West Coast
Recreational
Healdsburg, California | Yountville, California
Armstrong Redwoods to Healdsburg
Approximately 24 miles and 1,230 feet of Elevation
Your Trek Travel guides will meet you at the Westin St. Francis Hotel lobby, by the large grandfather clock at 9:30 AM on the first day of the trip. After a private shuttle (90 minutes) we’ll arrive at Armstrong Redwoods State Natural Reserve, which, in the 1870's was set aside as a natural park and botanical garden by Colonel James Armstrong, a lumberman who recognized the beauty and natural value of the forests he harvested. You'll enjoy a gourmet picnic lunch among these towering giants, and lavish in the grandeur of California's Coastal Redwoods. Following lunch, we'll fit you to your Trek bike for the week, and you can take to the road for a maiden voyage. Today we ride through the Russian River Valley, known for tantalizing Pinot Noirs which you can sample at wineries like Gary Farrell, Porter Creek, or Armida. Each have a different approach, terrior and flavor that makes this region famous. Tonight you'll gather with your fellow travelers for a glass of wine from a local vineyard, before dinner at the famed Charlie Palmer's Dry Creek Kitchen, for a selection of local, sophisticated dishes that will fuel you for the days ahead.
Chalk Hill Loop
Approximately 37 miles with 900 feet of climbing
Chalk Hill to Jimtown Store with Shuttle
29 miles with 800 feet of climbing
Chalk Hill with Pine Flat Road
60 miles with 3100 feet of climbing
Today you’ll enjoy the rustic simplicity of tranquil byways over Chalk Hill and through the Alexander Valley. You’ll head south, circumnavigating Healdsburg, beneath a horizon of endless vineyards. Along this stretch of road you'll see the grapes, smell the fermentation, and almost taste the wine. You’ll pass many unique and distinctive wineries that will tempt you for a visit on our way to the suggested lunch stop of Jimtown Store, a Sonoma County Landmark with some of the best sandwiches west of the Mississippi! If you’re feeling up for a challenge after lunch, Pine Flat Road is just around the corner. This 11-mile climb entertains local cyclists and pros alike with a challenging climb that's rewarded with views of the surrounding valleys. If it's not for you, take a shorter option to town and enjoy our charming accommodations. Or, wandering the town plaza of Healdsburg is a must, with its small-town charm and historic appeal. Or simply enjoy an afternoon glass of wine at the hotel. Tonight you'll gather with your fellow travelers for an incredible Californian farm-to-table feast at our local favorite restaurant, Shed. It is here that the farm culture of Sonoma comes to life and is embodied in fresh, local savory foods that make this area second-to-none.
Alexander Valley Loop
Approximately 30 miles with 1,100 feet of climbing
Alexander Valley Loop with Lake Sonoma Return
Approximately 60 miles with 4,200 feet of climbing
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 you’ll follow the tranquil byways through Alexander and Dry Creek Valleys on your way to lunch at the local's Dry Creek General Store. Fuel with a gourmet sandwich with locals, expert travelers, farm hands, and vineyard owners alike, all surrounded by an incredible view over the vines. If you’re up for a challenge this afternoon, tackle Rockpile Road, a beautiful detour through the Lake Sonoma Recreation Area with views of Lake Sonoma. Along the way 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. Stop and taste wines from the barrel at Zichichi, or a cool, crisp, biodynamic Sauvignon Blanc in Quivira’s solar-powered tasting room. Tonight you'll celebrate a hard-earned meal at your choice of one of Healdsburg's many top restaurants with suggestions from your guides.
Healdsburg to Calistoga with afternoon shuttle
Approximately 27 miles with 1,500 feet of climbing
Healdsburg to Yountville
Approximately 48 miles with 2,200 feet of climbing
Today, you'll make your way out of Healdsburg to Yountville, a charming town well known by foodies for Thomas Keller’s French Laundry, along with a host of incredible high-end foodie establishments. Begin your day with a ride through the beautiful Alexander and Knights' Valleys, home to some of the finest Sauvignon Blanc, Cabernet Sauvignon, Malbec, and Merlot due to the high heat of summer and grapes ripening to their fullest potency. You'll soon crest the hill marking the transition into Napa Valley, before descending into the spa town of Calistoga where you can enjoy lunch on your own with the help of your guides. Choose to hop in the van for a quick ride to the hotel where you can sit by the pool or book a massage at the renowned Villagio Spa (please pre-book in advance by calling 707 948 5050) or complete your ride down the famed Silverado Trail, home to some of the finest wineries in Napa Valley. Rejoin your newfound friends tonight for a short walk to dinner at the well-known Hurley's Restaurant with its lively bar and expansive outdoor patio, a favorite among local winemakers.
