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Maine Weeklong Bike Tours

It’s time to experience a vacation of an entirely different caliber…

Revitalizing Bike Trips in New England with Summer Feet

Summer Feet Cycling offers Maine’s most complete collection of weeklong, multi-day bicycle tours, exploring Acadia National Park, Camden, Islesboro, Penobscot Bay, Boothbay Harbor, and the greater Midcoast region. These guided and self-guided cycling vacations combine scenic coastal miles with boutique inns, unforgettable meals, and activities like kayaking and sailing and are led by local guides.

Our weeklong tours are ideal for active travelers, couples, and adventure seekers who want a deeper, more immersive way to experience Maine’s coastline. Below you’ll find our most popular multi-day itineraries, each designed to balance beautiful riding with comfort, exploration, and warm Maine hospitality.

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Watching the sunset on the deck of a schooner
Maine’s Gold Coast Tour
Cycle Acadia’s Carriage Roads, Schoodic Peninsula, Camden, Islesboro, and Rockport with kayaking and a classic schooner sail. 6 days Best For: Active couples, scenic explorers
USD $3895.00
Sunset over a calm body of water, with the sun partially hidden by clouds, casting orange and yellow rays and reflections across the water. The sky is partly cloudy with patches of blue.
Solitude and Sunrises
Downeast Maine, the easternmost stretch of Maine’s picturesque coastline, is an undiscovered gem that is ideal for adventure-hungry cyclists looking to...
USD $3,895.00
A pile of bright orange buoys and lobster traps sitting along the shore.
Port Clyde to Acadia Bike Tour
Our Port Clyde to Acadia Bike Tour presents the ideal fusion of off-the-beaten-path exploration and the chance to witness the mesmerizing beauty of Acadia...
USD $3,795
A white wooden footbridge leads to a small lighthouse on a rocky shoreline, with calm blue water and a distant tree-lined coast under a clear sky.
Boothbay Harbor to Bar Harbor Bike Tour
The perfect bike tour for people looking for a fun yet challenging bike ride. During the weeklong Boothbay to Bar Harbor bike tour,  you will cycle 350 miles and...
USD $3,995

Frequently asked questions

What are Summer Feet’s weeklong guided bicycle tours?

Weeklong guided bicycle tours are multi-day cycling vacations led by experienced local guides, with lodging, meals, routes, and daily support included. These tours are designed to let you explore Maine and beyond at a relaxed pace while all logistics are handled for you.

Weeklong guided tours are ideal for travelers who want:

  • A deeper, immersive experience
  • The ease of traveling with expert guides
  • Social connection with a small group
  • Worry-free planning and logistics
  • They’re especially popular with couples, friends, and active travelers seeking meaningful travel.

Flexibility is built in. If you need a rest day or want support for part of a ride, guides and support vehicles can often assist. Comfort and enjoyment are always prioritized.

Guided tours include a tour leader, group riding, and daily coordination. Self-guided tours offer independence and flexibility without a guide. Guided tours are best for travelers who value leadership, community, and storytelling along the way.

Summer Feet combines thoughtfully designed routes, experienced guides, comfortable lodging, and local expertise to create Maine-centric guided tours that feel personal, relaxed, and unforgettable.

Guides provide daily support, encouragement, and local insight. All tours also include a support vehicle to assist with logistics, snacks, and rider needs throughout the day.