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Boston, Ma Packages

50 Itineraries
  • View of Fall Foliage Getaway Self Drive (Boston - White Mountains National Park - Portland - Portsmouth)

    Fall Foliage Getaway Self Drive (Boston - White Mountains National Park - Portland - Portsmouth)

    7 to 11+ nights from

    This packages is recommended for 7 to 11+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $749*

    Take Massachusetts, New Hampshire and Maine into your own hands, travelling between this popular cities with a rental car. Visit Boston (Historic city and capital of Massachusetts famous for the Boston Tea Party), White Mountains National Park, Portland and Portsmouth (Nestled near the mouth of the Piscataqua River, known for the waterfr ...

  • View of Boston - Cape Cod - New York (Self Drive)

    Boston - Cape Cod - New York (Self Drive)

    7 to 11+ nights from

    This packages is recommended for 7 to 11+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,052*

    Explore Massachusetts and New York as you enjoy some of its most iconic cities. Combine Boston (the capital Massachusetts; home of the Boston Red Soxs and New England Patriots), Cape Cod and New York (the capital of the world,' very famous for its diverse entertainment venues, gastronomy and nightlife). Travel through the cities with a r ...

  • View of Coastal New England Self Drive (Boston - Kennebunkport - Boothbay - Bar Harbor - Bangor)

    Coastal New England Self Drive (Boston - Kennebunkport - Boothbay - Bar Harbor - Bangor)

    10 to 15+ nights from

    This packages is recommended for 10 to 15+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,280*

    Enjoy this Road Trip to The Bay and The Pine Tree States; with their charming coastal towns. Make sure you are hungry, as you will be find many delicious lobster dishes throughout the trip. Start in Massachusetts, visiting Boston (historic city and capital of Massachusetts famous for the Boston Tea Party); then, drive to Maine State and e ...

  • View of Boston - Portland - White Mountain Natl. Park - Green Mountains - Newport (Self Drive)

    Boston - Portland - White Mountain Natl. Park - Green Mountains - Newport (Self Drive)

    11 to 17+ nights from

    This packages is recommended for 11 to 17+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,712*

    Explore Massachusetts, Vermont, New Hampshire and Maine with nearly endless opportunities to experience culture, excitement, and beauty. Combine Boston (One of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon), Portland, White Mountains National Park (One of Queensland's most botanicall ...

  • View of The Best Boston Getaway

    The Best Boston Getaway

    4 to 6+ nights from

    This packages is recommended for 4 to 6+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $712*

    Explore the highlights of the heart of Massachusetts. This package offers Guided tours to famous Freedom Trail, a Harbor Cruise and the North End Food along Boston (one of the oldest and populous cities of Massachusetts, famous for its baked beans, Boston Marathon and tea party). What Makes Tripmasters Vacation Packages Different?Unique, ...

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  • View of Salem and The Berkshires (Self Drive)

    Salem and The Berkshires (Self Drive)

    5 to 7+ nights from

    This packages is recommended for 5 to 7+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $729*

    Explore Massachusetts, a popular option for more experienced travelers, those looking to get off the beaten path and take their own time with a rental car. Combine Boston (One of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon), Salem (home to numerous historical sites, famous for the w ...

  • View of Salem - Portsmouth - Boston (Self Drive)

    Salem - Portsmouth - Boston (Self Drive)

    6 to 9+ nights from

    This packages is recommended for 6 to 9+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $891*

    An exciting adventure through New Hampshire and Massachusetts States, discovering their coastal towns. Visit Salem (located at the north of Boston, the city its best known for The Salem Witchcraft Trials in 1692). Then, drive to discover Portsmouth (nestled near the mouth of the Piscataqua River, known for the waterfront views and the his ...

  • View of Boston and Portland Getaway by Train

    Boston and Portland Getaway by Train

    5 to 7+ nights from

    This packages is recommended for 5 to 7+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $921*

    Grab your tickets, sit back, and get ready for an amazing adventure in these cities of Massachusetts and Maine!. Experience the stunning scenery of Boston (home of the Boston Red Soxs and New England Patriots and famous for the Boston Tea Party) and Portland (port city, best known for its marine industry, appreciation for the arts, it’s ...

  • View of Washington DC and Boston Getaway by Train

    Washington DC and Boston Getaway by Train

    5 to 7+ nights from

    This packages is recommended for 5 to 7+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $929*

    Capture the essence of pure beauty of DC and Massachusetts main cities!. Visit the capital of the US, Washington DC (distinguished by its rich historical heritage, iconic national landmarks, esteemed museums, and delightful local culinary offerings) and after that, come aboard the train and embark to your next destination, the captivating ...

