End, known for its fresh seafood. After breakfast, visit the Freedom Trail, a 2.5-mile-long trail that takes you through 16 historical sites in Boston, including the Faneuil Hall and the Boston Tea Party Ships & Museum.

Afternoon

For lunch, head to Union Oyster House, the oldest continuously operating restaurant in the United States. Afterward, explore the New England Aquarium and enjoy the stunning exhibits of marine life. Take a leisurely stroll along the picturesque Boston Harborwalk and enjoy the beautiful views of the waterfront.

Evening

End your day with a delicious dinner at The Capital Grille in the Back Bay neighborhood. After dinner, catch a show at the iconic Charles Playhouse, known for its long-running productions like "Shear Madness" and "Blue Man Group."

Bedtime

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3.67
Freedom Trail
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Boston Harborwalk
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Coastal Charm in Portland

Morning

Start your day with a visit to the Portland Head Light, one of the most photographed lighthouses in the United States. Afterward, enjoy a delightful breakfast at Saltie Girl in the Old Port district. Explore the charming streets of Portland and visit the unique shops and boutiques.

Afternoon

For lunch, head to Eventide Oyster Co. and indulge in their famous lobster rolls. Afterward, take a scenic drive along the stunning Casco Bay coastline and enjoy the breathtaking views. Visit Fort Gorges, a historic fort located on an island in the bay.

Evening

Enjoy a delicious dinner at Fore Street in the Old Port district, known for its farm-to-table cuisine. After dinner, explore the vibrant nightlife of Portland and visit one of the local breweries like Rising Tide Brewing Company.

Bedtime

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4.79
Portland Head Light
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4.77
Casco Bay
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Maritime History in Mystic

Morning

Start your day with a visit to the Mystic Seaport Museum, the largest maritime museum in the United States. Explore the historic ships, exhibits, and demonstrations. Afterward, enjoy a delightful breakfast at Mystic Dark Room in downtown Mystic.

Afternoon

For lunch, head to Engine Room and savor their delicious burgers and craft beers. Afterward, visit the Mystic Aquarium and get up close with marine animals like beluga whales and penguins. Take a leisurely stroll along the Mystic River Bascule Bridge and enjoy the scenic views.

Evening

End your day with a dinner at S&P Oyster Co. and savor their fresh seafood dishes. After dinner, relax at Schooner Argia and enjoy a sunset cruise along the Mystic River.

Bedtime

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4.45
Mystic Seaport Museum
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3.64
Mystic Aquarium
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Cultural Delights in Boston

Morning

Start your day with a visit to the Museum of Fine Arts and explore its extensive collection of artworks from around the world. Afterward, enjoy a delicious breakfast at Myers + Chang in the South End neighborhood.

Afternoon

For lunch, head to Toro and indulge in their mouthwatering tapas. Afterward, visit the Isabella Stewart Gardner Museum and admire its stunning collection of art and architecture. Take a leisurely walk along the Rose Kennedy Greenway and enjoy the beautiful gardens and public art installations.

Evening

End your day with a dinner at No. 9 Park in Beacon Hill, known for its Italian and French-inspired cuisine. After dinner, enjoy a performance at the iconic Boston Symphony Hall, home to the renowned Boston Symphony Orchestra.

Bedtime

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Museum of Fine Arts
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Isabella Stewart Gardner Museum
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Outdoor Adventures in Boston

Morning

Start your day with a visit to the Arnold Arboretum and explore its beautiful gardens and tree collections. Afterward, enjoy a delicious breakfast at Flour Bakery + Cafe in the Jamaica Plain neighborhood.

Afternoon

For lunch, head to Row 34 and savor their fresh seafood dishes. Afterward, rent a kayak from Charles River Canoe & Kayak and paddle along the Charles River, enjoying the scenic views of the city skyline.

Evening

End your day with a dinner at Oleana in Cambridge, known for its Mediterranean-inspired cuisine. After dinner, relax at The Sinclair and enjoy live music performances in an intimate setting.

Bedtime

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