Yountville to Summit Lake Vineyards with shuttle
Approximately 31 miles with 2,700 feet of climbing
Yountville to Pope-Chiles Valley General Store with shuttle
Approximately 24 miles with 1,500 feet of climbing
Summit Lake Vineyards Loop
Approximately 52 miles with 3,000 feet of climbing
Today’s options are many as you ride out of the Napa and Sonoma Valleys and into less discovered but equally inviting cycling territory—the Pope and Chiles Valleys with its switchbacks, high canyon walls and scrub-brushed hillsides. Enjoy a gourmet Trek Travel picnic lunch with our good friends at Summit Lake Vineyards, a small family-owned winery perched atop Howell Mountain. We've been joining them for lunch and wine for over a decade, and each time we visit, it's a true delight. Heather, the daughter of the bunch, is the vineyard guru serving you some of the most incredible Petite Sirah, Cabernet, and Zinfandel you've ever tasted. Afterward, you can choose to ride or shuttle back to the hotel for a relaxing spa treatment, or to relax by their pool. This evening, you'll dine as a group at one of Thomas Keller's prized restaurants, Ad Hoc. Originally created for showcasing the American comfort food of his childhood, Ad Hoc has become a staple in the "culinary capital" of Napa Valley. Featured as one of Food and Wine magazine’s “25 Places to Try" you'll experience four, family-style courses, changing nightly. It's sure to be a meal you'll never forget.
Oakville Loop
Approximately 17 miles with 360 feet of climbing
Take an optional short morning spin along the Silverado Trail to loosen up your legs. Make a pit stop for a handmade muffin, or scone and a coffee, at the famed Oakville Grocery, founded in 1881. The store is the oldest continually operating grocery store in California, and offers some of the best local products from Napa and Sonoma County farmers and artisans. If you are not up for a ride, enjoy a peaceful morning at the hotel, strolling over to the famous Bouchon Bakery for a morning snack. Be sure to get there early before the line makes its way out onto the sidewalk! You will say farewell to your guides at 11:00 AM at Vintage Inn and depart via private shuttle back to San Francisco.
Breakfast
Armstrong Redwoods to Healdsburg
Approximately 24 miles and 1,230 feet of Elevation
Your Trek Travel guides will meet you at the Westin St. Francis Hotel lobby, by the large grandfather clock at 9:30 AM on the first day of the trip. After a private shuttle (90 minutes) we’ll arrive at Armstrong Redwoods State Natural Reserve, which, in the 1870's was set aside as a natural park and botanical garden by Colonel James Armstrong, a lumberman who recognized the beauty and natural value of the forests he harvested. You'll enjoy a gourmet picnic lunch among these towering giants, and lavish in the grandeur of California's Coastal Redwoods. Following lunch, we'll fit you to your Trek bike for the week, and you can take to the road for a maiden voyage. Today we ride through the Russian River Valley, known for tantalizing Pinot Noirs which you can sample at wineries like Gary Farrell, Porter Creek, or Armida. Each have a different approach, terrior and flavor that makes this region famous. Tonight you'll gather with your fellow travelers for a glass of wine from a local vineyard, before dinner at the famed Charlie Palmer's Dry Creek Kitchen, for a selection of local, sophisticated dishes that will fuel you for the days ahead.
Chalk Hill Loop
Approximately 37 miles with 900 feet of climbing
Chalk Hill to Jimtown Store with Shuttle
29 miles with 800 feet of climbing
Chalk Hill with Pine Flat Road
60 miles with 3100 feet of climbing
Today you’ll enjoy the rustic simplicity of tranquil byways over Chalk Hill and through the Alexander Valley. You’ll head south, circumnavigating Healdsburg, beneath a horizon of endless vineyards. Along this stretch of road you'll see the grapes, smell the fermentation, and almost taste the wine. You’ll pass many unique and distinctive wineries that will tempt you for a visit on our way to the suggested lunch stop of Jimtown Store, a Sonoma County Landmark with some of the best sandwiches west of the Mississippi! If you’re feeling up for a challenge after lunch, Pine Flat Road is just around the corner. This 11-mile climb entertains local cyclists and pros alike with a challenging climb that's rewarded with views of the surrounding valleys. If it's not for you, take a shorter option to town and enjoy our charming accommodations. Or, wandering the town plaza of Healdsburg is a must, with its small-town charm and historic appeal. Or simply enjoy an afternoon glass of wine at the hotel. Tonight you'll gather with your fellow travelers for an incredible Californian farm-to-table feast at our local favorite restaurant, Shed. It is here that the farm culture of Sonoma comes to life and is embodied in fresh, local savory foods that make this area second-to-none.
