The top package of the two-day San Francisco to Pebble Beach road ride: a company offsite on pro-level carbon bikes, with an oceanfront hotel, a multi-course dinner and a champagne toast at the finish. A private guide rides with your group for about 130 miles of California coastline, and a support van and driver stay close the entire time.
Everything is planned for you, from the bike setup to the dinner reservation. It suits small leadership teams, founders celebrating a milestone, and groups of friends who want the full version of one of the most unique team building activities on the coast.
What's Included
- A pro-level carbon road bike with electronic shifting, Shimano Di2 or SRAM AXS, for every rider
- An expe
The top package of the two-day San Francisco to Pebble Beach road ride: a company offsite on pro-level carbon bikes, with an oceanfront hotel, a multi-course dinner and a champagne toast at the finish. A private guide rides with your group for about 130 miles of California coastline, and a support van and driver stay close the entire time.
Everything is planned for you, from the bike setup to the dinner reservation. It suits small leadership teams, founders celebrating a milestone, and groups of friends who want the full version of one of the most unique team building activities on the coast.
What's Included
- A pro-level carbon road bike with electronic shifting, Shimano Di2 or SRAM AXS, for every rider
- An expert local guide on the bike with the group, either the owner or a senior guide
- A support van and driver with upgraded provisions
- One night at an oceanfront hotel on the coast, double occupancy
- A multi-course dinner at a top local restaurant, plus all meals on the route
- A champagne toast at the Pebble Beach finish
- Guide ride photography, your preferred pedals and bike transport back to San Francisco
Two Days on the Coast
On day one the group covers about 75 miles and roughly 3,200 feet of climbing. Coffee, pastries and a careful bike fit at the shop come first, then the route heads through the park and down the coast. Highlights include the car-free Devil's Slide Trail, a cafe break, a picnic lunch near Pigeon Point Lighthouse, the bluffs of Wilder Ranch and the ride along West Cliff Drive past Steamer Lane to the oceanfront hotel.
Day two is about 55 miles with roughly 2,000 feet of climbing. After breakfast the route crosses farm country to Moss Landing, joins a car-free trail past Fort Ord Dunes and Cannery Row, and enters the 17-Mile Drive, where cyclists ride free past the Lone Cypress, Bird Rock and Spanish Bay. Lunch is at The Lodge at Pebble Beach, and the group finishes with a toast at Pebble Beach before the bikes are loaded for the trip back.
Planned From Start to Finish
The team handles the route, the timing, the meals and the hotel, and gives personal recommendations for lodging in San Francisco the night before and on the peninsula the night after. Those two nights are not included. For company offsite events, this means your group can focus on the ride and the conversations instead of logistics.
Who Should Ride
The ride is for experienced riders who can handle two long days on open roads. Riders who want help on the climbs can switch to a pedal-assist e-bike, and the van can give anyone a lift at any point. Groups of two to eight riders keep it personal. The pro carbon bike is already part of this tier, so there is no bike upgrade to add.
Optional Extras
Add-ons include an e-bike swap, a single room at the oceanfront hotel, a 60-minute sports massage after day one, a van ride back to San Francisco for riders and their gear, and a pro photo package with a high-resolution gallery delivered within two days of the ride.
Good to Know
The shop has been locally owned for more than a decade, and past riders rate the team 5.0 stars across more than 1,300 reviews. Pricing is per rider with double occupancy, and a minimum of two riders is needed to run the ride.
Why Book the Full Package
Electronic shifting stays crisp on long climbs and fast descents, and the oceanfront hotel puts the night between the two ride days right by the water. The multi-course dinner gives the group time to relax together after the longest day, and the champagne toast marks the finish. For a leadership team, it is a company offsite that people remember long after the slides are forgotten. The guide also takes photos throughout both days, so the group comes home with the story of the ride as well as the memory of it, and the van means nobody has to carry more than a phone and a jacket.
How to Book
Pick a date and guest count on this page to see the price for your group, then send a request to book. The team confirms the dates, the bikes and the hotel before the ride.