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California Wine Country Explorer Bike Tour 2020

Napa to Healdsburg

Our signature California Wine Country vacation provides a full-bodied blend of panoramic views, flavorful wines, quaint towns, and scenic cycling along twisting byways past vineyards, farms and countryside. California wine country is known internationally for its weather and soil that produces some of the world's most delicious wine. We'll show you some of the lesser-known treasures of this region including the quietly emerging craft spirits and cider brewing scene. We'll pedal the gently undulating terrain that traverses vineyard after vineyard, stopping to sample exclusive wines, fresh California cuisine, and contemporary accommodations. Relax at the completely renovated Indian Springs Resort--a Spanish Mission Revival oasis with a chic, bohemian touch--and the sleek but playful H2 Hotel. You can be as leisurely or as focused as you want, but make no mistake, Trek Travel has crafted this vintage wine tour with you and your travel partners in mind. Book your trip with confidence »

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6 Days & 5 Nights
Rider Type: ?
2 - Recreational Non-riders Welcome
Prices Coming Soon View All Details
Trip Wows
Visit one of California's sacred treasures, the Redwood Forest
Revel in an exclusive and beloved tour, tasting, and picnic lunch at family-owned and -operated Summit Lake Vineyards
Discover the varied and vineyard-lined terrain of Sonoma County's big three appellations: Russian River, Dry Creek Valley, and Alexander Valley
Soak in the terroir of the valley with more than just wine: the mud bath at Indian Springs is known to have rejuvenating and healing effects
Watch the Experience
Touring by bikes is perhaps the best way to experience the landscape of a region. Sonoma and Napa are beautiful with great wineries, vineyards and art houses along the routes.
-Julie, Trek Travel Guest

Dates & Prices

The Earlier You Book, The Greater The Rewards

We reward our guests with lower pricing and more dates to choose from the earlier you book. Rest assured, once you book, your price and date are guaranteed.
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There are currently no dates available to book for this trip or it is by request only. Please contact a Trip Consultant for more information on available dates.
Don't see your ideal travel date? 
Call us at (866) 464-8735 for custom date availability
Looking for a one of a kind, once in a lifetime experience?
Look no further. Choose your trip date, get your group together and we will do the rest. Private trip pricing is as follows:
2020 - June 1, 2021 Departures:
  • 6+ Guests    Price as advertised*
  • 4-5 Guests +$500 per person to trip price*
  • 2-3 Guests +$2,500 per person to trip price*
  • 1 Guest        Call us for pricing*

2021 Departures After June 1, 2021:
  • 10+ Guests Price as advertised*
  • 8-9 Guests +$500 per person to trip price*
  • 6-7 Guests +$1,000 per person to trip price*
  • 4-5 Guests +$1,500 per person to trip price*
  • 2-3 Guests +$3,000 per person to trip price*
  • 1 Guest        Call us for pricing*
*Pricing, availability and guest minimums are all subject to change at any time. Certain dates have a minimum number of guests required, please contact us for details. Private pricing is not available on Ride Camp, Race, Special Edition or Cross Country style trips.
Looking for a date that you don’t see?
Look no further. Simply tell us your preferred travel dates and we’ll work together to deliver the same great trip on your custom schedule.
*Pricing, availability and guest minimums are all subject to change at any time. Certain dates have a minimum number of guests required, please contact us for details. Custom dates are not available on Ride Camp, Race, Special Edition or Cross Country style trips.
Want to customize this trip?
We've got you covered. We’ll work with you to build your perfect vacation from scratch, including your choice of riding, accommodations and dining options. With the help of our trip designers and travel experts, the world is available like never before.
*Pricing, availability and guest minimums are all subject to change at any time. Certain dates have a minimum number of guests required, please contact us for details. Custom trips are not available on Ride Camp, Race, Special Edition or Cross Country style trips.

NEW FOR 2020: MEETING PLACE NOW AT THE WESTIN VERASA (NAPA, CA) AT 9:30 AM. Your trip begins bright and leisurely in downtown Napa, where you'll get a feel for the weekend buzz of a trendy, developing young city. After a quick shuttle, your guides will get you geared up to ride to the Clif Family Winery Tasting Room, a local cycling hotspot owned by the Clif family (of Clif Bar fame). Sample the signature Clif Family Wines, inherently well-paired with their gourmet, on-site food truck specialties. After lunch and a meander through their charming courtyard, and with a few Clif Family pantry treats tucked into your daybag, depending on timing you'll ride west through the valley into Calistoga, where you'll enjoy two nights at the high level bohemian hideaway, Indian Springs Resort and Spa. On your way, pass by the world-famous Culinary Institute of America at Greystone, the historic Charles Krug Winery and beautiful Markham Vineyards. This evening we’ll gather for drinks and dinner at Sam's Social Club. Offering rustic American cuisine prepared with the freshest seasonal ingredients, you'll find a new twist on classic dishes. Paired with artisan cocktails, local wine, or a craft beer that's brewed on site, you won't second guess why the NY Times hailed it, "the tastiest food in Napa Valley."