Alexander Valley Loop
Approximately 30 miles with 1,100 feet of climbing
Alexander Valley Loop with Lake Sonoma Return
Approximately 60 miles with 4,200 feet of climbing
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 you’ll follow the tranquil byways through Alexander and Dry Creek Valleys on your way to lunch at the local's Dry Creek General Store. Fuel with a gourmet sandwich with locals, expert travelers, farm hands, and vineyard owners alike, all surrounded by an incredible view over the vines. If you’re up for a challenge this afternoon, tackle Rockpile Road, a beautiful detour through the Lake Sonoma Recreation Area with views of Lake Sonoma. Along the way 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. Stop and taste wines from the barrel at Zichichi, or a cool, crisp, biodynamic Sauvignon Blanc in Quivira’s solar-powered tasting room. Tonight you'll celebrate a hard-earned meal at your choice of one of Healdsburg's many top restaurants with suggestions from your guides.
Healdsburg to Calistoga with afternoon shuttle
Approximately 27 miles with 1,500 feet of climbing
Healdsburg to Yountville
Approximately 48 miles with 2,200 feet of climbing
Today, you'll make your way out of Healdsburg to Yountville, a charming town well known by foodies for Thomas Keller’s French Laundry, along with a host of incredible high-end foodie establishments. Begin your day with a ride through the beautiful Alexander and Knights' Valleys, home to some of the finest Sauvignon Blanc, Cabernet Sauvignon, Malbec, and Merlot due to the high heat of summer and grapes ripening to their fullest potency. You'll soon crest the hill marking the transition into Napa Valley, before descending into the spa town of Calistoga where you can enjoy lunch on your own with the help of your guides. Choose to hop in the van for a quick ride to our brand-new hotel for 2018, the North Block Hotel, where you can sit under a cabana by the pool or book a massage at the renowned North Block Spa (please pre-book in advance by calling 707 944 8080) or complete your ride down the famed Silverado Trail, home to some of the finest wineries in Napa Valley. Rejoin your newfound friends tonight for dinner at James Beard Award nominee chef Richard Reddington’s Italian-inspired restaurant Redd Wood.
Yountville to Summit Lake Vineyards with shuttle
Approximately 31 miles with 2,700 feet of climbing
Yountville to Pope-Chiles Valley General Store with shuttle
Approximately 24 miles with 1,500 feet of climbing
Summit Lake Vineyards Loop
Approximately 52 miles with 3,000 feet of climbing
Today’s options are many as you ride out of the Napa and Sonoma Valleys and into less discovered but equally inviting cycling territory—the Pope and Chiles Valleys with its switchbacks, high canyon walls and scrub-brushed hillsides. Enjoy a gourmet Trek Travel picnic lunch with our good friends at Summit Lake Vineyards, a small family-owned winery perched atop Howell Mountain. We've been joining them for lunch and wine for over a decade, and each time we visit, it's a true delight. Heather, the daughter of the bunch, is the vineyard guru serving you some of the most incredible Petite Sirah, Cabernet, and Zinfandel you've ever tasted. Afterward, you can choose to ride or shuttle back to the hotel for a relaxing spa treatment, or to relax by their pool. This evening, you'll dine as a group at one of Thomas Keller's prized restaurants, Ad Hoc. Originally created for showcasing the American comfort food of his childhood, Ad Hoc has become a staple in the "culinary capital" of Napa Valley. Featured as one of Food and Wine magazine’s “25 Places to Try" you'll experience four, family-style courses, changing nightly. It's sure to be a meal you'll never forget.
Oakville Loop
Approximately 17 miles with 360 feet of climbing
Take an optional short morning spin along the Silverado Trail to loosen up your legs. Make a pit stop for a handmade muffin, or scone and a coffee, at the famed Oakville Grocery, founded in 1881. The store is the oldest continually operating grocery store in California, and offers some of the best local products from Napa and Sonoma County farmers and artisans. If you are not up for a ride, enjoy a peaceful morning at the hotel, strolling over to the famous Bouchon Bakery for a morning snack. Be sure to get there early before the line makes its way out onto the sidewalk! You will say farewell to your guides at 11:00 AM at the North Block Hotel and depart via private shuttle back to San Francisco.
Breakfast
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.
What is Single Occupancy?
Sometimes it’s more convenient and comfortable to have your own room while on vacation. We understand and that’s why we offer a Single Occupancy option. The additional price guarantees a private room all to yourself.
