Embark on a delightful biking adventure from Kennebunkport to Freeport, where sandy beaches, bustling lobster boats, and vibrant communities create the perfect backdrop for your journey. Our five-day self-guided cycling tour offers an unparalleled opportunity to explore Maine’s iconic summer communities and its most lively city, each teeming with unique allure and charm.
We streamline your adventure by arranging comfortable lodging and taking care of your luggage transportation. You will be provided with a GPS and detailed notes to ensure you don’t miss any of the spectacular highlights. The beauty of this self-guided tour lies in its freedom – you have the liberty to cycle at your own rhythm, pausing as often as you desire to absorb breathtaking views or explore hidden corners.
As you pedal along the scenic routes, you’ll encounter picturesque lighthouses and inviting beaches. An enchanting ferry ride will whisk you off to a beautiful island, offering a refreshing change of pace. This self-guided cycling journey promises not only physical activity but also a rich visual feast of Maine’s most captivating sights, encapsulating the very best this stunning state has to offer.
(Still making up your mind about how to organize your Maine trip? Browse our entire range of Multi-Day Bike Trips in Maine.)
Kennebunkport
Self-Guided Tours can start on any Sunday or Monday
Pricing: $1795.00 per person
E-Bike: $250.00
One of our staff will meet you in Kennebunkport to introduce you to your bikes and answer any questions. After the introduction, there is an optional warm-up ride or take time to discover Kennebunkport on your own.
Leaving Kennebunkport, you will pedal past charming houses on your way to East Coast Greenway, the 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 local call it, is an unpretentious beach town with an amusement park and pier.
You begin your day riding a trail through the Scarborough Marsh. Leaving the marsh, you will pedal to Two Lights to and onto the famous Portland Head Light, the most photographed lighthouse in America. Next stop is the Spring Point Ledge Light before rounding out your lighthouse tour and pedaling into Portland
Your morning begins with a scenic ferry ride among the “Calendar Islands” of Casco Bay. Your destination is Chebeague, the largest of the areas islands. Enjoy a leisurely ride around the island before lunch at the award-winning Chebeague Island Inn. After lunch, hop the Cousin’s Island ferry and cycle across the causeway and on to Freeport.
One of our staff will pick you up after breakfast and shuttle you back to Kennebunkport or Portland.
Meals: Breakfast
Please Ask a Question or give us a call at 1.866-857-9544 if you have any questions.