San Juan Islands Weekend Cycling

Trip Length 4 Days
Group Size 4-12

Starting from


for REI Members

$1,549 for non-members


Aug 2020-Sep 2020

Great island cycling, panoramic views and endless adventure on this 4-day camping weekend on Washington’s San Juan Islands.

Our 4-day bike touring journey offers adventurers a quick weekend getaway highlighting the best riding and camping of Washington’s famed San Juan Islands. Great snowcapped peaks rise all around as scores of marine mammals and shorebirds bask on the craggy coastline. Whales and dolphins feed in the protected waters while cyclists enjoy the ‘punchy’ terrain on low traffic roads, enjoying the world-class scenery of Puget Sound.

Spend the day meandering along the quiet roads of San Juan, Lopez and Orcas islands. Experience the joys of climbing Mount Constitution, the highest peak in the San Juans. Catch photographic views atop the summit and on the descent as the sun reflects off myriad inlets. Dine on locally-sourced, organic meals prepared fresh daily by our guides throughout the trip. Each evening, we indulge in a campfire under the starry Pacific Northwest sky.

Don’t forget your camera!

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Trip highlights

  • Get a taste of island life of the Pacific Northwest while cycling the San Juan Islands
  • Explore scenic villages with local shops, marinas and restaurants
  • Cycle among snowcapped peaks, bountiful islands and beautiful beaches
  • Camp the great outdoors with starry nights and campfires along the lakes, bays and beaches
  • Clock 121 miles in the saddle with a total elevation gain/loss 9585’. E-bikes available.


This trip is rated Moderate [3-4]. Participants should be experienced riders who are comfortable in the saddle for 4-6 hours per day; they should be comfortable riding paved, chip-seal roads with light vehicle traffic.

Rides range from 25-35 miles per day. Terrain is hilly with a few steeper ascents and descents. Elevation gains and losses range between 1700'-3800' each day. Most hill gradients average 3-6% and a few steeper points can reach up to 10% grades. E-bikes are available in a limited quantity upon request.

Participants should come equipped with a spirit of adventure and willingness to pitch-in and help with camp chores when necessary.

  • Road Cycling
  • Cycling

What's Included

Bikes (including E-bikes in limited quantities); all meals as noted in the daily itinerary, sleeping pad, tents; campsite and permit fees.​


Camping, 3 nights

Your wheels for the journey

Every great tour begins with a great bike, and our top-flight fleet has been carefully curated for your cycling adventure.

Want to bring your own bike? You can do that too.

Your Adventure Itinerary

Day 1

San Juan – Ferry to Friday Harbor then cycle to historic parks and harbor towns.

Meet our guides in Friday Harbor, WA at 10:00am at Memorial Circle, 100 yards from the Washington State Ferry terminal. We’ll load up our luggage and take a short transfer to Jackson’s Beach for our orientation. While eating a freshly-made snack, our guides will brief the group and fit our bikes. We will then set off on our ride for the day visiting Cattle Point lighthouse, Lime Kiln state park and spectacular views of Haro Straight; looking over at Victoria, BC. Our last leg of our day takes us north to the quaint village of Roche Harbor for a quick visit around the marina or sculpture park. Our day finishes with a guide prepared meal at the Lakedale Resort camping area. Lunch and dinner included.

Cycling: 35-38; total elevation gain/loss: 2398'.

Day 2

Lopez – Explore Lopez Island’s expansive beaches and camp under starry skies.

We will return to Friday Harbor by another route after a hearty breakfast just in time to explore the harbor and catch the late morning ferry to Lopez Island. After enjoying a picnic lunch on board and arriving on the island, we will ride the perimeter of the island to Lopez Village, Agate Beach Country Park and onward to our campsite for the evening at Spencer Spit State Park. There will be no showers this evening, but a washup station will be provided for guests. The tradeoff is great views of Lopez Sound and the mainland with views of the North Cascades. All meals included.

Cycling: 32 miles; total elevation gain/loss: 1680'.

Day 3

Orcas – Summit San Juan’s highest peak then descend to a crystalline lake.

Our guides will prepare breakfast in camp before we pack-up and ride the 4 miles back to the Lopez Island ferry terminal boarding the mid-morning ferry to Orcas Island. Upon arrival, we will mount up to ride to Eastsound along a rural country road; where we will stop for lunch at a park overlooking East Sound. We will continue along the beach road to Crescent Lake at Moran State Park where we regroup before tackling Mount Constitution; a 2000’ climb over 5.2 miles. We will be rewarded at the top with spectacular, breathtaking views of the entire San Juan island chain, the Olympic peninsula, Canada, and the North Cascades. After we recover and enjoy the views from the summit we will hop back on our bikes for an exciting descent down to Cascade Lake and into camp at Moran State Park where there will be swimming, walking, and showers available. We'll review our achievements of the day around our evening campfire and guide provided meal. All meals included.

