Six State Sampler Fly Drive

Boston • Kennebunkport • Portland • Lenox • Newport • Hyannis

Begin your fly drive holiday in the lively city of Boston. With a thriving arts scene, world famous academical institutions and an unwavering passion for sport, there is always plenty of interesting things to do in Boston. Collect your car from Boston and travel north to Portsmouth, New Hampshire, a working port since colonial days and a treasure trove of historical offerings. Then continue up the coast to Maine. In Ogunquit, take a leisurely walk along the Marginal Way, a magnificent mile-long footpath which follows the edge of the Atlantic atop rugged cliffs, or stroll amidst the fine shops and galleries of Perkins Cove.

Scenic routes and covered bridges will take you into Vermont, the Green Mountain State. Visit Morse Farm to see how Maple Syrup is made and take the opportunity to buy some maple treats at its country store. Ben & Jerry’s Ice Cream Factory is open for touring and tasting.

Wind through country roads to Connecticut’s Northwest corner, better known as “antique country”. Stop at quaint antique stores, museums and gardens en route to Mystic before following along the coast into Rhode Island. Newport is where you’ll find the opulent summer homes of the Vanderbilts and the Astors, the church where John F. Kennedy married Jacqueline Bouvier, the waters where the Americas Cup Race has been held.

Continue into Plymouth, “America’s hometown” to see Plymouth Rock and the Mayflower II, an exact replica of the ship that carried the Pilgrims to the New World. Then, cross the Cape Cod Canal to a world of charm and beauty. Explore lighthouses, quaint coastal communities, and natural scenic beauty. Visit the lively artist colony of Provincetown, take a whale watch, or just lay on one of the Cape’s many sandy beaches. Don’t leave without feasting on Lobster, steamers, corn-on-the- cob and all the trimmings!

From €1865pp

What's Included

  • Return flights from Dublin to Boston
  • 15 NIGHTS hotel accommodation in selected fly drive hotels
  • 13 Days car rental with fully inclusive insurance
  • Fly-Drive Directions and Information Packet at Hotel upon arrival
  • Quote Ref: 1531164

Staff Tips

Boston - Catch a free concert or movies at the Hatch Memorial Shell during the highlights of summer in the city.

Amanda O'Brien

Travel Expert

We will arrange a flight to your destination where you pick up a rental car on arrival and tour at you own pace through your favourite destination. We can arrange all of your accommodation or you can ‘freelance’. Freelancing is not recommended during the park summer or autumn periods.

Margaret Campbell

Travel Expert

Your Adventure...

Arrive in Boston
Boston
Boston – Ogunquit (120KM)
Ogunquit – Kennebunkport – Ogunquit (18KM)
Ogunquit – Portland – North Conway (144KM)
North Conway – Lincoln – North Conway (147KM)
North Conway – Stowe (184KM)
Stowe –Burlington – Stowe (59KM)
Stowe – Manchester – Lenox (296KM)
Lenox – Stockbridge – Hancock – Lenox (70KM)
Lenox - Mystic (203KM)
Mystic –Newport (80KM)
Newport
Newport – Plymouth– Hyannis (149KM)
Hyannis –Provincetown – Hyannis (224KM)
Hyannis –Boston (112KM)
  • Day 1 Arrive in Boston

    This evening, enjoy one of Boston’s many restaurants, take in a show in Boston’s theatre district or stroll through lively Quincy Marketplace. Overnight: Boston Midtown or similar

  • Day 2 Boston

    Explore some of the Boston area’s noted sites, architectural wonders, bustling waterfront, and magnificent museums. You may choose to take a whale watch, walk around Harvard Yard in Cambridge or join a day tour to the historic battlefields in Lexington and Concord.

  • Day 3 Boston – Ogunquit (120KM)

    Collect your car from Boston and travel north to Portsmouth, New Hampshire, a working port since colonial days and a treasure trove of historical offerings. Then continue up the coast to Maine. In Ogunquit, take a leisurely walk along the Marginal Way, a magnificent mile-long footpath which follows the edge of the Atlantic atop rugged cliffs, or stroll amidst the fine shops and galleries of Perkins Cove. Overnight in Ogunquit for the next 2 nights in Ogunquit River Inn or similar

  • Day 4 Ogunquit – Kennebunkport – Ogunquit (18KM)

    This morning visit neighbouring Kennebunkport. Its reputation as a superb community comes from the numerous large seaside estates along Ocean Avenue. The famous “Bush Compound” is located on Walker’s Point, a peninsula visible from Ocean Avenue. Visit the one-of-a-kind Wedding Cake House and quaint Dock Square.

  • Day 5 Ogunquit – Portland – North Conway (144KM)

    Travel north to explore Portland’s historic buildings, Old Port Exchange and famous light houses. Travel through Maine’s picturesque lakes region and into North Conway, NH, The area’s landscape, complete with covered bridges, white steepled churches, high mountains and rolling farmland, has been deemed “sublime” by artists of international renown. Overnight in North Conway for 2 nights N Conway Fox Ridge or similar

  • Day 6 North Conway – Lincoln – North Conway (147KM)

    Today, venture along Franconia Notch and see natural wonders such as Indian Head, the Flume Gorge, or take a tram to the summit of Cannon Mountain for breath taking views of the surrounding area.

