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Along the Maine Coast by Land and Sea Fly Drive Holiday

9 days from £1,395pp

Boston – Ogunquit – Camden – Bar Harbor – Portland – Boston

Enjoy a maritime New England holiday, taking you along the stunning coastal roads of Maine and then by historic Windjammer on a 3 night cruise to explore the coast from the sea! Your holiday begins when you fly into Boston and pick up your hire car for a short journey along the coast to the pretty village of Ogunquit. From here, it’s along the beautiful Maine coast to Camden for your 3 night voyage aboard a traditional Windjammer schooner. Returning to land, you’ll head up to Bar Harbor and the stunning Acadia National Park before returning to Boston via Portland, Maine’s funky metropolis and pretty Kennebunkport.

Holiday Highlights

  • Discover some of the most picture perfect fishing villages of Maine including Ogunquit, Kennebunkport and Boothbay Harbor.
  • Take a three night coastal cruise aboard one of Maine’s magnificent Windjammers, with time for island hopping, swimming and shore-side lobster bakes.
  • Drive through stunning Acadia National Park, one of America’s oldest and most beautiful, featuring the highest peak on the Atlantic seaboard.

Remember, we can tailor-make your fly drive holiday to suit your needs, contact our travel experts today, call us on 0208 290 9751.

Holiday Map

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Detailed Itinerary

Day 1: London – Boston – Ogunquit (approx. 73 miles)

Fly into Boston’s Logan International Airport and pick up your rental car before making the 50 minute drive through New Hampshire to the Maine fishing hamlet of Ogunquit. Stay 1 night at the Colonial Inn, Ogunquit (or similar).

Day 2: Ogunquit – Camden (approx. 73 miles)

Why not take the opportunity to explore Ogunquit this morning? This is one of the most popular seaside resort villages in New England whose very name means "beautiful place by the sea" in the indigenous Abenaki language. Perhaps walk along the cliff top Marginal Way to Perkins Cove and enjoy a delicious lobster lunch before leaving for Camden. Your drive takes you up the Maine Coastal Route past villages, pretty harbours and lighthouses with plenty of temptations to stop and explore further. Make sure you arrive in Camden by 5.30 though so that you have time to board your Maine Windjammer Cruise. Your first night aboard is in berth.

Days 3 - 4: Sailing Maine’s Islands

After a hearty breakfast this morning, set sail for your three-day adventure, cruising between the islands of Maine. Take in the sea air, enjoy a refreshing swim, relax and unwind as you cruise along this wonderful stretch of New England coastline. Wind direction and tides determine your days’ events and with no set itinerary, you never know what you’ll see next. Lunches are served in a buffet style on deck (weather permitting) and at dinner, you and your fellow seafarers will gather around huge galley tables to enjoy a delectable New England meal.

Day 5: Camden – Bar Harbor (approx. 76 miles)

It’s time to disembark this morning back in Camden. Why not spend some time in this quaint harbour village before another scenic drive north along the coast to Bar Harbor, gateway to Acadia National Park. Stay 2 nights at the Wonderview Inn, Bar Harbor (or similar).

Day 6: Bar Harbor

Today you’ll have the opportunity to explore New England’s only National Park, one of the oldest and most beautiful in America. Take in majestic peaks, plunging glacier carved valleys, crystal clear lakes and the only true fjord on the USA’s Atlantic Coast. You can choose the Park Loop Road route to discover the park’s natural wonders or drive up to the summit of Cadillac Mountain which, at 1,530 feet (or 466 metres) above sea level, is the highest point on the Atlantic seaboard.

Day 7: Bar Harbor – Portland (approx. 174 miles)

Follow Maine’s scenic coastal roads southwards today, with as few or as many stops as you’d like on your way to Portland. This is one of New England’s most funky cities, occupying a stunning location on a peninsula in Casco Bay. Spend some time exploring the historic port area, visit the famous lighthouse at Cape Elizabeth or perhaps just relax with a cool glass of beer at one of the city’s many boutique breweries. Stay 2 nights at the Best Western MerryManor (or similar).

Day 8: Portland – Kennebunkport – Portland (approx. 62 miles)

Spend some more time discovering the city of Portland today. For an authentic Maine experience why not join a lobster boat for the day or, if you feel like some shopping, head over to Freeport for great retail outlets. You might also like to visit the popular resort town of Kennebunkport just down the coast.

Day 9: Portland – Boston - London 

You’ll leave Portland today and head back down towards Boston for your flight home. There are plenty of distractions on your route back down the coast. Pay a visit to bustling Portsmouth New Hampshire, perhaps stop in Salem, Massachusetts, a village famous for its 17th century witch trials, or if you’re travelling between May and September you might like to try some whale watching from Gloucester or Rockport. On arrival at the airport, drop off your hire car and catch your return flight to the UK.
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Included in your Fly Drive Holiday

  • Hotel accommodation
  • Three night windjammer cruise including breakfast, lunch and dinner.
  • Parking at Camden for duration of cruise.
  • Economy flights
  • Airport taxes, fuel & duty
  • Car rental where stated
  • Any applicable offers

Not included: Airport transfers, meals, sightseeing & personal expenses.

Flights from regional UK airports available

Remember, we can tailor-make your holiday to suit your needs, contact our travel experts today, call us on 0208 290 9751.


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