Sailboats and Summer Folk

A Camden Weekend


Nestled amongst verdant hills, with stately old houses, a picturesque harbor, and a charming main street, it is no wonder Camden has been voted the prettiest town in Maine.

Your 3-day bike tour of this classic Maine town begins with a bike ride along a tree-lined ocean preserve and through lush farmland ringed with ancient rock walls. We continue by cycling one of Maine’s most beautiful islands in the heart of Penobscot Bay with ocean views around every corner.

You conclude your tour cycling to the town of Rockland and to my favorite lighthouse, the majestic Owls Head Light. Along the way take time to explore the areas’ many galleries, and relax aboard the deck of an antique wooden sailboat as we enjoy a sunset cruise on Penobscot Bay.

  • Cycle Islesboro Island and Maine’s Rocky Coast
  • Enjoy a sunset sail on Penobscot Bay
  • Explore the shops and galleries of Camden and Rockland

2022 Dates

July 15-17
August 12-14
September 23-25
October 7-9

Price $1195.00 pp



Pick Up / Drop Off map showing the Maine Coast and Islesboro Island

Leaders will meet you at the inn in Camden

Day 1 – Cycling the Prettiest Six Miles in Maine*

We meet at 2pm Friday afternoon for an afternoon of cycling through the charming coastal village of Rockport. A delightful mix of tranquil farmlands and ocean views highlight our ride. In the evening we gather for a wine and cheese reception before dinner at one of Camden’s finest restaurants.

  • 7 or 15 miles
  • Meals: Dinner

Day 2 – Cycling the Pristine Island of Islesboro and a Sunset Sail

The early morning ferry carries us to Islesboro where stately pines and 40 room cottages serve as a backdrop for our ride around one of Maine’s prettiest islands. Tonight we explore Penobscot Bay from the deck of a classic wooden schooner before a casual dinner.

  • 26, 36, or 46 miles
  • Meals: Breakfast & Lunch & Dinner
  •  The Hartstone Inn

Day 3 – Exploring Rockland, Owl’s Head, and Birch Point

Just south of Camden, Rockland is rapidly becoming a summer destination in its own right. Today’s ride will carry us to Rockland and the Owls Head Light. Spend the afternoon wandering the Farnsworth Museum of Art or choose to cycle the rural beauty of the St George Peninsula and around Rackliff Island. Note: The  tour generally concludes between 1:00 pm and 3:00 pm.

  • 10, 32, or 41 miles
  • Meals: Breakfast

*Yankee Magazine Fall 2005

Browse Trips


  • Two nights’ lodging
  • All lodging taxes and gratuities
  • Most meals – including dinner both evenings, lunch on Saturday, and breakfasts at the inn
  • All taxes and gratuities for these meals
  • Expenses paid to sail on the Schooner and for the ferry transit
  • Experienced Summer Feet Guides
  • Detailed route notes and 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 include




Sailboats and Summer Folk $1195.00 per person

Bike Rentals: Hybrid Bike Rental: Included
Road Bike Rental: $150.00
E-Bike Rental: $150.00
Lodging Extras: Single Supplement: $400.00

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  • We had a wonderful time as usual with Summer Feet Cycling. This was our second trip with you and you did not disappoint. The trip was all that was expected and more. The weather was gorgeous, the cycling superb, the accommodations wonderful and comfortable, the sunset cruise and dinner terrific. Best of all, the group and guides were a lot of fun to be with. We certainly enjoyed ourselves immensely. We give give Kim and Sheila high marks for availability, friendliness, assistance, and trying to meet all the needs of a varied cycling group. You get a 10.

  • One of the best vacations we’ve ever had. Being with Alyssa and Jeremy was just as much fun as the biking and the other activities. They were knowledgeable, fun, helpful, and knew what to say and when to say it. They worked very well together.

  • We just started biking this past March. We travel several miles but the land is basically flat. It was a rude awakening when we started the bike tour. … I never worked so hard in my life. BUT I LOVED IT. It made me a better biker and it inspired me to get better. I had a wonderful time!

  • Darcy was a great leader! Enjoyed her immensely. She took care of every detail, was attentive, helpful, knowledgeable, kind. Loved Chess too! Both leaders were excellent!