Boats, Bikes, and Boots

A Coastal Traverse

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Ready for adventure and a truly unique trip? Join us on the Boats, Bikes, and Boots Tour – a mostly human-powered and entirely non-motorized traverse of the Maine Coast. By bicycle, sailboat, kayak, and foot we will travel from Port Clyde, Maine to Bar Harbor, Maine and Acadia National Park.  If you have ever wanted to say you explored the Maine Coast in a way few have, then join us as we bike the coast, sail Penobscot Bay, kayak to Mt Desert Island, and hike through Acadia National Park. At the end of each day you will still enjoy great food and a wonderful place to lay your head.


  • Bike along the Maine Coast
  • Sail into Castine, Maine
  • Kayak to Mt Desert Island (home of Acadia National Park)
  • Hike across Acadia National Park

View Itinerary

Skill Levels

  • I Own Bike Shorts (moderate)
  • My Bike Has a Name (advanced)

What's Included

  • Six nights’ lodging
  • All lodging taxes and gratuities
  • Most meals – including five dinners, six breakfasts, and four lunches
  • All taxes and gratuities for these meals
  • Hybrid or Road Bike Rental
  • Expenses paid for day sail aboard a schooner, kayaking and licensed kayak guide
  • Entrance fee for Acadia National Park
  • Experienced Summer Feet Guides
  • Detailed route notes, cycling maps, and hiking maps
  • Van support including fresh water, ample snacks, and “relief rides”
  • Summer Feet Souvenirs – a cycling water bottle and t-shirt (available in men’s and women’s fit)
  • Alcoholic beverages are not included in the package price and are always at your discretion

Tour Map


Pick Up / Drop Off

Portland, Maine (PWM)

Day 1 – Arrival and Orientation

Leaders will collect you in Portland, Maine and transfer you to Clark Island. Once settled into our inn, we will fit bikes, enjoy a warm up ride and get an overview of the week’s adventures that await us.

  • Day’s Activity: Warm Up Ride of 15 miles
  • Meals: Lunch & Dinner
  • Lodging: The Craignair Inn

Day 2 – The Adventure Begins

We begin our ride exploring the quiet peninsula of Spruce Point before cycling to Birch Point State Park and the spectacular Owls Head Light as it stands guard over Penobscot Bay.  Our ride then takes us to the eclectic village of Rockland, home to the Farnsworth Museum of Art, which features an extensive collection of the art of the Wyeth Family, The Island Institute dedicated to preserving Maine’s Island communities, and a number of charming shops and galleries.  We finish our day in the picturesque town of Camden on the shores of the Penobscot Bay.

Day 3 – Set Sail for Castine

Today you will race with the wind as we sail across Penobscot Bay, one of the great cruising grounds in the world. Your day-long adventure will allow you to discover the joys of sailing, and discover the rock bound coast from a new perspective. In the evening we will offer a refresher course for any one who wants to improve their paddling skills before tomorrow’s kayak excursion.

  • Day’s Activity: Day Sail of the Penobscot Bay
  • Meals: Breakfast & Lunch & Dinner
  • Lodging: One of Brooklin’s Great Inns

Day 4 – Across the Peninsula and Across the Bay

An early start has you pedaling across the Blue Hill Peninsula to the town of Blue Hill. From here it is time to trade your bikes for a kayak. Next stop Acadia. We will spend the day paddling across Blue Hill Bay and land on Mt Desert Island, home to Acadia National Park.

  • Day’s Activity: Sea Kayak 12 miles
  • Meals: Breakfast & Lunch & Dinner
  • Lodging: One of Southwest Harbor’s Great Inns

Day 5 – Traversing Acadia National Park

Grab your boots and your day pack as today we will hike from inn to inn through the splendor of Acadia National Park. Our hike will take us through old forests, along burbling streams, and to the summits of several mountains before we descend into the town of Bar Harbor and our hotel featuring several ocean front hot tubs.

  • Day’s Activity: Hike 11-13 miles
  • Meals: Breakfast & Lunch
  • Lodging: The Harborside

Day 6 – To The Summit

Choose your poison. Today’s goal is the summit of Cadillac Mountain, the highest peak on the Eastern Seaboard. You can hike, you can bike, or you can do both. In the evening we enjoy a farewell dinner at a local favorite.

  • Day’s Activity: Your Choice!  Hike or Bike or Both
  • Meals: Breakfast & Lunch & Dinner
  • Lodging: The Harborside

Day 7 – Relax and Savor the Accomplishment

Enjoy a leisurely morning before it’s time to shuttle back to Portland.  The plan is to leave Bar Harbor around 10:00am, stop in Belfast, Maine for lunch and some exploration, and then continue on to Portland.  You can expect to be back in the Portland area by 3:00pm.

  • Meals: Breakfast

Customer Reviews

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