Today's Ride:

Napa to Clif Family Winery
Approximately 18 miles with 860 feet of climbing

Today's Activity:

Wine Tasting at Clif Family Winery


Indian Springs Resort and Spa

Included Meals:

Social Hour | Dinner

Options abound today as you leave the Napa Valley and pedal into the pristine Pope and Chiles Valleys. You’ll ride switchbacks through high canyon walls and hillsides covered with scrub brush as you make your way along the shores of Lake Hennessey. Enjoy the peace and tranquility of wine country over a gourmet Trek Travel picnic and private tour of Summit Lake Vineyards, residing high above the Napa Valley on Howell Mountain. Owners Bob & Sue Brakesman made their dream a reality on a small plot of land over 40 years ago. Today, Bob’s daughter, Heather shares her passion for this lifestyle with every Trek Travel guest that passes down their gravel driveway. Spend the afternoon discovering Calistoga on foot or relaxing at the incredible Indian Springs Resort and Spa. Have a soak in their very own Olympic-sized mineral pool, built in 1913. Or, take to their spa and enjoy a signature mud bath of volcanic ash which is unique to the region. The Indian Springs property is blessed with rare resources such as the geysers and a volcanic ash deposit which have inspired a long tradition of healing and renewal. (Please make any spa reservations at Indian Springs Resort & Spa before your trip for any time after 4:00 PM today.) This evening, dine on your own at a suggested bistro or any other in town.

Today's Ride:

Calistoga to Summit Lake Vineyard
Approximately 37 miles with 3,400 feet of climbing

Short Option:

Calistoga to Pope Chiles Valley Country Store with shuttle
Approximately 30 miles with 1,700 feet of climbing


Indian Springs Resort and Spa

Included Meals:

Breakfast | Lunch

Today we’ll cycle north from Napa Valley into Sonoma County. Enjoy a morning climb to cross the county line or opt to take a shuttle over the hills and save your energy for the eucalyptus-lined country roads of the Knights and Alexander Valleys. Take a break from pedaling and stop to taste a crisp Sauvignon Blanc at Silver Oak or a robust Zinfandel at Alexander Valley Vineyard. Lunch is on your own in the quaint and inviting town of Healdsburg, your home for the next 3 nights. Spend the afternoon by the pool or indulging in an afternoon nap. Or wander the town plaza and the many boutiques and galleries nearby, stopping for a cappuccino at the guide favorite, Flying Goat Coffee. Tasting rooms abound in town, making it convenient for you to stroll around and discover a new favorite wine. Tonight, choose to dine on your own from one of the numerous exquisite Healdsburg restaurants.

Today's Ride:

Calistoga to Healdsburg
Approximately 29 miles with 1,400 feet of climbing

Avid Option:

Calistoga to Healdsburg with Pine Flats Hill Climb
Approximately 52 miles with 4,800 feet of climbing



Included Meals:


Today you’ll follow the tranquil byways through the Alexander and Dry Creek Valleys. If you’re up for it, challenge yourself on Rockpile Road, a beautiful detour through the Lake Sonoma Recreation Area with views of Lake Sonoma. You’ll pass many distinctive wineries in the Dry Creek Valley, home to more than 50 wineries and one of the top Zinfandel producing regions. Pause at your leisure to indulge your palate at local favorites such as SIMI Winery, taste from the barrel at Zichichi, or refresh with a cool, crisp, biodynamic Sauvignon Blanc in Quivira’s solar-powered tasting room on our way to lunch at the Dry Creek General Store. Established in 1881, the store is a local hot spot for delicious handcrafted lunch specials, and is loaded with unique gifts. After lunch, back in Healdsburg, experiment with a different taste of Sonoma: a Trek Travel-exclusive tasting at Alley 6 Craft Distillery. This is a true, small batch, grain-to-glass operation, nestled a few quiet blocks away from the lively town square. Maybe take a bottle of their signature Rye Whiskey home to share with friends. Tonight's dinner is yours to choose at one of the many bustling restaurants.

