Kennebunkport, Me Packages

List of vacation packages

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  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.

  $1,098*

  Customer feedback (1)

  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 ...

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

  10 to 15+ nights from $1,098 w/air, hotel & air taxes*

  This sample price includes ALL air taxes & fuel surcharges: priced within the past 7 days for arrival on 2026-01-08T00:00:00. Choose your own departure city and dates.

  This 10 night sample itinerary includes:

  • Flight into Boston and out of Bangor
  • Hotel for 3 nights in Boston
  • Rental Car for 8 days
  • Hotel for 2 nights in Kennebunkport
  • Hotel for 1 night in Boothbay Harbor
  • Hotel for 3 nights in Bar Harbor
  • Hotel for 1 night in Bangor

  • Driving Time
    Boston - Kennebunkport: 1 hr. 35 mins. approx.
    Kennebunkport - Boothbay Harbor: 1 hr. 45 mins. approx.
    Boothbay Harbor - Bar Harbor: 2 hrs. 50 mins. approx.
    Bar Harbor - Bangor: 1 hr. 15 mins. approx.
    

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  Gloucester - Kennebunkport - Concord - Boston (Self Drive)

  7 to 11+ nights

  This packages is recommended for 7 to 11+ nights.

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

  These New England' States; Massachusetts, Maine New Hampshire are combined in this Self-Drive Package for an unforgettable holiday. Start in Gloucester (worth visiting for its history, seafood restaurants, whale watch cruises, artists' colony, historic houses, and its fine beaches). Then drive up to the southern Maine coastal area, to Ken ...

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  Gloucester - Kennebunkport - Concord - Boston (Self Drive)

  7 to 11+ nights

  This 7 night sample itinerary includes:

  • Flight into and out of Boston
  • Rental Car for 6 days
  • Hotel for 2 nights in Gloucester
  • Hotel for 2 nights in Kennebunkport
  • Hotel for 1 night in Concord NH
  • Hotel for 2 nights in Boston

  • Driving Time
    Boston Airport - Gloucester: 55 min. approx.
    Gloucester - Kennebunkport: 1 hr. 40 mins approx.
    Kennebunkport - Concord NH: 1 hr. 30 mins approx.
    Concord NH - Boston: 1 hr. 10 mins. approx.
    

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