Day 1

The Trip Begins

Upon arriving in Santa Barbara, we will be here to give you a warm welcome.  After checking into your room, we will get all bike details or any other bike related "wrinkles" ironed out, so you can relax and enjoy the evening. Hopefully you arrive before our happy hour festivities begin at 5pm.  Our first night is dedicated to getting to know each other a little better, to discuss some trip specifics and answer any questions or concerns you may have. Dinner will be at a local gem that has been a Santa Barbara staple for over fifty years.  

Day 2

The Lake Ride

This long loop around Lake Casitas provides a little bit of everything. We will be doing the ride in the clock-wise fashion, taking to the hills of Casitas Pass first before descending into Ojai. Casitas Pass, or Hwy 150 rolls through a lot of open farmland, horse ranches and nurseries. At the top of the second hill climb, we will stop to re-group and take in the scenic overlook. The views are fabulous and you feel like you’ve been transported into a much simpler time as we begin our approach to Ojai. Ojai, "(pronounced “Oh, hi!) is a small community known for being quite artsy, open-minded and just totally laid-back. There isn’t a lot going on in Ojai and that’s exactly why we love it.

After a light lunch in Ojai, we return to Santa Barbara via the coast on the newly constructed bike path. We will pass Rincon, a critically acclaimed surf spot known around the world The waves here break in a unique fashion that attracts surfers of all levels.

Day 3

Gibraltar and Beyond

This morning begins with breakfast on the patio and a debriefing of the day's events.  Today's ride is one of my all-time favorites and a great way to see Santa Barbara in all it's glory.  Leaving from downtown, we head towards the Historic Old Mission, past the prize-winning rose garden, gradually winding up to the base of Gibraltar Road. Gibraltar is one of California’s claims to fame when it comes to spectacular mountain road rides. This past year, the Amgen Tour of California utilized this road for the second time as a Stage Finish. If that doesn’t tell you something, I don’t know what will. It is approximately 8 miles long and summits at La Cumbre Peak, the highest point in Santa Barbara. We’ll continue along East Camino Cielo or “the ridge” as the locals refer to it as.

We ride the ridge all the way to the end, crossing Hwy 154 and making our way up to Lizard’s Mouth. The views from West Camino Cielo are magnificent and even though this road dead-ends at dirt it is well worth the out and back.

As we make our way back towards Santa Barbara, we will climb back up ECC and descend down the famous Painted Cave and Old San Marcos Roads. Painted Cave has been called ‘one of the steepest roads in the US.’

Day 4

Go Big with Fig

After breakfast, we shuttle to Santa Ynez Valley to ride good ol’ Figueroa Mountain. Warming up on the rolling flats of Happy Canyon, past ranches and vineyards you’ll notice we’re in a much different locale that still adheres to a slower pace of living and honors the rural and rustic love of simpler times.

We reach the base of Figueroa Mountain and the climbing begins. Make sure to ride at an enjoyable pace because Fig is what we refer to as “the gift that keeps on giving.” The climb is long and never gets too steep, but remains challenging at best. Take time to look around enjoying the natural beauty and the endless amounts of open land and naturally preserved forests.

After a descent that needs to be taken slowly and with care, we ride Figueroa Mountain Road back through the small towns of Los Olivos and Ballard. We have been invited to have lunch and rinse off at a friend’s house before an afternoon of wine tasting at one of Santa Barbara’s most beautiful and award-winning wineries, the Demetria Estate.



Santa Barbara is a small piece of heaven on earth. The Santa Ynez mountains cradle the Pacific Ocean in a magical juxtaposition of scenic beauty.  Santa Barbara is a uniquely picturesque place that needs to be seen with your own eyes and inevitably felt with your soul.

The road riding here is unlike anywhere else.  The accessibility to a seemingly endless variety of mountains, rolling hills and flat roads makes this cycling destination a must for anyone who enjoys taking in extraordinary panoramas while on a bicycle. 

Santa Barbara has a small town feel and is known for being a quieter and more classic Californian escape.  The restaurants, wineries and coffee shops boast their locally grown thoughtfully produced food and drink, which are the perfect compliment to long days spent on the bike.