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Historic Boston and Charming Coastal Maine Road Trip

Historic Boston and Charming Coastal Maine Road Trip Itinerary

Last updated: 2024 Jun 14

Boston's Historical Charm

Morning
Start your day with a delightful breakfast at Mike's Pastry, known for its delicious pastries and Italian treats. 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. In the afternoon, take a Boston Fenway Park Guided Ballpark Tour with Options to experience the iconic stadium.
Evening
Enjoy a sophisticated dinner at No. 9 Park, offering a contemporary twist on Italian and French cuisine. Afterward, take a leisurely stroll in the historic Boston North End.
Bedtime
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Freedom Trail and Harbor Views

Morning
Start your day with a classic Boston breakfast at Union Oyster House, the oldest operating restaurant in the U.S. Then, embark on a Boston Small Group Freedom Trail History Walking Tour.
Afternoon
For lunch, enjoy a memorable experience with a Buffet Lunch or Dinner Cruise on Boston Harbor. In the afternoon, visit the New England Aquarium.
Evening
Dine at the iconic Top of the Hub for a fine dining experience with panoramic views of the city. Conclude your day with a Boston Harbor Sunset Cruise.
Bedtime
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Universities and Innovation

Morning
Afternoon
For lunch, try the unique flavors at Toro, known for its Spanish cuisine. Spend the afternoon exploring the Massachusetts Institute of Technology (MIT) and the MIT Museum.
Evening
Indulge in a memorable dining experience at O Ya, a renowned sushi restaurant. Afterward, take a relaxing walk along the Charles River.
Bedtime
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Literary and Culinary Delights

Morning
Start your day with a delicious breakfast at Neptune Oyster, known for its fresh seafood. Then, visit the Boston Public Library and the Granary Burying Ground.
Afternoon
For lunch, enjoy the vibrant atmosphere at Myers + Chang, offering Asian-inspired cuisine. In the afternoon, explore the Isabella Stewart Gardner Museum.
Evening
Dine at the acclaimed Craigie on Main, known for its innovative and seasonal dishes. Conclude your day with a Boston Harbor Champagne Sunset Sail from Rowes Wharf.
Bedtime
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Revolutionary Boston and Haunted Salem

Morning
Enjoy a leisurely breakfast at Oleana, a popular spot for Mediterranean cuisine. Then, take a Boston Old State House.
Afternoon
For lunch, savor the flavors of Italy at Mamma Maria. In the afternoon, drive to Salem and explore the Salem Witch Museum.
Evening
Have a spooky and fun evening with the Salem Night Tour Haunt and History Guided Night Tour. Afterward, enjoy a late dinner at Giacomo's Ristorante.
Bedtime
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Scenic Drive to Bar Harbor

Morning
Start your day with a delicious breakfast at L'Espalier, known for its fine French cuisine. Begin your journey to Bar Harbor, making stops at charming coastal towns along the way.
Afternoon
Enjoy a leisurely seafood lunch at Row 34. Take your time to explore the coastal beauty and maybe visit a lighthouse or two.
Evening
Arrive in Bar Harbor and check into your accommodation. For dinner, indulge in a lobster feast at The Chart Room.
Bedtime
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Acadia National Park and Coastal Wonders

Morning
Start your day with a hearty breakfast at Abe & Louie's. Spend the morning exploring the stunning landscapes of Acadia National Park and maybe go for a hike.
Afternoon
For lunch, enjoy a picnic with local specialties. In the afternoon, take a Whale Watching Tour to see the marine life of the region.
Evening
Conclude your trip with a farewell dinner at Menton, a top-rated restaurant known for its elegant and refined cuisine. Reflect on your coastal road trip adventures in Maine.
Bedtime
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