Cycle the Maine Coast

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  • 16 Days
  • 2024 DatesMay - Sept
  • Difficulty LevelModerate - I Own Bike Shorts

An Inn-to-Inn Cycling Adventure in Maine

Embrace the journey of a lifetime with our epic inn-to-inn cycling tour along the captivating Maine Coast. If you have a deep love for cycling and an adventurous spirit, our Cycle the Maine Coast tour perfectly matches your passions.

The sixteen-day tour begins in the historic town of Portsmouth, New Hampshire, setting the stage for a mesmerizing ride along the coast. As you cycle, you’ll discover iconic Maine towns such as Kennebunkport and Camden, each rich with its unique allure and charm.

But the adventure doesn’t stop at the well-known locations. Our tour takes you off the beaten path to unearth hidden treasures like Newcastle and Surry. These lesser-known gems, brimming with local color and charm, offer an authentic taste of Maine’s quintessential coastal life.

The grand finale of your journey unfolds in the majestic Acadia National Park, where the rustic beauty of Maine culminates in an awe-inspiring spectacle. 

If you’re still weighing up the possibilities for your Maine vacation, browse our full selection of Multi-Day Bike Tours in Maine.

What's Included

  • 15 nights’ lodging
  • All lodging taxes and gratuities
  • 15 breakfasts
  • Detailed route notes and maps plus turn by turn navigation using the Ride with GPS app (no cellular data needed)
  • Daily Luggage Transfers
  • Emergency Support
  • Hybrid bike with panniers
  • Round trip ferry Bar Harbor to Winter Harbor
  • Summer Feet Souvenirs – cycling water bottle and t-shirt (available in men’s & women’s fit)


  • Enjoy 13 days of Inn to Inn cycling along the Maine Coast
  • Explore charming towns and coastal villages
  • Discover the variety of the Maine Coast
  • Enjoy a variety of Maine delicacies, from lobster and smoked salmon to fresh blueberries and the local favorite “whoopee pies”

Pick Up/Drop Off

Portsmouth, NH

2024 Dates

Self-Guided Tours can start on any Sunday


$5975.00 per person double occupancy



Day 1Arrival in Portsmouth

Individual arrival in Portsmouth, NH.

Day 2Portsmouth to Kennebunkport

With the first few pedal strokes, you will cross the Pisquaticus River and into Maine. Today’s ride features country roads and some of Maine’s oldest towns. Kennebunkport is the summer home of the Bush Family and is famous for its charming downtown.

  • Cycling: 41 miles Elevation gain 1593 feet
  • Meals: Breakfast
  • Lodging: The Colony Hotel

Day 3Kennebunkport to Old Orchard Brach

Leaving Kennebunkport, you will pedal past charming houses on your way to East Coast Greenway, Maine to Florida bike trail. Your ride will take you along the coast to the towns of Biddeford and Saco. After cycling through these historic mill towns, you will continue to Old Orchard Beach. OOB, as the locals call it, is an unpretentious beach town with an amusement park and pier.

Day 4Old Orchard Beach to Portland

You begin your day riding a trail through the Scarborough Marsh. Leaving the marsh, you will pedal to Two Lights and onto the famous Portland Head Light, the most photographed lighthouse in America. The next stop is the Spring Point Ledge Light before rounding out your lighthouse tour and pedaling into Portland.

  • Cycling: 33 miles Elevation gain 1243 feet
  • Meals: Breakfast
  • Lodging: The Portland Regency or a similar hotel

Day 5Portland to Freeport

Your morning begins with a scenic ferry ride among the “Calendar Islands” of Casco Bay. Your destination is Chebeague, the largest of the area’s islands. Enjoy a leisurely ride around the island before lunch at the award-winning Chebeague Island Inn. After lunch, hop on the Cousin’s Island ferry and cycle across the causeway and on to Freeport.

Day 6Freeport to Newcastle

Leaving the bustle of Freeport, you will head towards Brunswick, a charming college town, before cycling to Bath, a hub of shipbuilding for centuries. From Bath, you will follow country roads to Newcastle/Damariscotta funky communities at the center of mid-coast Maine. 

  • Cycling Options: 43 miles Elevation Gain 2219ft
  • Lodging: The Tipsy Butler
  • Meals: Breakfast

Day 7Rest Day

Take a day off the bike to enjoy the midcoast. Tasting the local oysters and going on a sea kayak tour are fun options.

Day 8Newcastle to Rockland

Today’s ride features some of the best country roads found along the Maine Coast. Cycle past saltwater farms and wild blueberry fields to the town of Rockland, a vibrant community filled with art galleries and charming shops.

  • Cycling Options: 33 miles Elevation gain 2009 ft
  • Lodging: The Berry Manor Inn
  • Meals: Breakfast

Day 9Rockland to Camden

You have a lot of choices today. The ride from Rockland to Camden is only 10 miles.  Camden is one of the most picturesque towns on the Maine Coast, featuring a well-sheltered harbor surrounded by hills lush with forests. From Camden, you can cycle in the hills or through an oceanfront preserve.  Other options include sailing, kayaking, or relaxing.

  • Cycling Options: 10,17 or 32 miles Elevation Gain 572-2624 ft
  • Lodging: The Hartstone Inn
  • Meals: Breakfast

Day 10Camden to Belfast

The rolling hills of Camden offer miles of riding on quiet country roads. Follow these roads through the summer community of Bayside and into the coastal town of Belfast. A little artsier than Camden, Belfast is a great place to enjoy the waterfront and get to know some local artists.


Day 11Belfast to Bucksport

You will begin by cycling the old railroad bridge across Belfast Harbor, before heading inland to avoid the traffic on route one. Tonight, you will stay in Bucksport at the mouth of the Penobscot River. Take time to visit the original Fort Knox built in the 19th century to protect the river and ride the elevator to the top of the bridge for a visit to the Penobscot River Observatory, the only bridge top observatory in North America.

Day 12Bucksport to Surry

Tonight, you are in for a treat as you will spend the night in a new Glamping resort on the Maine Coast.

  • Cycling Options: 27 miles Elevation Gain 1540 ft
  • Lodging:  Under Canvas Maine
  • Meals: Breakfast



Day 13Surry to Bar Harbor

Today it is onto Mt Desert Island, the gateway to Acadia National Park. Your ride takes you through the town of Ellsworth, then follows backroads onto the island and into the town of Bar Harbor.

  • Cycling Options: 26 miles Elevation Gain 1400 ft
  • Lodging:  Under Canvas Maine
  • Meals: Breakfast

Day 14Acadia's Carriage Roads

Picture breathtaking scenery, gentle grades, and car-free cycling, and you have Acadia’s famous carriage roads. A gift of John D. Rockefeller to help the people of America enjoy Acadia’s beauty, the carriage roads offer the opportunity to cycle through stately forests of pine and birch and to enjoy panoramic views of Mount Desert Island.


Day 15The Schoodic Peninsula

Today you enjoy a unique ferry ride across Frenchman Bay to Winter Harbor and the Schoodic Peninsula. You experience the dramatic power of the open ocean as it crashes along the Schoodic’s rugged shore before cycling to a real lobstering community.

Day 16Cycling Acadia National Park

You end a memorable week cycling Acadia National Park’s famous Park Loop Road as it winds along the shore and ends with an optional climb up Cadillac Mountain before a 11:30 am transfer to Portsmouth

  • Cycling Options: 24 or 30 miles Elevation Gain 2601 ft
  • Meals: Breakfast


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