  • Day 7 North Conway – Stowe (184KM)

    Scenic routes and covered bridges will take you into Vermont, the Green Mountain State. Visit Morse Farm to see how Maple Syrup is made and take the opportunity to buy some maple treats at its country store. Ben & Jerry’s Ice Cream Factory is open for touring and tasting. A short ride up the road is the charming village of Stowe, at the base of Mt. Mansfield. Overnight in Stowe for 2 nights in Stowe Commodores or similar

  • Day 8 Stowe –Burlington – Stowe (59KM)

    Today, take a ride into Burlington, Vermont’s largest city, on the shores of Lake Champlain. Board the Ethan Allen for a ride along the Lake and visit the Shelburne Museum. Over 150,000 works are exhibited in a remarkable setting of 39 exhibition buildings, 25 of which are historic and were relocated to the Museum grounds.

  • Day 9 Stowe – Manchester – Lenox (296KM)

    Head south to Manchester. Known as both Manchester Village and Manchester Centre, they are as different as day and night. One is known for its mansions, art centre, and the like…the other for its renowned outlet stores. In winter, Manchester is also closely identified with the Stratton and Bromley Mountain Ski areas. Visit Hildene, the former estate of Robert Todd Lincoln, Abraham Lincoln’s son and do some shopping at some of the famous designer outlet stores before winding along scenic Route 7 into Lenox for the next 2 nights in Berkshires Yankee Inn (Lenox) or similar.

  • Day 10 Lenox – Stockbridge – Hancock – Lenox (70KM)

    In Lenox, see Tanglewood, the Boston Symphony’s summer home. In neighbouring Stockbridge visit the Norman Rockwell Museum in Stockbridge, which houses his paintings of America past. Tour Hancock Shaker Village, This beautifully restored village, set on 1,200 acres of farm, woodland and pasture, is home to the premier collection of Shaker buildings and artifacts.

  • Day 11 Lenox - Mystic (203KM)

    Wind through country roads to Connecticut’s Northwest corner, better known as “antique country”. Stop at quaint antique stores, museums and gardens en route to Mystic. Visit Mystic Seaport, the museum of America and the Sea. This evening, visit Foxwoods or Mohegan Sun, the country’s two largest casinos under one roof. Try your luck at gambling or enjoy a show. Overnight in the Mystic area in Mystic Hampton Inn Mystic or similar

  • Day 12 Mystic –Newport (80KM)

    Follow along the coast into Rhode Island. Newport is where you’ll find the opulent summer homes of the Vanderbilts and the Astors, the church where John F. Kennedy married Jacqueline Bouvier, the waters where the Americas Cup Race has been held, Touro Synagogue, the first in the United States, and the Old Stone Mill, believed to be built by the Vikings around 1100AD. Spend 2 nights in this waterfront town with so much history… and gossip. Overnight in Newport/Middleton Holiday Inn Express Middleton or similar

  • Day 13 Newport

    Tour along Ocean Drive and Millionaire’s row to see the magnificent mansions of the Gilded Age. Visit the Breakers, the largest of the Vanderbilt Family homes in Newport. Enjoy lunch along the waterfront or at the historic Brick Marketplace.

  • Day 14 Newport – Plymouth– Hyannis (149KM)

    Continue into Plymouth, “America’s hometown” to see Plymouth Rock and the Mayflower II, an exact replica of the ship that carried the Pilgrims to the New World. Then, cross the Cape Cod Canal to a world of charm and beauty. Overnight for the next 2 nights on Cape Cod in Hyannis Heritage House or similar

  • Day 15 Hyannis –Provincetown – Hyannis (224KM)

    Today drive along the Cape Cod National Seashore to explore lighthouses, quaint coastal communities, and natural scenic beauty. Visit the lively artist colony of Provincetown, take a whale watch, or just lay on one of the Cape’s many sandy beaches. Don’t leave without feasting on Lobster, steamers, corn-on-the- cob and all the trimmings!

  • Day 16 Hyannis –Boston (112KM)

    Morning to relax on the Cape, or return to Boston for some last minute shopping before departing.

More Great Holiday Deals

  • From
    €2165pp

    Lighthouses & Lobsters: The Northeastern Explorer Fly Drive

    Make your way through Maine & New England's picturesque fishing towns and villages.
    • More Detail
  • From
    €2089pp

    Along the Maine Coast by Land & Sea Fly Drive

    With this Drive America option you get to see the rugged Atlantic coastline, cruise through the rolling hills and ver...
    • More Detail
  • From
    €1581pp

    Best of New England Fly Drive

    Get on the road and take the scenic route through one of the most beautiful landscapes in the US as you make your way...
    • More Detail

Blog

By Denise Walsh

JFK100 at Presidential Library & Museum, Boston

By Audrey Joyce

Best family friendly beaches in Cape Cod