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San Juan Islands Multisport

Trip Length6 Days
Group Size4-12
Activity level
Starting from
$3,499 for REI Members
$3,779 for non-members
DeparturesJun 2024-Sep 2024

Scenic hikes, panoramic views and plenty of adventure; this 6-day trip is a gem for lovers of the island life.

Washington's spectacular San Juan Islands are a nature-lover's paradise. 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 hikers, cyclists and paddlers enjoy the gentle pace of island life.

Our journey highlights the best of the San Juan Islands. Take scenic hikes to panoramic views, including hiking up Mt. Constitution, the highest peak in the San Juans, and biking the quiet back roads of San Juan Island.

This is a great trip for adults and fit, older teens. If you're traveling with younger children, check out our San Juan Islands Family Adventure.

Another day draws to a brilliant end in the San Juans.

Trip Highlights

  • Get a taste of island life while hiking, kayaking, and cycling the San Juans
  • Enjoy an overnight kayak tour, local farm visit and whale watching excursion
  • Dine on fresh, locally-source meals and stay at a lovely mix of accommodations
  • Relax among snowcapped peaks, bountiful islands and beautiful beaches


This trip is rated Moderate [3]. Trip members should be capable of kayaking up to 12 miles (up to 6 hours) and cycling up to 22 miles (4-6 hours) on lightly trafficked roads and hiking up to 7 miles. Prior camping experience is recommended. Beginning kayakers are welcome. You should be at ease in a small boat on the open water and know how to swim. Participants should come equipped with a spirit of adventure and willingness to pitch-in and help with camp chores when necessary.

  • Cycling
  • Hiking
  • Kayaking

What's Included

Five nights accommodations; camping permits and associated fees; all meals as noted in the daily itinerary; group camping equipment (tents, sleeping bags/pad, cooking gear, utensils, etc.); tandem kayaks (singles are not available) and related equipment; dry bags; bikes and bike helmets; whale watching cruise on Day 5.


Furnished canvas tent-cabins, 2 nights; Island camping, 1 night; Lodge or cottage accommodations, 2 nights

Your Adventure Itinerary

Itinerary map for San Juan Islands Multisport
Day 1

Welcome to Friday Harbor; cycle on San Juan Island

Our trip begins this morning in Friday Harbor, Washington, located in the San Juan Islands archipelago. Meet your guides and fellow travelers this morning near the Friday Harbor Ferry Terminal. After a quick round of introductions, a short van ride delivers us to Jackson’s Beach for lunch, followed by a bike fitting for the today’s ride. Hopping on our bikes and followed by van support, we pedal to Cattle Point Lighthouse, which sits on the south end of the island. Along the way, our guides share the inspiration behind its name and insights into the contentious history of San Juan Island. After checking out the lighthouse, we continue our ride to Lime Kiln State Park, considered by some to be one of the best shoreline viewpoints in the world to spot whales. We then check into our comfortable canvas tent cabins at Lakedale Resort. Tonight’s dinner, made with locally sourced ingredients, in prepared by our guides. Lunch and dinner included.

Cycling: Up to 22 miles, Elevation gain/loss: +1536’/-1465’

Day 2

Hike Mount Constitution, explore Moran State Park on Orcas Island

We have an early start to catch our ferry from Friday Harbor to Orcas Island. Today we drive to Moran State Park on Orcas Island and hike up to the summit of Mt. Constitution (2,409’), the highest point in the San Juan Islands. The trail meanders along Mountain Lake before starting the switchbacks to the top. We enjoy a picnic lunch along the way. At the top, we enjoy spectacular 360-degree views of Mount Baker, the North Cascades, and the other islands of the San Juan Archipelago from a stone watchtower built in 1936. It’s all downhill from here in our van with a stop in the artsy village of East Sound to explore the shops before boarding our ferry to back to San Juan Island. Returning to Lakedale Resort, we’ll enjoy dinner and discuss preparations for tomorrow’s kayaking overnight to Stuart Island. All meals included.

