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Maine Family Bike + Adventure Tour

Portland to Acadia: Cycling + Hiking New England’s Islands

6 days / 5 nights Level: 1Price From: $3,595Collection: Family

Tour Highlights

  • Bike and hike four of Maine’s coastal islands, offering quiet roads and a relaxed lifestyle away from the mainland
  • Kayak the pristine waters of a tidal bay on the island of Vinalhaven
  • Enjoy Maine’s quintessential lobster rolls during a sunset dinner cruise in Penobscot Bay
  • Experience the simple thrills of a New England summer, swimming in lakes, ponds, quarries, and even the Atlantic Ocean
  • Visit the most remote corner of Acadia National Park, biking and hiking around wild Isle au Haut


Wild blueberries, vegetables and cheese from local organic farms, Maine seafood including lobster and oysters


Craft micro-brews and ciders

As featured in:
Print Itinerary
  • Day 1

    Island Life in Isleboro

    Meet your guides in Portland and transfer up the coast to the idyllic harbor of Camden. Our first order of business is a lunch highlighting some fresh Atlantic seafood, followed by a quick ferry ride out to the island of Isleboro. With just 560 permanent residents, Isleboro has long been a summer retreat for artists, actors, and writers. We’ll get to know the island by bike, pedaling past rocky coves and secluded beaches to its northernmost point. After a stop into the general store for a pick-me-up, we’ll catch the ferry back to the mainland. Get settled at our waterfront hotel, followed by our first dinner together at one of Camden’s charming local restaurants.

    Meals: Lunch / Dinner
    Destinations: Camden, Lincolnville, Isleboro
    Accomplished: 19 miles / 30 km, elevation gain: 915 feet / 279 meters
    Accommodations: Inn at Ocean’s Edge or Camden Harbour Inn

  • Day 2

    By Land and By Sea

    This morning we’ll explore “Vacationland” on foot, hiking a path that winds through the Maine woods to a stunning view of Megunticook Lake. Continue through pine forests and up the main ridge of Mount Megunticook to the summit, where the entirety of Penobscot Bay unfolds before you. Watch the boats sail in and out of the Camden Harbor as we trek back into town for a well-earned lunch. After, go for a swim in the nearby lake or take some time to relax at our hotel. Later this evening, we’ll have another lovely New England dinner.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Maiden Cliff, Mount Megunticook, Mount Battie
    Accomplished: 5 miles / 8 km hiking, elevation gain: 1,256 feet / 383 meters
    Accommodations: Inn at Ocean’s Edge or Camden Harbour Inn

  • Day 3

    Vinalhaven and North Haven

    Today we depart mainland Maine on a ferry out of Rockland. Our destination is Vinalhaven, a New England island unlike anywhere else: formerly one of the country’s most important quarries, it’s now a quaint and peaceful enclave of lobster fishing in the waters of Penobscot Bay. Beginning from the pier, we’ll bike the entire length of Vinalhaven, then catch a ferry to its sister island, North Haven. A visit with a local oysterman piques our appetite for lunch at a picturesque organic farm. After lunch, opt for some extra cycling, swim in the crystal-clear waters of an abandoned quarry, or settle into an adirondack chair on the hotel’s deck while sipping a glass of wine.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Vinalhaven, North Haven
    Accomplished: 18 miles / 29 km, elevation gain: 1,030 feet / 314 meters
    Longer Option: 28 miles / 45 km, elevation gain: 1,581 feet / 482 meters
    Accommodations:  The Tidewater or Nebo Lodge

  • Day 4

    Kayaking Vinalhaven

    It may measure only nine miles across, but Vinalhaven has nearly 270 miles of coastline—which makes kayaking an ideal way to explore the island. Paddle through the quiet inlets and rugged bays to a deserted beach. If you’re bold, finish your day of water sports with a brisk plunge. Back in town, we’ll line up with the locals to try some of the state’s best lobster rolls at an iconic island food truck. The afternoon is yours to relax, take an optional hike, or opt for a cruise to Seal Island for some puffin sighting. Tonight, we invite you to explore the local restaurant scene for dinner on your own.

    Meals: Breakfast / Lunch
    Destinations: Vinalhaven
    Accomplished: 3-4 hours kayaking; optional hiking
    Accommodations:  The Tidewater or Nebo Lodge

  • Day 5

    Isle Au Haut

    For our last day of adventure, we’ll take a private boat to one of Maine’s most remote islands: Isle Au Haut, population 71. Pedal the full circuit of the island through deep pine forests, past remote lighthouses, and along rugged coastline. The southern half of the island is within the borders of Acadia National Park—we’ll set our bikes aside to discover the tide pools of Boom Beach, take a dip in Long Pond, and soak up the wild beauty of the coastal trails. Ride back to Vinalhaven at day’s end and enjoy a final dinner together to celebrate our last night on Maine’s islands.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Isle au Haut
    Accomplished: 13 miles / 21 km, elevation gain: 935 feet / 285 meters; hiking
    Accommodations:  The Tidewater or Nebo Lodge

  • Day 6

    Return to Portland

    Take one final early morning spin of Vinalhaven before catching the ferry back to the mainland. Your guides will transfer you back down the coast to Portland before sending you off to your next destination.

    Meals: Breakfast
    Destinations: Rockland, Portland

DuVine itineraries may be subject to slight route changes, hotel substitutions, and other modifications.

Arrival Details

Airport City: Portland, Maine Pick-Up Location: Downtown Portland or Camden, Maine Pick-Up Time: 9:30 am
Departure Details

Airport City: Portland, Maine Drop-Off Location: Portland Airport, Downtown Portland, or Rockland Drop-Off Time: 12:30 pm
Travelers Take Note

Ferry and boat rides rely on daily sailing conditions, so weather may dictate itinerary changes or activity cancellations.

Hiking shoes are recommended for the hikes on this tour. We suggest hiking boots or trail shoes with good traction.

The variety of accommodations on Maine’s islands is limited. Some hotels on this tour are therefore simpler than typical DuVine accommodations, but were chosen for their unique location and island proximity.

COVID-19 Travel Restrictions

For the latest travel restrictions related to the coronavirus pandemic⁠—including quarantine requirements—please review Maine’s state travel guidelines.

Younger Travelers
  • This tour is recommended for children age 9 and older
  • For safety reasons, children must be at least 7 years old to ride their own bike; trailers and tag-along bikes are available for younger children
  • Safety triangles provided to all children on tour


  • Thoughtfully selected accommodations that reveal the true character of the region
  • Luggage transfers


  • Daily breakfasts, all lunches, nutritious snacks, and après velo cocktails
  • 4 gourmet dinners at our favorite local restaurants and renowned culinary establishments
  • Carefully selected local wine, beer, or spirits with every meal


  • Wine tastings and activities as outlined in the tour itinerary
  • Entrance fees to historic sites, museums, parks, and all other exclusive events
  • Gratuities for baggage, porters, and hotel service


  • Top-of-the-line bicycle selection
  • Bike helmet
  • Complimentary DuVine gear, including a custom cycling jersey, DuVine t-shirt, water bottle, and drawstring bag
  • GPS in most destinations


  • Expert bilingual guides with extensive local knowledge
  • Support vehicle that follows the day’s route, distributes refreshments, and offers lifts
  • Pick-up and drop-off before and after your tour from predetermined meeting points
  • Daily bike maintenance to ensure optimal performance

See our FAQs page for answers to common questions.

See FAQs


Manufacturer: Trek

Type: Road


Manufacturer: Trek

Type: Hybrid

Verve+ 2

Manufacturer: Trek

Type: E-Bike