Calistoga, California, is famous for its mineral-rich waters, charming small-town vibe, and a surprisingly vibrant wine scene. It’s a place where you can sip outstanding wines, enjoy scenic landscapes, and even see the region from above—all in a manageable, laid-back setting. We especially like the personalized private wine tours, where guides with decades of experience craft tailored itineraries, and the aerial Napa Valley tour, which offers a stunning bird’s-eye perspective of the vineyards. Whether you’re a wine connoisseur or just seeking a relaxing getaway, Calistoga’s tours offer something special.
Our list includes a mix of private experiences, group adventures, and a unique airplane flight, each with its own charm. We’ve chosen these tours because they combine quality, authenticity, and good value—making it easier for you to pick your perfect excursion. For a comprehensive look at the region, check out the Napa/Sonoma: Full-Day Private Wine Tour, which stands out for its personal touch and off-the-beaten-path wines.
1. Napa/Sonoma: Full-Day Private Wine Tour for up to 14 Guests
This private wine tour is perfect for those who want a flexible, personal experience exploring Napa & Sonoma wineries with a guide who’s been in the business for over 30 years. It’s designed to be tailored to your preferences, whether you love bold reds or crisp whites. The tour includes visits to hidden wineries that aren’t usually on tourist maps, making it ideal for those craving something more authentic.
One of the biggest draws is the gourmet picnic lunch, which is prepared to accommodate dietary restrictions—no generic sandwiches here, but carefully curated local foods. The guide’s extensive experience means you’ll get insightful wine education, learning about everything from grape varieties to sustainable practices. The tour is priced at $750 per group, up to two people, making it surprisingly economical for a private, full-day experience.
Guests appreciate the personal approach and attention to detail. With a 5/5 rating based on four reviews, it’s clear that this tour is well-loved. If you’re seeking a customized, intimate day with excellent wines and local stories, this is a top pick.
Bottom Line: A personalized, off-the-beaten-path wine adventure that balances education and relaxation, ideal for small groups wanting a tailored experience.
2. Napa Valley: Airplane Napa Valley Tour
For a completely different perspective, consider the Airplane Napa Valley Tour. This 1.5-hour flight provides a breathtaking aerial view of one of the world’s most renowned wine regions. Flying over the vineyards, rolling hills, and iconic landmarks like the Golden Gate Bridge, you’ll gain a new appreciation for Napa’s sprawling beauty.
What makes this tour stand out is the chance to see the landscape from above, something that’s hard to match from ground level. Knowledgeable guides accompany the flight, sharing insights about the region’s history, topography, and wine-growing areas. It’s priced at $319 per person, making it more accessible than many helicopter rides and offering a quick but memorable highlight of your visit.
This experience is perfect for those who want a photo-friendly adventure or have limited time but still want a sweeping view of Napa’s vineyards and scenery. The reviews are excellent, with a 5/5 rating from one reviewer, emphasizing the quality of the flight and the stunning vistas.
Bottom Line: An unforgettable way to see Napa Valley’s landscape from above, ideal for travelers seeking a distinctive view of the region.
$319 per person
3. From San Francisco: Private Muir Woods and Napa Wine Tour
This full-day tour from San Francisco combines two iconic California experiences—walking among ancient redwoods at Muir Woods and tasting top wines in Napa and Sonoma. The tour lasts about 8 hours and is customizable to your interests, whether you want to focus more on the wine or explore additional sights like Sausalito or the Palace of Fine Arts.
The private nature of this tour means your guide tailors the experience. You’ll visit Northern California’s most beautiful wineries, and enjoy scenic drives in a comfortable SUV. The guide’s deep knowledge helps you understand each stop’s significance, from vineyard practices to winemaking styles. The tour is priced at $765 for up to six people, which is a reasonable rate given the personalized, all-inclusive experience.
Guests love the flexibility, with one noting, “The driver was friendly, knowledgeable, and made sure we saw everything that mattered to us.” It’s a great choice for visitors who want a blend of nature and wine in a single day, with the convenience of door-to-door service.
Bottom Line: An all-in-one day trip suitable for small groups who want a personalized mix of forest and vineyard exploration.
$765 per group up to 6
4. From San Jose: Small Group Napa & Sonoma Valley Wine Tour
If you’re coming from San Jose and prefer a more social atmosphere, this small-group Napa & Sonoma wine tour provides a full 12-hour day of tasting and sightseeing. The tour includes private transportation in an air-conditioned vehicle, bottled water, and visits to notable wineries in both valleys.
Though reviews aren’t listed, the format suggests a well-organized, relaxed experience with a focus on quality wineries. The longer duration allows time for in-depth tasting stops and scenic breaks, making it perfect for wine lovers who want a comprehensive day without feeling rushed.
This tour is best suited for those who don’t mind sharing with a small group and want to maximize their time in Napa and Sonoma. The price is $365 per person, offering good value considering the length and inclusiveness.
Bottom Line: An economical, full-day group tour ideal for visitors from San Jose wanting a broad taste of Napa and Sonoma.
$365 per person
5. Napa Valley: Driver & Guide Service California wine country
Lastly, for travelers looking for ultimate flexibility, the Driver & Guide Service offers tailored itineraries with a chauffeur for the entire day. Priced at $520 per group (up to 20), this allows you to design your perfect day—visiting specific wineries, exploring towns like Yountville, or including additional sights like Russian River Valley.
One of the biggest advantages is the ability to save money and time by having a knowledgeable driver handle logistics and driving. The service includes cold water, snacks, and expert advice, making it a smooth, comfortable experience. It’s a good fit for groups who want a private, customizable day but prefer not to do the planning themselves.
While reviews aren’t available, this kind of guided chauffeur service is especially suited for large groups or travelers who want total control over their wine country itinerary.
Bottom Line: A flexible, private chauffeur option that gives you control over your wine experience, perfect for groups who value customization and comfort.
$520 per group up to 20
How to Choose the Right Calistoga Tour
When deciding among these options, consider your budget, time, and what kind of experience you want. The private Napa/Sonoma tour (link) is ideal if you value personalized service and off-the-beaten-path wineries. The aerial Napa Valley flight is best for a quick, breathtaking overview—great if you’re short on time but want a memorable highlight.
For those who want a mix of nature and wine, the San Francisco pickup offers an easy, private day. If you’re coming from San Jose, the small-group tour balances affordability with a full day’s exploration. Lastly, the driver & guide service offers maximum flexibility for larger groups or those with specific plans.
Booking early is wise, especially for popular times like summer or weekends. Think about whether you prefer a private, guided experience or a more spontaneous, flexible day. Each tour has its strengths—just pick the one that best matches your style.
Calistoga offers a range of memorable ways to explore California’s wine country. Whether you’re after a private, educational tour, a scenic flight, or a fully customizable chauffeur day, these options help turn your visit into an authentic, enjoyable experience. Consider your priorities, and don’t hesitate to book early—these tours fill up quickly in peak season. Cheers to a fantastic trip!