Call Now: 877-732-7877

Please wait while reviews are loading...

Casual Lodging Kayak Vacation

The trip was outstanding. It's now the only way I want to travel. Joe and Adrienne were so informative on the islands, I learned a great deal about the places we were touring. They were also excellent cyclists and learned a lot about cycling too. The whole experience was incredible! "
-Nancy Goldman

Casual Lodging Kayak Vacation

We kayak along the base of rocky cliffs, past pebble beaches in search of seals, porpoises, bald eagles, humpback and orca whales. This 4-6 day trip includes paddling the shores of San Juan Island as well as taking "day trips" to Orcas Island and/or Lopez Island where we explore more coastline and wildlife. We also offer an optional whale watch cruise for all our guests to increase the odds of seeing orca whales to over 90%.  Your guide will make a gourmet picnic lunch and provide snacks and beverages while you are on your daily adventure with us.  You can explore the town on your own for breakfasts (not included) and dinners (not included).  Accommodations range from village condos, economy inn rooms, or an island home that we will rent for your group. This tour is based each night on beautiful San Juan Island. We will take care of all of the details so all you have to do is plan to have fun!

Length: These tours range from 3-6 days in length.

Includes: We provide all budget accommodations, snacks, lunch everyday, beverages*, transportation, kayak gear and an optional whale watching tour. You will need to bring personal clothing and toiletries, money for breakfasts/dinners, a willingness to learn, and a sense of adventure. Please note that breakfasts and dinners ar not included in the tour price. Some rooms may have shared bathrooms.
*We provide a beverage of your choice for our happy hour.

Accommodations: Casual Lodging Kayak Vacation Kayak Tours include staying at the Earthbox Inn and Spa, Birdrock Hotel, San Juan Property Management island home or a small inn on San Juan Island. We will find the best affordable accommodations that are available at the time of your booking. Some rooms may share a bathroom.

No experience is necessary.

Please note that the vast majority of our trips follow the routes and itineraries listed on our website, but changes may occur for reasons of safety, weather, logistics and guide or administrative judgement.

Recommended to bring:

    • T-shirt + sweatshirt + windbreaker
    • Personal clothing & toiletries
    • Money for breakfasts and dinners
    • Cash for tipping your guide
    • Water resistant camera
    • Comfortable footwear
    • Pants or shorts
    • Sunglasses
    • Sun block
    • Lip balm
    • Hat

Helpful Travel Info

It’s easy! Just leave your car parked in Anacortes and walk on the Washington State Ferry to Friday Harbor.  We will pick you up at our kayak shop located in downtown Friday Harbor and take you to our private kayak docks.

Already going to be here? We are happy to pick you up at your accommodation in Friday Harbor or you can meet us at office on Spring street.

  • Bald Eagles
  • Shorelines
  • Sea Stars
  • Seals
  • Dall's Porpoise
  • Lighthouses
  • Orca Whales
  • Beaches
  • Sunsets
  • Madronas
  • Blue Herons
  • Bull Kelp
  • Lavender Farm
  • Moran State Park

Please wait while reviews are loading...

Frequently Asked Questions:

  • Will I fit in the kayak gear?

    Here's a good way to get an idea if you will fit in the kayak. Most people of average body weight and height can fit into the kayak. All of our kayaks are doubles so there is more space that one might think. NOT SURE? PLEASE DO THIS: Take a measuring tape and measure the circumference of the widest part of your body (hips/stomach/chest).

    Our SPRAY SKIRTS fits up to 43 inches including clothing, around the largest part of the midriff. The spray skirt is what you will wear around your torso. It connects to the kayak cockpit to keep you dry. You can wear it above or below your chest. There is a string to synch it to your body. If you can comfortably fit into it, you should be good to wear the spray skirt.

    Our COCKPIT dimensions are 31" Long x 16" Wide x 14.5" Deep.

    The cockpit is the opening area to get into the kayak. You will need to be able to sit down past it to get onto the kayak seat. Remember that your body parts can move and the boat is fiberglass so if you have hips that are around these dimensions, you can typically still sit into the kayak. What we want is for you to be able to safely exit the kayak. *Please send us a message through our website or give us a call, if you question whether you or someone in your group might not fit.

  • Am I too tall?

    The kayaks are most comfortable for people who are 6' 4” ft. and under. If you are above this height, you may not feel comfortable. We can put tall people in the front of the kayak to give them more leg room.
    *Please send us a message through our website or give us a call, if you question whether you or someone in your group might be too tall.

