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5-Day Adventure through Boston, Portland, and New Hampshire

5-Day Adventure through Boston, Portland, and New Hampshire Itinerary

Last updated: 2024 Jul 02

Exploring Historic Boston

Morning
Start your day with a visit to Freedom Trail, a 2.5-mile-long path through downtown Boston that passes by 16 locations significant to the history of the United States. This trail is perfect for history buffs and offers a comprehensive overview of the city's rich past. Afterward, head over to Boston Common, America's oldest public park, for a leisurely stroll.
Afternoon
In the afternoon, take part in Boston: Freedom Trail Small Group History Walking Tour. This guided tour will provide you with deeper insights into the historical landmarks along the Freedom Trail. Post-tour, visit Granary Burying Ground, one of Boston's most famous cemeteries where notable figures like Paul Revere are buried.
Evening
Conclude your day with a visit to Faneuil Hall Marketplace. This bustling market offers a variety of shops and eateries. For dinner, dine at Union Oyster House, one of America's oldest restaurants known for its seafood.
Bedtime
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Freedom Trail

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Boston Common

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Boston Freedom Trail Small Group Guided Walking Tour

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Granary Burying Ground

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Faneuil Hall Marketplace

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Cultural Immersion in Cambridge

Morning
Begin your second day with a trip to Cambridge. Start at Massachusetts Institute of Technology (MIT) and explore its impressive campus. Follow this up with a visit to the nearby MIT Museum which showcases fascinating exhibits on science and technology.
Afternoon
In the afternoon, join the Cambridge: Harvard University Student-Guided Walking Tour. This tour provides an insider's look into one of the world's most prestigious universities. Afterward, relax at Cambridge Common, a historic park that has been a gathering place since colonial times.
Evening
Head back to Boston for an evening at Kendall Square. Known as 'the most innovative square mile on the planet,' Kendall Square offers various dining options and entertainment venues. Enjoy dinner at Legal Sea Foods, renowned for its fresh seafood dishes.
Bedtime
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Massachusetts Institute of Technology (MIT)

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MIT Museum

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Cambridge Harvard University Student-Guided Walking Tour

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Cambridge Common

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Kendall Square

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Scenic Views and Historical Insights

Morning
Start your third day with a serene walk along the Charles River Esplanade. Then head over to visit Charles River itself, where you can enjoy beautiful views and perhaps even rent a kayak or paddleboard.
Afternoon
In the afternoon, take part in Boston: Charles River Sightseeing Cruise. This relaxing cruise offers stunning views of both Boston and Cambridge from the water. Afterward, explore Beacon Hill, one of Boston's most picturesque neighborhoods known for its narrow streets and brick row houses.
Evening
End your day by visiting Copley Square, home to some of Boston's architectural gems like Trinity Church and the Boston Public Library. For dinner, try out The Capital Grille, known for its excellent steaks and fine dining experience.
Bedtime
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Charles River

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Boston Charles River Sightseeing Cruise

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Beacon Hill

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Copley Square

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Portland's Natural Wonders and Art

Morning
Begin your day with a visit to Pittock Mansion. This historic house offers stunning views of Portland and the surrounding mountains. The mansion itself is a marvel of architecture and provides a glimpse into the city's past.
Afternoon
In the afternoon, explore the Deschutes National Forest. This vast forest offers numerous trails for hiking and opportunities for wildlife spotting. Don't miss the chance to see some of Oregon's beautiful natural landscapes.
Evening
Conclude your day with a visit to National Museum of Wildlife Art. This museum features an impressive collection of wildlife art from around the world. For dinner, head to Le Pigeon, known for its innovative French-inspired cuisine.
Bedtime
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Pittock Mansion

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Playa del Carmen Xplor Park All-Inclusive Entry Ticket

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National Museum of Wildlife Art

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New Hampshire's Scenic Beauty

Morning
Start your day with a drive to Garden of the Gods. This natural landmark offers breathtaking views and numerous trails for hiking. It's a perfect spot for nature lovers and photographers.
Afternoon
In the afternoon, visit Canyonlands National Park. This park is known for its dramatic desert landscape carved by the Colorado River. Take a scenic drive or hike one of the many trails to fully appreciate its beauty.
Evening
End your day with a visit to Zion Canyon Scenic Drive. This scenic drive offers stunning views of Zion National Park's towering cliffs and canyons. For dinner, dine at The Common Man, known for its hearty New England fare.
Bedtime
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Garden of the Gods

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Canyonlands National Park

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Zion Canyon Scenic Drive

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