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Orcas Island Loop

#13 on our Great Rides list

San Juan Islands

Orcas Island is part of the archipelago of the San Juan Islands in the Pacific Northwest.


Eastsound, Washington, USA

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44 miles / 71km

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Elevation Gain

4,347ft / 1,325m

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Best Time to Visit

Summer or late Spring

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Paved Road

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Level 2

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Level 1

Discover this ride on our San Juan Islands bike tour

Washington State's Multisport Paradise

The ride through the island takes you up and down small hills that keep even the best cyclist on their toes.

Riders will be surrounded by the deep green and towering trees that is characteristic if the pacific northwest- pair that with the low population of the island and you feel transported to a simpler time. Views of the bay and a stop at Orcas Island Pottery to see local artists work keeps anyone enthralled. When you need more challenge than the rolling hills, enter Mt Constitution – five miles of winding upward through lush forest to an incredible 360 degree view overlooking the island dotted seas off the coast of Washington and British Columbia. 

What You Need to Know

San Juan Archipelago consists of over 400 islands with 128 of them named and only a handful inhabited. There is not a single traffic light on the San Juan Islands.

Though the San Juans are in the rain shadow of the Olympics and thus experience far less rain than the rest of the pacific northweat, always be ready for possible rain. The average highs in the summer barely break the 70s, and when you climb MT Constitution, it can be 10 degrees cooler at the top, so bring layers.

The island has some punchy hills, but many, when riding the rolling hills, underestimate Mt. Constitution. Be ready for it mentally and keep your fuel level high.

While You’re in Town

Rent a kayak or SUP down the road from Eastsound at Crescent Beach Rentals; Rent a Trek bike from Wildlife Cyles and grab a treat from Rose’s bakery before riding away.

Whale watching tours are available all over the island. Be sure to get on one for an unforgettable experience.

Ready for Orcas Island Loop?

Book early and save. We reward our guests with lower pricing and more dates to choose from the earlier you book. Rest assured, once you book, your price is guaranteed.


If a date is marked as Private, it is reserved for a private group.

Looking to travel with a small group or looking for a custom date?
Call our trip consultants at 866-464-8735

What is the Difference?

Ultimate Luxury:

Savor some of the most spectacular, 5-star properties in the world. Exuding luxury and elegance, these one-of-a-kind accommodations offer the chance to rejuvenate at award-winning spas, dine at Michelin-starred restaurants, and more.


Enjoy luxurious accommodations handpicked for a refined experience. From signature spa treatments to delicious local cuisine, you’ll be more than provided for; you’ll be pampered.


These handpicked hotels provide relaxation and fun in a casual and comfortable environment. Delicious cuisine and great service mix perfectly for a memorable stay.


On select cycling vacations, you’ll stay at a mix of hotel levels, from Explorer to Luxury to Ultimate Luxury. Rest assured, no matter which level of hotel you’re at, our trip designers carefully select every accommodation.

Activity Level

Level 1:

Road: 1-3 hours of riding. Up to 25 mi (40 km). Up to 1,000 ft (300 m).

Gravel: 1-3 hours of riding. Up to 20 mi (35 km). Up to 1,000 ft (300 m).

Hiking: 1-3 hours of hiking. Up to 5 mi (8 km). Up to 1,000 ft (300 m).

Level 2:

Road: 2-4 hours of riding. 20-35 mi (35-60 km). Up to 2,500 ft (750 m).

Gravel: 2-4 hours of riding. 15-30 mi (25-45 km). Up to 2,000 ft (300 m).

Hiking: 2-4 hours of hiking. 4-8 mi (6-12 km). Up to 1,500 ft (450 m).

Level 3:

Road: 3-5 hours of riding. 25-55 mi (40-85 km). Up to 4,500 ft (1,500 m).

Gravel: 3-5 hours of riding. 20-40 mi (35-60 km). Up to 3,000 ft (900 m).

Hiking: 3-5 hours of hiking. 6-10 mi (9-16 km). Up to 2,000 ft (600 m).

Level 4:

Road: 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).

Gravel: 4+ hours of riding. 30-50 mi (45-80 km). Up to 4,000 ft (1,200 m).

Hiking: 4+ hours of hiking. 7-15 mi (11-24 km). Up to 4,000 ft (1,200 m).

What are your trip styles?

Classic - Reserve:

Savor the finer things as you relax in luxurious 5-star accommodations and wine, dine, and ride in some of the most unforgettable destinations around the world.

Classic - Signature:

Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.

Classic - Discover:

Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.

Ride Camp:

Train like the pros in some of their favorite riding destinations.

Pro Race:

See the pros in action at the biggest cycling events of the year.

Cross Country:

Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.


Enjoy a bike tour on your schedule with just your chosen travel companions.

Single Occupancy

Sometimes it’s more convenient and comfortable to have your own room while on vacation. We understand and that’s why we offer a Single Occupancy option. The additional price guarantees a private room all to yourself