Today's Ride:

Healdsburg to Dry Creek Loop with Sonoma Lake Return
Approximately 41 miles with 1,920 feet of climbing

Avid Option:

Healdsburg to Dry Creek Loop with Rockpile Road
Approximately 46 miles with 2,500 feet of climbing



Included Meals:


This morning offers a great opportunity for a walk over to our guide favorite, Flying Goat Coffee. Sit and enjoy a macchiato and watch the square come alive before strolling back to the hotel for our ride start. Today we ride through the Russian River Valley, known for its tantalizing Pinot Noir on our way to the Pacific Ocean. You will follow the Russian River to its outlet and to a great café in the town of Jenner and on our way to lunch. You may even choose to cleanse the palate with a little bubbly if you decide to stop by the Korbel Winery! Then, choose a shuttle back to our hotel, or venture into Healdsburg for some shopping and a tasting at one of the many winery rooms on the square. If you decide to ride back you’ll have the opportunity to sample at a variety of wineries like Gary Farrell, Porter Creek, or Armida. Tonight you'll enjoy a social hour with your guides and fellow guests on the hotel terrace as the sun starts to set before heading down to the lively and vibrant Spoonbar to enjoy a beautiful presentation of delicious, creative Sonoma County fare. Everything about Spoonbar is a rich alchemy of art and craft, from the place to the plate. Tonight, it’s yours to indulge in.

Today's Ride:

Hotel Healdsburg to Bodega Bay with shuttle
Approximately 41 miles with 2,000 feet of climbing

Short Option:

Hotel Healdsburg to Jenner with shuttle
Approximately 32 miles with 1,600 feet of climbing

Avid Option:

Hotel Healdsburg to Jenner Return
Approximately 60 miles with 2,875 feet of climbing



Included Meals:

Breakfast | Lunch | Social Hour | Dinner

Take a final morning spin through Dry Creek Valley to loosen your legs or enjoy a peaceful morning in Healdsburg and the chance to do some last minute shopping and wine tasting in the town plaza. Sip a cappuccino at the Dry Creek General Store mid-ride while overlooking lush vineyards before pedaling back into Healdsburg. Take some time to freshen up before checking out of the hotel. NEW FOR 2020: You're guides will shuttle you at 11:00 AM, taking you to the Napa Transit Center in downtown Napa.

Today's Ride:

Healdsburg to Yoakim Bridge Loop
Approximately 21 miles with 160 feet of climbing

Short Option:

Healdsburg to Lambert Bridge Loop
Approximately 11 miles with 104 feet of climbing

Today's Activity:

Shuttle to the Napa Transit Center

Included Meals:



hotel image

Indian Springs Resort and Spa

Calistoga, California

Located in the heart of the spa town of Calistoga, this cozy bohemian hideaway tucked in the Northern end of Napa Valley celebrates its Spanish history while offering supremely comfortable, modern luxuries that will sweep you off of your feet. After a long day exploring, allow yourself to soak in the mineral thermal pools from the four on-site geysers. A unique experience you'll likely not find anywhere else!
hotel image


Healdsburg, California

Located just off the plaza in downtown Healdsburg, h2hotel is rooted in nature and fluid by design. Built to LEED Gold green building certification, all aspects in form and function at h2 take an eco-friendly view. With its location in the heart of downtown, you'll be steps away from local shops, cafes and bakeries, and several tasting rooms.

What's Included

For us, the details matter most

Every moment of a Trek Travel bike trip has more than you could have ever dreamed. More romance. More scenery. More choice. It's the little additions to every Trek Travel cycling vacation that make it truly special. And that's how we help you create more memories.


Trek Domane SL 7 Disc

It isn’t the cycling vacation of a lifetime unless you have the industry’s best bike to match. In 2019, we upgraded our fleet to feature the award-winning Domane SL 7 with Shimano Ultegra Disc brakes. Because when you combine the lightweight stability and comfort of the Domane with the superior safety and stopping power of disc brakes, you get a match made in cycling heaven. And the best part? It’s included in the trip price. Ride confidently, comfortably and longer in the most beautiful destinations around the world with the new Domane SL 7. Learn More


Trek Electric-Assist Domane+ LT

The Domane+ LT combines the best of the race-built Domane endurance bike with a slight pedal-assist perfect for climbing the toughest hills. This bike primarily functions as a road bike, but on tough hills or in strong headwinds, you can get an extra boost by using the electric assist feature. Learn More


