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Guest Choice: Healdsburg, CA

Just north of San Francisco in the heart of Sonoma County lies the delightful city of Healdsburg. Surrounded by three major wine-producing regions, Russian River, Dry Creek, and Alexander Valley, this is truly wine country. This charming city is a treasure for food-lovers and offers stunning views as you bike along the rolling hills of grape vines.

Our newly redesigned California Wine Country 4-Day Weekend trip takes you through these captivating landscapes and lets you unwind in the charming epicenter of Healdsburg. Here you can sip on very good wine at countless wineries and tasting rooms and feast on equally good food at one of the award-winning restaurants. In a city where old-town culture combines with new, award-winning features, Healdsburg will in some way or another win your heart. When you’ve got the time to take in the city on your own, here’s where I would go to get the most out of my visit.

Ride past vineyards on Trek Travel's California Wine Country bike tour

Where To Go to Wander: Downtown Healdsburg
Just steps away from Hotel Healdsburg, take a stroll through the downtown center surrounding the town plaza. Each block is lined with charming shops, tasting rooms, galleries and outstanding restaurants. In true Wisconsinite-fashion, I search out specialty cheese shops to indulge in new bites of local flavors. Stop by the Cheese Shop of Healdsburg for local artisan cheeses and accoutrements and take your snacks and a blanket to the plaza for a relaxing afternoon picnic. Stop for a pick-me-up with the perfect cup of coffee at Flying Goat Coffee, or for a lovely cup of tea, chai, or hot chocolate. If you have Saturday morning available, be sure to visit the Farmers’ Market one block west of the Plaza to enjoy the the local food community.

Where To Go for Baked Goodss: Downtown Bakery & Creamery
Stopping in to this family run bakery is a must while visiting Healdsburg. Owner Kathleen opened this bakery in 1987 with her friends, all former colleagues at the award-winning and renowned Chez Panisse. Today Kathleen and her children run the bakery, serving up the best baked goods in the area. Using the best local and organic ingredients they can find, the quality of their creations is impeccable. Satisfy your post-biking sweet tooth with one (or two) of the famed sticky buns, or peel apart one of their fresh, buttery croissants. Don’t miss out on trying the cinnamon and sugar-dusted donut muffin that is raved about by locals and visitors.

Where To Go to Dine: Bravas Bar de Tapas
Healdsburg is considered the gourmet center of Sonoma County, and there is no shortage for where you can grab a really great bite to eat just a walk away from your hotel. Enjoy Bravas Bar de Tapas, awarded with “One of the top 20 tapas restaurants in the US” by Travel + Leisure and a “Top 100 Bay Area Restaurant” by the San Francisco Chronicle for the past three years. This tapas bar serves up traditional Spanish and modern tapas-style dining. Owners Mark and Terri Stark are James Beard nominees and own a few restaurants in Sonoma County, this one being their newest, and well-recognized already. They have created a relaxing and fun space to share plates and sip on a cocktail from their impressive drink menu. Sit out on the patio under romantic strings of lights and share the paella with a group of friends or try a selection of smaller plates. This restaurant is a top-choice for locals and visitors, so be aware of busy weekend nights. I’d recommend calling ahead to reserve a table, 707-433-7700. Read more culinary favorites by our Trip Design Manager Meagan Coates from her trip to California Wine Country, including Charlie Palmer’s Dry Creek Kitchen and h2’s Spoon Bar.

Visit Healdsburg SHED on Trek Travel's California Wine Country Luxury Cycling Vacation

Where to go for a snack and shopping: SHED
Winner of a 2014 James Beard Award for restaurant design, SHED is a community gathering space designed to bring us closer to the way we grow, prepare, and share our food. Part market, part café, part farm, this culmination is a delightful stop for fresh flavors and local shopping. Earlier this year we had the honor of interviewing owner Cindy Daniel to learn more about her creation of SHED. The offerings start with a large menu selection including beverages made at their fermentation or coffee bar and a café serving up combinations of fresh, local ingredients. While you’re there pick up artisan-made goods in their packed “pantry” that you won’t be able to resist perusing. Try a refreshing kombucha or shrub at their fermentation bar or a sandwich or salad from the café, grab a seat on the terrace and enjoy.

About Guest Choice:
You will often hear us say, “It’s your day, you decide,” because our smaller group size allows the flexibility for you to decide how your day unfolds. In addition to multiple daily ride options and shuttle flexibility, this also means that we offer ‘guest choice’ nights designed for you to indulge at a local restaurant of your choosing, or explore the local sites. Whether you want to order take-out while relaxing by the hotel pool or get dressed up for a fancy dinner in town, guest choice nights let you craft your own perfect evening.

