• Overview
  • Trip Outline
  • Trip Includes
  • Trip Excludes
  • Reviews
  • Booking
  • FAQ

“Bold Coast” of Maine is a bicycle tour that we are very excited to feature as a scheduled tour for 2024 after being postponed by Covid restrictions.

This tour is not like any of the other cycling tours found in coastal Maine, where the only location you cycle is Bar Harbor. We actually start just our first and second days in Bar Harbor so you can get your fill of the beautiful National Park, busy town and the great tourist spots. There will be plenty of time on both days to ride the 50-mile carriage trails if you wish, tool around town and explore the coves on bike and on foot. After Bar Harbor, we hit some really great back roads and coastal towns as we venture toward the Canadian border.

Days 3 – 7 takes us north along what the Down easterners refer to as “The Bold Coast.” We skirt small fishing villages from Winter Harbor to Eastport, Maine and slightly over the Canadian border to the Roosevelt Campobello International Park. If you are looking for laid back riding and quaint/rustic lodging, blueberry patches, lobsters and lighthouses, look no further. On our final day, you can opt for a very short ride after breakfast, a nice hike along the rocky coast or kayak in a calm bay before we shuttle back to the airport and Bar Harbor. Call us for more details.

Each day of this tour offers a modest 40 – 50 miles of riding on road surfaces and some carriage trails. The terrain is rolling hills and some very short steep hills. The road surfaces are rural with chip and seal surfaces. We recommend a road-style bike with a 28cm-32cm tire. Hybrid bicycles would also be acceptable. The environment is either very rural or coastal. You should expect changing coastal breezes and cooler weather. Internet service and cell phone coverage will vary from day to day.

Tour Highlights

Acadia National Park; Schoodic Peninsula; Rogue Bluffs; Kelly Point; Narraguagus River; Passamaquoddy Bay; Eastport; Lubec; Campobello; Blueberries; Lobsters; Lighthouses


  • If flying in, make your reservations to Portland, ME Airport. Pick up will be at baggage claim by 1pm.
  • When flying out, drop off will be by 4pm.
  • Do not make reservations before 6pm.
  • If you are driving to our starting hotel location, please arrive by 4pm in time for our bike fitting, social hour and orientation dinner.


All lodging is included

Special Note

If access to Canada is available due to Covid restrictions, you will need a passport to enter into Campobello International Park, Canada.

We cannot accommodate tricycles on this tour.

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Day 1

Bar Harbor to Southwest Harbor and Tremont to Bar Harbor

43.3 miles; 2692 ft elevation

Day 2

Bar Harbor to Winter Harbor; Acadia National Park, take ferry to Winter Harbor

35.6 miles; 2648 ft elevation

Day 3

Winter Harbor to Millbridge; East portion of Acadia National Park

40.8 miles; 1814 ft elevation

Day 4

Millbridge to Jonesport to Machias

48.6 miles; 2353 ft elevation

Day 5

Machias to East Port to Lubec, via ferry

44.8 miles; 2356 ft elevation

Day 6

Lubec to Machias; Roosevelt Campobello International Park and West Quoddy Lighthouse to Cutler

41.5 miles; 2663 ft elevation

Day 7

Machias to Jonesboro; Rogue Bluffs and shuttle to Bar Harbor

34.3 miles; 2181 ft elevation


  • All Lodging
  • Transfers to and from the airport
  • All breakfasts, dinners and picnic lunches on riding days
  • Cocktail social hours on the 1st evening of each tour
  • Van support
  • Maps
  • GPS mapping
  • Mechanic
  • 2 or more experienced guides
  • Ferry tickets for you and your bike at 2 ferry crossings

Not Included

  • Airfare
  • Meals on off days
  • Souvenirs
  • 12% gratuity for guides, mechanics, volunteers and tour staff is not included, but greatly appreciated

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