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US – Sonoma County Wine Country Short Bike Tour

(3 Reviews)

Sonoma is synonymous with wine and according to the tourist authority, the number one wine destination in the USA! It also happens to be a spectacular landscape for cycling with its many rolling hills, quiet country roads and coastal access. Just like in neighboring Napa, food ranks high here too; farm to table offers and tradition are honored and to be enjoyed. On this journey, breathe in fresh wine-country air and take in view upon view as you travel off the beaten path and cycle roads that only the locals know. Begin your journey with a rides from Sebastopol, a fantastic launching point for true road riding, then ride north along rolling, wooded roads to Healdsburg, one of the jewels in wine‐country destinations. The restaurants are world‐class, the evening walks through town entertaining, but the roads and the rides are top‐notch! Complete your journey with a scenic ride back south to Sebastopol via the Pacific coast for some amazing riding and scenery. 

Arrival & Departure Locations

Sebastopol to Healdsburg 
Depart Sebastopol; Recommended to arrive in Santa Rosa

Price Includes


  • Luggage transfers as required by route
  • Private Welcome Orientation on Day 1, with expert staff to go over your route book, bike set up and cover the days ahead
  • Helmet, clip-less pedals available upon request 
  • Bike delivery and pickup
  • RideWGPS navigation or GPX files for your device
  • Assistance in planning pre and post-trip travel
  • Telephone support throughout the trip

Lodging – we can include it, or you can book your own.  Space is always subject to availability and rates vary by weekday to weekend, and room category.  

Choice of Bike Rental; we do not discount services for bringing your own bike.  We can operate these tours because of rental income with our fleet of bikes. See info below in Rates section.



Suggested Standard Hotels:

  • Sebastopol: The Sebastopol Inn
  • Healdsburg: L&M Motel

Upgraded Hotels are many in Healdsburg, not so many in Sebastopol.

Note: We strongly encourage advance bookings as Healdsburg space is hard to obtain during summer months.  

Want to book your own AirBnB in Sebastopol or Healdsburg?   We can work with you on this as long as the property is within the town limits – contact us for more information!

About: A number of different places of lodging are available in Healdsburg.  We allow you to book your own lodging if you can ensure secure bike storage for our rentals.  Please inquire.


Optional Add-On Experiences

Guides & Local Support

Local Expert: This self guided trip is supported by our local Pure Adventures representative, Denver, from his bike shop in Sebastopol. As our local expert, Denver is passionate for cycling and has ridden all the routes and many more. He is extremely service-oriented and looks forward to meeting you before the start of your cycling adventure! He is available by phone throughout the trip, should any questions or problems arise – he’s your guy!

Tour Highlights
  • Self guided cycling allows freedom of dates, no minimum group size
  • Wine country and the best American wines for exploration
  • Scenic rides through rolling hills, vineyards and beautiful coastal views

Need to Know: 

  • September & October are very high seasons and availability is difficult.
  • Best time to travel: May-June, November is great with fall colors.
  • The riding is optimized for road rides and more experienced cyclists.  Hybrid bikes and long distance ebikes are not available for this tour. 
  • SAG – you can hire vehicle support, offered with a local destination expert with bike mechanic skills and tools. Note: SAG is not a professional WFR guide

Day 1Arrival - Ride to Sebastopol: 69 km / 43 mi

Arrive around 12:00 pm/noon to have a lunch on your own followed by orientation and your trip’s start. Meet Denver, our local expert and bike shop manager, this afternoon in the lobby of the DoubleTree Hotel in Rohnert Park, CA to review in detail your Route Book and reservations. Depending on how you arrive, this day can be modified. You can ride from Rohnert Park to Sebastopol, or you can do a loop ride around Sebastopol after meeting at our bike shop. Denver will get your luggage to your hotel for tonight in Sebastopol. It will be waiting for you when you arrive on your bike.

Arriving in Rohnert Park is easy with the Sonoma County Airport Express from SFO or Santa Rosa Airport (STS) ; ask us for information. There is also now the SMART train between San Rafael and Santa Rosa airport (STS) that stops in Rohnert Park. Finally, if you rent a car or drive your own, you can come directly to Sebastopol.

Ride Rohnert Park to Sebastopol: 43 miles Elevation: +2170ft / -2196ft Max Grade: 8.9%
Loop Rides from Sebastopol: various options possible up to 64 miles. We will tailor to fit your arrival plans.

