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Roam Around

undefined Itinerary

Last updated: 2024 Jun 14

Exploring the Historic City

Morning
Start your day with a delicious breakfast at Mamma Maria. Afterward, embark on a guided walking tour of the Freedom Trail, visiting iconic landmarks such as the Massachusetts State House, Paul Revere's House, and the Old North Church.
Afternoon
For lunch, head to Stephanie's On Newbury and enjoy their famous lobster roll. Afterward, take a relaxing cruise along the Boston Harbor on the Historical Sightseeing Cruise, where you can learn about the city's rich history and enjoy beautiful views of the skyline.
Evening
Indulge in a seafood dinner at Legal Sea Foods, a Boston institution known for its fresh seafood dishes. Afterward, take a sunset skyline cruise with commentary to admire the city's stunning views as the sun sets over the harbor.
Bedtime
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Exploring Harvard and Fenway Park

Morning
Start your day with a hearty breakfast at Not Your Average Joe's. Then, join a guided walking tour of Harvard University with a student guide, where you can explore the historic campus and learn about its prestigious history.
Afternoon
For lunch, head to Bertucci's and enjoy their famous brick oven pizza. Afterward, take a guided ballpark tour of Fenway Park, home to the Boston Red Sox, and immerse yourself in the rich baseball history of the city.
Evening
Enjoy a dinner at Top of the Hub, a restaurant located on the 52nd floor of the Prudential Tower, offering panoramic views of the city. Afterward, explore the vibrant nightlife of Boston by visiting bars and lounges in the lively Faneuil Hall area.
Bedtime
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Whale Watching and Sunset Cruise

Morning
Start your day with a delicious breakfast at Davio's Northern Italian Steakhouse. Then, embark on a thrilling whale watching catamaran cruise, where you can spot majestic whales in their natural habitat.
Afternoon
For lunch, head to Mistral and savor their exquisite French Mediterranean cuisine. Afterward, take a sunset tall ship harbor cruise and enjoy breathtaking views of the Boston skyline as the sun sets over the harbor.
Evening
Indulge in a dinner at Lolita Cocina & Tequila Bar, a trendy Mexican restaurant known for its creative cocktails and delicious food. Afterward, explore the vibrant nightlife of Boston by visiting bars and clubs in the lively Seaport District.
Bedtime
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Exploring Cambridge and Harvard Square

Morning
Start your day with a delicious breakfast at Panera Bread. Then, explore the charming city of Cambridge, home to Harvard University and MIT. Take a leisurely walk around Harvard Square, visit the Harvard Art Museums, and explore the bookstores and cafes in the area.
Afternoon
For lunch, head to Acapulcos Mexican Family Restaurant & Cantina and enjoy their authentic Mexican cuisine. Afterward, visit the MIT Museum and learn about the cutting-edge research and innovation happening at MIT.
Evening
Enjoy a dinner at Scampo, an Italian restaurant located in the Liberty Hotel. Afterward, relax and unwind at Kings Dining & Entertainment, a unique entertainment venue offering bowling, arcade games, and delicious cocktails.
Bedtime
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Discovering the Witch City

Morning
Start your day with a delicious breakfast at Bobby's Burger Palace. Then, take a ferry to Salem, known for its rich history and connection to the Salem Witch Trials. Explore the Salem Witch Museum and the House of the Seven Gables.
Afternoon
For lunch, head to Oleana and enjoy their delicious Mediterranean-inspired cuisine. Afterward, visit the Peabody Essex Museum and explore its extensive collection of art and cultural artifacts.
Evening
Indulge in a seafood dinner at Summer Shack, a popular seafood restaurant in Salem. Afterward, take a ghost and gravestones tour to learn about the spooky history and legends of Salem.
Bedtime
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Martha's Vineyard Day Trip

Morning
Start your day with a delicious breakfast at Papa Razzi. Then, embark on a day trip to Martha's Vineyard, a picturesque island known for its beautiful beaches and charming towns. Explore the island, visit the historic Gingerbread Cottages, and enjoy the scenic views.
Afternoon
For lunch, head to California Pizza Kitchen and enjoy their delicious pizzas and salads. Afterward, take an optional island tour to discover the hidden gems of Martha's Vineyard.
Evening
Enjoy a dinner at The Cheesecake Factory, a popular restaurant known for its extensive menu and delicious cheesecakes. Afterward, take a sunset cruise back to Boston and enjoy the stunning views of the coastline.
Bedtime
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Farewell to Boston

Morning
Start your day with a delicious breakfast at McMenamy's Seafood. Then, take a leisurely stroll along the Charles River Esplanade and enjoy the beautiful views of the city skyline.
Afternoon
For lunch, head to Shake Shack and enjoy their famous burgers and milkshakes. Afterward, visit the Museum of Fine Arts and explore its impressive collection of art from around the world.
Evening
Indulge in a dinner at D'Angelo Grilled Sandwiches, a local favorite known for its delicious sandwiches. Afterward, take a walk along the Boston Harborwalk and enjoy the scenic views of the waterfront.
Bedtime
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