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Roam Around

undefined Itinerary

Last updated: 2024 Jun 14

Morning

Start your journey in Portland, Maine with a visit to the Portland Head Light, one of the most photographed lighthouses in the US. Take a walk through the Old Port district and grab some coffee at Tandem Coffee Roasters.

Afternoon

Drive down to Boston, Massachusetts and visit the historic Fenway Park and catch a Red Sox game. Afterwards, head over to the North End for some of the best Italian food in the country.

Evening

End your day with a stroll through the city's Public Garden and a drink at the Top of the Hub, with stunning views of the city at night.

Bedtime

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Morning

Head to Newport, Rhode Island and tour the opulent mansions of the Gilded Age, such as the Vanderbilt's Breakers and Marble House. Have lunch at the Clarke Cooke House overlooking the harbor.

Afternoon

Continue your drive to Cape Cod and visit Provincetown, a charming seaside town with a vibrant arts scene. Take a whale watching tour in the afternoon.

Evening

Enjoy some fresh seafood at The Lobster Pot and take a walk along the beach to watch the sunset.

Bedtime

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Morning

Drive down to Martha's Vineyard and spend the morning exploring the island's picturesque towns and beaches. Have brunch at The Black Dog Tavern.

Afternoon

Take the ferry to Nantucket and spend the afternoon biking or walking around the island's cobblestone streets. Check out the Whaling Museum for a fascinating look into the island's history.

Evening

Head back to Martha's Vineyard for dinner at the Beach Plum Inn, with its beautiful ocean views and farm-to-table cuisine.

Bedtime

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Morning

Drive down to Mystic, Connecticut and tour the Mystic Seaport Museum, an outdoor museum that recreates a 19th-century seafaring village. Have lunch at the S&P Oyster Co. overlooking the Mystic River.

Afternoon

Continue your drive to Newport, Rhode Island and spend the afternoon exploring the town's historic district. Check out the International Tennis Hall of Fame and Museum.

Evening

End your day with dinner at The Mooring, with its waterfront views and fresh seafood.

Bedtime

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Morning

Drive down to New York City and spend the morning walking across the Brooklyn Bridge. Have brunch at Jack's Wife Freda.

Afternoon

Visit the 9/11 Memorial and Museum and the One World Observatory for stunning views of the city. Take a walk through Central Park and visit the Metropolitan Museum of Art.

Evening

End your trip with dinner at Eleven Madison Park, one of the best restaurants in the world.

Bedtime

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