Go Private with The Cycling House!

We are excited to announce our expanded private trip destinations for 2024. Gather a group, pick one of our epic locations, and leave the rest to us! We live for this stuff.

Are you dreaming of a cycling getaway with friends, family, teammates, or co-workers, yet you’re hesitant because you know it takes planning, and planning takes time? We know how long it takes to research and plan a trip because that’s our specialty. We’ll arrange a custom road or gravel riding itinerary, and you’ll indulge in curated chef-prepared meals, have the full support of fantastic TCH guides, and – ultimately – soak up a trip for the ages with those you care most about.

Glacier National Park

The Cycling House crew calls Montana home, and we love to show off our breathtaking backyard. During this five-day cycling tour of Glacier National Park, you’ll experience some of the best routes the area has to offer. Going-to-the-Sun Road is a true bucket-list ride, surrounded by dramatic views of u-shaped valleys, mountain lakes and waterfalls.  No matter how many times you return to this special part of Montana, you’ll discover something different and uniquely beautiful each time.


If combining extraordinary local food, wine, and cycling sounds like the perfect vacation, this escape to Santa Barbara wine country is meant for you! Start daily with a healthy breakfast at the charming For Friends Inn before exploring the picturesque Santa Ynez Valley on two wheels, supported by The Cycling House guides. Each guided, supported ride boasts unique beauty – from an epic climb up the iconic Mount Gibraltar to a rolling journey toward the Pacific Ocean to quiet rides through wine country towns. You’ll love this trip’s variety and alluring routine: eat, ride, eat, drink wine, sleep.

“Private trips with TCH are so much fun, with many great memories. TCH does an exceptional job organizing and assuring that everything is done well. They offer an amazing opportunity for a whole group – regardless of bike riding ability – to enjoy their time. Last year, I convinced 12 friends to join me in Solvang, California, with TCH. We had so much fun, and the same group is going to Mallorca in 2023 with TCH!Beth G. – California

All Women’s

We are excited to offer a few all-women gravel cycling trips on our public calendar. We have opportunities to host private trips at all of our locations. On our Arizona Women’s gravel trip, we’ve partnered with a yoga teacher to offer morning and or afternoon yoga sessions. The beauty of a public trip is customizing your itinerary to work for your group.


Ride from village to village, through the rolling countryside of Tuscany, or up (and down) the switchbacks of the Dolomites. Our Italy trips emphasize balance—challenging rides and are followed by authentic local food and wine. Cycling culture in Italy is unparalleled, and if you haven’t done it, we highly recommend adding a ride in Tuscany or the Dolomites to your bucket list.

“A private trip with The Cycling House was a great experience from start to finish. From the beginning, working with the team at The Cycling House allowed us to customize each day’s riding and post-ride experience, including the meals, to our group’s needs and desires. Our group had various experiences and skill levels, and everyone had a wonderful time. It was the perfect way to take The Cycling House experience and bring it to the next level. I highly recommend this option for a group of friends, a work event, or your family.”Peter F. – Tuscany.


Mallorca is a triple-threat destination: the cycling, culture, and cuisine here are all phenomenal, which is why pro cycling teams often make the Spanish island their winter training home. Girona is the new kid on the block and has quickly become a major European cycling destination. Why? The options for road and gravel from Girona are abundant, and the Mediterranean climate makes this a wonderful destination.


Laid-back and fun, our all-inclusive Tucson trips let you leave the stress behind as we take care of your food, ride support, and comfy house accommodations. Whatever you’re training for—an endurance mountain bike race, gravel rides, a Gran Fondo, or a triathlon—our Tucson camps will jumpstart your spring fitness. Road or gravel, Tucson has it all. We love Tucson for many reasons. Honestly, it’s a bit of nostalgia since it was our first Cycling House destination in 2005, and it’s the one location where we own the house from which we base the trip. Like a great book, it’s worth visiting multiple times, and the 300+ days of sunshine make this our all-time favorite destination.

“Awesome wonderful trip!! Loved it!! I enjoyed the whole trip!! From the courtesy pick-up, to bike set- up, each and every ride, skilled and capable guides, the healing energy of the sun and desert, magnificent beautiful house, hot tub, free time for solitude or socializing, tech talk by the mechanic, over the top abundant, delicious, and healthy food, morning yoga, friendly, fun top-notch staff, fun guests, lots of laughs, ping pong! I love desert riding! Beautiful all-around! So much gratitude! I highly recommend The Cycling House!” – Barbara B. – Tucson

Ride & Race

Why not combine two things you love in cycling? We’ve chosen a few of our favorite races and built an itinerary around them. You’ll get to ride the most spectacular rides in the area and preview sections of the race before the big race day. If you are planning to attend a race with a group and want to extend your trip, drop us a line and see if we can plan a custom trip around your chosen race.

2024 Calendar

Not into organizing your private trip? No problem! Join us on one of our other upcoming trips. 

Cheers to more great memories on two wheels. We can’t wait to ride with you!

– Owen & The Cycling House Crew