Trek Electric-Assist Verve+

With its Low-Step frame design, hopping on and off the Trek Verve+ is super easy. The front suspension will take the edge off any bumps in the road and the Bosch system will keep you smiling from ear to ear. The integrated battery keeps this bike looking sleek as you pedal through amazing terrain. Learn More


  • 5 nights of accommodation at handpicked hotels
  • Two experienced guides to provide local knowledge, support, and camaraderie
  • Daily route support with both guides and our support van
  • Daily breakfast, 2 lunches and 2 dinners
  • 2 social hours of drinks and hors d'oeuvres
  • Ride a Trek Domane SL 7 disc or Trek Electric-Assist Verve+
  • Up to three daily route options on riding days
  • Snacks and drinks for each day's ride
  • Trek Travel Bontrager cycling jersey to keep
  • Trek Travel water bottles to keep
  • Bontrager WaveCel helmets
  • Each bike is equipped with a Garmin Edge 1030 GPS computer, flat pack, front and rear Bontrager Flare R lights, a Bontrager saddle and pedals (Shimano clipless road pedals, Shimano clipless mountain pedals, caged or flat pedals)
  • Cinch sack day bag to keep
  • All gratuities for drivers, local experts and hospitality staff
  • All luggage transfers and transportation during your trip
  • A personalized photobook of your trip
  • Entrance fees for all activities, private tours and events


  • Trek Domane SL 7 disc carbon road bike with Shimano Di2 electronic shifting or Trek 7.6 FX Hybrid bike
  • Trek Electric-Assist Verve+ also available in a limited quantity
  • Upgrade your bike to a Trek Electric-Assist Domane+ LT carbon road bike with Shimano Di2 electronic shifting
  • Trek Travel Bontrager cycling jersey to keep
  • Trek Travel water bottles to keep
  • Shimano clipless road pedals, Shimano clipless mountain pedals, caged or flat pedals
  • Bontrager WaveCel helmet
  • Bontrager men's and women's specific saddles
  • Bontrager front and rear Flare R lights and a flat pack
  • Garmin Edge 1030 GPS computer
  • Cinch sack day bag to keep
  • Upgrade your bike to include carbon wheels (+$200)
  • Coupon valued up to $500 off a new Trek Bicycle. Your coupon will be delivered via email prior to your trip.
  • For the most comfortable ride, you may choose to bring your own pedals, saddle, and helmet on the trip. Your guides will install your gear on the first day during your bike fit.


Gratuities for your Trek Travel guides are not included in your trip price. We recommend tipping 7.5-10% of your trip price for the guide team. Local currency is preferred and unless you want to tip separately, guides will divide tips amongst themselves. Please tip your guides at your discretion, based on their level of professionalism, guest care and service.
  • Airfare and transportation to and from the trip pick-up/drop-off locations
  • Lodging before and after the trip
  • Personal items purchased during the trip
  • Optional activities not scheduled by Trek Travel
  • On select trips some meals are not included. On these trips, Trek Travel invites you to explore the local cuisine at your leisure.

More Information

Rider Level: 2 - Recreational?

28 miles
166 miles
1,177 feet
7,060 feet
The terrain is generally rolling, with a few flat stretches on quiet–but sometimes narrow–roads. For those seeking more challenging rides, the hills to the east or west of the valley are sure to please even the most avid cyclist. California Wine Country is best suited for our Type 2 Riders. Our Trek Travel guides can also easily accommodate Type 1 Riders, who seek less mileage or fewer uphills, with a boost in the van. Those who wish to ride every mile but are concerned about their physical ability may want to try our electric bike option–you still get a workout but can climb alongside even the strongest rider. Type 3 Riders will enjoy the extra mileage the avid route options offer.
On most Trek Travel trips, we offer non-riding options for riders who want to take the afternoon off, or travel companions who want to spend little or no time in the saddle. Some of these options may need to be scheduled before your trip–please contact one of our Trip Consultants for more information. Expenses and/or related transportation to these activities may not be included in the trip price. Some non-riding options on this trip are:
  • Shop in boutiques around Calistoga and Healdsburg
  • Take a winery tour or indulge in wine tasting in a wide variety of wineries or tasting rooms in town
  • Walk and explore the Armstrong Redwoods State Reserve
  • Indulge in a mud bath at Indian Springs Spa

See itinerary for specific daily ride distances and elevation options. On all of our vacations, Trek Travel strives to find quiet, paved secondary roads or bike paths to experience a region; busy roads are avoided as much as possible. Our itineraries are an approximation of our trips. Trek Travel strives to offer every guest a vacation of a lifetime on every trip. At times routes, hotels, activities, etc. listed here may change at the discretion of the trip designer or guides to improve the trip experience.

