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Charming Coastal Towns Of Massachusetts: Point of Interest Map
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Charming Coastal Towns Of Massachusetts


Offering close to 200 miles of coastline and a wide variety of landscapes, Massachusetts boasts some of the most spectacular coastal towns on its shoreline. From the sandy beaches of Cape Cod, the cobbled streets and old ports of Salem to the coastal town of New Bedford, where whaling and merchant boats once docked, discovering these quintessential towns offers charm and appeal galore.

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Charming Coastal Towns


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Interests

  • City and Beach Holidays in Massachusetts

    Between its beautiful beaches, historical landmarks, and quaint and tranquil towns, Massachusetts leaves little to be desired for vacationers of every kind.

  • Skiing in New England

    New England is a winter playground. The area boasts plenty of fantastic skiing options, whether you`re looking for heart-pumping adrenaline trails, cruising the bunny slopes, or you prefer to stay cozy and warm in the ski lodge, there are plenty of New England ski mountains that offer it all.

  • Historic Towns of the Northeast

    If you love natural beauty, quaint towns and opportunities to spot whales and devour fresh seafood, then the northeast is for you. From idyllic mountain villages to stunning seaside retreats, there`s just something special about historic towns of the northeast.

  • New England Cuisine

    New England has made a name for itself as a culinary capital for every type of foodie. There are endless reasons to plan a culinary getaway of the region, from the rich history of New England cuisine to its bountiful flavors and locally sourced ingredients. Learn the art of lobster fishing at the best spots in Maine, take a culinary tour and uncover hidden corners of New England’s cities and stop at one of the plentiful craft breweries to pair with any of these culinary delights.

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Experiences and Adventures

SUGGESTED ITINERARIES

  • Boston - Cape Cod - Mystic - New York (Self Drive)
    8 nights from $2,006*
  • 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. Finally, spend glorious days in the capital of the world; New York (world-class museums, amazing food and unforgettable views-there's always something new and exciting to discover in NYC). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Hotel for 2 nights in Boston
    • Rental Car for 4 days
    • Hotel for 2 nights in Cape Cod
    • Hotel for 2 nights in Mystic
    • Hotel for 2 nights in New York
    • Driving Time
      Boston - Cape Cod: 1 hrs. 20 min. approx.
      Cape Cod - Mystic: 2 hrs. 10 mins approx.
      Mystic - New York City: 2 hrs. 25 mins approx.



  • Portland - Camden - White Mountain Natl. Park - Woodstock - Green Mountains - Self Drive
    13 nights from $2,319*
  • Rolling green hills, fall foliage, mountain landscapes and colonial towns, you will discover with this Self-Drive package across New England States. In Massachusetts, visit Boston (one of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon). Then, continue to Maine State and enjoy pleasant moments in Portland (small vibrant city with narrow cobblestone streets and redbrick warehouse buildings) and Camden. An unforgettable breathtaking mountain view you will find at the White Mountain National Park in the Granite State, while; the multicolor contrast in Vermont State; with those maples trees of Woodstock and the spectacular hiking trails of The Green Mountain will be an unforgettable show for your eyes!. Entrance to national parks is not included. Plan your visit according to your schedule and be sure to check each park's operating hours. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Flight into Boston and out of Albany
    • Hotel for 3 nights in Boston
    • Rental Car for 11 days
    • Hotel for 2 nights in Portland
    • Hotel for 2 nights in Camden
    • Hotel for 2 nights in White Mountains National Park
    • Hotel for 2 nights in Woodstock
    • Hotel for 2 nights in Green Mountains
    • Pick Up Car: Boston Downtown; Drop Off: Albany Airport
      Driving Time
      Boston - Portland: 1 hr. 50 mins. approx.
      Portland - Camden: 1 hr. 45 mins. approx.
      Camden - White Mountains National Park area: 3 hrs. 25 mins. approx.
      White Mountains National Park - Woodstock: 2 hrs. 15 mins. approx.
      Woodstock - Green Mountains area: 2 hrs. 10 mins. approx.
      Green Mountains - Albany, NY Airport: 4 hrs. approx.



