Tucker House Inn, Friday Harbor, San Juan Island
Several 19th and 20th century homes and cottages comprise this inn, and the 18 guest rooms feature balconies or fireplaces. Kayaks are free to use here.
Alt: Earthbox Inn & Spa
Each of the islands of Orcas, Lopez and San Juan offer abundant options for cycling, enchanting hikes, superb beaches and unique marine ecosystems. This is the best of the Pacific Northwest, world’s away from mainland, where the island charm is welcoming. Your trip starts from Friday Harbor, on San Juan Island, easily reached by ferry from Anacortes, or by sea-plane from Seattle. This region is a paradise of natural splendor with winding roads through verdant forests and along sublime coastline. Spot whales from the shores of Orcas Island, enjoy farm-to-table dining by burgeoning chefs. In addition to cycling, there is the opportunity to hike to outstanding viewpoints, and sea-kayak in secluded coves. The accommodations are lovely and by week’s end, you won’t want to leave this enchanting corner of Washington State.
Friday Harbor, WA, USA
Days 1+2
Lopez Island, Washington, USA
Days 3+4
Eastsound, WA, USA
Days 5+6+7
| Start any date between Jun 1 and Sep 30. |
|---|
| Custom trips are also available and can start any date, call or email for details. |
Moderate
Moderate with hills, some steeper grades
Classic Accommodation: US $2,650
Single Supplement: US $680
Luxe Accommodation: US $3,250
Single Supplement: US $820
Bike Rentals
Hybrid Bikes: US $320
Racing Bikes: US $420
E-Bikes*: US $480
*E-bikes are generally available but are on an ‘on request basis ‘ and will be confirmed on receipt of your booking registration. E-bikes provided are the best rentals available in the region. Our regular fleet of hybrid and race bikes are fun to ride and light and fast, but if having an e-bike will make your trip, we’ll do our best to provide. E-bike rentals are non-refundable.
Getting There
The trip starts from Friday Harbor, which you can reach by seaplane from Seattle or via the ferry from Anacortes.
Note, the inter-island ferries between San Juan Island, Lopez Island, and Orcas Island are free for walk-on passengers and cyclists.
San Juan Island
Arrive to Friday Harbor, San Juan Island. Meet your bike(s) and get an orientation for your trip. Enjoy a leisurely first-day’s ride around Pear Point stopping by a farm stand that sells organic berries, vegetables, flowers. Pass Jackson Beach, a long sandy beach just 2 miles from town. Back in Friday Harbor, enjoy the first of many wonderful dinners – the first one is on us.
Distance: 6 mi (10 km); elevation gain: 100 ft (30 m) or 12 mi (19 km); elevation gain: 600 ft (200 m)
San Juan Island
Options today include an easy-going loop to False Bay, where newly paved road skirts the San Juan Marine Islands Marine Preserve. Or ride south to Lime State Park, which boasts the only whale watching park in the USA. Orca sightings are possible here from the waterfront. Continuing on to Roche Harbor, there is an opportunity to sea-kayak in the quiet bays there. Should you not wish to sea-kayak, you can ride back to Friday Harbor, wine tasting en-route, and enjoy the rest of the afternoon exploring more of the village.
Note, there is an option to sea-kayak this day.
Distance: 12 mi (19 km); elevation gain: 600 ft (200 m) or 21 mi (34 km); elevation gain: 1,440 ft (480 m) or 28 mi (46 km); elevation gain: 1,800 ft (600 m)
Lopez Island
After a leisurely breakfast, enjoy another morning ride and then take the ferry to Lopez, the flattest and least populated of the three islands of the archipelago. You will make your way to the village of laid-back Lopez and the lovely Edenwild Boutique Inn. Ride part (or all) of the Tour de Lopez, a popular local event that brings cyclists to the island.
Distance: up to 36 mi (60 km); elevation gain: 2,400 ft (800 m)
Lopez Island
We provide lots of options today from more cycling, to hikes or sea-kayaking. The hiking options include Shark Reef Santuary, a 39-acre sanctuary that boasts verdant forest carpeted in salal with trails that lead to beaches teeming with wildlife – eagles, cormorants, kingfishers and oystercatchers dining on seafood and seals basking on the warm rocks. If golf is your thing, you can even do this – the 9-hole course rarely has a wait. Whatever you decide, the day is yours. The island prides itself on their not bring stoplights, mopeds, or shopping malls. That’s our kind of island!
Orcas Island
Today, you’ll ferry to Orcas Island. There are a few different routes up the island – you can decide whether you want the direct, flatter route or (our preferred) route that is more interesting and quieter but with a bit of a climb on the way. Your destination is the village of Eastsound which has a vibrant atmosphere, full of shops and galleries. Visit the Orcas Island Historical Museum before dinner at the New Leaf Café, a superb dinner option in town. Orcas Island made the travel list of NY Times in 2019 as one of the top 52 Places to Travel to. The article waxed poetic about the tide-to-table culinary scene and experimental wines, attracting among others, Oprah Winfrey, who recently purchased an estate on the island. Farmers, fishermen, artists, retirees and summer-home owners make up the population of about 4,000 residents.
Distance: 15 mi (25 km); elevation gain: 1,350 ft (450 m)
Orcas Island
Today, ride to Moran State Park. Hike up a lovely trail or challenge yourself on the steeply paved road to the top of Mt Constitution, the highest point in the San Juan Islands. From a tower constructed by the Civilian Conservation Corps, enjoy a 360 degree view including Mount Baker, the North Cascades, and other islands of the San Juan Archipelego. In Olga, stop in at Orcas Island Artworks, where you can visit artisans in pottery, jewelry, glass, wood, metal, paintings, & wearable art. Lunch options include a café at Doe Bay or stop at the Buck Bay Oyster Farm and learn to shuck and taste fresh oysters. On the return trip, stop at Cascade lake; there is a lovely lakeside trail to enjoy or, take a swim if you choose. Back in Eastsound, enjoy cocktails before dinner at our favorite local eatery.
Distance: 13 mi (22 km); elevation gain: 1,320 ft (440 m) or 21 mi (34 km); elevation gain: 1,800 ft (900 m) or 25 mi (40 km); elevation gain: 2,520 ft (840 m)
Depart
After breakfast, catch the ferry back to Friday Harbor to return the bikes before continuing on your next adventure. If you’re departing from Eastsound, you can fly out of Orcas Island Airport to Seattle (departures are typically at 8 am and 10:20 am, and flight duration is 40 min).

