San Juan Islands Bike Tour

Puget Sound and the Pacific Northwest: from Friday Harbor to Orcas Island and Beyond

6 days / 5 nights Level: 3Price From: $4,695Collection: Classic

Tour Highlights

  • Discover this pristine part of the Pacific Northwest, covering San Juan Island, Whidbey Island, Lopez Island, Fidalgo Island, and Orcas Island in a single trip
  • Enjoy fresh, local seafood, including shuck-your-own oysters in Westcott Bay
  • Immerse yourself in the small-town life of charming destinations like Friday Harbor and Langley
  • Challenge yourself with a climb up Mount Constitution and enjoy the incredible views of the San Juan Islands and Olympic Mountains
  • Take a private sunset cruise (with orca and dolphin sightings, if we’re lucky!)


Farm-to-table produce, freshly shucked oysters, clams, mussels, scallops, and Pacific salmon


Local beer that puts a Pacific Northwest spin on Belgian-, English-, and German-style brews; island-grown Siegerrebe and Madeleine Angevine white wines

As featured in:
Print Itinerary
  • Day 1

    Welcome to the San Juan Islands

    Meet your guides at our first hotel in the quaint seaside town of Friday Harbor. We’ll kick things off with a picnic lunch overlooking Puget Sound, followed by a bike fitting and safety review. Then it’s time for our first fantastic ride: take a spin around Pear Point and pass driftwood-strewn Jackson Beach. Head back to the hotel or opt for some extra miles before tonight’s welcome cocktail and harbor view dinner.

    Meals: Lunch / Dinner
    Destinations: Pear Point, Cattle Point, Friday Harbor
    Accomplished: 26 miles / 42 km, elevation gain: 1,643 feet / 501 meters
    Longer Option: 50 miles / 80 km, elevation gain: 3,175 feet / 968 meters
    Accommodations: Friday Harbor House

  • Day 2

    Circumnavigating the Island

    Today’s loop ride covers nearly every road on San Juan Island! At Westcott Bay, we’ll stop to learn about the aquaculture of oysters and shuck our own shellfish for a decadent lunch. Afterward, cycle back to Friday Harbor and take a stroll down the docks or peruse the town’s boutiques. Tonight we invite you to dine on your own at one of Friday Harbor’s many charming restaurants.

    Meals: Breakfast / Lunch
    Destinations: Lime Kiln, Westcott Bay, Roche Harbor
    Accomplished: 35 miles / 56 km, elevation gain: 2,995 feet / 913 meters
    Longer Option: 59 miles / 95 km, elevation gain: 4,769 feet / 1,454 meters
    Accommodations: Friday Harbor House

  • Day 3

    Tour de Lopez

    This morning we move on from San Juan Island and make our way to Lopez Island. With 63 miles of shoreline and just 2,500 year-round residents, this 15-mile landmass is known as the “Friendly Isle.” We’ll cover most of it on a loop ride through forests and rolling farmlands with quiet bays and beaches in our midst; our route follows the annual Tour de Lopez, a celebrated event for local cyclists. We’ll pause for a picnic-style lunch, then visit a glassblower’s workshop to discover artisans at work on the island. This afternoon, hop a ferry to Orcas Island—our last stop in the San Juans. Ride your bike right off the ferry or hop in the van and head directly to our next hotel, which occupies a private bay at the foot of Mount Constitution. This evening, we’ll enjoy an early dinner before an unforgettable sunset cruise.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Lopez Island, Orcas Island
    Accomplished: 37 miles / 59 km, elevation gain: 2,490 feet / 759 meters
    Longer Option: 51 miles / 82 km, elevation gain: 4,070 feet / 1,241 meters
    Accommodations: Rosario Resort or Outlook Inn

  • Day 4

    Mount Constitution Climb

    Ready for some climbing? Start with a warmup ride to grab a coffee in nearby Eastsound, then tackle the climb to the top of Mount Constitution, the highest point in the San Juan Islands—on a clear day, you can see all the way to Mount Rainier and the cities of Vancouver and Victoria in British Columbia. Not up for a climb today? Get a lift to the top then enjoy the descent, whizzing by remote harbors all the way down to Doe Bay. After lunch, choose to bike back to our hotel or paddle a kayak across Doe Bay, a hotbed for local marine life. Explore historic Eastsound on your own tonight—it lends itself well to gallery-hopping before dinner.

    Meals: Breakfast / Lunch
    Destinations: Mount Constitution, Doe Bay, Eastsound
    Accomplished: 27 miles / 43 km, elevation gain: 3,693 feet / 1,126 meters
    Longer Option: 35 miles / 56 km, elevation gain: 4,694 feet / 1,431 meters
    Accommodations: Rosario Resort

  • Day 5

    Fidalgo and Whidbey Islands

    This morning we’ll take our leave of Orcas and ride the length of both Fildago and Whidbey Islands. This route is known to participants of the Century Ride, an annual event that cycles Whidbey’s pine forests and farmlands with exceptional views of Puget Sound. We’ll cross Deception Pass, an iconic strait with a fascinating history, and pedal into sleepy Coupeville for lunch at a local café. In the afternoon, you can catch a ride in the van or bike the remaining 37 miles of Pacific Northwest beauty. We’ll spend our last night in the picturesque town of Langley, gathering for a farewell cocktail before dinner at the hotel’s intimate restaurant.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Deception Pass, Coupeville
    Accomplished: 37 miles/ 59 km, elevation gain: 2,729 feet / 832 meters
    Longer Option: 69 miles / 111 km, elevation gain: 5,018 feet / 1,530 meters
    Accommodations: The Inn at Langley

  • Day 6

    Off the Islands

    Say goodbye to Langley with a leisurely breakfast or take the opportunity for one last early morning ride. Your guides will transfer you back to downtown Seattle.

    Meals: Breakfast
    Destinations: Langley
    Accomplished: 18 miles / 29 km, elevation gain: 1,345 feet / 410 meters

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

Arrival Details

Airport City: Friday Harbor, Washington (via Seattle Renton) Pick-Up Location: Friday Harbor House Pick-Up Time: 11:00 am
Departure Details

Airport City: Seattle, Washington Drop-Off Location: downtown Seattle Drop-Off Time: 1:00-2:00 pm
Travelers Take Note

This tour includes multiple transfers by ferry, the longest of which is one hour.

COVID-19 Travel Restrictions

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

Any scheduled tour can be made private. Your group, your dates. Go Private

2021Single Supplement From: $1,250

See our cancellation policy

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


  • Daily breakfasts, all lunches, nutritious snacks, and après velo cocktails
  • 3 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.

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Synapse Carbon Disc Ultegra Di2

Manufacturer: Cannondale

Type: Road

Sirrus Comp Disc

Manufacturer: Specialized

Type: Hybrid

Quick Neo

Manufacturer: Cannondale

Type: E-Bike