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Biking the San Juan Islands

7 Days & 6 Nights 4.7 Read 11 reviews
  • Bike the best of Puget Sound’s San Juan Islands
  • Travel the Salish Sea by ferry as you hop from island to island
  • Look out for wildlife: orcas, seals, otters, and sea eagles
  • Relax at boutique inns each night after your day’s ride
  • Savour locally-caught seafood, from Buck Bay oysters to Pacific salmon
Cycle the best of the San Juan Islands, hopping from island to island by ferry. Ride Lopez, Orcas, and San Juan Island, never straying far from the waters of Puget Sound. Soak in the laidback island vibes as you make your way from sparkling coves through verdant old-growth forests and past rolling farm fields. At a relaxed pace, you’ll have plenty of time to tide pool, walk a stretch of rocky beach, observe the bountiful marine wildlife, or stop at a local art gallery. You’ll spend two nights on each of the three largest islands in the San Juans - each with a different personality and unique sights, flavours, and destinations to offer. After a full day of exploration, treat yourself with a meal of local seafood and a warm welcome from the host at your boutique accommodations.

What To Expect

This bike tour is moderate, with an average daily ride of 26 miles and many short ascents and descents. It is best suited for experienced cyclists who are accustomed to sharing the road. The route offers coastal and rural riding, with rolling hills and varied terrain. If your ideal vacation combines scenic riding with beach combing, fresh food, island vibes, and overnights at carefully-selected country inns, this tour is for you. Most of the day rides are loops, allowing for flexibility of distance and difficulty.  

Trip Style:

Self Guided | Go at your own pace on an independent holiday.


Inn to Inn Cycling, E-Biking | A classic point to point cycling holiday, staying in a different location each night, E-Bikes with electronic motors to assist available to hire on this holiday (subject to availability), to make things easier

This trip is suitable for:

Multi-Generational, First Timers

Ideal if you have an interest in:

  • Wildlife
  • Coastal & Island


  • Most Popular

Grade & Terrain

This tour is moderate with daily distances varying from 18 – 36 miles, and an average of 26 miles. This route follows a combination of coastal and rural roads, as well as busier roads entering and exiting towns. You should be comfortable sharing the road with other users and be considerate of traffic regulations.

Most of the riding is on rolling terrain at sea level. The only sustained ascent is Mount Constitution, a ride from the coast to the summit at 2,400 feet (with alternate activities available). Each day’s ride is flexible due to the nature of the island-hopping itinerary and circular routes. For those looking for a little extra assistance, e-bikes are available (subject to availability). The distances and ascents/descent listed are approximations of the recommended routes.


Navigating is easy using the Macs Adventure smartphone navigation app; where you will find detailed maps, turn-by-turn route notes and GPX tracks for each daily route. All daily routes with GPX tracks are available to download for use offline. 

Accommodation Information

Carefully-selected, charming, and characterful inns will be your home on the San Juan Islands. All offer a warm welcome to cyclists and will help make your stay smooth as well as memorable. 

Due to the lack of suitable accommodation on Orcas Island, you may be located elsewhere than Eastsound. Therefore please expect the the bike rides when not staying in Eastsound to be either longer or shorter than advertised. 

Single Rooms

This trip is priced based on two people sharing a room. If you would like separate rooms, a single supplement is required. The San Juan Islands are a welcoming place for solo travellers but because of high solo supplement costs we don't offer the trip for solo travellers.


Breakfast is included each morning. All inns serve a filling, fresh, and plentiful breakfast; some include a hot dish while others provide coffee, juice, yogurt, granola, fruit, and baked goods. Please notify us of dietary restrictions at the time of booking.

Lunch and dinner are not included so you are free to choose from available nearby options. Depending on your timing it may be easier to pack a picnic lunch, while some days your route will offer dining options along the way. For dinner, be sure to sample some fresh seafood at a nearby restaurants see your info pack or ask your hosts for suggestions.