  • View of Boston - Concord - Woodstock - Manchester (Self Drive)

    Boston - Concord - Woodstock - Manchester (Self Drive)

    6 to 9+ nights from

    This packages is recommended for 6 to 9+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,050*

    Self-drive packages through Massachusetts, New Hampshire and Vermont are a popular option for more experienced travelers, those looking to get off the beaten path and take their own time. Combine Boston (One of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon), Concord, Woodstock and Manc ...

  • View of Boston - The Berkshires - Cooperstown (Self Drive)

    Boston - The Berkshires - Cooperstown (Self Drive)

    6 to 9+ nights from

    This packages is recommended for 6 to 9+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,087*

    Venture through the beautiful cities of Massachusetts and New York State enjoy its natural landscapes and nightlife with a rental car. Explore the beautiful city of Boston (One of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon), The Berkshires and Cooperstown (recognized for its contri ...

  • View of Plymouth - Cape Cod - Boston (Self Drive)

    Plymouth - Cape Cod - Boston (Self Drive)

    6 to 9+ nights from

    This packages is recommended for 6 to 9+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,140*

    A coastal journey across Massachusetts is at your disposal in this Self-Drive Package. Combine Plymouth (the America's Hometown, was the site of the colony founded in 1620 by the Mayflower Pilgrims, where New England was first established); Cape Cod (a popular summertime destination, famous for its beautiful beaches, laid-back lifestyle ...

  • View of Historic Boston Getaway

    Historic Boston Getaway

    4 to 6+ nights from

    This packages is recommended for 4 to 6+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,165*

    Massachusetts` Capital!. Revolution, taxes, ghosts, immigration, seafood... It's all part of the history that makes Boston (home of the Boston Red Soxs and New England Patriots and famous for Tea Party) so unique. With this Tour, you'll focus on the famous Freedom Trail. You will also get to taste delicious food (which has been a major co ...

  • View of Boston - Springfield - Albany - Rochester - Niagara Falls - Buffalo (Self Drive)

    Boston - Springfield - Albany - Rochester - Niagara Falls - Buffalo (Self Drive)

    12 to 18+ nights from

    This packages is recommended for 12 to 18+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,187*

    The Western Massachusetts with its outdoor adventures and cultural experiences and a world natural beauty is offered on this Self-Drive Package!. At the Berkshires Area visit famous Boston and Springfield (the city celebrates Dr. Seuss, the beloved children's book writer and basketball's birthplace). After that, drive to New York State an ...

  • View of Boston and Providence Getaway by Train

    Boston and Providence Getaway by Train

    5 to 7+ nights from

    This packages is recommended for 5 to 7+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,198*

    Beautiful panoramic views of the sea, and trilling’s cities you will discover with this unique package across Massachusetts and Rhode Island. Start in Boston (one of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon). After that, take a train to Providence (situated at the mouth of the Pr ...

  • View of Boston - New Bedford - New London - New York City (Self Drive)

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

    7 to 11+ nights from

    This packages is recommended for 7 to 11+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,249*

    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 indus ...

  • View of Boston and Washington DC Getaway by Train

    Boston and Washington DC Getaway by Train

    5 to 7+ nights from

    This packages is recommended for 5 to 7+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,261*

    Get ready for an epic trip to the heart of Massachussets and DC!, Come have an amazing time in one of the oldest and coolest cities in Massachusetts, Boston (home of the Boston Red Soxs and New England Patriots and famous for the Boston Tea Party) and after that, take a train to the capital of the US, Washington DC (distinguished by its r ...

  • View of The Best of New York City and Boston

    The Best of New York City and Boston

    6 to 9+ nights from

    This packages is recommended for 6 to 9+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,270*

    Explore the best of New York and Massachussets State. Visit the highlights of New York City (one of the world's largest entertainment and culture capitals with stunning urban views) and Boston (home of the Boston Red Soxs and New England Patriots and famous for the Boston Tea Party). Enjoy Guided Visits to The Central Park, Brodway Theat ...

  • View of Boston - Cape Cod - Mystic - New York (Self Drive)

    Boston - Cape Cod - Mystic - New York (Self Drive)

    8 to 12+ nights from

    This packages is recommended for 8 to 12+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,289*

    This Self-Drive vacation package will introduce you to these beautiful cities in Massachusetts, Connecticut and New York States. Combine with a Rental Car and start this trip with a visit to Boston and Cape Cod. After that, continue to Mystic in Connecticut (charming waterfront town nestled on the Mystic River, rich in nautical history. ...

  • View of Boston and Washington DC by Air

    Boston and Washington DC by Air

    6 to 9+ nights from

    This packages is recommended for 6 to 9+ nights.

    Customize it by selecting dates, No. of nights in each city and your departure city.

    $1,290*

    Get ready for an epic trip to the heart of Massachussets and DC!, Come have an amazing time in one of the oldest and coolest cities in Massachusetts, Boston (home of the Boston Red Soxs and New England Patriots and famous for the Boston Tea Party) and after that, take a flight to the capital of the US and a prominent political hub worldwi ...