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Salem - Portsmouth - Boston (Self Drive)

6 Nights from $1,056*
* Sample price: priced within the past 7 days for a 5/31/2026 arrival, departing Miami MIA (FL), US. Choose departure city, cabin and dates.

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This 6 night sample itinerary includes:

  • Flight into and out of Boston
  • Rental Car for 5 days
  • Pick Up/Drop Off: Boston Airport
  • Hotel for 2 nights in Salem
  • Hotel for 2 nights in Portsmouth
  • Hotel for 2 nights in Boston
  • Driving Time
    Boston Airport – Salem : 45 mins. approx.
    Salem – Portsmouth: 55 mins. approx.
    Portsmouth – Boston: 1 hr. 5 mins approx.

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 historic sites). After that, get back to Massachusetts and enjoy a pleasant stay in its capital city; Boston (home of the Boston Red Soxs and New England Patriots and famous for its Boston Tea Party). Combine these destinations with a Rental Car.

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
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