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New England Road Trip: From Boston to the Wilderness

New England Road Trip: From Boston to the Wilderness Itinerary

Last updated: 2024 Jun 14

Historic Boston and Culinary Delights

Morning
Start your day with a delicious breakfast at Mike's Pastry, known for its mouthwatering pastries. Afterward, immerse yourself in history with a visit to the Boston Tea Party Ships & Museum.
Afternoon
For lunch, savor the fresh seafood at Legal Sea Foods. Then, take a leisurely walk along the Freedom Trail, Bunker Hill, & USS Constitution.
Evening
Enjoy a fine dining experience at No. 9 Park, offering a blend of Italian and French cuisine.
Bedtime
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Visit Boston Freedom Trail, Bunker Hill, & USS Constitution Tour in Boston, Massachusetts
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Aquatic Adventures and Sunset Views

Morning
Have a hearty breakfast at Row 34, known for its oysters. Then, head to the New England Aquarium for a morning of marine exploration.
Afternoon
For lunch, enjoy the waterfront views and a lobster roll at Neptune Oyster. In the afternoon, take a Boston Harbor Sunset Cruise.
Evening
Dine at Top of the Hub for a memorable dinner with panoramic city views.
Bedtime
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Historic Landmarks and Haunted Tales

Morning
Start your day with a guided tour of Fenway Park, home of the Boston Red Sox. For a late breakfast, indulge in a donut tour with tastings at Union Oyster House.
Afternoon
Afterward, visit the Granary Burying Ground and the Paul Revere House. For lunch, experience the North End Pizza Tour at Giacomo's Ristorante.
Evening
Dive into the city's spooky side with the 1.5-Hour Ghosts and Gravestones Tour. Conclude the day with dinner at Toro, a renowned Spanish restaurant.
Bedtime
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Coastal Charm and Culinary Delights

Morning
Begin your road trip to Portland, Maine, known for its vibrant food scene. Enjoy a scenic drive and arrive in time for a seafood lunch at Eventide Oyster Co..
Afternoon
Explore the charming streets of Portland and visit the Portland Head Light, a historic lighthouse. Take a walk in the Old Port district.
Evening
For dinner, delight in the farm-to-table cuisine at Fore Street. End the day with a drink at Portland Hunt + Alpine Club.
Bedtime
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Lake Views and Farm Fresh Eats

Morning
Continue your road trip to Burlington, Vermont, a picturesque town on Lake Champlain. Enjoy a leisurely breakfast at Penny Cluse Cafe.
Afternoon
Explore the local shops and cafes on Church Street Marketplace. For lunch, savor the flavors of Vermont at Hen of the Wood.
Evening
Take a sunset cruise on Lake Champlain. For dinner, experience the innovative cuisine at Bluebird Barbecue.
Bedtime
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Back to Boston: Gardens and Galleries

Morning
Return to Boston and spend the morning at the Boston Public Garden. Enjoy a brunch at Myers + Chang, known for its Asian-inspired dishes.
Afternoon
Visit the Museum of Fine Arts or the Isabella Stewart Gardner Museum. For a late afternoon pick-me-up, have a coffee at Tatte Bakery & Cafe.
Evening
Dine at Eastern Standard Kitchen & Drinks, a popular spot for its French and American cuisine.
Bedtime
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Farewell to New England

Morning
On your last day, take a final stroll through the historic streets of Boston. Enjoy a farewell breakfast at Flour Bakery + Cafe.
Afternoon
Depending on your departure time, you may have a few hours to visit a last-minute attraction or do some souvenir shopping. For a light lunch, try the sandwiches at Clover Food Lab.
Evening
Conclude your New England road trip with a memorable dinner at Oleana, known for its Mediterranean-inspired cuisine.
Bedtime
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