California
Trip summary statistics
5days
Sonoma's Best Cellars & Gourmet Dining
San Francisco, Healdsburg
Taste rare wines with exclusive, private tastings tailored to your preferences in Sonoma.
Meet Sonoma’s top vintners at boutique wineries, exploring small-batch, artisanal wines.
Dine at sought-after SingleThread, Sonoma’s three-Michelin-star restaurant for an epic meal.
Unwind with a spa day at Montage Healdsburg, featuring state-of-the-art amenities.
Stroll downtown Healdsburg guided by local insights from your Destination Expert.
* Please note: USD per person, double occupancy. Custom designed personal tour. Prices subject to change.
A travel experience like no other
This sample itinerary was created by experts and is meant to inspire your next trip. It is ready to be customized to suit your interests, tastes and budget so you can connect with local cultures and experience authentic travel on your own terms and departing whenever you choose.
San Francisco to HealdsburgThe Adventure Begins
- San Francisco Airport to Healdsburg (2.5 hrs) - Private Transfer
- Dinner Reservation at Hazel Hill
HealdsburgOf Vineyards and Vintages
- Sonoma's Exclusive Cellars (with Wine Tastings & Lunch, 6 hrs) - Private
- Dinner Reservation at Valette with Round-trip Car Service - Private
HealdsburgExplore with an Expert
- Sonoma’s Creative, Next Gen Wine Producers (with Tastings & Lunch, 7-8 hrs) - Private
- Live Music and Sunset S'mores at Leisure
HealdsburgWind Down
- Optional Activities at Montage Healdsburg
- Spa Reservation at Montage Healdsburg
- Dinner Reservation at SingleThread with Round-trip Car Service - Private
Healdsburg to San FranciscoBon Voyage
- Healdsburg - San Francisco [Airport (2.5 hrs)] - Vehicle/Driver
SAN FRANCISCO TO HEALDSBURG
The Adventure Begins
Meet your private driver for a transfer to Healdsburg. Approximate travel time is 2 hours and 30 minutes.
Enjoy a reservation at Hazel Hill in Sonoma, where California wine country meets French-inspired cuisine. Nestled within the serene surroundings of the Montage Healdsburg, Hazel Hill offers a culinary experience driven by fresh, locally sourced ingredients and impeccable attention to detail. With a menu inspired by the bounty of Sonoma, guests can savor vibrant seasonal dishes crafted by top chefs and accompanied by expertly selected wines from the region. Whether dining indoors with sweeping views of the vineyards or outside on the terrace under the Sonoma sky, Hazel Hill provides an unforgettable experience that celebrates the art of fine dining in wine country. Please note: This service is for a reservation only and payment for your meal is required in destination. All reservations are subject to availability.
Where you’ll be staying
Vineyard King Room
HEALDSBURG
Of Vineyards and Vintages
Indulge in a sophisticated wine-tasting journey through Sonoma county, where your private driver escorts you to two exclusive boutique wineries, offering an intimate and exceptional tasting experience. Today, unlock the doors to two boutique wineries, renowned for their hand-crafted, small-batch wines that rarely open to the public. Here, step into a world where wine is an art form. Under the guidance of your expert host, you’ll engage directly with estate managers and winemakers, deepening your appreciation for the meticulous process behind single-vineyard creations. Taste elegant varietals, thoughtfully paired with farm-fresh dishes, as you explore the nuances of the region's terroir. This experience is designed for those passionate about expanding their knowledge or growing their wine collection, with expert guidance to help you select the perfect bottles for your cellar. Midday, you'll be treated to a chef-prepared farm-to-table picnic amid the serene beauty of Sonoma’s rolling hills. Each bite and sip enhances the overall experience, combining the region’s finest produce with its most exquisite wines. Your day culminates with a seamless transfer back to your accommodation.
