A top destination for road cyclists from around the world, the peninsula’s Skyline Boulevard offers breathtaking scenic rides along the ridge of the Santa Cruz Mountains. As the road winds its way through an awe-inspiring landscape—past majestic redwood forests, undulating farmlands and picturesque vineyards—it delivers challenging climbs, thrilling descents and intriguing hidden routes. Well-surfaced roads and a superb climate draw locals and pro cyclists year-round.

“It’s rare to find a gem like Silicon Valley. Though the heat map is hot with cyclists spinning from dawn to dusk, the rides are quiet and seemingly undiscovered, offering many hidden roads. That you’re so close to the real world is an aspect found nowhere else.” Tim Johnson, USA Cycling

“Having stayed at, and ridden out from, Rosewood Sand Hill, I can say it is one of the top cycling destinations in North America. It’s an incredible experience, pairing world-class biking with great venues for pre- and post-ride enjoyment.” Chris Guillemet, Velofix



Take in Northern California’s spectacular natural beauty as you ascend above Silicon Valley. The peninsula offers diverse terrain and a variety of routes, from leisurely spins to strenuous loops. To ensure you have the most rewarding outing, our team is available to customize an itinerary based on your skill level, ride goals and scenic preferences.

Top Bay Area Routes
SF Bay Area - Peninsula Cycling Guide


If you need gear, our local partner Velofix is on hand to assist. Without leaving the hotel, you can secure a bike which has been fully stocked with all of the parts and accessories you’ll require for your ride.


For inquiries or reservations:
Please call +1 650 561 1525