Overnight: Sebastopol

Day 2Sebastopol Loop Ride: 74-119 km / 46-74 mi

Today is a day of options. There’s so much to see and experience from the saddle on your first full day of riding. Check out the mileage, elevation, and points of interest and pick the ride that suites you most!

Ride 1 – Sweetwater, Mays, Green Valley 46 mi / 2800’ – Sweetwater Springs is a local favorite. It connects Dry Creek Valley to the Russian River Valley. Sweetwater Springs has two climbs and one section of the second has grades up to about 16%, but only briefly. The initial descent into the Russian River Valley is pretty technical but the road surface is very good, much better than the part you climbed on. The Russian River Valley area is the best place to look at redwood trees. A short detour on this route would take you to Armstrong Redwoods, and admission for bicycles is free. Guerneville is a great place to take a break at Coffee Bazaar. The next two climbs, Mays and Green Valley are separated by a section on 116. Moderate traffic level and no shoulder on this section of road.

Ride 2 – Sebastopol Bodega Bay 41mi./4,500′ – Another local favorite this short-ish ride has plenty of punchy climbs, technical descents and the occasional flatter roads. You may see no more than 5 cars on Bay Hill and Coleman Valley Roads combined, giving you some solid mileage on quiet, scenic roads.

Ride 3 – Sebastopol Marshall Loop 74mi./5,000′ – This longer route extends to the south onto the famed Pacific Coast Highway. After about 5 miles adjacent to Tomales Bay (home of the San Andreas fault) you turn inland and climb the Marshall Wall. A lot of beautiful country roads await you here. The ride along Tomales Bay is really beautiful but it’s a workout because you’re either climbing or descending with and without technical cornering. It takes constant effort to keep a fast pace on this kind of terrain, a great ride for a confident cyclist.

Distance (1): 45.9 miles Elevation: +2859 / -2858 ft Max Grade: 13.8%
Distance (2): 41.5 miles Elevation: +4786 / -4792 ft Max Grade: 13.6%
Distance (3): 73.6 miles Elevation: +4893 / -5008 ft Max Grade: 10.9%

Meals: breakfast
Overnight: Sebastopol

Day 3Sebastopol to Healdsburg: 42 or 77 km / 26 or 48 mi

Leave your bags with the front desk this morning and hit the road to your next destination in Healdsburg, due north and one of the most idyllic Sonoma wine country towns! There are 2 ride options today; one is moderately easy and the other is more direct and slightly more challenging. You will depart Sebastopol and gradually work your way north. Both rides start the same taking you through small towns like Forestville and Forest Hills on the Russian River. The routes split after this with the shorter going more direct to Healdsburg and passing several wine estates. The longer takes you to Windsor and east of Healdsburg before returning back south into town. Both rides are rolling with some short climbs and a countryside that’s punctuated by hillside vineyards and stunning views.

Distance: 48 miles Elevation: +2046ft / ‐ 2019ft Max Grade: 8.5%
Distance: 26 miles Elevation: +1176ft / – 1144ft Max 8.3%

Meals: breakfast
Overnight: Healdsburg

Day 4Healdsburg Loop Ride: 60-87 km / 37-54 mi

Relax and enjoy a second day in Healdsburg. Today is another day of options where you can choose the loop ride that suites you most. Check out the mileage, elevation, and points of interest before selecting your route.

Ride 1 – Pine Flat
This out‐and back is a popular road for those that want to school their climb. Since this road is a dead end, traffic is pretty light. The first part of the climb is pretty mild but the last bit hits 20%.

Ride 2 – Geysers
Geysers Road is a long stretch of remote back road. One of the best things about this road is that in 25 miles of riding you are likely to see no more than 5 cars. It’s like having a private road. After the first two climbs you have a long, gradual descent into a long and deep canyon. If you’re from an area where canyons are uncommon then this ride is a treat.

Ride 3 – Westside/Chalk Hill
Cycling is certainly not all about climbing; sometimes you just like to go fast and far. This loop is one of many variations of valley loops that take advantage of the flatter roads that also have minimal car traffic. Parts of these roads are used in various triathlon events and you can routinely see teams practicing here.

