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Trip Itinerary
Immerse yourself in California’s wine country, a premier bike tour destination where exquisite wines and sublime cycling roads await.
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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 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.
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.
Hiking Options
Hike Option 1
TODAY'S RIDE:
Chalk Hill Loop - Approximately 37 mi | 59 km and 900 ft | 274 m
Hike Option 2
SHORT OPTION:
Chalk Hill to Lunch - Approximately 25 mi | 40 km and 1189 ft | 362 m
Hike 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 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.
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 Grove is a living reminder of what once was before logging operations began during the 19th century.
Hiking Options
Hike Option 1
TODAY'S RIDE:
Healdsburg to Armstrong Return – Approximately 40 mi | 64 km and 800 ft | 243 m
Hike 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
Highlight of the Day
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).
Classic:
Explore beautiful destinations with a curated blend of guided activities, local cuisine, handpicked accommodations, and itineraries to suit every traveler, from laid-back adventures to luxurious escapes.
Gravel:
Venture off the beaten path to unforgettable places, with fully-supported routes that combine gravel and paved roads in classic Trek Travel style.
Cross Country:
Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.
Pro Race:
See the pros in action at the biggest cycling events of the year.
Hiking & Walking:
Step into adventure with carefully designed routes, unparalleled hospitality, and deep-routed local connections.
Ride Camp:
Train like the pros in some of their favorite riding destinations.
Self-Guided:
Enjoy a bike tour on your schedule with just your chosen travel companions.
Enjoy a casual vacation with fantastic routes and comfortable accommodations.
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