Discover Penobscot Bay Multi-Sport

Discover Penobscot Bay on Our Multi-Sport Adventure

Renowned as one of the most fertile fishing locations worldwide, Penobscot Bay outshines its counterparts in the production of the world-famous Maine Lobster. This Bay provides the scenic backdrop for our exciting five-day multi-sport adventure, where you’ll experience a blend of biking, hiking, and kayaking. Beginning your journey at Pemaquid Point, a significant hub of pre-colonial commerce in the New World, you will immerse yourself in the historical echoes of Maine’s past.

Pedal, Hike, and Kayak through the Natural Beauty of Maine’s Coastline

Your journey continues to the rugged allure of Monhegan Island and through the charming coastal towns of Rockland and Camden. Along the way, you’ll indulge in unforgettable cycling experiences, absorb stunning panoramic views, and enjoy plenty of fresh local food. With each pedal, step, and paddle, you’ll uncover Maine’s scenic coast’s diverse beauty and rich history through this unparalleled multi-sport adventure.

If you have any questions, please get in touch.

Highlights

Cycle, Hike, Sail, and Kayak along the Maine Coast
Explore charming towns and coastal villages
Discover hidden coves and stunning coastline
Enjoy a variety of Maine delicacies, from lobster and smoked salmon to fresh blueberries and the local favorite “whoopie pies”

Pricing

Tour Price: $2295 per person double occupancy

E-Bike: $250

2025 Dates

Tour starts any Sunday from Mid May to Mid-October

Pickup/Drop Off

Portland, Maine (PWM)

Itinerary

DAY 1 Discover Pemaquid Point

One of our staff will meet you at our waterfront pick-up location for the transfer to the charming village of Damariscotta. Take time to explore the town before cycling back roads to Pemaquid Point. Visit the Pemaquid Point Light and the Colonial Pemaquid Historic Site before arriving at the inn.

Today’s Activity: cycle 26 miles | elevation gain 1,437 ft
Meals: None
Lodging: The Bradley Inn

DAY 2 To Monhegan Island

Begin your day with a quick 3-mile cycle to New Harbor and the ferry to Monhegan Island. You will lock your bikes on the mainland at the ferry terminal as you hop on the ferry for the one-hour transit to the island. Located ten miles off the coast, Monhegan has inspired artists for decades. You can spend the day hiking the perimeter of the island for stunning ocean views and still have plenty of time to relax in an Adirondack chair and enjoy the island vibes.

Today’s Activity: cycle 3 miles | hike 1.5 miles
Meals: Breakfast
Lodging: Monhegan Island Inn

DAY 3 Port Clyde to Rockland

Today you will catch a different ferry that will carry you back to the mainland and the fishing village of Port Clyde. Take time to browse the artist studios before cycling to Marshall Point Light – a stop on Forrest Gump’s epic run. Tonight’s destination is Rockland, home to the Farnsworth Museum of American Art and many shops and galleries.

Today’s Activity: cycle 32 miles | elevation gain 1,537 ft
Meals: Breakfast
Lodging: The Berry Manor Inn

DAY 4 Cycle to Camden and Sail

You have a lot of choices today. The ride from Rockland to Camden is only 10 miles. Stay on your bike to log more miles or get cleaned up and explore Camden. This midcoast town is one of the most picturesque towns on the Maine Coast, featuring a well-sheltered harbor surrounded by hills lush with forests. Later in the day, you sail Penobscot Bay on a classic wooden schooner.

Today’s Activity: cycle options from 10-32 miles | elevation gain 692-2,319 ft
Meals: Breakfast
Lodging: The Hartstone Inn

DAY 5 Kayaking

You begin the day kayaking Camden Harbor on a guided kayak tour. You will enjoy beautiful views of the Camden Hills and Curtis Island Lighthouse. After kayaking, you will have time for lunch before an early afternoon transfer back to Portland.

Today’s Activity: kayak two-hour tour
Meals: Breakfast

Please Ask a Question or give us a call at 1.866-857-9544 if you have any questions.

What's Included

Four nights’ lodging
All lodging taxes and gratuities
4 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
Ferry tickets to and from Monhegan
Summer Feet Souvenirs – cycling water bottle and t-shirt (available in men’s & women’s fit)
Sailing and Kayaking

Views were amazing. Guides were friendly and personable. Lobster roll was delicious. I upgraded to the ebike (first time riding one) and 10/10 recommend it. I wasn’t looking for a workout. Just wanted to see the sights and enjoy myself. Portland was my favorite stop from a New England cruise.

Five Stars to Rick (our guide) and the folks at Summer Feet Cycling. The ride was perfectly tailored to our group of nine middle aged individuals. The sights were terrific and the lobster role for lunch was the best I have ever eaten. Thanks for making our time in Maine a memorable experience.

Our Summer Feet cycle along the Maine coast was glorious. In early September, we had perfect weather. We cycled along breathtaking views. Then we caught our breath in quaint Maine towns and fishing villages. Each evening our luggage was waiting for us at a charming inn, where we were served breakfast before heading out the next morning. The Summer Feet staff were friendly and efficient. We will hope to plan another Summer Feet trip soon! Pedal The Coast

Related Tours

Multi-Sport

Maine Multi-Sport Tour

Embark on the ultimate Maine exploration with our weeklong multi-sport adventure. Pedal, trek, sail, and paddle through the magnificent Maine Coast. Journey from...