Go Private with The Cycling House

We are excited to announce our expanded private trip destinations for 2024 & 2025. 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 Cycling Tour

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 area’s best routes. 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 often you return to this special part of Montana, you’ll discover something different and uniquely beautiful each time.

Private Dates:

  • June 30th – July 5th, 2025
  • July 7th – 12th, 2025
  • Other dates and lengths possible


Montana Gravel

Ready for an epic backcountry gravel adventure? Join us in Montana, where we’ll show you our favorite routes based on 20-plus years of pedaling around Big Sky Country. Our home base for the week is the Cliff Ranch in Ovando, just 45 minutes from downtown Missoula. We’ll ride on primarily double-track dirt roads, searching for that famous champagne gravel. We’ll plunge down fun mountain descents and muscle up challenging climbs along the way. This camp includes riding sections of the Great Divide, an over-3,000-mile route that stretches from Canada to Mexico. Expect stunning scenery, serene roads, and perfectly excellent riding conditions. To top it all off, a Cycling House chef will prepare you a healthy breakfast, lunch, and dinner.

Private Dates:

  • May 20th – 25th, 2025
  • June 10th – 15th, 2025
  • September 15th – 20th, 2025
  • Other dates and lengths possible


Arizona – Fall and Winter Getaway 

A private trip in Tucson, AZ, means the complete takeover of The Cycling House for you, your friends, and your family. Enjoy a custom road or gravel riding itinerary, indulge in curated chef-prepared meals, have the full support of awesome TCH guides, and – ultimately – soak up a trip for the ages with the ones you care about most.

Private Dates:

  • October, November, December 2024 & 2025
  • January 8th – 12th, 2025
  • April 22nd – 27th, 2025
  • Other dates and lengths possible


Arizona & New Mexico Gravel Adventures

We have a new mixed-terrain itinerary coming in 2025: This Arizona/New Mexico trip features gravel and pavement riding around the spectacular Chiricahua Mountains, the largest Sky Island mountain ranges. After searching far and wide for a unique gravel destination, we discovered this magical place with an incredibly diverse ecosystem and fascinating geology. If you love gravel, this trip is for you and your crew!

Private Dates:

  • October/Novmeber 2024 & 2025
  • April 29th – May 3rd, 2025
  • Other dates and lengths possible


California Wine Country

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 Dates:

  • October/November, 2025 & 2025
  • March 23rd – 28th, 2025
  • April 13th – 18th, 2025
  • April 20th – April 25th
  • Other dates and lengths possible


Tuscany, Italy

If your idea of a Tuscan bike vacation evokes visions of rolling golden hills, mid-ride espresso stops, climbs to medieval hilltop villages, wood-fired pizza, and a nightly glass of Chianti, you’re spot on for what you’ll experience during this cycling camp. We’ve curated our favorite road and gravel routes, ranging from 40-70 miles, to showcase a variety of areas in the Tuscan countryside, with options to go fast, slow, long, or short. Don’t worry; there will be plenty of downtime to enjoy this spectacular region. Wine tasting, a cooking class, soaking in a natural hot spring, and touring Siena are all on the itinerary.

Private Dates:

  • Strade Bianch Ride and Race – March
  • May 17th – 23rd, 2025
  • Other dates and lengths possible


Mallorca, Spain

The rugged island of Mallorca was a well-kept secret until professional cycling teams (Team Sky) discovered it was the perfect winter training destination. It’s no surprise why cyclists are drawn to this Spanish paradise, given its temperate climates, European cultural influences, dramatic mountains, and breathtaking Mediterranean backdrop. Expect challenging days with mountain ascents balanced by mellow, rolling inner-island rides featuring significantly less climbing. No matter the route, you’re guaranteed spectacular views and café stops for espresso, pastries, or traditional Spanish treats. Off the bike, you’ll have the opportunity to explore the local Mallorcan culture and experience the region’s traditional food and wine.

Private Dates:

  • April 28th – May 4th, 2025
  • Sept 29th – Oct 5th, 2025
  • Oct 15th – 21st, 2025
  • Oct 21st – 27th, 2025
  • Other dates and lengths possible


Girona, Spain

Many professional riders have chosen Girona as their home base and training hub for years, thanks to its vast network of scenic, world-class roads. The terrain is amazing, including paved and gravel roads, with everything from rugged coastlines along the Costa Brava to farmlands and the foothills of the Pyrenees.

We love the beautiful walled city of Girona for many reasons, mainly because it allows guests to immerse themselves in Spanish culture. Our accommodations are ideal for exploring the narrow, winding European streets on foot. Stroll down to Espresso Mafia or The Service Course for a pre or post-ride espresso and take in Girona’s vibrant cycling culture. We can’t wait to show you why Girona has become a cycling mecca.

Private Dates:

  • April 1st – 6th, 2025
  • April 23rd – 29th, 2025
  • Other dates and lengths possible


What Our Guests Say

“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.

“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

“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

Our Complete Trip Calendar

Not into organizing your private trip? No problem! Join us on one of our other upcoming trips. You can view all of our upcoming 2024 and 2025 trips here.

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

– Owen & The Cycling House Crew