Averages and totals are calculated from our "Today’s Ride" options.

Travel Details

How to Get There

San Francisco International Airport (SFO) or Oakland International Airport (OAK)
9:30 AM
The Westin Verasa, Napa, California

Say Farewell

San Francisco International Airport (SFO) or Oakland International Airport (OAK)
11:00 AM
Soscol Gateway Transit Center, Napa, California


We suggest that you arrive at least one day prior to the trip start, which will enable you to adjust to the time zone and minimize the risk of missing the trip start due to flight-related delays. We recommend that you fly into San Francisco International Airport (SFO) or Oakland International Airport (OAK). You could also fly into Sacramento International Airport (SMF).

Taxi and shuttle services are available from all airports to downtown Napa. We recommend either Evans Transportation, which can transfer to and from desired hotels and is $40-60 per way per person; or the Napa Airporter, which has 24 hour service and costs $75 per way per person.

Your Trek Travel guides will meet you at the Westin Verasa Napa lobby (1314 McKinstry Street, Napa, CA 94559) at 9:30 AM on the first day of the trip. We’ll shuttle approximately 15 minutes to the famed Oakville Grocery, where you'll take a moment to gear up and grab a little fuel. Be sure to have your cycling gear, including shoes and pedals, packed in a small bag separate and apart from your luggage. We will fit you to your bike and begin our first day’s ride to through the valley, stopping for lunch and your first wine tasting at Clif Family Winery in St. Helena.

If you will be late for the pick-up or are going to miss it altogether, please inform your guides. You will receive an email a week before the trip start with their names and contact details. If you cannot reach them, please call our first hotel, Indian Springs Resort and Spa (707) 942-4913, and leave a message with your expected arrival time and contact details.

View our pre hotel recommendations


You will say farewell to your guides at 11:00 AM at the h2hotel. You’ll then have the day on your own to explore Healdsburg or head to your next trip destination. Trek Travel provides one complimentary shuttle to the Soscol Gateway Transit Center in downtown Napa arriving at approximately 12:00 PM. Taxi and shuttle services are available to both airports. If you plan to fly out of the Bay area on Friday, please avoid scheduling your flight any earlier than 4:30 PM.

If you wish to head out directly from Healdsburg you may arrange a short taxi to the Sonoma County Airport shuttle, which offers hourly shuttles to SFO for $34 per person. Schedule available at www.AirportExpressinc.com.

View our post hotel recommendations

Planning For Your Trip

Packing and Weather

Warm sunny days (70F-80F) and cooler evenings, with temperatures at least 15 to 20 degrees cooler. Bring layers for the cooler morning and hotter midday differentials. A rain shell is also a good idea. Packing List

Before and After Your Trip


Before & After: San Francisco, California

Keep in mind that San Francisco is a city best explored via foot and cable car and involves a great deal of hill walking. Should you decide to explore before your trip start, you may want to consider giving your legs ample rest time for the cycling ahead! There are numerous attractions in the San Francisco area - from the Golden Gate Bridge, Chinatown, Fisherman’s Wharf, and Alcatraz to Ghirardelli and Union Square. For a preview and help in planning, try www.OnlyinSanFrancisco.com or one of the many websites available on the city. There are endless options, and whether you pre-plan and book your itinerary or just arrive with no plans, you’re sure to be charmed by the City on the Bay! We recommend the following accommodations for your pre- and post-trip hotel:

Customer Reviews

Why Trek Travel

Our Bikes

Our unrivaled selection of Trek Bikes sets the bar for quality and comfort. From the ultra-smooth Trek Domane SL 7 to the Trek Electric-Assist Verve+, you deserve the best ride on your vacation. Plus, we offer a range upgrade options to take you the extra mile.

Our Guides

Our guides are trained to make your trip magical. They aren't just experts in riding; they're trained in delivering uncompromising service in ways you won't believe. We know that it's the unexpected surprises that make a trip magical. That's why our guides pride themselves on anticipating your needs before you ask.

Your Day. You Decide.

Our vacations are built to deliver the ultimate in flexibility, from extreme relaxers to hard-core roadies. You pick your mileage, itinerary and experiences. We take care of the rest.

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