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  • Oregon Sea to Sky Cycling Tour: 9 Day Self-Guided

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

Journey from Oregon’s wild Pacific coast to the heights of Mt. Hood, cycling through forests, valleys, and volcanic peaks on this breathtaking ride across the state’s diverse landscapes.

Average Climate

legend

Double Booking
$3895

Single Booking
$2995

Roommate Rebate TBD

Trip Type

Cycling

Difficulty Level

3

Trip Length

9 Days, 8 Nights

Distance

553 Miles
890 Kilometers

Meeting Time

Drop-off Time

Assembly Point

Hillsboro, OR

Inclusions

Includes all lodging reservations, recommendations for meals, luggage transfer each day, tour maps, cue sheets and Ride With GPS Experience, T-shirt, narratives about the area, 24×7 phone support on tour.   

Arrive at: Portland International Airport, Portland, OR  Optional Add-ons: Pre and Post Tour Lodging Arrangements

Not Included: Airline service Portland International Airport

Lodging Highlights

Have questions? We’re here to help! Call us at 303-664-8388 or reach out online.

Reserve This Tour

The Pacific West state of Oregon is one of the most diverse states in the country.  From sea level to towering Mt. Hood and from remote national forests to bustling cities, Oregon has it all.  Our Sea to Sky tour highlights this diversity.  You will experience the rugged coastline with its pounding surf and expanses of beautiful, sandy beaches, up to the timberlands of the Siuslaw, Willamette, Deschutes and Mt. Hood National Forests. You will cycle through the pastoral setting of the Willamette Valley and the vibrancy of Eugene. Your anticipation will build as you trace the McKenzie River in preparation for your assault upon mighty McKenzie Pass and the towering snowclad Cascades, and on to your approach on Mt. Hood for an unforgettable final night at the Timberline Lodge. Revel in the essence of this Sea to Sky experience.

For this challenging 9-day tour, you’ll ride 566 miles, starting along the Pacific coast, then inland through the “Emerald City” and onto the flanks of Oregon’s highest mountain.  Lodging will reflect the environment, from the family run ocean side retreat to the bustling urban hotspot near restaurants and downtown sights, to the historic alpine lodge next to the only year round ski resort in north America.

This area enjoys a long cycling season, from May through October. This tour can be booked for any dates in that range, however one must be aware of McKenzie Pass.  Day 6 of the tour follows the secondary scenic highway over McKenzie Pass, which is closed in winter.  The pass is typically open from late June through October, but the opening date is dependent on snow depth, and has opened as late as August.  The alternative, but less scenic route will add 10 miles to that day’s ride.  Tours must be booked at least 2 weeks in advance, with a minimum of 2 participants.

Note: actual hotels are subject to availability and not guaranteed before booking.  Posted price is based on a mid-week span with at least 3 months notice.  Price will be adjusted according to current hotel availability and costs. Hotel costs are likely to increase as tour date approaches, so earlier bookings will see better savings.

ITINERARY

Day 1: Hillsboro - Tillamook

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Distance: 60 miles

Day 2: Tillamook - 3 Capes Scenic Route - Lincoln City

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Meals: Breakfast

Distance: 62 miles

Day 3: Lincoln City - Newport - Florence

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Meals: Breakfast, Lunch, Dinner

Distance: 77 miles

Day 4: Florence - Sand Dunes - Eugene

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Meals: Breakfast

Distance: 68 miles

Day 5: Eugene - McKenzie River - Blue River

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Meals: Breakfast

Distance: 57 miles

Day 6: Blue River - McKenzie Pass - Sisters

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Accommodation: Timberline Lodge - The Lodge at Detroit Lake - Holiday Farm Cottages

Meals: Breakfast

Distance: 51 miles

Day 7: Sisters - Detroit Lake

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Meals: Breakfast

Distance: 46 miles

Day 8: Detroit - Timberline Lodge (Mount Hood)

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Accommodation: Timberline Lodge

Meals: Breakfast

Distance: 75 miles

Day 9: Timberline Lodge - Portland

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Meals: Breakfast

Distance: 57 miles

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