Hiking: 6.7 miles. 1,490’ elevation gain/loss

Day 3

Sea kayak to Stuart Island to camp and hike to Turn Point Lighthouse

Following breakfast, we transfer to Roche Harbor, pack our dry bags into tandem kayaks and begin our paddling trip to Stuart Island. We head into Spieden Channel to explore the shorelines of Spieden and Sentinal Islands before reaching Stuart Island. We set up camp at Stuart Island State Park, which has primitive sites with picnic tables, fire pits and composting toilets. There is time to relax in camp, or we stretch our legs on a hike to Turn Point Lighthouse. This is among the most scenic overlooks in the Pacific Northwest! The guides prepare dinner and share the history of the area over a campfire. All meals included.

Sea Kayaking: 7-10 miles (4-5 hours) on open water with waves, tides, currents. Hiking: 5 miles (3 hours)

Day 4

Paddle back to San Juan Island through protected wildlife refuges

We pack our gear into our kayaks, then paddle across Spieden Channel towards the north side of San Juan Island. We watch for eagles, seals, porpoise and orca whales; much of the saltwater and shoreline in the islands is a protected wildlife refuge so sightings of birds and mammals is a regular occurrence. Following the coastline, we peer into tide pools to find invertebrate and plant life. A picnic lunch on a remote beach provides fuel for our return to Roche Harbor. Arriving in the mid-afternoon, we unpack our kayaks and transfer to Lakedale Resort. The next two nights are spent in log cabins, or we stay in rooms at the lodge. The guides prepare another outstanding dinner. All meals included.

Sea Kayaking: 10-12 miles (4-6 hours) on open water with waves, tides, currents

Day 5

Take a whale watching cruise or hike the south tip of San Juan Island

We board one of the most environmentally friendly boats in the islands to view the diverse marine life that surrounds us. In the company of an expert naturalist we look for orca whales, humpbacks, porpoises and more. Anyone not wishing to go on the whale watching tour can join the guides for a scenic hike around Mt. Finlayson and Jakle’s Lagoon. The trail, located on the southern tip of San Juan Island, meanders through grasslands and forests of Douglas fir, hemlock and cedar to the driftwood covered beaches of the lagoon. After the hike or whale watching cruise, we reconvene for a tour of some very special local farms to learn about sustainable agriculture in the islands, how to raise Alpacas for wool, and how to cultivate fragrant lavender. Returning to Lakedale, we enjoy dinner and an evening of relaxation. All meals included.

Boat cruise (4 hours) or hiking 3-5 miles (2-4 hours).

Day 6

Enjoy a final paddle or hike before returning to Friday Harbor

Packing up, we transfer to Roche Harbor for a sea kayaking excursion around Henry Island to English Camp on San Juan Island. English Camp is a National Historic Park, created after the United States and Great Britain nearly went to war over possession of San Juan Island in 1859, the crisis ignited by the death of a pig. Those not wishing to kayak can hike with a guide up Mount Young (646’) to enjoy views of Vancouver Island, the Olympic range and the Gulf Islands. Continuing the hike we reach English Camp, where we gather as a group for a picnic lunch. The trip concludes with a transfer to the Friday Harbor Ferry Terminal. We plan to arrive by 4pm. Departures by float plane or ferry can be booked for any time after 5pm. Breakfast and lunch included.

Sea Kayaking: 4-6 miles (2-4 hours) on open water with waves, tides, currents. Hiking: 3 miles (2-3 hours) with 600' elevation gain/loss.

Itinerary map for San Juan Islands Multisport

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.

Already booked this trip? Sign into your online traveler profile for a more detailed list of what you'll need.

REI members can shop for gently used gear online or at most REI stores. Members can also trade in pre-loved used gear online or at any REI store in exchange for REI gift card credit. Check out Re/Supply at REI to learn more.

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What to pack

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.