Napa Valley Villa Bike Tour

Meet your guides in San Francisco for a transfer into the heart of Napa Valley. After a bike fitting, head out for a warmup ride to a boutique winery tucked into the hillside. During our private visit, we’ll step into the world of passionate small producers as the winemaker guides us through a tasting. This afternoon, ride back to the villa (adding an optional climb over Howell Mountain, if you wish) and take a dip in the pool or a cat nap before dinner. Our private chef will prepare tonight’s meal, served seamlessly in the comfort of the villa.

Non-riders can settle into the villa or join cyclists at the wine tasting.

Meals: Lunch / Dinner
Destinations: St. Helena, Lake Hennessey
Short Option: 12 miles / 20 km, elevation gain: 1,100 feet / 300 meters
Long Option: 25 miles / 40 km, elevation gain: 2,000 feet / 700 meters
Accommodations: Luxury Napa Villa

It’s our first full day in Northern California, and after a leisurely breakfast we’ll begin riding out of the valley and into the mist-draped, forested hills. With some of California’s most celebrated vineyards at our backs, we’ll enter Calistoga, a funky town known for its restorative hot springs. After California’s Gold Rush, Calistoga became a health spa destination and has since blossomed into a small-town food and wine hotspot. After an al fresco lunch at one of our favorite local restaurants, you’ll have time to explore the town before riding back to the villa on the classic Silverado Trail.

Non-riders can book a treatment at one of Calistoga’s local spas, shop and explore the charming town, or enjoy a private tasting at a winery or brewery.

Meals: Breakfast / Lunch / Dinner
Destinations: St. Helena, Franz Valley, Calistoga
Short Option: 25 miles / 40 km, elevation gain: 1,900 feet / 575 meters
Long Option: 40 miles / 65 km, elevation gain: 4,200 feet / 1,275 meters
Accommodations: Luxury Napa Villa

This morning, warm up on the Silverado Trail and the shores of Lake Hennessey in preparation for our gradual climb into Pope Valley. Far more rural, distinct in climate and geography, and certainly lesser-known than Napa, there’s increasing wine world chatter about Pope Valley deserving its own appellation. Judge for yourself during a wine tasting and picnic lunch (or double down and complete the loop, opting for lunch back at the villa). Tonight, choose an easy dinner at the villa or head out to one of the renowned local restaurants—after all, we’re in the cradle of California haute cuisine.

Non-riders can hike through the Redwoods in a nearby state park, take a cooking class with lunch at a local farm, or join cyclists for the picnic and wine tasting in Pope Valley.

Meals: Breakfast / Lunch / Dinner
Destinations: Pope Valley, Angwin, Lake Hennessey
Short Option: 22 miles / 35 km, elevation gain: 1,500 feet / 450 meters
Long Option: 42 miles / 70 km, elevation gain: 3,300 feet / 1,000 meters
Accommodations: Luxury Napa Villa

The Russian River Valley is another of California’s lovely wine appellations, and today we’ll take a break from our bikes to discover its appeal. Explore the Russian River—the wellspring for wine country and the state’s second-largest river—by canoe or kayak. Take a break from paddling with a visit to Healdsburg, followed by a tasting at one of the area’s acclaimed wineries. If you prefer to keep logging the miles on your bike, we can arrange a route for the day. Tonight, we invite you to dive into Healdsburg’s restaurant scene, or indulge in another private dining experience designed by our private chef.

Meals: Breakfast
Destinations: Healdsburg, Russian River
Accomplished: Optional canoeing, kayaking, riding, or hiking
Accommodations: Luxury Napa Villa

Today we tackle one big loop through central Napa Valley. Our route is lined with some of the most recognizable wineries, including Stag’s Leap, Mumm Napa, and Cakebread. Pedal through the vineyards of Rutherford and Oakville before beginning a gradual climb into the rolling hills of Dry Creek. Crest the ride’s famous final grades over a ridge, followed by a joyous descent back into Oakville. Here, we’ll break for a well-earned wine-paired tasting lunch, then finish the loop (or take a lift in the van) back to the comfort of our villa.

Non-riders can visit a winery with a private art collection that rivals any museum before joining the riders for at this afternoon’s tasting lunch.

Meals: Breakfast / Lunch / Dinner
Destinations: Oakville, Rutherford, Mount Veeder
Short Option: 30 miles / 50 km, elevation gain: 1,500 feet / 450 meters
Long Option: 45 miles / 75 km, elevation gain: 2,500 feet / 775 meters
Accommodations: Luxury Napa Villa

No trip to NorCal is complete without a venturing into nearby Sonoma, where the forests gradually evolve into rolling green hills, ranches, pastures, and finally the Pacific coast. A quick transfer to Petaluma brings us right to the start of a can’t-miss ride, following Highway 1 down the coast to Tomales Bay where we’ll savor just-shucked oysters at a seafood lunch. The return ride is just as pretty—all in all, an A1 day of riding to round out the week. It’s only fitting that our final dinner should take place at the villa to cap off a wonderful time in wine country.

Non-riders can drive the Highway 1 route, stopping to visit Bodega Bay and any of the artisan producers in the area.

Meals: Breakfast / Lunch / Dinner
Destinations: Petaluma, Marshall, Nicks Cove
Short Option: 25 miles / 40 km, elevation gain: 1,300 feet / 400 meters
Long Option: 40 miles / 68 km, elevation gain: 3,000 feet / 900 meters
Accommodations: Luxury Napa Villa

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, leaving with one final glimpse at Napa Valley’s iconic vineyards as you head across the Bay.

Meals: Breakfast
Destinations: San Francisco