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Kayaking SJI

Our Classic Itinerary is a guide and guest favorite!

San Juan Islands Kayaking - Roche Harbor to Stuart Island

Trip Price: $979 / person

Trip Length: 3 Days 

Group Size: 4 - 12

2 Day/ 1 Night Trips available upon request ($679 / person)

(See alternate Itineraries below)

Explore the majestic San Juan Islands from the seat of a kayak on this unforgettable 3-day adventure. Washington's San Juan Islands are nothing short of magical. Its stunning landscapes and abundant wildlife make it a remarkable place to seek serenity and adventure. Our route is designed to take us through the best kayaking the San Juan's has to offer. Paddling 7-10 miles per day, we pass tranquil beaches, observe marine birds and harbor seals, and spot the occasional orca from our boats.
From the quaint island community of Roche Harbor, we pack our boats and set out for a weekend of adventure. Spend two nights on charming Stuart Island, home to great hiking and beautiful campsites. While gliding through Haro Strait and Boundary Pass, we keep our eyes peeled for Dall's porpoise, endangered Steller sea lions and many different types of birds soaring overhead. Our guides are experienced naturalists, trained to help spot the creatures of the San Juan Islands. This journey hooks us with adventure and inspires us with beauty.

Trip Highlights

  • Soak in the magic of Washington's San Juan Islands on an active weekend getaway
  • Spend two nights camping on Stuart Island while dining on local, organic food
  • Kayak 7-10 miles per day, explore the island by foot, and spot marine wildlife

Activities

This trip is rated Moderate [3]. We sea kayak up to 10 miles (up to 5 hours), in open ocean waters and crossing large channels that are frequently impacted by tides, currents, wind, choppy water, and possibly inclement weather. The crossing of large stretches of open water channels requires constant momentum sometimes without taking a break for large periods of time. Guests should arrive confident, comfortable, and fit for these conditions. Previous kayaking experience and the ability to swim is a requirement. For safety reasons, single kayaks are not available and guests will need to actively navigate an approximately 20' kayak in partnership with another person. While our guides will provide insight, planning, knowledge, and outdoor leadership during your trip, it is your responsibility to arrive physically and mentally prepared for your expedition. 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. 

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. We recommend being on the island the day before departure. This way you can meet up with your guide, get your dry bags, and go over the next day's itinerary, so you can come packed and ready to go the day of your tour. 

What's Included

Professional instruction and guiding; meals as noted in the daily itinerary; one group arrival transfer Friday Harbor-Roche Harbor; one group departure transfer Roche Harbor-Friday Harbor; 3-person tents for double occupancy use for 2 nights' camping; cooking gear and eating utensils; tandem kayaks (no singles); related kayaking equipment including paddles, PFDs and dry bags.

Accommodations
Island camping, 2 nights

Frequently Asked Questions

Camp at night

San Juan Islands Kayaking - Roche Harbor to Stuart Island

Your Adventure Itinerary

Day 1
Welcome to San Juan Island, paddle to Stuart Island to hike and camp

Our trip begins this morning in Friday Harbor, Washington, located in the San Juan Islands archipelago. We meet a few hundred feet from the Friday Harbor Ferry Terminal, then transfer to Roche Harbor to prepare for our kayaking excursion. Packing into dry bags, we load our kayaks and begin paddling across the open water of Spieden Channel and skirt Haro Strait, a favorite area for orca whale pods to find salmon. Tides and currents permitting, our picnic lunch stop will be on a picturesque beach on Posey, Gossip or Stuart Island. Returning to our kayaks, we paddle to Prevost Harbor on Stuart Island and set up camp for the next two nights. There is free time to relax, or perhaps head out for anevening paddle or hike. Tonight's dinner, made with locally sourced ingredients, is prepared by our guides. Lunch and dinner included.


Sea kayaking: 7-10 miles on open water with waves, tides, currents.

Day 2
Enjoy a full day of paddling around Stuart or Johns Island

After a delicious hot breakfast prepared by our guides, we load up our kayaks with lunch, water and snacks, then kayak around Stuart, Johns,and Spieden Islands. There are several wildlife refuges in the area, and it is not uncommon to observe marine birds and harbor seals in thehundreds. Porpoise are also a common sight throughout the day, and in Boundary Pass or Haro Strait we hope to see orca whales. We makeseveral stops to eat lunch, take a short hike and enjoy the beaches. In the late afternoon we return to our camp and head out for a hike, or take time to relax and soak in the views. Dinner is prepared in camp. All meals included.


