Explore the San Juan Islands by sea kayaking to Stuart Island. Our Classic Itinerary is a guide and guest favorite!

Best For: Experienced paddlers, or novice paddlers in good physical condition, outdoor enthusiasts or those new to outdoor activities who are up for an adventure. 

It's easy to see why our Classic Itinerary is a guest and guide favorite. Begin your adventure with a departure from our exclusive location at the Roche Harbor Resort, perched on the northwest corner of San Juan Island, to Stuart Island Marine State Park, where you'll camp for one or two nights. Cross the dynamic water towards Speiden Island, once known as "Safari Island" where you'll paddle along untouched and rugged shoreline before ending your first day of sea kayaking in Prevost or Reed Harbor on Stuart Island. 

Stuart Island is one of the most northwestern islands in the San Juan archipelago and is only accessible by private boat or sea kayak. Stuart Island Marine Park is part of the Cascadia Marine Trail, and has over 33,000 feet of shoreline to explore by foot and sea kayak. Stuart Island has great old-growth hiking trails and rocky shorelines for tide-pooling. Camping on Stuart Island for two nights allows more opportunity for exploration on and around Stuart Island, without having to repack and relocated for a second night of camping.

Stuart Island Marine State Park offers an easy two-mile hike to the iconic Stuart Island Light Station on the northwestern most point of the island. This, along with Lovers Leap, is a favorite sunset view point with sweeping views of the Canadian Gulf Islands.

Return to Roche Harbor, San Juan Island on the final day of your adventure. The Classic Itinerary can be done as a 2 or 3 day adventure. 

Questions? See answers to our most Frequently Asked Questions.

Why Choose San Juan Outfitters for Your Adventure

Our guides are AMAZING! – Our guides are the best in the industry, and are hand selected to join our San Juan Outfitters staff. With over an 80% staff retention rate, our guides are highly trained and have years of experience leading tours in the San Juan Islands. Most guides have degrees or backgrounds in biology, ecology, or outdoor recreation. Whether it be creating a home-cooked meal in the field or a delivering a whitty joke, our guides can do it! San Juan Outfitters’ guides participant in rigorous safety training with Seattle Adventure Sports and Body Boat Blade, in addition to biweekly safety training sessions. Safety is, and will continue to be our #1 priority.


Attention to Customer Service – We make sure to provide the highest level of customer service from start to finish when booking with San Juan Outfitters. Our reservations office is open daily, and we happy to help answer questions about your tour, San Juan Island, or any part of your trip to make sure you travel with ease. 

Group setting out to kayak the San Juan Islands

San Juan Island's Only All-Inclusive Multiday Tour

San Juan Outfitters provides top of the line gear and fresh meals. All you need to pack is your personal clothing and toiletries, which we make easy by providing you with a packing check list. All gear including tents, to sleeping bags and pads, to camp pillows are provided and included brands such as REI, Mountain Hardware, and MSR. All meals from lunch on day one through lunch on the final day are prepared fresh in the field by your guide. Dietary restrictions? No problem! We can accommodate most dietary restrictions including gluten- or lactose-free, vegetarian, and Kosher. We use local, organic, and fresh ingredients whenever possible and meals include menu items like breakfast hash and pasta primavera. All participants are required to complete and return their pre-trip questionnaires, which is used get to know you a little better!

All guests paddle in double or triple kayaks with gear packed into the kayak, with all gear for your adventure packed into the sea kayak upon departure. Gear is not motor-boated to the campsite prior to departure. We use triple kayaks as doubles on overnights and pack larger gear items into the middle seat. We use expedition style Northwest Kayaks that are very stable and easy to steer using a foot peg rudder system.  Multiday kayak tours can expect to paddle 12-15+ miles per day. Please note that fully loaded sea kayaks can be heavy, and feeling fatigued and/or sore after a day of sea kayaking is very normal. 

Your guide will call you the day before your tour to go over the details of your trip.  If you are on island the day before departure, your guide will set a time to meet up and give you dry bags so you can come packed and ready to go the day of your tour. 


Pricing: 2 Day - $439/person and 3 Day - $639/person plus fees & WA State sales tax


2019 dates are available to book!

2- or 3-day departing weekends in May, June, September and October. Other dates (including mid-week) are available May through October upon request! Please call our reservations office: 866-810-1483.

2 Day / 1 Night July & August Availability:

July 6 - July 7

July 22 - July 23 - SOLD OUT

August 2 - August 3 - Limited Availability 

August 12 - August 13 

August 10 - August 11 - SOLD OUT

3 Day / 2 Night July & August Availability: 

July 5 - July 7 - SOLD OUT

July 8 - July 10 - SOLD OUT

July 22 - July 24 - SOLD OUT 

August 2 - August 4 - SOLD OUT

August 9 - August 11 - SOLD OUT

August 21 - August 23 - SOLD OUT


September 3 - 5


Kayaking to Stuart Island
Guided Hike to Stuart Island Light Station

Sample Itinerary  

Depending on your interests and group size, some itinerary items can be ammended to give your group the best trip!  Want more camp time or more paddling?  Let us know!  We email a pre-trip questionnaire prior to your tour to make sure we provide the best tour possible for you family.

Please note that times/activities may change due to tides and weather.

Day 1

  • Meet at our Roche Harbor departure location at 9am to push off in kayaks by 10am
  • Cross Speiden Channel and paddle along Speiden Island enjoying spectacular water and island views
  • Paddle to Gossip Island for lunch on a pebble beach
  • Arrive to Stuart Island around 3pm
  • After camp is set up, enjoy some downtime in camp, a hike, or tide-pooling.  Your guide will be prepping a fresh made dinner!
  • Dinner at 6:30pm
  • Take an evening paddle, build a camp fire (burn bans permitting), or do a sunset hike to finish the day

Day 2 (Middle Day of 3 Day Tour)

  • Start the day with a hot breakfast and french press coffee
  • Day paddle through a spectacular section of islands, passing along the shorelines of Stuart Island, John's Island, and the Cactus Islands, a beautiful chain of small islands located east of Stuart Island. 

  • Another fabulous dinner back in camp and end the day with activities or down time

Day 2/3 Final Day

  • After a delicious hot breakfast and brewed coffee, pack up camp to be launching by 10am
  • Cross Speiden Channel, paddling toward San Juan Island enjoying views of the channel, Speiden Island, and the Canadian Coastal Mountains
  • Arrive to our docks in Roche Harbor by 2pm – do not plan off island travel prior to 4:30pm.  Return time is subject to change due to tides and weather
  • If you do not have a car, we will shuttle you back to Friday Harbor

More questions? See answers to our most Frequently Asked Questions

What our customers are saying:

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Our multi day tours offer unique unforgettable experiences in the San Juan Islands. Please call us at (866) 810-1483 or (360) 378-1962 or use this form to contact us to get more information.

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