  • Gloucester - Kennebunkport - Concord NH - Boston (Self Drive)
    7 nights from $1,812*
  • 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 Kennebunkport (summer destination with diverse shops, restaurants and venues specially at the Dock Square area). After that, continue to Concord-NH in New Hampshire, with its well known carriage making, and the `Concord coaches`. Finally , spend a nice stay in Boston (one of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • 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.



  • Massachusetts and Maine Coastal (Self-Drive)
    10 nights from $3,103*
  • 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 explore: Kennebunkport, them, Boothbay Harbor (a popular yachting and tourist destination during summer time), Bar Harbor, and finally, Bangor (best-known resident, author Stephen King, the city has much to offer to visitors with its small town charm). This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • 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.



  • The Ultimate Fall Foliage (Self Drive)
    14 nights from $2,863*
  • A perfect combination of charming cities across Massachusetts, Vermont and New Hampshire with this unique opportunity to explore on your own with a rental. Combine Boston (the capital Massachusetts; home of the Boston Red Soxs and New England Patriots), The Berkshires (popular vacation destination, known for outdoor activities, colorful fall and thriving arts institutions), Manchester, Stowe (city overlooked by Mount Mansfield, known for its trails and ski slopes), White Mountains National Park (preserved forest offering various mountains, outdoor activities and full of scenic beauty for every season) and Portsmouth. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Rental Car for 14 days
    • Hotel for 2 nights in Boston, MA
    • Hotel for 2 nights in The Berkshires, MA
    • Hotel for 2 nights in Manchester, VT
    • Hotel for 2 nights in Stowe, VT
    • Hotel for 2 nights in White Mountains National Park, NH
    • Hotel for 2 nights in Portsmouth, NH
    • Hotel for 2 nights in Boston, MA
    • Driving Time
      Boston - The Berkshires : 2 hrs. 30 mins. approx.
      The Berkshires - Manchester: 1 hr. 50 mins. approx.
      Manchester - Stowe: 2 hrs. 30 mins. approx.
      Stowe - White Mountains National Park: 1 hr. 55 mins. approx.
      White Mountains National Park - Portsmouth: 2 hrs. 10 mins. approx.
      Portsmouth - Boston: 1 hr. 10 mins. approx.



  • Plymouth - Cape Cod - Boston (Self Drive)
    6 nights from $904*
  • A coastal journey across Massachusetts State 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, and connection to the Kennedys) and Boston (one of the oldest and populous cities of Massachusetts, famous for its baked beans and the Boston Marathon), with a Rental Car. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • Rental Car for 6 days
    • Pick Up: Boston Airport/Drop Off: Boston Downtown
    • Hotel for 2 nights in Plymouth
    • Hotel for 2 nights in Cape Cod
    • Hotel for 2 nights in Boston
    • Driving Time
      Boston Airport - Plymouth: 1 hr. 5 min. approx.
      Plymouth - Cape Cod: 40 mins approx.
      Cape Cod - Boston: 1 hr. 30 mins approx.



  • Salem - Portsmouth - Boston (Self Drive)
    6 nights from $1,779*
  • 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 The Granite State, and 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. This is a flexible vacation package. Select your number of nights in each city, desired hotel and activities.
    Included:
    • 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.



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More to Explore

  • Fall Foliage in New England

    Of all places on earth, fall in New England may be one of the prettiest. The region is totally MADE for the autumn season, and every fall activity you could dream of can be found here, with a backdrop of brilliant foliage and quaint little towns.

  • Charming Coastal Towns of Maine

    The Maine coast towns boasts sandy beaches, beautiful architecture, stunning coastal views and some of the best seafood in these beautiful waterfront towns.

  • Whale Wathching in New England

    Meet the finback, humpback, and minke whales of the Atlantic Ocean, while also enjoying the charming New England coastal towns these excursions depart from.

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Charming Coastal Towns Of Massachusetts

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