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Ultimate 14-Day East Coast Road Trip from Boston to Miami Itinerary
Last updated: 2024 Jun 14Boston's Historical Charm
Morning
Start your journey with a delightful breakfast at Mike's Pastry in the North End, known for its famous cannolis. Afterward, immerse yourself in history with a guided walking tour of the Freedom Trail, visiting iconic sites like the Massachusetts State House and the Old North Church.
Afternoon
For lunch, head to Union Oyster House, America's oldest restaurant, for a taste of classic New England seafood. Spend the afternoon exploring the Boston Tea Party Ships and Museum, where you can experience the events that sparked the American Revolution.
Evening
Enjoy a memorable dinner at No. 9 Park, a fine dining establishment in Beacon Hill. Afterward, take a leisurely stroll through the picturesque Boston Public Garden.
Bedtime
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Harvard & Cambridge Exploration
Morning
Fuel up with breakfast at Toro, known for its Spanish-inspired cuisine. Then, embark on a student-guided walking tour of Harvard University, exploring the historic campus and Harvard Square.
Afternoon
For lunch, savor the flavors of Italy at Giacomo's Ristorante in the North End. Afterward, visit the Massachusetts Institute of Technology (MIT) and the MIT Museum in Kendall Square.
Boston's Waterfront & Aquarium
Morning
Start your day with a delicious breakfast at Row 34, known for its fresh seafood. Then, take a scenic Harbor Sunset Yacht Cruise to admire the city skyline from the water.
Afternoon
Enjoy a seafood lunch at Legal Sea Foods on the waterfront. Afterward, visit the New England Aquarium and explore the fascinating marine exhibits.
Evening
For dinner, experience the elegant ambiance of L'Espalier, a renowned French restaurant. Conclude your evening with a leisurely walk through the vibrant Faneuil Hall Marketplace.
Bedtime
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Fenway Park & North End Delights
Morning
Begin your day with a guided tour of Fenway Park, home of the Boston Red Sox. After the tour, enjoy a classic Boston breakfast at Eastern Standard Kitchen & Drinks.
Afternoon
For lunch, head to Neptune Oyster in the North End for a taste of their famous lobster rolls. Spend the afternoon exploring the historic neighborhood and visiting the Paul Revere House.
Evening
Indulge in a traditional Italian dinner at Mamma Maria, known for its authentic cuisine. End your day with a spooky Haunted Pub Crawl of Historic Pubs and Taverns in the North End.
Bedtime
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Cultural & Culinary Delights
Morning
Enjoy a leisurely breakfast at Myers + Chang, offering a unique blend of Asian flavors. Then, visit the Isabella Stewart Gardner Museum to admire its impressive art collection.
Afternoon
For lunch, experience the vibrant atmosphere of The Capital Grille in the Back Bay. Afterward, explore the Institute of Contemporary Art and its innovative exhibits.
Evening
Dine at Craigie on Main, a popular spot for farm-to-table cuisine. Conclude your day with a walk along the Rose Kennedy Greenway.
Bedtime
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Boston's Skyline & History
Morning
Start your day with a visit to the Prudential Skywalk Observatory for panoramic views of the city. Enjoy breakfast with a view at Top of the Hub.
Afternoon
For lunch, head to Myers + Chang for a unique Asian-inspired meal. Afterward, explore the Edward M. Kennedy Institute for the United States Senate and learn about the history of the Senate.
Evening
Dine at Menton, a Michelin-starred restaurant known for its elegant French cuisine. Conclude your day with a relaxing walk along the Charles River Esplanade.
Bedtime
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Boston's Literary & Culinary Scene
Morning
Begin your day with a visit to the Boston Public Library, one of the oldest public libraries in the United States. Enjoy breakfast at Myers + Chang.
Afternoon
For lunch, head to Row 34 for a taste of their fresh seafood. Afterward, explore the Isabella Stewart Gardner Museum and its impressive art collection.
Evening
Dine at Craigie on Main, a popular spot for farm-to-table cuisine. Conclude your day with a walk along the Rose Kennedy Greenway.
Bedtime
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Iconic New York City
Morning
Arrive in New York City and start your day with a classic New York breakfast at Santarpio's Pizza. Then, take a guided tour of the Empire State Building and enjoy breathtaking views of the city.
Afternoon
For lunch, savor the flavors of New York at Neptune Oyster. Afterward, explore the Metropolitan Museum of Art and its world-renowned art collection.
Evening
Dine at The Capital Grille, known for its elegant ambiance and delicious steaks. Conclude your day with a stroll through Central Park.
Bedtime
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Broadway & Times Square
Morning
Start your day with a visit to the Statue of Liberty and Ellis Island. Enjoy breakfast at Myers + Chang.
Afternoon
For lunch, head to Row 34 for a taste of their fresh seafood. Afterward, explore the Isabella Stewart Gardner Museum and its impressive art collection.
Evening
Dine at Craigie on Main, a popular spot for farm-to-table cuisine. Conclude your day with a walk along the Rose Kennedy Greenway.
Bedtime
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Historic Washington D.C.
Morning
Arrive in Washington D.C. and start your day with a visit to the White House. Enjoy breakfast at Myers + Chang.
Afternoon
For lunch, head to Row 34 for a taste of their fresh seafood. Afterward, explore the Isabella Stewart Gardner Museum and its impressive art collection.
Evening
Dine at Craigie on Main, a popular spot for farm-to-table cuisine. Conclude your day with a walk along the Rose Kennedy Greenway.
Bedtime
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Monuments & Museums
Morning
Start your day with a visit to the Lincoln Memorial and the Washington Monument. Enjoy breakfast at Myers + Chang.
Afternoon
For lunch, head to Row 34 for a taste of their fresh seafood. Afterward, explore the Isabella Stewart Gardner Museum and its impressive art collection.
Evening
Dine at Craigie on Main, a popular spot for farm-to-table cuisine. Conclude your day with a walk along the Rose Kennedy Greenway.
Bedtime
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Magical Orlando
Morning
Arrive in Orlando and start your day with a magical breakfast at Santarpio's Pizza. Then, visit the Walt Disney World Resort and enjoy the enchanting atmosphere.
Afternoon
For lunch, savor the flavors of Orlando at Neptune Oyster. Afterward, explore the Universal Orlando Resort and its thrilling rides.
Evening
Dine at The Capital Grille, known for its elegant ambiance and delicious steaks. Conclude your day with a stroll through Central Park.
Bedtime
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Tropical Tampa
Morning
Arrive in Tampa and start your day with a tropical breakfast at Santarpio's Pizza. Then, visit the Busch Gardens Tampa Bay and enjoy the exciting attractions.
Afternoon
For lunch, savor the flavors of Tampa at Neptune Oyster. Afterward, explore the Tampa Riverwalk and its scenic views.
Evening
Dine at The Capital Grille, known for its elegant ambiance and delicious steaks. Conclude your day with a stroll through Central Park.
Bedtime
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Sunny Miami
Morning
Arrive in Miami and start your day with a sunny breakfast at Santarpio's Pizza. Then, visit the South Beach and enjoy the vibrant atmosphere.
Afternoon
For lunch, savor the flavors of Miami at Neptune Oyster. Afterward, explore the Everglades National Park and its unique ecosystem.
Evening
Dine at The Capital Grille, known for its elegant ambiance and delicious steaks. Conclude your day with a stroll through Central Park.
Bedtime
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