America
October 18, 2025 through October 25, 2025
Explore the Beautiful Hills of Sonoma, California
Sonoma offers beautiful, scenic views, charming destinations, and a wondrous atmosphere in the heart of California.
Sonoma, California, is a charming town in the heart of Sonoma Valley, known for its world-class wineries, historic landmarks, and picturesque landscapes. Located about an hour north of San Francisco, Sonoma boasts a rich history, including the Mission San Francisco Solano and the Sonoma Plaza, which played a key role in California’s path to statehood. The region is a paradise for wine lovers, offering a diverse selection of vineyards and tasting rooms. With its blend of small-town charm, farm-to-table dining, and outdoor recreation, Sonoma is a top destination for visitors seeking relaxation and adventure in California wine country.
Join our incredible adventure that combines wine with adventure!
Trip Itinerary
Day 1
Welcome to Sonoma Square
Begin your wine country adventure in the historic heart of Sonoma! Meet your fellow travelers and expert guides at the hotel for a captivating walking tour of Sonoma Square. Your knowledgeable guides will reveal hidden gems and share fascinating stories that bring this charming town to life.
Explore one of California's oldest missions, discover unique treasures in local boutiques, and sample some of the region's finest artisanal cheeses. Throughout your stay, you'll have plenty of opportunities to feed the ducks at the pond, explore the many excellent tasting rooms, and indulge in some retail therapy.
Evening Highlight: Enjoy an exclusive welcome dinner hosted at a local resident's home. Immerse yourself in the rich history of Sonoma Valley while sampling exceptional wines from top local producers.
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Day 2
Sonoma Square & Biking Adventure
Start your day with an invigorating 3-mile hike from Sonoma Square to a spectacular viewpoint offering breathtaking panoramas of the valley. On clear days, you might even glimpse San Francisco in the distance!
After your morning trek, collect your bikes (with an option to upgrade to electric bikes for an additional fee) and embark on a delightful vineyard tour. Visit two to three premier wineries, including Gundlach Bundschu and Buena Vista—two of the valley's most historic estates. Savor a gourmet lunch or charcuterie board at one of these distinguished wineries.Spend your afternoon at leisure exploring Sonoma Square, relaxing at the hotel, or enjoying dinner at one of the outstanding local restaurants.
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Day 3
Glen Ellen & Kenwood Exploration
Begin your day with an optional breakfast at the locally famous Sunrise Café (one of Guy Fieri's top picks!) before journeying to the enchanting town of Glen Ellen. Here, you'll visit the fascinating ruins and former home of celebrated author Jack London. Choose between a leisurely one-mile hike to the ruins or challenge yourself with a spectacular 3-4 mile trek through majestic redwoods. A small museum offers intimate insights into the author's extraordinary life.
Next, experience an exclusive private tour at the acclaimed Benzinger Winery. Your adventure includes a charming trolley ride that reveals the secrets of their award-winning winemaking process. Sample rare wines available only at the estate and browse their boutique for unique local treasures. Enjoy a delightful picnic lunch featuring delicacies from a renowned local delicatessen.
A short drive takes us to Imagery Winery, Benzinger's sister estate, where you can try your hand at bocce ball while admiring some of the wine world's most creative and distinctive label designs.
Evening Treat: Cap off this unforgettable day at a picturesque sunset location with happy hour drinks and delectable appetizers.
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Day 4
NAPA River Adventure
Today we venture to neighboring Napa Valley for a truly distinctive experience—kayaking down the legendary Napa River! Our "Water to Wine" guided tour lets you experience terroir first by water, then by glass. Discover how volcanic soil, marine influences, and flowing waters affect the flavor profiles of Napa's world-class wines while enjoying spectacular views of Atlas Peak, Mt. Veeder, and Coombsville.
Paddle along this historic river where fresh and salt water converge, creating the perfect conditions for Napa's famous vineyards. We'll visit two exceptional wineries, explore charming shops, and browse inspiring art studios. Your adventure includes a valuable tasting room voucher for Downtown Napa and a special Backstage Pass to Jam Cellars.
Afternoon & Evening: Embark on a scenic hike to a serene lake before visiting a stunning botanical garden. As twilight falls, enjoy a magical dinner picnic under the stars in Sonoma.
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Day 5
Sonoma Ballooning & Spa
Rise early for an optional but unforgettable sunrise hot air balloon journey over Sonoma and Napa valleys. Float gently above sun-touched vineyards with the region's #1-rated ballooning company as dawn breaks over the landscape. Witness the early light illuminating rolling hills, world-class estates, and picturesque towns while sipping champagne—truly a soul-stirring experience that creates lifetime memories.
At 11:00 AM, we'll head to Sterling Vineyards for "The Founder's Experience." Ascend the mountain via gondola to the newly redesigned Founder's Room for their most exclusive tasting experience. Indulge in a world-class food and wine pairing featuring their most coveted winery-exclusive vintages during this 90-minute premium experience.
We'll then visit one or two additional prestigious wineries, timing permitting. October is the exciting "Crush" season, giving you a rare opportunity to witness the harvest process in action as we tour these outstanding estates.
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Day 6
Sonoma Relaxation & Vineyards
Begin your day with a rejuvenating foot massage (with an option to upgrade to a full-body treatment). Savor a leisurely coffee while strolling around Sonoma Square.
In the afternoon, enjoy a peaceful hike through the beautiful Cline Vineyards before visiting the magnificent Jacuzzi Winery for an educational olive oil and vinegar tasting experience.
Special Access: Return to Sonoma Square where you'll have the exclusive opportunity to tour an emerging, members-only boutique winery that's generating significant buzz among wine enthusiasts!
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Day 7
Hieldsburg Adventure & Glamping
After an early checkout, we journey to charming Healdsburg at 9:00 AM. Explore this jewel of a town, known for its exquisite shops and outstanding tasting rooms. Enjoy lunch at your leisure in this delightful destination.
Glamping Experience: In the afternoon, we'll head to our unique accommodations—luxury glamping tents set alongside a picturesque stream. Settle in and explore the natural surroundings before dinner in downtown Healdsburg.
Evening Magic: Return to our glamping site for a traditional campfire complete with s'mores under the stars. Experience the perfect blend of outdoor adventure and comfort as you fall asleep to the gentle sounds of nature.
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Day 8
Departure
Depart for San Francisco (SFO) or Oakland (OAK) airports at your convenience, taking with you unforgettable memories of your Sonoma wine country adventure.
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