Oregon Sea to Sky

July 2 - 11, 2024

(10 days, 9 nights; Tue - Thu)

See Icon Key

Double Booking


Single Booking


Roommate Rebate


Includes all lodging, breakfasts and dinners, support van, transfers, leaders, tour maps and narratives.

Assembly Point

Hillsboro, OR

Timberline van shuttle is included between Portland and Hillsboro prior to and following tour.

Not Included: Airline Service to Portland International Airport; Guide Gratuity.

Meeting Time

Airport 1 pm, Airport Hotel 1:30 pm, Hillsboro Hotel 3:00 pm

Drop-off Time

Portland International Airport - 5 pm

“I really appreciate the quality of the food and drink.  I consider it an essential part of the whole experience.  Keep doing what you’re doing.  Julie and Suzi were both great!”  Gene C.

Exploring the Pacific Northwest has been in the Timberline repertoire since the early days.  Various name changes and route tweaks has followed the evolution of our tours to come up with a combination of the absolute best cycling the area has to offer.  The rugged Oregon Coast, the pounding surf and expanses of beautiful, sandy beaches, the timberlands of the Siuslaw, Willamette, Deschutes and Mt. Hood National Forests, the pastoral setting of the Willamette Valley; the vibrancy of Eugene; the anticipation that builds as we trace the McKenzie River in preparation for our assault upon mighty McKenzie Pass and the towering snowclad Cascades, our “day in the wilderness” as we approach Mt. Hood and an unforgettable final night at the Timberline Lodge. The litany of experiences goes on and on—this is the essence of the Oregon Sea to Sky.

See Detailed Itinerary Here:



Day 1Assembly, bike fitting, orientation
Day 2Hillsboro - Tillamook78
Day 3Tillamook - 3 Capes Scenic Route - Lincoln City64
Day 4Lincoln City - Newport - Florence77
Day 5Florence - Sand Dunes - Eugene66
Day 6Eugene - McKenzie River - Blue River56
Day 7Blue River - McKenzie Pass - Sisters46
Day 8Sisters - Detroit Lake56
Day 9Detroit - Timberline Lodge (Mount Hood)84
Day 10Timberline Lodge - Portland48

Total Distance: 569 miles

Oregon Sea to Sky

July 2 - 11, 2024

(10 days, 9 nights; Tue - Thu)