Discover its Natural Wonders

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  • The country’s best Pinot Noir
  • The magnificent Columbia River Gorge carved by North America’s second largest river
  • A backdrop that includes the snow-capped volcanoes of Mt. Hood and Mt. Adams
  • The Historic Columbia River Highway – one of Bicycling magazine’s best bike rides


Late Spring, Summer, and Early Fall

Starting / Ending City

Portland, OR

Trip Length

3 to 10 days

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Where do you want to go?


Vineyards, redwood groves, the Pacific Coast and great weather make this a cyclist’s paradise

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From snow-capped Mount Hood, to the pinots of the Willamette Valley, this area has it all.

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san juan islands
San Juan Islands

Rolling farmland, quiet roads and hidden coves – perfect for beginner & intermediate riders.

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Cycling in a tropical paradise mixing sun-drenched beaches with rides through Old Hawaii.

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A region rich with castles, vineyards, and medieval villages – great riding and great food.


Where do you want to stay?

Two Star

Simple inns or nicer motels. More modest accommodation but always clean and friendly. Typically does not include breakfast.

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Three Star

Nice B&Bs and more modest inns or hotels. The B&Bs typically include welcome drinks and great breakfasts.

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Four Star

Typically smaller hotels or exceptionally luxurious B&Bs. Very personal service which often includes a hosted wine tasting in the evening.

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Some of the nicest full-service, hotels in the area. Typically include spa facilities and a restaurant.

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Simply some of the best hotels and resorts in the world. Typically include full spa facilities, tennis courts and a Michelin-starred restaurant.

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How long do you want to be gone?

Let us know how long you would like your trip to be. Once we know how much time you have available, we will work to include as much as cycling as you like and allow for "extra" days for other activities or simple relaxation per your desire.

What would make your trip extra special?

Is there anything else that could help us design the perfect trip for you?

For example: what type of rider are you and what distances might you be interested in? What other activities might you be interested in (kayaking, hiking, wine tasting, hot air ballooning, etc...)? How large of a group are you planning on traveling with?

Where should we send your itinerary?

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Thank you for your submission. We will be in contact very soon!

Thank you for providing us with your trip preferences. Don't worry about any missing answers, we will work with you to fill in any gaps. The next step will be for us to contact you with a prepared itinerary which we can further customize. We will be in touch soon!

Download Sample Itineraries

Willamette Valley Wine Country and the Columbia River Gorge

The Willamette Valley Wine Country

The Columbia River Gorge

Epic Oregon Coast Tour 9-Day