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Multi-Day Kayaking & Bicycling Inn to Inn Expeditions

It is safe to say that my vacation with Crystal Seas was, hands-down, the best vacation I have ever been on. First off, the beauty of the San Juan Islands is unparalleled. Secondly, everything was handled perfectly by Crystal Seas. Our guide was extremely knowledgeable about a wide variety of things, from botany to bike repair. Everything could be done at our pace. I remember getting off the ferry on the first day and being greeted by our guide. I was a little nervous not knowing what to expect. She helped us get situated in our hotel, then we got our bike gear on and took a beautiful ride which ended up at a great old lighthouse where we ate fantastic picnic foods prepared by our guide. The hotels Crystal Seas works with are top of the line, and the restaurants where we ate dinner were phenomenal. We also went kayaking. We saw bald eagles, sea lions, otters, etc. It was really unbelievable. You should see our pictures! I would take another trip with this company without question any time. Everyone at Crystal Seas was extremely helpful and accessible ahead of time in preparing for the trip.
Sarah Jallo

Kayak & Bike Inn to Inn Summary

Crystal Seas offers the perfect multi-sport combination for the active at heart. It's a vacation that includes not only sea kayaking, but it includes bicycling the islands as well...all the while staying at our favorite inns and dining at our favorite restaurants. Sea kayak one day among small remote islands in search of sea birds, seals, porpoise, river otters and orcas...then cycle the next day along unpopulated roads past rolling pastures dotted with sheep and along awe-inspiring cliffs.

Length: These tours range from 2-6 days in length.

Includes: We provide all accommodations, transportation, kayak and bike gear, breakfast, picnic lunches, dinner* and a happy hour beverage of your choice after the day's activity**. Our guests can enjoy ordering dinner off of a full menu at each restaurant. 
*Our 4, 5 and 6 day tours allow one night for the guests to explore town on their own. This evening's dinner is not included in the cost of the trip.
**We do not cover the cost of alcoholic beverages with dinner.

Accommodations: Our Inn to Inn biking & kayaking tours include staying at the Outlook Inn or Turtleback Farm Inn on Orcas and the Friday Harbor House or Tucker House Inn on San Juan Island. Each inn will cater to the most discerning guest. Enjoy wonderful breakfasts made with fresh local fruit and sleep in comfortable cozy beds at the finest inns in the San Juan Islands. If your expectations are high then this tour will exceed them!

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.

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
    • Cash for tipping your guide
    • Water resistant camera
    • Comfy footwear
    • Pants or shorts
    • Sunglasses
    • Sun block
    • Lip balm
    • Hat
  • Bald Eagles
  • Shorelines
  • Sea Stars
  • Seals
  • Dall's Porpoise
  • Lighthouses
  • Orca Whales
  • Beaches
  • Sunsets
  • Madronas
  • Blue Herons
  • Bull Kelp
  • Vineyards
  • Cattle Point
  • Lavender Farm
  • Moran State Park
  • Sculpture Park

Gourmet Meals:

  • Fresh

    All meals are prepared fresh for you by your guides.

  • Local

    We support our local community and source many of our ingredients from farmers and providers right here in the San Juan Islands.

  • Organic

    Eco friendly, sustainable, and GMO/pesticide free. A way of life for many islanders.

  • Personalized

    Please inform us of your dietary preferences so we can prepare your custom meals. We can accommodate all eating preferences and allergies

*This is a small sampling of our many meals. Exact meals may vary based on dietary restrictions, allergies, food and beverage availability, trip duration and guide choices.

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Our Inn to Inn Multi-Sport Expeditions are the Perfect Choice

Each night retreat to luxurious inns and dine at exquisite restaurants. Few people get to experience each island's unique style the way that you will. We kayak the coastline of San Juan Island's west side where wildlife is abundant and cycle along quiet country roads to views of the snowcapped Olympic Peninsula, stopping at a lavender farm and vineyard. Orcas Island offers cycling through Moran State Park where you can enjoy a panoramic view of all of the islands atop Mount Constitution, hike around lakes down to waterfalls, and paddle through a small group of islands known as the Wasp Islands. Lopez Island is the smallest of the major San Juan Islands and offers kayaking along mellow shores in search of bald eagles and cycling past organic farms to unpopluated beaches.You will get to know these islands inside and out through cycling and kayaking.