Meet your private driver for your restaurant transfers and immerse yourself in rustic charm at Valette, a beloved culinary gem known for innovative Californian cuisine. Founded by Chef Dustin Valette and his brother Aaron Garzini, this restaurant showcases locally sourced ingredients from Sonoma's farmers, ranchers, and purveyors, each dish telling a story of the region’s rich agricultural heritage. With a menu that changes seasonally, guests can savor creative dishes like house-made charcuterie, fresh seafood, and perfectly cooked meats, paired with a curated wine list highlighting Sonoma’s finest. The intimate, welcoming atmosphere at Valette ensures every meal is an experience to remember in the beautiful Sonoma wine country. Please note: This service is for a reservation & transportation only and payment for your meal is required in destination. All reservations are subject to availability.
Where you’ll be staying
Vineyard King Room
HEALDSBURG
Explore with an Expert
Uncover the next wave of California winemaking with a curated journey to up-and-coming wineries where innovation meets heritage. While many estates here boast histories over 150 years old, a new generation of trailblazing winemakers is crafting fresh legacies. Set out with your private guide for an intimate experience with these visionary proprietors, sampling their hand-crafted wines and delving into the inspirations that drive their passion. These may be vintners whose names are new to you, but the wines are ones you’ll never forget. Mid-day, enjoy a picnic-style lunch to fuel your exploration. Conclude the day with a return transfer to your accommodation.
Evenings at Montage Healdsburg offer a blend of relaxation, entertainment, and starry-night experiences. From Thursday to Saturday, enjoy live music during Sunset Hour at the Scout Field Bar, where handcrafted cocktails and the golden glow of the setting sun create the perfect start to your evening. On Friday and Saturday nights, gather for sunset s’mores at the Spa Courtyard, a delightful way to unwind and savor a sweet treat under the fading light. As darkness falls, take in the stars at your leisure from the resort grounds, enjoying the peaceful Sonoma sky. For a more intimate experience, guests can also add a private 90-minute stargazing session on the Vineyard Lawn, taking in the constellations with expert guidance. Whether enjoying music, a fireside treat, or the stars, evenings at Montage Healdsburg are designed to be memorable and enchanting. Please speak to your Destination Expert to pre-book a Stargazing experience.
Where you’ll be staying
Vineyard King Room
HEALDSBURG
Wind Down
At Montage Healdsburg, an array of optional activities awaits, designed to immerse guests in the natural beauty and refined luxury of Sonoma. As the sun sets, gather around for sunset s'mores, creating timeless memories under the starlit sky. The resort's exquisite pools and private cabanas offer a serene retreat, perfect for leisurely afternoons. For the adventurous spirit, biking and hiking trails wind through the picturesque landscape, revealing the hidden gems of the region. Elevate your experience with a session of archery, blending skill and tranquility amidst stunning surroundings. Engage in friendly competition with games of bocce ball and pickleball, each offering a delightful way to enjoy the outdoors. Embrace holistic wellness with yoga sessions set among the lush vineyards, where the serene environment enhances mindfulness and relaxation. Whether seeking active pursuits or serene relaxation, Montage Healdsburg provides an immersive array of activities, ensuring each guest’s stay is as enriching as it is memorable.
Experience the ultimate in relaxation with a spa reservation at Montage Healdsburg Spa in Sonoma. This luxurious sanctuary, nestled amid the picturesque vineyards and rolling hills, offers a serene escape designed to rejuvenate mind, body, and spirit. The spa’s expertly curated treatments, including bespoke massages, invigorating facials, and holistic wellness therapies, harness the healing power of nature using organic and sustainably sourced ingredients. Enhance your wellness journey with access to the spa’s state-of-the-art amenities, such as the serene outdoor pool, therapeutic whirlpools, and a relaxation lounge offering panoramic views of the lush landscape. Unwind in the tranquility and restorative ambiance of Montage Healdsburg Spa, where every detail is crafted to promote a profound sense of well-being.
