San Juan Islands Bike Tour

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 that loops north around this beautiful island and towards Wescott Bay. Here, we’ll stop for a look at the aquaculture of oysters, then shuck our own shellfish—lunch doesn’t get fresher than this. 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: Friday Harbor, 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

Today’s ride explores the eastern side of San Juan Island: we’ll pedal around Pear Point and pass driftwood-strewn Jackson Beach. Enjoy an al fresco lunch overlooking the Haro Strait and Lopez Island, offering a glimpse at tomorrow’s destination. 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: 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

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 glimpse into the workshop of a local glassblower before we 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

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

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