  • How long of a drive is San Juan Island from Seattle?

    We are about a 2 hour drive from Seattle to Anacortes and then a beautiful 1 hour 20 minute ferry ride to Friday Harbor. Arrive to the Anacortes ferry terminal about 30-45 minutes before scheduled departure time if you are walking on the ferry and 1.5 to 2 hours before scheduled departure time if you are bringing your car to San Juan Island. We have a shuttle from the ferry in Friday Harbor to our departure point. For those who wish to leave their cars at the Anacortes ferry terminal. For ferry fees and schedules visit the Washington State Ferries website. You can also fly to the San Juan Islands from Seattle, click on Kenmore Air & San Juan Airlines

  • Do you take beginners?

    Yes. All of our tours are designed with the beginner in mind. On all of our tours we give a safety & kayak lesson. All of our tours are guided so you will have an instructor near you the whole time.

  • What happens if there is a single person or an odd numbered group?

    We use tandem (double) kayaks for all of our San Juan Island tours. If there is an odd number then one person will be in a kayak with a guide or someone from another odd number party.

  • Can you accommodate my food requirements on your multi-day tours?

    Yes. We will send you a questionnaire when you make your reservation and our guides will plan accordingly.

  • Are showers available on the camping kayaking & bicycling tours?

    Yes! We do have access to showers at our campsites.

  • Will I see whales on my tour?

    Our kayak route offers one of the best opportunities in the world to see wild orca whales from a kayak because we paddle 1-2 days (depending on trip type) in a federally designated whale habitat. Since we can’t guarantee that they will show up on every kayak trip, we offer the option to increase the odds to over 90% by spending one afternoon aboard a whale watch cruise aboard the Odyssey where we often see Bigg's Killer Whales, humpback whales and other types of marine mammals. The resident J, K, and L pods of orcas have recently been put on the endangered species list so our goal is to respect them, abide by the guidelines and not to paddle aggressively into their path. We will give you a lesson at the beginning of the tour for appropriate kayaking behavior near wildlife.

  • What kinds of wildlife could we see?

    Some of the local flora and fauna are Bald Eagles, Cormorants, Black Oystercatchers, Pigeon Guillemots, Pacific Harbor Seals, Orcas (Killer Whales), Dall's Porpoise, Great Blue Herons, Ochre Sea Stars, Blood Stars, Pacific Madrones, Douglas-firs, Western Cedars, Bull Kelp forests and Eel Grass beds.

Please wait while reviews are loading...

Select a Trip to View Itinerary & Availability

3-Day/2-Night Friday-Sunday trip

3-Day/2-Night Friday-Sunday

Day 2 & 3 in Prime Orca Whale Territory
Every Friday-Sunday April-October

$1080per person View Itinerary Book Now

3-Day/2-Night Saturday-Monday trip

3-Day/2-Night Saturday-Monday

Day 2 & 3 in Prime Orca Whale Territory
Every Saturday-Monday April-October

$1080per person View Itinerary Book Now

4-Day/3-Night Monday-Thursday trip

4-Day/3-Night Monday-Thursday

Day 1 & 2 in Prime Orca Whale Territory
Every Monday-Thursday April-October

$1480per person View Itinerary Book Now

4-Day/3-Night Tuesday-Friday trip

4-Day/3-Night Tuesday-Friday

Day 1 & 2 in Prime Orca Whale Territory
Every Tuesday-Friday April-October

$1480per person View Itinerary Book Now

5-Day/4-Night trip


Day 1 & 2 in Prime Orca Whale Territory
Every Monday-Friday April-October

$1880per person View Itinerary Book Now

6-Day/5-Night trip


Day 2 & 3 in Prime Orca Whale Territory
Every Sunday-Friday April-October

$2280per person View Itinerary Book Now

Prices, times and tour location subject to change. Prices per person based on double occupancy in US$.

Please contact us for custom dates and trip lengths.


14 or more days before the trip date, full refund of all payments less a $30 per person cancellation fee. 0-13 days before the trip date, guests will be charged 100% of the entire trip cost and no refunds will be made. All cancellations must be in writing and charged amount is determined upon the date of receipt.


We ask for a 50% deposit when you make your reservation for a trip that is more than 60 days in the future. If the trip is 60 days or less in the future, then full payment upon making your reservation is required.

Please wait while reviews are loading...