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Pacific Northwest Region Cycling

Volcanoes to rainforest to historic river valleys, these tours have got it all.

Crater Lake and Oregon Scenic Cycling

5 Days – [Eugene – Sisters – Bend-Crater Lake] We explore the most scenic bikeways in Oregon with the culmination on the spectacular Rim Drive around Crater Lake.

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Oregon Sea to Sky

10 Days – [Hillsboro – Lincoln City – Eugene – Sisters – Mt. Hood] Beginning on the rugged Oregon Coast, the route heads inland along the Siuslaw River, over McKenzie pass and up onto Mt. Hood.

Oregon Sea to Sky Cycling Tour – 9 Day Self-Guided

9 Days – [Portland – Florence – Eugene – Mt. Hood] From the pounding surf of the Oregon Coast to the flanks of Mt. Hood, you will discover the beauty of western Oregon.

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Northwest Passage Cycling

Cycle along the historic Columbia River Highway past waterfalls, vineyards, viewpoints and panoramas, with a bonus day on the Willamette Scenic Bikeway through the wine valley.

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Latest Bulletin Board Post

  • Barbara Hoyt on Tour Discussion Board: “Our website took a nap, but our business is always wide awake. Ready to adventure!Jan 21, 10:41
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  • Barbara Hoyt on Tour Discussion Board: “Did REI leave you out in the cold? Let Timberline lead the way! With more than 40 years of experience…Jan 14, 13:08
  • Barbara Hoyt on Tour Discussion Board: “Our Florida Keys trip is a GO! We still have space available. Come enjoy an active vacation oceanside: florida-keysDec 3, 13:21
  • Barbara Hoyt on Tour Discussion Board: “Early booking discount now available – take $250 off the tour cost for July-December 2025 tours. Use Code EARLY2-25Oct 22, 12:11