World’s Best Coffee Shops

Coffee is a drug, a really good one that hooks you for life! And one that brings people together all over the world. It’s a social lubricant, and for some, the only way to start a day. It creates memories, eases conversation and stimulates idea. Grab a cup of joe and learn more about our ten favorite coffee shops around the world.

Colectivo Coffee: Madison, Wisconsin
What began as Alterra Coffee in 1993 with the simple goal of making a great cup of coffee is now a local favorite in Trek Travel’s hometown. Colectivo Coffee, whose name and design are inspired by the funky buses used for everyday public transportation across Latin America, is our staff’s favorite place to grab a cup of carefully brewed single origin coffee on the way to work. Appropriately named, the shop strives to be part of everyday life through the products they make, the places they build, the communities they support, and the customers they serve. After just one visit you will quickly realize that the rich flavors of their “Featured Farm Series” are merely part of the collective experience, as their open storefront on Madison’s capitol square provides the perfect atmosphere to share great conversation with peers after a Saturday morning ride.

La Fabrica: Girona, Spain
Walking the streets of pretty little Girona, Spain you will find a gem of a coffee shop tucked away near the center of town, off the beaten path. Newly opened La Fabrica Coffee Works & Cycle Café is owned by a couple from Vancouver, Canada. Inspired by coffee cultures from around the world, they bring cycling and coffee to Girona in their own way. The finished product is amazing, to say the least, and has quickly become a guide favorite! Colleagues and I discovered La Fabrica online a few Sundays ago while looking for a place to watch the Tour of Flanders race on television. Picture exposed stone, modern yet cozy design, family-style seating and walls displaying photos of past cycling legends. Local cycling enthusiasts fill the café to enjoy coffee with new and old friends. Meanwhile the aroma of freshly roasted beans fills the air with the sound of clacking cycling cleats and churning espresso machines in the background. From freshly roasted coffee, to the friendliest of service, this place is our little slice of heaven. The best part? Upon finishing your café con leche you will see the word ‘ANOTHER?’ on the bottom of your cup. Great minds think alike. The answer is always si.

Handlebar Coffee Roasters: Santa Barbara, California
When former professional cyclists shifted their focus, training and determination from racing to coffee, the result was a world-class micro roaster in Santa Barbara’s “Gourmet Ghetto.” While living and racing in Europe, Aaron Olson and Kim Andersen fell in love with the abundance of local, neighborly cafes. Upon their return to the States, they decided to bring that same ambiance to a coffee shop of their own. What they created is a streamlined space just off State Street where they proudly display their two passions side-by-side: custom Handlebar cycling jerseys together with a German-made Probat roaster. Though recently expanded to keep up with booming demand, the natural light and outdoor patio present the exact tone they were striving for—warm and unpretentious.

World's Best Coffee Shops: Handlebar Coffee


Tahoe House: Tahoe City, California
While living in Lake Tahoe and working remotely for Trek Travel, I would spend at least two days per week at the Tahoe House. Not only is their coffee the best in town—with a perfect crema every time—but it is also one of the last true “Mom and Pop” operations around. Originally from Switzerland, Peter and Helen Vogt brought with them a love of European Style breads and pastries. The couple opened the Tahoe House in May of 1977, and from a young age Peter and Helen’s girls helped out in the restaurant. As they grew older, Barbara went to culinary school and Caroline studied restaurant management. These days Barbara and Caroline are running the show. Stop by on your way to the mountain for a cup of brewed-to-order Swiss coffee and a pastry baked fresh that morning.

Mudtruck: New York City, New York
In the growing trend of food carts, the Mudtruck adds convenience for those needing their daily caffeine fix, making stops in several key locations around New York City. Its signature bright orange color can be seen from far away, and when I’d catch a glimpse of it coming out of the subway on my way to work, it meant I was going to have a great day. The beauty is in its simplicity, with most orders being “Mud”—simple, black coffee with milk and sugar. Even if you drink your coffee black, try it with the milk and sugar. The key is that they make your drink café au lait-style, steaming the milk first and adding just the right amount of sugar to turn your coffee into a frothy, smooth cup of goodness packed with quite a punch of caffeine. They do all of this for under $2 a cup, so you can justify indulging on a daily basis.