Sea kayaking: 8-10 miles on open water with waves, tides, currents. Optional hike: 5-6 miles

Day 3
Kayak through Boundary Pass and Haro Strait, return to Friday Harbor

Our final day on the water is spent paddling from Prevost Harbor towards Turn Point in Boundary Pass. We expect wonderful views of Mount Baker and the Canadian Cascade Mountains. Reaching Haro Strait, a clear day brings views over 100 miles to the south of the Olympic Mountains. After a break for lunch on the west side of Stuart or Posey Island, we paddle to Roche Harbor to unpack our kayaks. The trip concludes with a later afternoon transfer to the Friday Harbor Ferry Terminal. Extend your time in the lovely San Juan Islands or begin the journey home. Breakfast and lunch included.


Sea kayaking: 7-10 miles on open water with waves, tides, currents

SJW Route Map

San Juan Islands Kayaking - Roche Harbor to Stuart Island

2025 Departure Dates

Friday, May 23rd - Sunday, May 25th - Available

Friday, June 6th - Sunday, June 8th -  Available

Friday, June 27th - Sunday, June 29th -  Available

Friday, July 4th - Sunday, July 6th -  SOLD OUT

Friday, July 18th - Sunday, July 20th -  Available

Friday, August 8th - Sunday, August 10th -  Available

Friday, August 15th - Sunday, August 17th -  Available

Friday, September 12th - Sunday, September 14th -  Available

All dates are subject to lodging availability and may change. Lodging is secured approximately 6 months prior.


Don't see the dates you're looking for? Contact us to book a private departure

Alternate Itineraries

Our Classic Itinerary is from Roche Harbor to Stuart Island. For families with young children, or folks seeking a more relaxed itinerary, we recommend Jones Island. Visit our Family Multi-Day Kayaking page if you will be traveling with children and are interested in booking a trip for your family.

More on these two destinations below:

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. 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 viewpoint with sweeping views of the Canadian Gulf Islands. 

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. 

Jones Island:

Jones Island State Park has great hiking and walking trails, rocky shorelines for tide-pooling, and epic views of the San Juans and sunset. Located to the east of San Juan Island, the paddle to Jones island is in the protected waters of San Juan Channel, making this crossing easier and shorter for novice paddlers. 

Best For: Novice Paddlers or Participants Seeking an Intermediate Tour Experience

Know before you go
Gear List
San Juan Islands Kayaking - Roche Harbor to Stuart Island

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. 


We provide

  • All Group Cooking Gear
  • Dry Bags
  • Group First Aid Kit
  • Paddles
  • PFD and Spray Skirt
  • Tandem Kayaks
  • Tent(s)

     

What to pack

Required gear

  • Flashlight or Headlamp with Fresh Batteries
  • Fleece/Wool Jacket or Sweater
  • Hiking Pants (Quick-Dry, Lightweight)
  • Hiking Shoes
  • Rain Jacket (Hooded, Lightweight, Waterproof, Breathable)
  • Sleeping Bag (30°-39°, Lightweight, Compressible)
  • Sleeping Pad
  • Sun/Rain Hat
  • Sunblock and Lip Balm
  • Tee Shirts (Synthetic)
  • Water Bottle (One 1-Liter) or Hydration System
  • Water Shoes (Full Foot Protection)

Recommended gear

  • Bandana or Buff for Sun Protection
  • Base Layer Tops and Bottoms (Synthetic)
  • Camp Towel (Washcloth Size)
  • Cycling and/or Paddling Gloves
  • Day Pack (Lightweight, Compressible)
  • Fleece/Wool Hat
  • Hand Sanitizer
  • Hiking Shorts (Quick-Dry, Lightweight)
  • Insect Repellent
  • Long Sleeve Shirts (Synthetic, Lightweight)
  • Rain Pants (Lightweight, Waterproof, Breathable)
  • Sunglasses and Accessories
  • Toiletries
  • Face Mask
  • Sit Pad
  • Small Binoculars
  • Stuff Sacks
  • Swimwear
  • Travel Games

Printable Packing Checklist

 

Additional Information

Weather
The San Juan Islands average 50% less precipitation than Seattle. This is due to the rain shadow effect of the Olympic Mountains located to the south and west. During summer months, expect daytime temperatures in the upper 60s and 70s with evening temperatures in the 50s.Most days are sunny with occasional fog in the early morning, however rain is a possibility at any time making adequate rain gear essential.


Single Travelers
Tent accommodations are shared and solo travelers will be paired with a same gender tent-mate. If you request single accommodations, we will provide you with your own tent at no additional charge if a single tent is available. Please be advised that there are a limited number oftents and single tents are assigned on a first-come, first-served basis.

Contact Us For Reservations!

San Juan Island Outfitters

2 & 3 Day Classic Kayaking Tour

OUR GUIDES AND ATTENTION TO CUSTOMER SERVICE IS AMAZING

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 with our packing checklist. All gear provided, from tents, to sleeping bags and pads, to camp pillows are provided and included from 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 are used to get to know you a little better!

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