Main Menu

My Booking

Main Menu

About Us

Main Menu

Boston - New Bedford - New London CT - New York City (Self Drive)

7 to 10+ Nights from $1,306*
* This sample price: priced within the past 7 days for arrival on 12/29/2023, departure from Miami International MIA (FL), US. Choose your own departure city and dates.

This 7 night sample itinerary includes:

  • Flight into Boston and out of New York City
  • Hotel for 2 nights in Boston
  • Rental Car for 3 days
  • Hotel for 2 nights in New Bedford
  • Hotel for 1 night in New London CT
  • Hotel for 2 nights in New York City
  • Driving Time
    Boston - New Bedford: 1 hrs. 15 min. approx.
    New Bedford - New London CT: 1 hr. 30 mins approx.
    New London CT - New York City: 2 hrs. 20 mins approx.

This Self Drive Package offers you an unforgettable experience in Massachusetts, Connecticut and New York States. With a Rental Car, explore in Massachusetts; Boston and New Bedford ("The Whaling City"), both, cities full of enchantment. After that, continue to the sea port city of; New London (one of the whaling and sealing industry's in the 19th. century), in Connecticut. End this trip in the New York State, spending pleasant moments in its main city; New York City (world-class museums, amazing food and unforgettable views-there's always something new and exciting to discover in NYC), before returning home. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.

Customize and Book
Arrival date
(69 hotels)
(2 hotels)
(1 hotels)
(298 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

  • Boston, MA

  • New Bedford, MA

  • New London, CT

  • New York City, NY

Customer Reviews

Price Guidance

The package rates displayed are your total price per person based on Double Occupancy and your Arrival Date and Number of Nights selected. You can change details after selecting your travel date.

Price history for this itinerary (past 7 days):

Your Preferred Major Airport:

*Sample prices on display include ALL taxes & fuel surcharges... read more

Customize and Book
Going To:
Staying For:
1 Boston, MA
2 New Bedford, MA
3 New London, CT
4 New York City, NY

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

  • You can now


    your payment!

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!

  • New Bedford, MA

    New Bedford lies at the mouth of the Acushnet River on Buzzards Bay, 54 miles south of Boston. The New Bedford Whaling Museum, the 19th-century fishing schooner Ernestina, and the Seamen`s Bethel (Whaleman`s Chapel) reflect the city`s historic and seafaring past.

    Recommended Stay: At least 2 nights
    Must See`s:
    The New Bedford Whaling Museum, the Buttonwood Park Zoo, the New Bedford Whaling National Historical Park, the Fort Rodman, the Rotch-Jones-Duff House and Garden Museum, the Buttonwood Park, the Seamen`s Bethel and so much more!

  • New London, CT

    Gorgeous seaside parks, rich maritime history, and fantastic seafood are just a few reasons to visit the coastal town of New London, Connecticut.

    Recommended Stay: At least 2 nights
    Must See`s:
    Fort Trumbull State Park, Cross Sound Ferry Lighthouse Cruises, Mystic Whaler Cruises, Ocean Beach Park, Garde Arts Center, United States Coast Guard Museum, Connecticut College Arboretum, Thames River Heritage Park, Lyman Allyn Art Museum, 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!