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 “whoopee pies”

Pricing

$2295.00 per person double occupancy

E-Bike:$250.00

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.

Cycling Options: 24 miles Elevation gain 1200 ft
Lodging: The Bradley Inn
Meals: None

DAY 2 To Monhegan Island

Begin your day with a quick 5-mile cycle to New Harbor and the ferry to Monhegan Island. You will lock your bikes at the ferry as you hop on the ferry. 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.

Hiking Options: 1.5 miles
Lodging: Monhegan Island Inn
Meals: Breakfast

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 the Marshall Point Light; Forrest Gump ran here. Tonight’s destination is Rockland, home to the Farnsworth Museum of American Art and many shops and galleries.

Activity: Cycling 32 miles
Lodging: The Berry Manor Inn
Meals: Breakfast

DAY 4 Cycle to Camden and Sail

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. In the afternoon, you sail Penobscot Bay on a classic wooden schooner.

Cycling Options: 24 or 35 miles Elevation Gain 1800 ft
Lodging: The Hartstone Inn
Meals: Breakfast

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.

A two-hour kayak 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
Round trip ferry Rockland to Vinalhaven
Summer Feet Souvenirs – cycling water bottle and t-shirt (available in men’s & women’s fit)
Ferry Transfers
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.

It was a rainy day for our ride, but Lauren and Edna made it enjoyable. They went out of their way to make sure we enjoyed our time and got to see all the lighthouses. We really enjoyed the lunch, and they did a great job of tailoring the experience to the group. I can not recommend this tour enough and would do it again in better weather.

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