Exploring the Oregon Cascades on bike, foot, and boat is the only way to fully experience the drama, nuance and wonder of this dynamic landscape on a fully supported cycling vacation of a lifetime. Pedal past snow-capped volcanic peaks that scrape the sky as you cycle from crystal blue Crater Lake to the recreation meccas of Bend and Sisters, Oregon. While outdoor activities are a true highlight of Central Oregon active travel, your luxury vacation will demonstrate that indoor activities such as spa treatments, gourmet dining, pampering accommodations and unique microbreweries are just as important on this exceptional bicycling adventure!
Summer is the best time to visit Central Oregon, as skies are typically crystal clear blue combined with very low humidity (10-20%). Daytime temperatures can be pleasantly temperate to quiet hot (high 70's to mid 90's) with evenings dropping to the high 30's at Crater Lake and the low 50's in Bend. Rain is fairly infrequent, but it's always good to be prepared for the occasional thunderstorm just in case.
Each Trek Travel trip has unique, made-for-you, WOW moments that make your vacation extraordinary.
Check out these trip photos and videos that show some of those magical moments other guests have experienced.
Besides our many options in travel styles, dates, prices and destinations, we also accommodate your vacation style each day of your trip. You decide how to spend your time whether it is with the group or exploring on your own, riding a little, a lot, or not at all.
Our unrivaled selection of Trek Bikes sets the bar for quality and comfort. From the full-carbon, ultra smooth Trek Domane 5.9, to the comfortable Trek 7.6 FX Hybrid–both included in the trip cost, to our numerous upgrade options, you deserve the best ride on your vacation.
Our vacations are built to deliver the ultimate in flexibility, from extreme relaxers to hard-core roadies. You pick your mileage, itinerary and experiences. We take care of the rest.