San Juan Island's Only Point-to-Point Multiday Tour from Friday Harbor. Explore New Areas Each Day!

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

The Island Hopper Itinerary is San Juan Island's only tour that begins in Friday Harbor, on the eastern side of San Juan Island, and returns to Roche Harbor, on the northwest corner of San Juan Island. This means that you will explore a new area of the San Juans each day, never retracing your steps. 

Begin your adventure with a departure from San Juan Outfitters' exclusive location in the Friday Harbor Marina, just steps from the Washington State Ferry Terminal, here on the waterfront. Depart for Jones Island Marine State Park where you'll camp for one night. Jones Island State Park has great hiking and walking trails, rocky shorelines for tide-pooling, and epic view 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.

Day two begins with repacking the sea kayaks for the return to Roche Harbor (2-Day Itinerary), or to continue on to Stuart Island Marine State Park for night two of camping (3-Day Itinerary). Cross the waters towards Spieden Island, once known as "Safari Island" where you'll paddle along untouched and rugged shoreline before ending your second of three days 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 has over 33,000 feet of shoreline to explore by foot and sea kayak. Unlike many of the San Juan Islands, Stuart Island still has old-growth forests that are accessible by hiking trails.

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 and Canadian Coastal Mountains.

Return to Roche Harbor, San Juan Island on the final day of your adventure, exploring the Wasp or Cactus Islands along the way. Depending on conditions, a stop at Posey Island, Washington’s smallest state park, or Rueben Tarte for lunch is highlighted by impressive views of the Haro Strait and Vancouver Island to the west.

The Island Hopper 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 International 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. 

Experience adventure with San Juan Islands Kayaking

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-boater 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. 

Tour Dates and Rates

See wildlife like bald eagles while kayaking the San Juan Islands
Beautiful shorelines of the San Juan Islands

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 group.

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

Day 1

  • Meet at our Friday Harbor office around 9am to be pushing off in kayaks by 10am
  • Paddle to Pt Caution for lunch on a pebble beach
  • Cross San Juan Channel and paddle along the Wasp Islands enjoying spectacular water and island views
  • Arrive to Jones Island around 2pm
  • 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
  • Breakdown camp and repack sea kayaks to depart by 10:00am for Roche Harbor (2-Day Itinerary) or Stuart Island (3-Day Itinerary)
  • Paddle through a spectacular section of islands, passing along the shorelines John's Island, Cactus Islands, and Speiden Island, a beautiful chain of islands located east and north of San Juan Island

  • Arrive to Stuart Island around 2pm

  • Another fabulous dinner 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, Spieden 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

Questions? See answers to our most Frequently Asked Questions

Get more information and reserve

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.

Getting Here

Traveling to the San Juan Islands is easy you are going to enjoy it

View More

Meet Our Crew

Meet our captains, expert marine naturalists, and professional sea kayak guides

Say Hi

Kayak + Sea Plane Flight Package

Fly in from Seattle for a quick sea kayaking trip

Learn More