San Juan Islands

Enjoy Island Life just hours from Seattle

Download a Detailed Itinerary

Our comprehensive itineraries are a one-stop-shop for all the delightful details of our carefully crafted tours, including:

  • A thorough daily itinerary
  • Details for exact accommodations
  • What to expect
  • Travel planning tips

Please provide your contact information so that we can say “benvenuto”. After submitting the form, you will be able to download the itinerary immediately.


Once you have a trip confirmed, we will feed you a steady diet of additional pre-departure information that includes: How to train, prepare, pack and all the wonderful, inspirational and practical things you want and need to know before you go! Our Travel Advisors will be available to help plan your pre- and post-tour travel.

  • All accommodations
  • All breakfasts, 5 lunches, 4 dinners
  • Van support
  • 1-2 experienced guides


  • Road: 2019 Giant Defy Advanced 3
  • Hybrid: 2019 Giant FastRoad SL1
  • E-Bike: 2020 Giant FastRoad EX E+ Pro, additional $200



  • All accommodations
  • All breakfasts, 5 lunches, 4 dinners



  • Washington State ferry rides
  • Pelindaba Lavendar farm
  • Kayaking tour
  • San Juan Island Sculpture Park
  • Orcas Island Pottery
  • Floatplane ride back to Seattle



Jun 5-10
Jun 12-17
Jun 19-24
Aug 28-Sep 2
Sep 4-9
Sep 11-16
Sep 18-23
From $3,598 PP
$971 Optional Single Supplement
Any of our tours can be made private. Contact us to learn more.

Confirmed tours are dates that have been selected by us that have a very high probability of reaching the minimum group size for us to run the tour and for you to receive the best Ciclismo Classico experience. These tours are confirmed as much as a year in advance, compared to our regularly scheduled tours which are confirmed around 90 days prior to departure.  When you place your deposit for a confirmed tour, you have the green light to make your pre and post travel plans and even book your flight with our personal guarantee that your tour will run!

Optional Single Supplement

If you are traveling alone, this optional single supplement will guarantee you a room to yourself at each hotel. The cost of a single room is often more than half the price of a shared room, so this additional supplement reflects that increased cost for each night over the course of the trip.