America

October 11, 2025 through October 18, 2025

Explore the Beautiful Hills of Sonoma, California

Sonoma offers beautiful, scenic views, charming destinations, and a wondrous atmosphere in the heart of California.

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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 Sonoma Square

    Meet your group at the hotel for a wonderful walking tour / visit to The Sonoma Square.. Your guides will point out their favorite haunts and stories that span decades. You will be able to wander by one of the oldest Missions in California, shop at some unique resale shops and try some of the best cheese anywhere. You will have time throughout the week to feed the ducks, enjoy one of the many tasting rooms and shop till you drop.

    That evening we will be hosted at a local home for a fun welcome dinner. We will learn history about the area and try various top wines!

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  • Day 2

    Sonoma Square & Biking

    Start out the morning with a 3-mile hike from Sonoma square to a viewpoint with incredible views of Sonoma and beyond. On a good day, you can see San Francisco.
    We will then be picking up our bikes (option to upgrade to electric bike for an additional fee) and exploring 2 or 3 wineries in the afternoon (lunch / charcuterie at a winery). We will visit Gundlach Bundschu and Buena Vista winery, 2 of the oldest wineries in the valley.
    Afternoon at leisure to shop, relax, and have dinner at a local restaurant on the square.

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  • Day 3

    Glen Ellen & Kenwood

    After an optional breakfast at Guy Fieri’s top pick (the Sunrise Café), we will head to the charming town of Glen Ellen where we will visit the ruins and home of the famous author – Jack London. There will be 2 options to hike a short 1 mile hike to the ruins or extend on for a 3 to 4 mile hike through the redwoods surrounding his home. There is a stop at a small museum where you can see his life story unfold.

    From there, we will be taking a private wine tour of a nearby winery, Benzinger Winery. The tour will include a trolly ride to learn the process of wine making. We will taste wines that are only sold here and learn why this winery takes top awards. Also, enjoy the shop for unique items from the area. We will have a picnic here as well – after a short stop at a top deli. A short distance is the sister winery, Imagery Winery where we can play a game of Bocce ball and see some of the most unique award winning wine labels.

    Following this unique experience, we will be stopping at a beautiful sunset spot for happy hour and appetizers.

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  • Day 4

    NAPA

    Today, we are going to tour Napa with a Kayak adventure down the river. We will visit 2 top wineries, enjoy shopping and many art studios.

    Water to Wine: Guided Tour - Experience terroir by water then revisit in your glass after the paddle! • Discover how raging waters, volcanic soil and marine influence effects wine flavor • Views of Atlas Peak, Mt Veeder, Coombs Ville and more!

    The Napa River is a meeting place—where fresh and salt water converge; where fish, birds, and animals co-mingle; and where the histories and cultures of generations of people blend and flow, twisting and turning like the living river itself. From these volcanic soils, natives chiseled arrowheads where vineyards grow today. Roots that ebb & flow each growing season, penetrating volcanic rock toward the water table below. This river is essential to produce wines of perfection from a diverse range of grapes harvested from Napa’s world-famous vines. Includes tasting room voucher in Downtown Napa & Backstage Pass to Jam Cellars.

    That afternoon / evening, we will be doing a hike to a beautiful lake and then visiting a beautiful botanical garden and enjoy a special night in Sonoma under the stars with a picnic dinner.

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  • Day 5

    Sonoma Ballooning & Spa

    Wake up for an optional sunrise champagne ballooning trip over the Sonoma Napa Valley. As the #1-rated hot air balloon company in both Sonoma and Napa, they are passionate about sharing the beauty of this region from above. Imagine floating gently over sun-drenched vineyards, feeling the warmth of the sunrise as you take in panoramic views of rolling hills, world-class wineries, and charming towns. It’s a truly breathtaking experience that will touch your soul and create memories to last a lifetime.

    At 11 am, we will return to Napa. Today we will head up the mountain on a gondola for “The Founder's Experience." Taking place at the peak of the hill in the newly redesigned Founder’s Room, join us for our most premier tasting experience at Sterling Vineyards. You’ll be treated to a world class food and wine pairing with our most coveted winery exclusive wines. 90-minute experience. We will then visit another top winery, possibly two based on timing. October is Crush season so we will see the process unfolding as we visit these wineries.

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  • Day 6

    Sonoma Hike & Vineyards

    This morning, you will be treated to a foot massage (Option to upgrade to full massage). Enjoy a coffee and walk the square. This afternoon, we are going to take a short hike at the Cline Vineyards.

    Then head to the beautiful Jacuzzi Winery where we will taste test olive oils and vinegar. We will return to the Sonoma square where you will have the option for a very special private tour at an up and coming winery that is for members only!!

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  • Day 7

    Hieldsburg

    Up early and check out…

    9 am - Start our journey to Healdsburg.. visit the famous small town for shopping and wine tasting.. Lunch on own in the charming town. Then we will head to our accommodations for the evening…Glamping - settle in and enjoy the stream and exploring. We will have glamping tents for a unique experience. We will have dinner in downtown Healdsburg but head back to the campsite for a campfire and s’mores You will enjoy the great outdoors and get a good night sleep!

     

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  • Day 8

    Departure Day

    Head to the SFO or OAK airport at your leisure..

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