  • 6 Nights in boutique B&B's and countryside inns
  • 6 Breakfasts (except at the Inn at Ship Bay near Eastsound)
  • Bike rental (standard hybrid)
  • Ferry from Anacortes to Friday Harbour and Orcas Island to Anacortes
  • Baggage transfers
  • Information pack
  • Access to route notes, detailed maps, and GPS tracks in the Macs Adventure smartphone navigation app
  • 24/7 Emergency telephone support from our US & UK offices
  • Travel to / from Anacortes
  • Optional upgrade to a road or e-bike
  • Lunches, dinners, drinks & snacks
  • Personal equipment
  • Travel insurance (required)
  • Additional nights along the route
  • Upgrade to a road or e-bike

When To Go

This tour is available from May to October. You can start on any date subject to availability. The San Juan Islands are a popular destination with limited lodging capacity, so it is best to book as far in advance as you are able. The best months to visit the San Juan Islands are May to October. May, June, September and October will typically be less busy than July and August. Whale sightings are most common between May and September. 

Weather and Climate

Annually, the San Juan Islands boast 247 days of sun and about half the rainfall of Seattle due to the rain shadow created by the Olympic Mountains. Temperatures in the region are moderated by the Pacific Ocean and rarely rise above 70 degrees F or below 45 degrees F during our operating season, making it a perfect destination for an active adventure.

Getting to the Start

By Air:  We recommend flyin into and out of Seattle Tacoma International Airport (SEA) from were you can easily take a shuttle directly to/from Anacortes (2.5 hours). You may also choose to rent a car at SEA and drop it off when you reach Anacortes (1 hour 45 minutes) and vice versa after your tour.

Alternatively, you can fly into and out of Vancouver International Airport (YVR), from where you may choose to rent a car. Alternatively, there is train service from YVR via the Canada Line and Expo Line (30 minutes) connecting to the Amtrak Cascades from Vancouver to Bellingham (2 hours). There is also Greyhound bus service between Vancouver and Bellingham (2 hours 15 minutes). However, if you choose to train or bus from/to Vancouver, you will need to arrange a private transfer between Bellingham and Anacortes (45 minutes).

Baggage Transfer

Your bags will be transferred from your accommodation as per your itinerary and moved onto your next overnight accommodation. We ask you to limit your luggage to one bag of up to 20 kg per person.


Our pre-departure information pack has detailed advice on what to bring. Please be prepared by packing all necessary items, including rain gear, sunscreen, and appropriate cycling clothing, as the weather can vary greatly. If you have any questions, we would be happy to share our tips and advice.  Please limit your baggage to 1 bag per person of no more than 50 lbs / 20 kg. Your bag will be transported between your inns and the ferries.

Bike Rental

Hire of a Trek 7.3 FX hybrid bike, helmet, lock, rear rack, waterproof bag, flat repair kit, water bottle cage, and bell are included in the trip cost. If desired, Specialized Rubaix carbon roadbikes are available for an additional charge. If you would like them, please provide your own clipless pedals, shoes, and saddle. These can be installed and adjusted for you upon arrival. Please supply us with your height for your bicycle rental so we can make sure you bike is the perfect fit. E-bikes are also available should you want a little extra assistance to help you along the way. These are subject to availability and require a supplementary payment.

Travel Insurance

Travel insurance helps protect your travel investment, your belongings and most importantly you, from unforeseen circumstances that may arise before or during your trip. For more information, please visit our travel insurance page.

What happens if I can’t cycle a stage?
What do I do if I become ill during my trip?
How do I get my rental bike?


Day 1 Arrive Anacortes, ferry to Friday Harbour Day 2 Ride to Cattle Point 25 miles / 40 km Day 3 Free Day or Ferry to Lopez Island and a Loop Ride 37 miles / 60 km Day 4 San Juan Island Loop Ride 29 miles / 47 km Day 5 Ferry to Orcas Island, ride to Eastsound via Deer Harbor 17 miles / 28 km Day 6 Ride Mt. Constitution 20 miles / 33 km Day 7 Ride to Orcas Ferry Terminal. Ferry to Anacortes and onward travel 5 miles / 8 km

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