Saturate your senses in one of the world’s top cycling regions, which provides an uncommon blend of panoramic views, flavorful wines, and elegant country living along quiet back roads. Experience exceptional days of active travel, amidst the undisputed elegance of California Wine Country. Traverse the remote Dry Creek Valley, a luxurious haven for wine enthusiasts the world over. Savor days filled with leisurely bicycle rides, bountiful picnics, and expertly crafted wine, and settle into the lavish comforts of charming Wine Country retreats. Escape for a few days on a bike trip in this sublime paradise and we bet you’ll never want to leave.
Discover the varied and vineyard-lined terrain of Sonoma County's big three appellations: Russian River, Dry Creek, and Alexander Valley
Savor the delights of Northern California cuisine, inspired by the local and fresh ingredients
Enjoy varied and unique tasting rooms, each boasting a different ambiance
Experience majestic redwoods, and picnic amidst nature's grandeur
Rows of wine bottles fill renowned cellars
Celebrated wines from California's wine country
Sip your way through the award-winning wines from Sonoma County's distinguished appellations: Russian River, Dry Creek, and Alexander Valley.
We were all blown away by the beauty of this area and the accommodations. I don’t think we could have had better guides. There were 14 of us on trip. The ebike was a really nice way to keep the group together when we had a wide range of biking abilities.
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The thing that impressed me the most was the bonding that happens between all the guests. The shared experiences of a few days together create memories that last a lifetime.
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It was one of the very, very best weeks of my life. The place, the food, the people, the rides, the guides—it was just a recipe for happiness.
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Great Ride
Experience Great Ride #15 on our List of Great Global Rides. Pedal through miles of vineyards towards the mighty redwoods.
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Guaranteed
Join Waitlist
Private
Limited Availability
Where to Arrive
Airport:
Sonoma County Airport (STS), San Francisco International Airport (SFO) or Oakland International Airport (OAK)
Pick-up location:
Harmon Guest House
Pick-up time:
5:00 PM
Where to Depart
Airport:
Sonoma County Airport (STS), San Francisco International Airport (SFO) or Oakland International Airport (OAK)
Drop-off location:
Harmon Guest House
Drop-off time:
Additional Arrival Information
Your Trek Travel guides will meet you in the lobby of Harmon Guest House (227 Healdsburg Ave, Healdsburg, CA 95448) at 5:00 PM on the first day of the trip. After a round of drinks at the hotel's rooftop bar, your guides will walk with you to dinner.
If you will be late for the pick-up or are going to miss it altogether, please inform your guides. If you cannot reach them, please call our hotel, Harmon Guest House (707-431-8220) 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 for around $30/person. Taxi from Sonoma County Airport to our first hotel is approximately a 13-mile taxi ride.
Additional Departure Information
You will say farewell to your Trek Travel guides after dinner July 27th. You will check out and depart the following morning, July 28th.
July 25 | Arrival, Welcome Drinks and Dinner
Overview
Welcome to California Wine Country! Today, check in to your hotel and then join your group for a social hour at 5:00 PM, followed by dinner.
Hotel
Harmon Guest House
Meals included
Social Hour | Dinner
Highlight of the Day
Welcome to Harmon Guest House
Join us for a round of drinks and brief orientation on Harmon Guest House's Rooftop Bar.
July 26 | Climb Pine Flat Road
Overview
Your Trek Travel guides will meet you in the lobby of Harmon Guest House at 9:30 AM on the first biking day of your trip. After introductions and a bike fit, you’ll follow the tranquil byways over Chalk Hill and through the Alexander Valley, enjoying its rustic simplicity. You’ll head south, circumnavigating Healdsburg, always within view of its endless vineyards. Along this stretch of road, you can see the grapes, smell the fermentation, and almost taste the wi... Your Trek Travel guides will meet you in the lobby of Harmon Guest House at 9:30 AM on the first biking day of your trip. After introductions and a bike fit, you’ll follow the tranquil byways over Chalk Hill and through the Alexander Valley, enjoying its rustic simplicity. You’ll head south, circumnavigating Healdsburg, always within view of its endless vineyards. Along this stretch of road, you can see the grapes, smell the fermentation, and almost taste the wine. In fact, you will have a chance to taste the wine as we stop for a delicious picnic lunch and tasting in one of the valley's most revered wineries. After lunch, there's opportunity for a challenge if you're feeling up to it, Pine Flat Road is calling your name. This 11-mile climb entertains local cyclists and pros alike with views of the surrounding valleys. If you haven’t already, wandering the town plaza of Healdsburg is a must. Or simply enjoy an afternoon glass of wine at Selby's tasting room, within walking distance of our hotel. If you choose not to ride today, you are free to stroll the picturesque streets of Healdsburg, visit the spa, play a round of golf, or visit the endless wineries in the area. Tonight you'll gather with the group for a Californian meal at Dry Creek Kitchen. Read More
Hotel
Harmon Guest House
Meals included
Breakfast | Lunch | Dinner
Highlight of the Day
Alexander Valley
Alexander Valley is the largest and most fully planted wine region in Sonoma.