Cycling: 27 miles; total elevation gain/loss: 3826'.

Day 4

Orcas – Cycle through enchanted forests and lunch al fresco then bid farewell.

After a guide prepared breakfast in camp, our final day’s ride will head toward Eastsound where there will be more opportunity to explore Eastsound and enjoy the local culture of Orcas Island. From Eastsound we will ride out through Enchanted Forest road to West Sound then to Deer Harbor where lunch at be Deer Harbor Preserve. Time permitting, we will ride back to the Orcas Ferry terminal, or otherwise transfer back to the ferry landing for a early afternoon sailing to Anacortes; or if preferred, a late afternoon sailing to Friday Harbor. Breakfast and lunch included.

Cycling: 25 miles; total elevation gain/loss: 1681'.

San Juan Islands Weekend Cycling Departures 2020

Gear list

The key to staying comfortable while on an active trip is layering. To get maximum comfort with minimum weight, you need versatile layers that mix and match to create the right amount of insulation, ventilation and weather protection. Try to bring only what is necessary—this will help you and the field staff.


Bicycles, including E-bikes in limited supply, are included in the cost of the tour. However, you are free to bring your own bike to the trip if you prefer. We request that you have your bike tuned, and worn parts replaced, by your local bike shop prior to arrival and that you bring additional parts such as tubes, spare folding tire and any custom parts that would be difficult to replace. If you choose to ship your bike we suggest that you use BikeFlights.Com to arrange for pickup and delivery of your bicycle. We will provide additional information about shipping your bike in your Pre-Departure Information and/or Final Bulletin.

If you are using our bikes and you are not bringing a shoe and pedal system (optional), you will need a shoe designed for cycling or cross training to be used with the provided flat pedals. Consider these features: lightweight, closed toe, designed with stiffer soles to provide more efficient energy transfer as you pedal. Stiff soles protect your feet while riding and support the full length of your foot to reduce cramping and fatigue.  If you bring your own saddle, please bring only the seat and not the seat post. Seat posts are not universal and may not fit the bike you'll be riding. You are welcome to bring a gel seat cover for use on the provided saddle.

What to pack

Packed by REI

  • All Group Cooking Gear
  • Flat or Drop Bar Compact Gear Road Bike or EBike
  • Flat Pedals
  • Handlebar Bag
  • Repair Kit, Including Spare Tube
  • Sleeping Pad
  • Tent(s)

Packed by you (Required)


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Travel Documents

  • Final Bulletin (Emailed Prior to Departure Date)

Contact Us

Feel free to give us a call at 1-800-622-2236 should you have any questions regarding the gear list. The staff at our stores and Direct Sales (1-800-426-4840) will also be happy to help you with gear questions. Or check out REI Expert Advice, which has great information to help you prepare for your trip.

Meet your guides

Emily S.

From hiking, swimming, fishing and kayaking in summer to skiing and snowshoeing in winter, you'll find Emily outside. She grew up in Oregon and took her love of the ocean to UC Santa Cruz where she earned a B.S. in marine biology. She began guiding in 2012.

Meet your guides

Jacob W.

Born in Colorado, Jacob has traveled the world in search of adventure. He's been leading outdoor adventures since 2003 and has been guiding in the San Juans since 2011. He lives on San Juan Island with his wife and dog.

Adventure Expert


Riding the 'punchy' hills of the San Juan Islands, climbing Mount Constitution, and camping under the stars with a campfire every night is the best way to experience this island getaway weekend.

Terms & Conditions

  • Offer valid for $200 off select 2019 REI Adventure Travel North America Cycling Trips.
  • Offer valid on North America Cycling Trips departing 9/1/19 to 11/9/19 only.
  • Offer valid on North America destinations only.
  • Offer valid on new REI Adventure Travel trips booked between 9/1/19 7:00am PT to 10/31/19 5:00pm PT.
  • Call in to book or book online. Call 1-800-622-2236 | Monday-Friday | 7:00am PT to 5:00pm PT.
  • Space is limited—offer valid until trip capacity is reached.
  • Offer is not transferable and not redeemable for cash.
  • Offer may not be combined with any other discount or promotion.
  • REI Adventure Travel trips are not eligible for the REI member dividend.
  • Both non-member and member trip prices are eligible for this discount.
  • Not a member? Get a lifetime membership for a one-time fee of $20