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Historic Boston and Coastal Cape Cod in 5 Days

Historic Boston and Coastal Cape Cod in 5 Days Itinerary

Last updated: 2024 Jun 14

Historic Landmarks and Culinary Delights

Morning
Start your day with a classic Boston breakfast at The Paramount, known for its hearty dishes. Afterward, take a walk through the iconic Boston Common, the oldest public park in the United States.
Afternoon
For lunch, head to Union Oyster House, the oldest restaurant in the U.S., and enjoy their famous oysters. Spend your afternoon exploring the historic Freedom Trail, visiting sites like the Boston Old State House and the Paul Revere House.
Evening
Dine at No. 9 Park, an award-winning restaurant offering a sophisticated atmosphere and delicious French and Italian-inspired cuisine. After dinner, take a leisurely stroll through the charming streets of Beacon Hill.
Bedtime
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Waterfront Wonders and Cultural Treasures

Morning
Enjoy a delightful breakfast at Boston Public Market, where you can sample a variety of local artisanal foods. Then, visit the vibrant Faneuil Hall Marketplace and the nearby Quincy Market for some morning shopping.
Afternoon
Have lunch at Row 34, a popular spot for seafood lovers. Afterward, explore the New England Aquarium and say hello to the marine life, including the majestic sea turtles.
Evening
Dine at The Capital Grille for a luxurious steakhouse experience. After dinner, take a relaxing evening cruise on the Charles River and enjoy the beautiful city skyline.
Bedtime
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Academic Icons and Riverside Relaxation

Morning
Start your day with a visit to the prestigious Harvard University. Grab a coffee at Dwelltime in Cambridge and take a walk around the historic campus, including the famous Harvard Square and the John Harvard Statue.
Afternoon
Have lunch at Grafton Street Pub & Grill, a local favorite with a cozy atmosphere. Spend your afternoon exploring the innovative exhibits at the MIT Museum and then take a leisurely stroll along the Cambridge Common.
Evening
Dine at Alden & Harlow, known for its inventive, modern American cuisine. After dinner, enjoy a performance at the American Repertory Theater, showcasing a diverse range of theatrical productions.
Bedtime
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Literary Legacies and Back Bay Beauty

Morning
Start with a breakfast at Flour Bakery + Cafe, where you can enjoy delicious pastries and sandwiches. Then, visit the majestic Boston Public Library, followed by a walk through the serene Boston Public Garden.
Afternoon
Have lunch at Stephanie's On Newbury, a chic spot in the heart of Back Bay. Afterward, indulge in some retail therapy on Newbury Street, known for its upscale boutiques and galleries.
Evening
Dine at Saltie Girl, a cozy seafood bar offering a wide selection of oysters and other delights from the sea. End your evening with a visit to the observatory at 200 Clarendon (John Hancock Tower) for stunning views of the city.
Bedtime
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Coastal Charms and Culinary Delights

Morning
Begin your day with a hearty breakfast at Hangar B Eatery, a local gem with aeronautical decor. Afterward, take a scenic drive to the tip of Cape Cod and explore the quaint town of Provincetown, known for its vibrant arts scene and beautiful beaches.
Afternoon
Enjoy a leisurely lunch at The Canteen, a casual spot with a menu focused on fresh, local ingredients. Spend your afternoon browsing the unique shops and galleries in Provincetown, and if you're feeling adventurous, consider a whale-watching excursion.
Evening
For dinner, savor the flavors of the sea at The Mews Restaurant & Cafe, which offers a diverse menu and stunning waterfront views. Afterward, take a stroll along the beach and enjoy the peaceful atmosphere of this charming coastal town.
Bedtime
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