This quaint, Mediterranean-inspired property is perfectly suited for a romantic wine country getaway. Home to 20 cozy, elegant rooms , each complete with wonderful beds, espresso machines, and luxurious bathrooms with a separate six-foot bathtub and walk-in shower. Post-ride, enjoy an intimate and upscale spa with personalized treatments; and an outdoor heated swimming pool with private cabanas and a Jacuzzi. Redd Wood, the hotel's restaurant (with James Beard Award nominee and Michelin-starred Chef Richard Reddington at the helm) offers Italian-inspired cuisine. Within brief walking distance of acclaimed restaurants in Yountville and a short drive to wineries, golfing, and boutique shops, this is the ideal home base for your journey in Napa Valley.
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. Learn more
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.
Our itineraries are an approximation of our trips. Trek Travel strives to offer each and 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.
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. 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. 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. See Itinerary for specific daily ride distance and elevation options.
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.
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. See Included In The Trip Price for more information. Some non-riding options on this trip are:
For an additional fee you may request to upgrade to the brand new Trek Emonda SLR with Shimano Di2 Electronic shifting or Bontrager Aeolus carbon wheels for the ultimate riding experience. Contact our trip consultants for more details.
If you’re going we’re going on almost all our trips. Trips with 1 guest booked are guaranteed to run. Select trips like Cross Country, Race and Special Edition trips require a minimum number of guests to run and are not guaranteed until that number is reached. Contact your Trip Consultant for more details.
In the event that a departure has low enrollment, we will notify guests at 60-90 days before departure to give the option to select a different date with more guests booked. Please do not reserve airfare before confirming your Trek Travel trip.
When a trip is booked, a guest confirmation letter is immediately sent out. One week prior to the trip start you will receive an email containing a trip start meeting location reminder and any last minute information that you will need to know before your trip. Once you arrive at your destination Trek Travel staff will brief you on the day-to-day plan for the trip and provide you with daily route guides and a detailed map allowing you to ride with complete confidence and independence.
Please review our packing list page for more details.
We understand things happen in life and sometimes you have to cancel or change your bike tour. We want to make it as easy as possible to do so and below you will find our timeline. If you ever have a question, just give us a call, 866 464 8735. Read our cancellation policy.
Didn't find what you were looking for? Check out our General FAQs section. You will find answers to all the most common questions that don't necessarily pertain to a specific trip.
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). All major airlines fly into and out of San Francisco International Airport. Taxi and shuttle services are available from both airports to downtown San Francisco. Taxi rates range from $50-75 from San Francisco International Airport to San Francisco; and $50-60 from Oakland International Airport to San Francisco. The Bayporter Express (415 467 1800) and Super Shuttle (415 558 8500) also run between both airports and San Francisco with rates ranging from $20-30 per person.
Westin St. Francis Hotel lobby, by the grandfather clock | San Francisco, California
Your Trek Travel guides will meet you at the Westin St. Francis Hotel lobby, by the large grandfather clock (335 Powell Street, San Francisco, CA, 94102) at 9:30 AM on the first day of the trip. We'll then shuttle 90 minutes to Armstrong Redwoods State Natural Reserve where we will enjoy a picnic lunch under the towering trees. Be sure to have your cycling gear, including shoes and pedals, packed in a small bag separate and apart from your luggage. After lunch we will fit you to your bike and begin our day's ride to Healdsburg.
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, Hotel Healdsburg (707 431 2800), and leave a message with your expected arrival time and contact details. The Sonoma County Airport Express shuttle (800 327 2024) from SFO to Sonoma County Airport (STS) in Santa Rosa for around $34/person. Taxi from the Sonoma County Airport (STS) to Hotel Healdsburg is a fifteen minute taxi ride.
Vintage Inn | Yountville, California
You will say farewell to your guides at 11:00 AM at the Vintage Inn. You'll then shuttle to the Westin St. Francis Hotel in San Franciscoarriving at approximately 12:30 PM. Taxi and shuttle services are available to both airports. If you plan to fly out of the Bay area onFriday, please avoid scheduling your flight any earlier than 4:00 PM
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-trip hotel:
The Hotel Monaco is a French-inspired luxury hotel catering to the savviest of travelers. Located just steps from Union Square and the Theatre District in downtown San Francisco, you’re sure to find entertainment to suit your tastes.
501 Geary Street | 866 622 5284 | www.Monaco-SF.com | ~$355
Renowned for its legendary service, the historic Westin St. Francis boasts luxurious guest rooms and world-class dining.
335 Powell Street | 415 397 7000 | www.Westin.com | ~$297
A chic, modern hotel set in the heart of downtown San Francisco, W San Francisco was listed on Condé Nast Traveler’s Gold List in 2002.
181 Third Street | 415 777 5300 | www.StarwoodHotels.com | ~$445
