through the



Every Monday-Thursday from April-October
Custom tour dates available upon request.

View Available Dates  Book Now
Click on Blue Dates to Book the Trip
Click on Blue Dates to Book the Trip


Award Winning Accommodations
Fantastic Meals (Breakfasts, Lunches, Dinners & Snacks)
Comfortable Hybrid Cannondale Touring Bicycles (road bikes & electric bikes also available)
Amazing Views and Wildlife
Small Group Sizes
Spend a Day Kayaking or Take a Whale Watching Wildlife Cruise
Beautiful Country Cycling Routes
Fully Van Supported
... and so much more


4 Day Inn to Inn Tour - Monday Start - $ 1,780 per person
  Activity Mileage Accommodations
Day 1 Cycle San Juan Island South End 25.5 miles Friday Harbor House, Tucker House or Island Inn
Day 2 Cycle San Juan Island Loop 29.5 miles Friday Harbor House, Tucker House or Island Inn
Day 3 Kayak San Juan Island or Whale Watch Cruise from San Juan Island 9 miles Friday Harbor House, Tucker House or Island Inn
Day 4 Cycle Orcas Island 22.7 miles  

Would you like two beds? Please read this...


Day 1 - Cycle the South End of San Juan Island

We will meet you at our shop in Friday Harbor located at 40 Spring Street, just steps from the ferry terminal and shuttle the group to our starting point, just outside of downtown. After we gear up and have a safety lesson, we head out along San Juan Valley Road where you can enjoy the quiet calm of island pastures and wildflowers. We cycle past False Bay with the Olympic Mountains in the background. False Bay turns into a massive exposed intertidal zone at low tide, perfect for exploring the tide pools or digging your toes into the mud. From False Bay, we will cycle to American Camp; a National Historic Park. It is very common to see fox, deer, rabbits, and bald eagles while bicycling or walking along the tall grassy trails. You can hike down to one of the small coves found along the way.

Your guide will prepare a delicious lunch at Cattle Pass which is the southern-most point on San Juan island. Cycle back along Cattle Point Road, this time with views of Vancouver Island to the northwest. We will end our day cycling around Pear Point Road. This route leads us past Jacksons Beach; well known for it's calm shallow shoreline and naturally made washed up treasures such as driftwood, bull kelp, and shells. Once back to Friday Harbor, you can turn your bike in for the day, indulge in a happy hour beverage and enjoy the views over the Puget Sound.

Meals and Accommodations

Rest in well-appointed accommodations. As top-rated inns best noted for comfort, views, and breakfast, you will find it easy to relax and unwind. Most rooms have jetted baths to enjoy after a day of adventure. Your luggage will be waiting for you in your room when you arrive. Listed are some of our favorites!

San Juan Island – Friday Harbor House or Tucker House

A delicious and full gourmet breakfast is served each morning at your inn; prepared by their creative chef. These breakfasts are well worth waking up for!

Everyday your guides will prepare a delicious picnic lunch using local organic ingredients. Lunch will be served in a scenic location such as a beach, forest, or hillside with a view.

Dinner Restaurants
We choose only our favorite local spots! Our guests enjoy top rated restaurants that are best known for their local cuisine, flavorful dishes, and overall ambience. Listed below are some of our favorites!

San Juan Island – Friday Harbor House Restaurant, Coho Restaurant, Backdoor Kitchen, McMillan’s Dining Room, or Vinny’s Ristorante

Would you like two beds?

Day 2 - Cycle the San Juan Island Loop

Gear up and get ready to explore more of San Juan Island, visiting a Lavender Farm first. Here you can take photos and walk among the purple patches of lavender. You can check out the edible and non-edible products made here at this beautiful farm.

We hop back on our bikes to ride towards Whale Watch Park. Your guide will prepare a delicious picnic while you explore the lighthouse and trails of Lime Kiln State Park. Afterwards, we cycle north visiting the Kristal Acres Alpaca Farm..

This afternoon we will check out Roche Harbor for an afternoon coffee or ice cream and walk the docks of its beautiful marina. Roche Harbor is a quaint village with artist kiosks to check out, English gardens to explore, a sculpture park to walk through, and a very unique mausoleum for the adventurous.

Before heading back toward town, explore the scenic roads of White Point. This route will take you along a narrow country road to the shores of Westcott Bay where we will stop at the Gin Distillery for a tasting and Westcott Bay Shellfish Co where you can sample oysters and enjoy cool beverages at the local oyster farm. You can either continue on bike, or catch a ride back to Friday Harbor from here.

Day 3 - Go Sea Kayaking or Whale Watching

This morning, we will either shuttle you to the beautiful Westside of San Juan Island for a day of sea kayaking or you may choose to go on a whale watch wildlife cruise aboard the Odyssey.

The day of kayaking includes a kayak safety lesson before you begin paddling along the evergreen cloaked coastline. As we journey down the coast, we'll stop for lunch along a beach where you can search for creatures in the tide pools, look for sea glass among the pebbles or simply soak in the scenery. After lunch we will head back out on the water in search of orcas and eagles.

If you choose the whale watch cruise, you will spend the afternoon cruising the San Juan Islands while you sit back and relax in comfort as the personable onboard naturalists share their depth of knowledge on the local whales and wildlife. A picnic lunch prepared by your guide will be served while you are on the boat.

* Please Note: Dinner on this night of this trip is not included in the price of the tour.

Day 4 - Cycle Orcas Island

We being the day by hopping onto the ferry to Orcas Island. The ferry ride lasts about 40 minutes and offers beautiful views of San Juan Channel and the Wasp Islands. Once on Orcas Island your guide will lead you along wildflower lined country roads headed towards West Harbor.

We then head inland along a forested road, cycling past the base of Turtleback Mountain. Along the way we’ll check out Orcas Island Pottery where you can find beautiful and unique pottery handcrafted by local artists. Once in Eastsound (a small village), your guide will prepare a fresh and delicious picnic lunch while you explore the village shops and sites.

After lunch we will head into Moran State Park. Bring your swimming suit and swim in a crisp mountain lake or take a dip under a waterfall. Cycle the 5.5 mile climb to the summit of Mount Constitution or climb in the van for a ride to the top. At 2,407 feet, the summit of Mount Constitution is the highest point in the San Juan Islands and offers spectacular views of Mount Baker to the east and the San Juan Archipelago in all directions. After exploring Moran State Park, we will transport you to the ferry landing where we will say goodbye until your next adventure!

Gourmet Meals:


Delicious breakfasts served at your inn. Picnic lunches are prepared daily by your guides. Dinners are hosted at one of the island's top resturaunts.


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


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


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

What's Included:

We provide all accommodations, transportation, biking gear, kayaking gear, breakfast, picnic lunches, dinners, and a happy hour beverage of your choice after the day's activity**. You will need to bring personal clothing and toiletries, a willingness to learn and a sense of adventure. Our 4, 5, and 6 day tours allow one night for you to explore town on your 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.

through the



Every Monday-Thursday from April-October
Custom tour dates available upon request.

View Available Dates  Book Now   Have Questions?

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.

Click on Blue Dates to Book the Trip
Click on Blue Dates to Book the Trip


61 or more days before the trip date, full refund of all payments less a $30 per person cancellation fee. 31-60 days before the trip date, guests will be charged 50% of the entire trip cost. 0-30 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.