San Juan Islands Bike Tour

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

5 days / 4 nights Level: 3Price From: $4,595Collection: Classic

Tour Highlights

  • Discover this pristine part of the Pacific Northwest, covering San Juan Island, Lopez 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 Eastsound
  • Challenge yourself with a climb up Mount Constitution and enjoy the incredible views of the San Juan Islands and Olympic Mountains


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
  • Pre-tour

    San Juan Island Pre-Tour Package

    Welcome to the San Juan Islands! Get settled at Friday Harbor House, a serene and scenic property seated atop a bluff overlooking the marina. Since the hotel is located right in Friday Harbor, spend the afternoon exploring the island at your leisure—perhaps watching boats come and go or enjoying the sunset with a glass of chilled wine and oysters. After your included breakfast the following morning, meet your guides right at the hotel to begin your tour. The amount listed is the starting price.

    Inclusions: Hotel, Breakfast
    Accommodations: Friday Harbor House
    Price per person in double occupancy: $450
    Price in single occupancy: $900

    To reserve call +1 888 396 5383

  • 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 bike fitting and safety review, then pedal to a picnic lunch overlooking Puget Sound. Then it’s time for our first fantastic ride: take a spin around Pear Point and pass driftwood-strewn Jackson Beach. Opt for some extra miles if you’re warmed up and ready to keep riding, or choose to head back to Friday Harbor House. This evening, join your guides for a welcome drink followed by a harbor view dinner at our hotel.

    Meals: Lunch / Dinner
    Destinations: Pear Point, Cattle Point, Friday Harbor
    Accomplished: 27 miles / 44 km, elevation gain: 1,798 feet / 548 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—note that dinner reservations are highly recommended.

    Meals: Breakfast / Lunch
    Destinations: Lime Kiln, Westcott Bay
    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. Tonight, explore historic Eastsound before joining your guides for dinner at our favorite local spot.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Lopez Island, Orcas Island
    Accomplished: 33 miles / 53 km, elevation gain: 2,095 feet / 638 meters
    Longer Option: 51 miles / 82 km, elevation gain: 4,070 feet / 1,241 meters
    Accommodations: Rosario Resort

  • Day 4

    Mount Constitution Climb

    Ready for some climbing? Start with a warmup ride 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. We’ll spend our last night in Eastsound, capped off with a farewell dinner that honors all things seasonal and local.

    Meals: Breakfast / Lunch / Dinner
    Destinations: Mount Constitution, Doe Bay
    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

    Off the Islands

    Say goodbye to Orcas with an indulgent breakfast or take the opportunity for one last early morning ride. Your guides will transfer you back to San Juan Island where you can get to Seattle via seaplane or passenger ferry departing from Friday Harbor.

    Meals: Breakfast
    Destinations: Orcas, San Juan Island
    Accomplished: 12 miles / 19 km, elevation gain: 685 feet / 208 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: Friday Harbor, Washington Drop-Off Time: 12:00-1:00 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

2023Single Supplement From: $1,200

See our cancellation policy

Weather by Month
Average Temperature + Precipitation

Average Temperature + Precipitation

High (°F)
Low (°F)
Rain (in)


  • 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.

See FAQs

Custom DuVine Road Bike

Manufacturer: Ventum

Type: Road

Sirrus Comp Disc

Manufacturer: Specialized

Type: Hybrid

Turbo Vado SL 4.0

Manufacturer: Specialized

Type: E-Bike