Several 19th and 20th century homes and cottages comprise this inn, and the 18 guest rooms feature balconies or fireplaces. Kayaks are free to use here.
Alt: Earthbox Inn & Spa

This venerable inn has quaint, individually decorated guest rooms with handcrafted furnishings, some with water views. There is a common living area, patio and gardens.

Located 1 mile from Eastsound Village, this oceanfront hotel was built around the historic 1869 Adam’s farmhouse in the center of heirloom plum, pear and apple orchards. The restaurant showcases organic products, most of which come from on site kitchen gardens.

On a bluff overlooking Friday Harbor, this sophisticated retreat boasts chic rooms with harbor, mountain, or island views. A bright, airy restaurant and bar has a grassy terrace and harbor views.

This venerable inn has quaint, individually decorated guest rooms with handcrafted furnishings, some with water views. There is a common living area, patio and gardens.
*Classic Accommodation

This hotel’s original building is from 1888 but the real buzz is about the new luxury suites recently added. The hotel overlooks Fishing Bay and is close enough to Moran State Park to bike to.
Tour Reviews
“We had a great trip. The San Juan Islands are beautiful and it was a joy experiencing the islands for the first time. We took the sea plane ride to get there and It was so much fun! It’s great having destinations along the way adding to the adventure. Wild Island is a gem. The Deer Harbour loop was a gorgeous ride, out of a picture book and Enchanted Forest Road was magical including riding into Orcas Island Pottery, what I call ‘Pottery Gardens’. Lovely. Thank you for coordinating our memorable trip!”
“Always heard that San Juan Islands was a dream destination for cycling. We found it was that and more – beautiful scenery, delicious food, wonderful inns/hotels, kind people-truly perfect. The trip was truly a fairytale. The riding was perfect, the transfers all worked out, and having the proposed routes, the accommodations booked, and the support of Randonnee along the way, while still traveling on our own, was the perfect combination. Riding along little traveled roads with sun dappling through the pine trees, spotting humpback whales off San Juan Island, seeing snow-capped peaks in the distance, relishing the late summer light and sunsets, savoring incredible sea- and farm-to-table restaurants, the whole week was memorable, restorative, and a celebration of all that we love. Our Travel Advisor was especially helpful as we prepped for the trip. Our Area Manager shared a helpful overview, route notes, and logistics and was responsive via text during our trip.”
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