Meet your private driver for your restaurant transfers and embark on an exceptional journey through Japanese and California-inspired cuisine at Healdburg's SingleThread. This three-Michelin-star restaurant, founded by husband-and-wife team Chef Kyle and Farmer Katina Connaughton, offers a unique and immersive experience, beginning with produce sourced directly from their five-acre farm. Each tasting menu is meticulously crafted, harmonizing seasonal ingredients, Japanese flavors, and exquisite presentation. Paired with wines curated from Sonoma and beyond, a meal at SingleThread is a celebration of artistry and sustainability in the heart of wine country, making it one of the most sought-after dining experiences in the world. Please note: This service is for a reservation & transportation only and payment for your meal is required in destination. All reservations are subject to availability.
Where you’ll be staying
Vineyard King Room
HEALDSBURG TO SAN FRANCISCO
Bon Voyage
Meet your private driver for a transfer to San Francisco International Airport. Approximate travel time is 2 hours and 30 minutes.
HEALDSBURG
Montage Healdsburg
Discover Montage Healdsburg, a luxurious hideaway nestled amid rolling vineyards, where warm hospitality meets the charm and beauty of Sonoma wine country. Embracing the region's serene ambiance, 130 bungalow-style guestrooms and suites blend contemporary design with environmental consciousness, dedicating one-third of each space to outdoor living. Each room serves as a peaceful sanctuary, offering respite after a day of exploration. True to Sonoma Valley's tradition of culinary excellence, the hotel presents an array of refined dining experiences that celebrate the land's bounty. Delight in California cuisine with a French flair, savor innovative cocktails at the bar, and enjoy fresh, seasonal seafood at the on-site grill. The spa provides a restful haven, offering treatments inspired by the surrounding landscape and outdoor yoga classes amidst the vineyards, ensuring a retreat for the mind, body, and soul. Bask in the warm Northern California rays alongside one of the two sparkling swimming pools, complete with private cabanas and poolside dining. Montage Healdsburg epitomizes a harmonious blend of luxury and nature, inviting you to experience the epitome of Sonoma's enchanting allure.
Made to Order
- Choose from a range of places to stay, from impeccable five-star hotels to equally outstanding boutique ones.
- Tailor your trip to include a wide variety of activities, from the must-see's to the lesser-known, local experiences, and even the exclusive ones you may not know about.
- With no fixed dates or set schedules, you can explore on your terms.
- Whether you're celebrating one of life's big moments or looking to fulfill a personal journey, we always work with you to ensure we're creating a trip-of-a-lifetime.
What's included
- A fully customized itinerary based on your interests and schedule
- 24/7 in-destination support from our local office
- Regional flights between stops in your itinerary (unless otherwise indicated)
- All accommodation stays, tours and transfers for scheduled activities are covered, unless otherwise listed in the itinerary
- A private driver for tours and transfers (in some countries our local private guides also act as your driver - your Destination Expert will discuss with you if applicable)
- Local private guides or shared tours that take you through your itinerary highlights and experiences, your final itinerary will confirm the type of tour
- A greeting at the airport or at your accommodation from one of our representatives – your expert will confirm your meet and greet location with you
- Breakfast each morning at your hotel, plus any meals indicated in the itinerary
- One suitcase and one carry-on per person for trip transfers
What's not included
- Your international airfare – please do let your expert know if you'd like to receive pricing from our Air Team
- Travel insurance, which we offer and can be purchased after you've booked your tour
- Visas (unless noted)
- Tips for services and experiences
- Lunches, dinners and drinks (alcoholic and non-alcoholic), unless specified in the itinerary
- Excess baggage charges, and where applicable, baggage not included in your fare
- Personal charges such as laundry, phone calls, SIM cards or room service
- Early check-in or late check-out from hotels (unless otherwise specified)
- Additional sightseeing, activities and experiences outside of your itinerary
- Optional enhancements like room or flight upgrades, or local camera or video fees
- Passport fees, immunization costs, and local departure taxes (when applicable)
Protect your travel
- We recommend travel protection. Between missed connections, lost or delayed luggage, or medical emergencies, you want some peace of mind that your travel investment is well protected.
- No matter who you buy from, please consider purchasing a travel protection plan before you travel. Still unsure? Consider these frequently asked questions.








