Ride along the Pacific coast into wine country for a diverse cross-section of California by bike. Explore the historic logging towns of Guerneville and Occidental, where cowboy culture survives alongside a thriving wine industry. Join our friend Mary, a talented chef and winemaker, for a private dinner at her stunning Healdsburg vineyard, where fine wine pairs with captivating stories to create a memorable evening. Stroll Healdsburg's quaint town square and pop into dozens of local tasting rooms. Dine in dreamy Bodega Bay at a family-run Michelin-starred restaurant. Enjoy an unforgettable meal at the home of our friend Sarah, an acclaimed chef who worked alongside Thomas Keller, while her husband, a master sommelier, pours some of the finest Napa Valley wines from his private cellar. Farm-to-table produce, grass-fed beef, local cheeses, and Napa's flavorful and fruity olive oil are featured in the culinary experiences. Napa and Sonoma Pinot Noirs, Zinfandels, and Cabernets; local craft beers are among the drinks. Day 1: Exploring West County. Ride past Sonoma’s rural ranches and pastoral farms. The biggest climb of the week comes early, but is rewarded with beautiful views of Tomales Bay. After lunch at a local cyclists’ hangout, we’ll continue to the sleepy town of Freestone, then choose a van transfer or continue a few more miles on the bike to the Bodega Bay Lodge. Tonight, we kick off the tour with an exquisite meal at Terrapin Creek. Day 2: The California Coast. Today’s ride highlights the variety of Northern California: start by pedaling past the rugged headlands of the Pacific coast and pause for a photo against a backdrop of rocky cliffs and dramatic, cresting waves. After a coffee stop, we veer east along the Russian River. En route to Healdsburg, pause for a picnic lunch in the shade of towering redwoods at a local reserve. After, hop in the van and head directly to Healdsburg or challenge yourself with some extra miles amidst the vines. Tonight, we’ll join our friend Mary for a private dinner at the beautiful Healdsburg winery she owns with her husband Bob. A winemaker and self-taught chef, Mary dazzles us with her culinary talents, pairing each dish with the estate’s fabulous wines and unique tales from the vineyard. Day 3: Dry Creek and Alexander Valleys. This morning, ride West Dry Creek Road in a region replete with welcoming vineyards. As we cross into Alexander Valley, quiet backroads reveal dreamy views of the Mayacamas Mountains, and we’ll stop for a coffee amidst acres of vines. After lunch, visit our favorite local winery to sip on crisp Chardonnays and juicy Zinfandels, then return to the hotel for an afternoon by the pool. Tonight is your free night—take advantage of the 30+ tasting rooms lining Healdsburg’s historic square, and turn to your guides for a dinner recommendation to suit your tastes. Day 4: Chalk Hill Road and the Gateway to Napa. Bid Healdsburg farewell this morning as we pass once more through the Russian River Valley. This time, we’ll continue east on Chalk Hill Road, an eight-mile stretch lined with pastures, stables, and celebrated vineyards. Turn towards Napa Valley where the road opens up with views of Mount St. Helena, and finish the ride with an epic lunch. This afternoon, settle into your next hotel—a stunning spa property in Calistoga—with a well-deserved massage, or explore the perfectly manicured town. Enjoy a local dinner with your guides in nearby Saint Helena. Day 5: Undiscovered Napa. The focus of our day is discovering a side of Napa that remains relatively untapped. Begin with a challenging six-mile climb up Howell Mountain, or catch a lift in the van and begin riding from the top. The rest of the way to lunch consists of miles of unexplored roads as we meander past Lake Hennessey and down towards St. Helena. Grab lunch from a funky food truck at a local winery owned by a family of cyclists—when enjoyed with the estate's own wines, it's a fun and relaxed take on wine pairings. After lunch, choose to keep riding, transfer back to the hotel, or explore the shops and tasting rooms of St. Helena. This evening, we'll gather at the home of our friends Sarah and James—an acclaimed chef and master sommelier—for a special farewell dinner. James will guide us through one final taste of the Napa Valley, sharing select bottles from his private collection as we raise a toast to an unforgettable week. Day 6: Farewell to Wine Country. On your final morning, join your guides for an invigorating morning ride or sleep in and linger over one last poolside breakfast. Around mid-morning, your guides will drive you back to San Francisco via Napa Valley for a final, sweeping overview of some of the region’s most famous vineyards. Or, we can help with alternate transportation if you plan to stay a little longer in Napa. Accommodations: Thoughtfully selected accommodations that reveal the true character of the region. Luggage transfers. Meals: Daily breakfasts, all lunches, nutritious snacks, and après velo cocktails. 4 gourmet dinners at our favorite local restaurants and renowned culinary establishments. Carefully selected local wine, beer, or spirits with every meal. Activities: Wine tastings and activities as outlined in the tour itinerary. Entrance fees to historic sites, museums, parks, and all other exclusive events. Gratuities for baggage, porters, and hotel service. Gear: Top-of-the-line bicycle selection. Bike helmet. Complimentary DuVine gear including a custom cycling jersey, DuVine t-shirt, water bottle, and drawstring bag. GPS with pre-programmed route maps. Support: Expert bilingual guides with extensive local knowledge. Support vehicle that follows the day’s route, distributes refreshments, and offers lifts. Pick-up and drop-off before and after your tour from predetermined meeting points. Daily bike maintenance to ensure optimal performance. NOT INCLUDED: Airfare. Dinner on one free night. Gratuities for DuVine guides. Travel Protection. Bikes: Synapse Carbon 4 (Cannondale, Road), Sirrus Comp Disc (Specialized, Hybrid), Turbo Vado SL 4.0 (Specialized, Hybrid E-Bike). All included in trip price.
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Exploring West County
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The California Coast
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Dry Creek and Alexander Valleys
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Chalk Hill Road and the Gateway to Napa
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Undiscovered Napa
Farewell to Wine Country
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A dedicated guide for this region is not available yet.