Ride Options
Ride Option 1
TODAY'S RIDE:
Chalk Hill Loop - Approximately 37 mi | 59 km and 900 ft | 274 m
Ride Option 2
SHORT OPTION:
Chalk Hill to Lunch - Approximately 25 mi | 40 km and 1189 ft | 362 m
Ride Option 3
AVID OPTION:
Chalk Hill with Pine Flat Road - Approximately 60 mi | 96 km and 3,100 ft | 944 m
July 27 | Visit the Majestic Redwoods at Armstrong Redwoods State Natural Reserve
Overview
Your Trek Travel guides will once again meet you in the lobby of Harmon Guest House at 9:30 AM. From there, you'll ride through the Russian River Valley, known for its tantalizing Pinot Noir on your way to Armstrong Woods Park. While avid riders can choose to push their legs by tackling the toughest climb of the trip to Sweetwater Springs, with grades reaching 20%, there is also a gentler ride to Armstrong Woods Park via Westside Road. Once you’ve arrived, stop an... Your Trek Travel guides will once again meet you in the lobby of Harmon Guest House at 9:30 AM. From there, you'll ride through the Russian River Valley, known for its tantalizing Pinot Noir on your way to Armstrong Woods Park. While avid riders can choose to push their legs by tackling the toughest climb of the trip to Sweetwater Springs, with grades reaching 20%, there is also a gentler ride to Armstrong Woods Park via Westside Road. Once you’ve arrived, stop and admire the majestic towering redwoods and enjoy a walk to visit the oldest (1,400 years old), or the tallest (310 feet high) trees in the park. Today's lunch is at Korbel's on-site gourmet deli. You may even decide to cleanse the palate with a little bubbly! Then, enjoy the rest of the afternoon back at the hotel, or venture into Healdsburg for some shopping and a tasting at one of the many winery rooms on the square. Tonight we will celebrate with a farm-to-table feast at a local's favorite restaurant, Valette. It is here that the farm culture of Sonoma comes to life and is embodied in their cuisine. After dinner, you will say farewell to your Trek Travel guides. Read More
Hotel
Harmon Guest House
Meals included
Breakfast | Lunch | Social Hour | Dinner
Highlight of the Day
Armstrong Redwood State Natural Reserve
Armstrong Redwoods preserves stately and magnificent Sequoia sempervirens, commonly known as the coast redwood. The majestic beauty of this ... Armstrong Redwoods preserves stately and magnificent Sequoia sempervirens, commonly known as the coast redwood. The majestic beauty of this Grove is a living reminder of what once was before logging operations began during the 19th century. Read More
Ride Options
Ride Option 1
TODAY'S RIDE:
Healdsburg to Armstrong Return – Approximately 40 mi | 64 km and 800 ft | 243 m
Ride Option 2
AVID OPTION:
Healdsburg to Sweetwater Springs – Armstrong With Westside Rd. Return – Approximately 42 mi | 62 km and 1,500 ft | 457 m
July 28 | Departure
Overview
Wake up at your own pace this morning, savor breakfast, or take a leisurely walk through town before checking out of the hotel.
Meals included
Breakfast
View full itinerary to print.
View full itineraryOn 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 are not included in the trip price. Some non-riding options on this trip are:
We've got you covered on and off the bike! Our team of guides will always have one in the support vehicle and one on the bike, ready to fill up your water bottles, fix a flat tire, or give you a lift up the hill. They'll also give you the inside scoop on the best local spots. And when you're not riding, your guides are happy to help with anything you need - from massage appointments to finding that special local treat you've been craving.
