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Cape Cod and Martha`s Vineyard (Self Drive)

7 to 10+ Nights from $2,142*
* Sample price: priced within the past 7 days for a 7/12/2025 arrival, departing New York City NYC (All Airports) (NY), US. Choose departure city, cabin and dates.

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This 7 night sample itinerary includes:

  • Flight into and out of Boston
  • Hotel for 1 night in Boston
  • Rental Car for 3 days
  • Pick Up: Boston Downtown/Drop Off: Cape Cod Downtown
  • Hotel for 2 nights in Cape Cod
  • Ferry from Cape Cod to Martha`s Vineyard
  • Hotel for 2 nights in Martha`s Vineyard
  • Ferry from Martha`s Vineyard to Cape Cod
  • Hotel for 1 night in Cape Cod
  • Rental Car for 2 days
  • Pick Up: Cape Cod Downtown/Drop Off: Boston Airport
  • Hotel for 1 night in Boston
  • Driving Time
    Boston - Cape Cod: 1 hr. 35 min. approx.
    Cape Cod - Boston: 1 hr 20 mins approx.

Venture through these beautiful cities in Massachusetts. Start in Boston (one of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon), then, pick up a rental car and drive to Cape Cod, where you will catch a ferry to Martha`s Vineyard (an island located south of Cape Cod in Massachusetts, that is known for being a popular summer colony). Take a ferry back to Cape Cod and drive back to Boston to return home safely.

What Makes Tripmasters Vacation Packages Different?
Unique, fully custom approach to vacation planning
Choose your preferred flight cabin class
Select up to 14 nights in each city during your stay
Pick from a wide selection of accommodation types (hotels, apartments, B&Bs, Guesthouses, and more)
Add transfers, activities and experiences, and more services to enhance your vacation
Live phone and chat support

Flexible Itinerary

  • Boston, MA

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  • Cape Cod, MA

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  • Martha`s Vineyard, MA

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  • Cape Cod, MA

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  • Boston, MA

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USA

Customer Reviews

Trip Summary

  • Boston, MA
    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, 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.

    Explore 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!

  • Martha`s Vineyard, MA
    Martha`s Vineyard, MA

    Martha`s Vineyard is an island located south of Cape Cod that is known for being an affluent summer colony. A longtime New England summer colony, it encompasses harbor towns and lighthouses, sandy beaches and farmland.

    Explore The Flying Horses, the Gay Head Light, the Cuttyhunk Island, the Cape Poge Wildfire Refuge and so much more!

  • Cape Cod, MA
    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.

    Explore 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!

  • Boston, MA
    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!

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