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Boston - Cape Cod - New Haven - New York City (Self Drive)

This 10 night sample itinerary includes:

  • Flight into Boston and out of New York
  • Rental Car for 10 days
  • Hotel for 3 nights in Boston
  • Hotel for 2 nights in Cape Code
  • Hotel for 2 nights in New Haven
  • Hotel for 3 nights in New York City

A perfect combination of charming cities across Massacusetts, Connecticut and New York with this unique opportunity to explore on your own with a rental car. Combine Boston (One of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon), Cape Code, New Haven and New York City ('the capital of the world,' very famous for its diverse entertainment venues, gastronomy and nightlife). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

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Arrival date
(67 hotels)
(66 hotels)
(11 hotels)
(300 hotels)

Please contact us for any special arrangements such as more than three rooms and partial stays.

Change cabin, booking without flight, returning to a different city/airport, Reorder city, or design your own Itinerary

Flexible Itinerary

Customer Reviews

Customize and Book
Going To:
Staying For:
Boston, MA
Cape Cod, MA
New Haven, CT
New York City, NY

Change cabin, booking without flight, returning to a different city/airport, Reorder city, or design your own Itinerary

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Trip Summary

  • Boston, MA

    Whether you are looking to take in the skyline or enjoy art, visit a museum or spend the day getting pampered, you will find what you want in Boston. Laced with parks, and pathways you can easily take in the skyline, while enjoying walking the Greenway, Harborwalk, Esplanade or Freedom Trail. Explore The Freedom Trail, the Museum of Fine Arts, the Faneuil Hall Marketplace, the Boston Tea Party Ships & Museums, the Boston Public Garden and so much more!

  • Cape Cod, MA

    Cape Cod is a popular summer destination. It's the site of quaint villages, seafood shacks, lighthouses, ponds and bay and ocean beaches. In the large town of Hyannis, the John F. Kennedy Museum is the first stop on the Kennedy Legacy Trail through downtown, where ferries depart to the resort islands of Martha's Vineyard and Nantucket. Recommended Stay: At least 3 nights Must See`s: The Cape Cod National Seashore, the Heritage Museums & Gardens, the Pilgrim Monument, the Race Point Lighthouse, the Highland Lighthouse, the Nauset Lighthouse, the Race Point Beach, the Cape Cod Rail Trail and so much more!

  • New Haven, CT

    The port of New Haven, at the mouth of the Quinnipiac River in eastern Connecticut, was founded by English Puritans in 1638, and has been famed since 1716 as the seat of Yale University. On the campus are several interesting attractions, among them the outstanding Yale Peabody Museum of Natural History. The campus includes many of the most popular places to visit in New Haven. Recommended Stay: At least 2 nights Must See`s: Yale University, Yale University Art Gallery, Yale Center for British Art, Yale Peabody Museum of Natural History, East Rock Park, The Green, Lighthouse Point Park, Shubert Theater, and so much more!

  • New York City, NY

    New York City, the Big Apple, is the USA's largest city. Founded as New Amsterdam, the capital of New Netherland, it became the most important city in the English colonies, and the USA`s first capital. New York City is the world capital of finance, media, and culture, and is perhaps the world`s most diverse city, where over 800 languages are spoken. There are so many layers to the city that never'll have to come back again and again to experience all of them. Visit and vibe with the Central Park, Statue of Liberty, Empire State Building, Times Square, Museum of Modern Art (MoMA), Metropolitan Museum of Art, Brooklyn Bridge, Rockefeller Center, The High Line, Grand Central Station, One World Trade Center, Fifth Avenue, Broadway, and so much more!