Located in the heart of North Sonoma Wine Country, Harmon Guest House is the ideal venue for a romantic weekend or celebration. Rise above it all on The Rooftop’s terrace and indulge in views of Fitch Mountain, the Sonoma hills, and downtown Healdsburg. Gather around the fire pit and sip a glass of wine at sunset. Visit the spa at the hotel’s sister property, Hotel Healdsburg. With its location in the heart of downtown, you’ll be steps away from local shops, cafes and bakeries, and several tasting rooms.
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Road
Experiencing your cycling vacation of a lifetime is not complete without a world-class bike and the Trek Domane SL 7 Gen 4 is the best on the road. It raises the bar to deliver incredible endurance road bike comfort without sacrificing performance and features highly responsive disc brakes, road-smoothing IsoSpeed technology, and electronic shifting. This new bike is lighter than ever before, and carbon wheels are standard on every Domane SL 7 bike.
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E-Bike
Fun from the first pedal stroke, venture further on our Trek Verve+. With its low-step frame design, upright riding position, and the barely-there Bosch electric motor, the Verve+ has one goal: pure enjoyment. Designed for both comfort and adventure, get a boost up the hills when you need it with energy to spare.
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Trek Travel Guides
From the moment you meet our guides, you'll understand the difference. You'll feel the genuine care they take to make your vacation perfect. From their expert support to sharing their favorite hidden spots, they tailor every moment to you.
Certified Guides
Know Before You Go!
We want you to be fully prepared for your cycling vacation of a lifetime. This involves making sure that you choose the appropriate trip for you and that every aspect of your experience is flawless. Each Trek Travel trip is unique to ensure maximum enjoyment every time.
Your Trip Need to Knows:
Napa, California
Soak in the delights of wine country with a stay in Napa. Enjoy a stroll along the Riverfront Promenade as you enjoy local shops and restaurants. Consider spending an evening at the Napa Valley Opera House or visit the Oxbow Public Market to discover local foods and wines.
Where to Stay
Westin Verasa Napa
A revitalizing respite amid the breathtaking California wine country, The Westin Verasa Napa blends downtown convenience with upscale comfort. Unwind in rejuvenating hotel accommodations with plush furnishings, 24-hour room service, coffee makers and cable channels. Stay just down the road from Oxbow Public Market and right across the street from the famous Napa Wine Train. www.marriott.com
Andaz Napa
Retreat to rustic-chic boutique rooms featuring hardwood floors and deep soaking tubs. Choose a loft accommodation with a sleek fireplace or upgrade to a suite with a furnished terrace overlooking downtown Napa. www.hyatt.com
Napa River Inn
Luxury reigns at the Napa River Inn, situated among the bustling renaissance of downtown Napa's Riverfront District. Their waterfront location within the Historic Napa Mill offers easy walking access to the neighborhood with specialty shops, gourmet restaurants, and world-renowned wines all waiting to be uncorked. www.napariverinn.com
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. 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 Only in San Francisco 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!
Where to Stay
Mansion at Sutter
The historic Mansion on Sutter is an opulent Victorian mansion built in 1881. The property is a design masterpiece crafted with rich cedar, stained glass, gilded ceilings, and breathtaking chandeliers. Art, history, and elegance grace each of the finely appointed guest rooms. www.mansiononsutter.com
Westin St. Francis
Renowned for its legendary service, the historic Westin St. Francis boasts luxurious guest rooms and world-class dining. www.marriott.com
W San Francisco
A chic, modern hotel set in the heart of downtown San Francisco, W San Francisco has appeared on a Condé Nast Traveler’s Reader's Choice List of top hotels in San Francisco. It features luxurious bedding and amenities, and they handle any request 24-hours a day. www.marriott.com
Average monthly temperature and precipitation
| Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec | |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| High | 58.0°F· 14.4°C | 61.0°F· 16.1°C | 66.0°F· 18.9°C | 70.0°F· 21.1°C | 75.0°F· 23.9°C | 81.0°F· 27.2°C | 83.0°F· 28.3°C | 83.0°F· 28.3°C | 82.0°F· 27.8°C | 77.0°F· 25.0°C | 66.0°F· 18.9°C | 57.0°F· 13.9°C |
| Low | 36.0°F· 2.2°C | 39.0°F· 3.9°C | 41.0°F· 5.0°C | 42.0°F· 5.6°C | 46.0°F· 7.8°C | 49.0°F· 9.4°C | 51.0°F· 10.6°C | 51.0°F· 10.6°C | 48.0°F· 8.9°C | 45.0°F· 7.2°C | 39.0°F· 3.9°C | 36.0°F· 2.2°C |
| Rain | 3.64"· 9.25 cm | 3.59"· 9.12 cm | 2.51"· 6.38 cm | 0.8"· 2.03 cm | 0.27"· 0.69 cm | 0.04"· 0.10 cm | 0"· 0.00 cm | 0.01"· 0.03 cm | 0.04"· 0.10 cm | 0.32"· 0.81 cm | 1.67"· 4.24 cm | 3.73"· 9.47 cm |
Warm sunny days (70-75ºF / 21-25ºC) 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 always a good idea. View our Packing List
We've collaborated with a specialized travel agency committed to delivering tailored vacation planning, ensuring your entire Trek Travel journey is nothing short of unforgettable. Learn more about our Travel Services
Didn't find what you were looking for? Check out our General FAQs section. You will find answers to the most common questions that don't necessarily pertain to a specific trip. See FAQs
Our trips are guaranteed to run once we have one confirmed booking on the trip. Click here to view our full guarantee policy.