We provide virtually everything...

Here are some of the items which we provide for our guests:

  • all kayaking and bicycling gear, weather and safety gear
  • a detailed pre-trip information packet
  • all drinks*, snacks and meals*
  • all inn accommodations
  • much, much more including our incredible attention to detail

We provide you with drinks* and meals*...

...starting with lunch on the first day and ending with lunch on your last day we provide all meals in between. You will be impressed by the daily gourmet breakfasts at your inn, the heartiness of our well prepared lunches and the restaurants that we have chosen for your nightly dinner. We can accommodate your dietary needs, just ask us.

We provide you with all accommodations

...we have carefully chosen the friendliest, most luxurious accommodations that the San Juan Islands offer. We have built relationships with the innkeepers and feel that you will not only be pleased but you will not want to leave at the end of your stay!

Our excellent knowledgeable and friendly nature/kayak/bicycle guides...

... we strongly believe that an outstanding guide can make the difference between a good trip and a fabulous trip, therefore we place a lot of emphasis on using the best guides available. We pride ourselves on our choice of guides. We choose guides who are people persons, friendly, knowledgeable, have a great attitude, are excellent leaders, great teachers and who love what they do.

No previous experience is required...

...we begin each of our tours with a thorough safety/kayak/bicycle lesson to familiarize you with your equipment so that you are adequately prepared for your adventure. This lesson includes paddling technique, sea kayaking safety, biking techniques, biking safety, becoming familiar with our safety gear and other helpful and necessary preparation for our expedition.

Small personal groups...

...a great trip involves many factors. One of these is the group size. A smaller group is safer on and off the water, allows for more interactions between the guides and guests and gives our guests a chance to know each other. Furthermore, we can also adjust and modify the trip to the individual desires and interests of the group, allowing our guests to participate in various activities ranging from birding to advanced kayaking, to photography, to hiking. For all these reasons and more we keep our regularly scheduled Inn to Inn Multi-Sport Expedition group size to 10 guests and 2 guides.

Sleeping at luxurious inns on different islands each night...

...offers you a chance to experience each unique island style. We will stay at the the Friday Harbor House or Tucker House in Friday Harbor and Outlook Inn or Turtleback Farm Inn on Orcas Island.

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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 Snug Harbor on Mitchell Bay where our tours depart from, 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.

  • 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. 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.

  • Are all meals and drinks included in the cost of the trip?

    We cover all meals on our 2 and 3 day trips, from lunch on the first day to lunch on the last day. On our 4, 5 and 6 day trips we allow one night for our guests to explore Friday Harbor on their own, this evening's dinner is not included in the cost of the trip. Our guides will give you some suggestions of places that are popular among the locals. We provide all our guests with refreshing, non alcoholic, beverages throughout the tour. If you have a favorite drink that you would like us to have on hand, please note your favorite drink in the questionnaire you return to us. Our guides will also provide the group with a 'happy hour' beverage after the day's activity. We provide Washington state wines or if you prefer beer, we can pick up a cold 6 pack of your favorite Washington variety.

Select a Trip to View Itinerary & Availability

2-Day/1-Night trip


Day 2 in Prime Orca Whale Territory
Every Saturday-Sunday April-October

$880per person View Itinerary Book Now

3-Day/2-Night Friday-Sunday trip

3-Day/2-Night Friday-Sunday

Day 1 & 3 in Prime Orca Whale Territory
Every Friday-Sunday April-October

$1480per 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

$1480per 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

$1980per person View Itinerary Book Now

4-Day/3-Night Tuesday-Friday trip

4-Day/3-Night Tuesday-Friday

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

$1980per person View Itinerary Book Now

5-Day/4-Night trip


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

$2480per person View Itinerary Book Now

6-Day/5-Night trip


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

$2880per 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.

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