Distance (1): 37.3 miles Elevation: +3928 / ‐3928 ft Max Grade: 19.4%
Distance (2): 55.8 miles Elevation: +4252 / ‐4252 ft Max Grade: 13.6%
Distance (3): 54.2 miles Elevation: +1776 / ‐1776 ft Max Grade: 6.3%

Meals: breakfast
Overnight: Healdsburg

Day 5Healdsburg to Sebastopol via Coast: 50 or 90 km / 31 or 56 mi

Last ride day – but only if you want it to be! Another day in Healdsburg is easily added! There were 3 routes offered and you can do another one with an extra night added tonight – ask us for a quote and extension!

We will pick you up and transfer you to the Pacific Coast to start one of 2 amazing rides back to Sebastopol. If time is not in your favor and you need to take the coast option today to finish in Sebastopol, we offer a choice of 2 rides; 31 miles with moderate climbing or 56 miles and challenging. Denver will get you in the morning and take your luggage along for you to collect at the end of your ride.

Both Sebastopol return rides start at Duncan Mills.
The shorter ride takes you along the beautiful Russian River to the coast and down through Sonoma Coast State Park on Highway 1. You continue south a little then turn back east and meander over rolling countryside back to Sebastopol!

The longer version leaves Duncan Mills and goes north making a challenging loop via Cazadero over some big climbs and the to the coast coming south through the Russian River State Marine Conservation Area into Jenner. Then you pick up the same course as the shorter ride and finish back in Sebastopol.

Shorter: 31 miles +2750ft / -2694ft max 14%
Longer: 55.6 miles +5161ft / -5106 max 14%

Finish back at the bike shop where you can collect your luggage and change clothes. This is the end of included services. If you want to add an extra night in Healdsburg or here in Sebastopol, please let us know at the time of booking your tour. From Sebastopol you can return to Rohnert Park by Uber/Lyft/Taxi and from there pickup one either the Airport Express bus or Smart Train.

Meals: breakfast

sonoma bike tour

Self Guided Tour Rates: (based on double occupancy)

Superior Three & Four Star Hotels: subject to availability, or upgrade

Rates start at $325/person, however if you arrive and depart in Sebastopol a discount is available. Ask us for a quote with rates subject to services requested:  Contact us

  • Tell us your private group size – ideally with minimum 2 person
  • small groups can enjoy savings
  • Tell us your lodging preferences – or if you want to book your own
  • Add SAG support for 2+ persons; can be shared by all participants
  • SAG support is an optional add on in lieu of self guided riding with luggage transfer. It is not with a ride guide but support vehicle only. The rate shown includes picnic lunches, mechanical support, and a ride for tired persons.

Road Bike Rental: $250 for 5 days
2019 Scott Addict 10 disc  See bike specs and details 

Other bikes available for rent in Sonoma, but not suitable for this above itinerary.  We can adapt rides.
E-bike Rental: from $90/day; discounts for longer rentals
Hybrid Bikes:  from $50/day; discounts for longer rentals

Ask for more details

Make it Custom: Do you like this tour but want to make it different? Tell us your wishes & we will quote it!


How do our tours compare to similar trips? You Get MoreIf you compare price, we are much less than guided trips with similar experiences. In our private, independent format, you get much more than what most traditional self guided tours offer, plus it’s a better experience! Our team has gone to great lengths to build and create exceptional tours all over the world, vacations that will give you lifelong memories. From the accommodations to the bikes, to the routes themselves, we hold each component of our tours to a very high standard. We are dedicated to empowering people through travel!
Ready to book? Our well-traveled, knowledgeable and dedicated team is standing by and eager to make your travel dreams come true. Call now at 800-960-2221 (USA/Canada 8 am-5 pm MST) +1.480.905.1235; or email us.


3 Reviews
Sort By:RatingDate

Kevin P

Couple Traveller

trip went very well. Bike rentals and Denver were excellent. perfect fit. and, he came out one morning to fix a flat in Glen Ellen.

August 3, 2019

Rick H.

Couple Traveller

The trip went really well, despite the minor issue with flats; Denver was a solid support person for us.

From my point of view, the only issue was the quality of the hotel in Sebastopol, and even then, the staff for the most part was very nice. As for Healdsburg, ideally the hotel would be near the square, so that one can walk rather than Uber to dinner. I know Healdsburg is a popular place, however, so getting rooms near the square can be tough. The Gaige House is terrific — more nights there (rather than Sebastopol) would be great.

August 6, 2018

T. Millington

Group Traveller

We went to Napa…4 girls on a bike tour

June 16, 2016