Trek Travel reserves the right to cancel trips with zero guests, therefore you must book with Trek Travel before making travel arrangements for the trip. We are not responsible for travel arrangements made prior to confirming your Trek Travel Trip. Select trips are not guaranteed.
This trip is currently sold out, but you may be added to the waitlist in the case of availability.
If a date is marked with Limited Availability, there are few spots left to book. We will secure additional rooms from our hotels before confirming your reservation.
Looking to travel with a small group? Ask our trip consultants about private trips and learn more.
Savor the finer things as you relax in luxurious 5-star accommodations and wine, dine, and ride in some of the most unforgettable destinations around the world.
Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.
Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.
Train like the pros in some of their favorite riding destinations.
See the pros in action at the biggest cycling events of the year.
Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.
Enjoy a bike tour on your schedule with just your chosen travel companions.
If a date is marked as Private, it is reserved for a private group.
Don’t see exactly what you are looking for or looking for a custom date?
Call our trip consultants at 866-464-8735
Savor some of the most spectacular, 5-star properties in the world. Exuding luxury and elegance, these one-of-a-kind accommodations offer the chance to rejuvenate at award-winning spas, dine at Michelin-starred restaurants, and more.
Enjoy luxurious accommodations handpicked for a refined experience. From signature spa treatments to delicious local cuisine, you’ll be more than provided for; you’ll be pampered.
These handpicked hotels provide relaxation and fun in a casual and comfortable environment. Delicious cuisine and great service mix perfectly for a memorable stay.
On select cycling vacations, you’ll stay at a mix of Explorer and Luxury hotels. Rest assured, no matter which hotel level you’re at, our trip designers carefully select every accommodation.
Road: 1-3 hours of riding. Up to 25 mi (40 km). Up to 1,000 ft (300 m).
Gravel: 1-3 hours of riding. Up to 20 mi (35 km). Up to 1,000 ft (300 m).
Hiking: 1-3 hours of hiking. Up to 5 mi (8 km). Up to 1,000 ft (300 m).
Road: 2-4 hours of riding. 20-35 mi (35-60 km). Up to 2,500 ft (750 m).
Gravel: 2-4 hours of riding. 15-30 mi (25-45 km). Up to 2,000 ft (300 m).
Hiking: 2-4 hours of hiking. 4-8 mi (6-12 km). Up to 1,500 ft (450 m).
Road: 3-5 hours of riding. 25-55 mi (40-85 km). Up to 4,500 ft (1,500 m).
Gravel: 3-5 hours of riding. 20-40 mi (35-60 km). Up to 3,000 ft (900 m).
Hiking: 3-5 hours of hiking. 6-10 mi (9-16 km). Up to 2,000 ft (600 m).
Road: 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).
Gravel: 4+ hours of riding. 30-50 mi (45-80 km). Up to 4,000 ft (1,200 m).
Hiking: 4+ hours of hiking. 7-15 mi (11-24 km). Up to 4,000 ft (1,200 m).
Savor the finer things as you relax in luxurious 5-star accommodations and wine, dine, and ride in some of the most unforgettable destinations around the world.
Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.
Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.
Train like the pros in some of their favorite riding destinations.
See the pros in action at the biggest cycling events of the year.
Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.
Enjoy a bike tour on your schedule with just your chosen travel companions.
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