10 Speed Coffee: Calabasas, California
How do you judge your favorite coffee shop? Great coffee is obviously a must, but great coffee alone doesn’t make a coffee shop great. I’ve sipped coffee in shops and cafés on four continents, and one stands out above the rest. Tucked off a highway exit in Calabasas, California, the crew at 10 Speed Coffee serves up a great cup of coffee to fuel a drive up the 101 or a delicious espresso to cap off an amazing meal at their Pedalers Fork restaurant. These guys also share a passion for cycling, operating a high-end bike shop in the back of the restaurant and sponsoring some of the biggest bike races in the United States. Whether sitting at their coffee bar in California or on the bumper of their truck on a mountaintop in Colorado, a cup of Kickstand blend makes me feel at home.

Slate Coffee Bar: Ballard, Washington
Living in Seattle, and working for the last decade in Italy, have dealt a one-two punch of epic, coffee-snobbery. While in Italy, the perfect macchiato can be had at any roadside gas station, I have not found this to be true stateside. I am lucky to have good friends who are the head roasters for two shops I enjoy very much—Victrola Coffee in Seattle and Boxcar Coffee Roasters in Boulder, Colorado—and yet, my vote for favorite coffee shop goes to Slate Coffee Bar in Seattle. Here, the coffee is more than just a beverage. It is an experience that will likely be the highlight of your day. The care and attention that the owner, Chelsey, puts into every detail of your coffee—with a special emphasis on crafting your drink—comes through in the final product. This place was so hot that when it first opened, there was a lineup of well-trained baristas knocking down the door offering to apprentice—for free—just to learn the finer nuances of the highest level of coffee. When you go, be sure to try the deconstructed cappuccino, which features a shot glass of perfectly pulled espresso, a small tumbler of micro-frothed milk (from local, happy grass-fed, hormone free cows), followed by a marriage of the two ingredients, and…I dare say, the most perfect cappuccino.

World's Best Coffee Shops: Slate Coffee Bar

Northwest Coffee Roasting: St. Louis, Missouri
The one place to sip a cup of joe that is etched in my mind is Northwest Coffee Roasting in the West End of St. Louis. Picture this: old garage, set back about 100 feet from a quiet residential street, concrete countertops, local artwork covering the walls, a cork board with ads and cards for nearly everything the locals are peddling, a long rustic portico with chairs and tables giving it an earthy, open air simplicity rich of the aroma from the beans roasted daily inside. I’ve been frequenting this place for over 10 years, before they were open 7 days a week, when it was only one guy. I don’t go there for the espresso (although it’s killer!). I go there for a good old-fashioned cup of coffee served in a stout little mug. It’s smooth, rich, definitely well balanced, not a hint of char or burnt-ness, super consistent, heart-racing coffee, and about as fresh as you can get because the beans are roasted in front of your eyes. Don’t even get me started on the scones. Get there early if you want to try them, or I may have already taken the last one…

Angry Catfish: Minneapolis, Minnesota
For me it is everything a cyclist looks for in a coffee shop. First: Amazing coffee. I’m a huge fan of Intelligentsia which is brewed at the Angry Catfish. Second: Their baristas are awesome and pull some amazing shots. Third: But perhaps the best thing about the Angry Catfish is that it is primarily an amazing bike shop. They have amassed some of the most knowledgeable bike mechanics around and they are all just really great guys. The atmosphere there is pretty calm, great seating areas to hunker down and read a book, or catch up on the latest road disc whohaa’s. Definitely a place to visit if you are ever in the Twin Cities!

Verve Coffee Roasters: Santa Cruz, California
A good cup of coffee is about more than just the flavor, and no one gets that more than Verve. They are involved in their beachfront Santa Cruz neighborhood, where surfing is as important as roasting. They are connected with the farms in rural Kenya and Costa Rica, where they source the best green coffee. They are committed to their award winning baristas, who take pride in the meticulous cupping process. And they are invested in their customers, who line up for the experiment each morning. If you like your coffee sweet and your environment laid-back, Verve is the cafe for you.


If a date is marked as Private, it is reserved for a private group.

Looking to travel with a small group or looking for a custom date?
Call our trip consultants at 866-464-8735

What is the Difference?

Ultimate Luxury:

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 hotel levels, from Explorer to Luxury to Ultimate Luxury. Rest assured, no matter which level of hotel you’re at, our trip designers carefully select every accommodation.

Activity Level

Level 1:

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).

Level 2:

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).

Level 3:

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).

Level 4:

Road: 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).

Gravel: 3-5 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).

What are your trip styles?

Classic - Reserve:

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.

Classic - Signature:

Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.

Classic - Discovor:

Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.

Ride Camp:

Train like the pros in some of their favorite riding destinations.

Pro Race:

See the pros in action at the biggest cycling events of the year.

Cross Country:

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.

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