176 Verified reviews
Christina Lee
January 20, 2026
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Tina Dolan
January 20, 2026
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Kraig Nakamura
January 20, 2026
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Lori Coye
January 14, 2026
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Nicole Wilson
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Alondra Garcia
December 29, 2025
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Naomi Townsend
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Tracey Alexander
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Leeza Save
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Genie P.
December 21, 2025
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Drive a Little, Taste A Lot: Enjoy Local Wine Tasting In Style
Just a short drive south of San Jose, hop on the Morgan Hill Wine Trolley for an unforgettable and iconic wine-tasting experience in the heart of the south Santa Clara County wine country!
Choose a weekend afternoon wine country tour or customize a private event to celebrate a special milestone on a motorized San Francisco cable car trolley. Our Wine Trolley tours begin every Saturday and Sunday afternoon with a champagne reception light bites in charming downtown Morgan Hill. We’ll safely drive you by cable car to three carefully selected local wineries before returning to Morgan Hill where you can enjoy a meal at one of Morgan Hill’s up-and-coming restaurants.
Explore our activities
Bottles & Besties: A Galentine's Night (February 13)
Grab your girls and kick off Galentine’s with a little sparkle, a little sipping, and a lot of fun. ✨🍷
Join us for a special evening wine trolley experience departing with a themed cocktail from Willard Hicks at 5:30 PM or 6:30 PM, then cruise through the evening to CordeValle Winery for a glass of wine and a festive Galentine’s pop-up boutique experience.
Sip, shop, and celebrate friendship with:
- A scenic evening trolley ride
- Welcome Willard Hicks cocktail at pickup and a glass of wine at CordeValle Winery + charcuterie
- Singing and dancing as you roll through wine country
- Curated Galentine’s pop-up boutiques
- The perfect excuse to dress cute and toast your besties
Whether you’re celebrating with your bestie, your sister, or your whole friend group, this experience is designed to honor the amazing friends in your life.
Valentine's Day Wine Tasting Tour (February 14)
An all-inclusive Valentine’s wine tour with elevated touches
Celebrate love aboard our iconic cable car trolley on this Valentine’s Day Wine Tasting Tour, departing at 12:00 PM from downtown Morgan Hill on February 14th. Sip champagne, enjoy curated tastings at three local wineries, indulge in a catered hot lunch, charcuterie, and chocolates, and cruise wine country with romantic music, scenic views, and zero planning required.
✨ This is a special event. To see availability for all of our tours, click Book Now and sort by the top tab "Shop by Date"
Classic Cable Car Weekend Wine Tasting Tour
Hop aboard our iconic cable car trolley and embark on a unique and unforgettable wine-tasting adventure through the rolling landscapes of the south Santa Clara County wine country. Our signature wine-tasting tour starts and ends in charming downtown Morgan Hill and offers a delightful blend of scenic beauty, exceptional wines, and three charming wineries.
✨ This is the same experience as our El Toro Trolley Wine Tasting Tour; the only thing different is the Trolley. To see all tour availability, click Book Now and sort by the top tab "Shop by Date"
El Toro Trolley Wine Tasting Tour
Purchase individual tickets to hop aboard our new white El Toro Trolley and embark on an unforgettable wine-tasting adventure through the rolling landscapes of the south Santa Clara County wine country. Your chic, inclusive tour starts and ends in charming downtown Morgan Hill and offers a delightful blend of scenic beauty, exceptional wines, and three charming wineries.
✨ This is the same experience as our Classic Cable Car Weekend Wine Tour; the only thing different is the Trolley. To see all tour availability, click Book Now and sort by the top tab "Shop by Date"
EXCLUSIVE for 20: El Toro Trolley Wine Tasting Tour
**Limited Time Only: 2025 Introductory Tour **
Gather 20 guests and hop aboard our new white El Toro Trolley and embark on an exclusive and unforgettable wine-tasting adventure through the rolling landscapes of the south Santa Clara County wine country. Your private, inclusive tour starts and ends in charming downtown Morgan Hill and offers a delightful blend of scenic beauty, exceptional wines, and three charming wineries.
After booking, you have the option to customize your experience with options (start time, winery stops) and upgrades (home pickup, lunch alternatives).
Private Wine Tasting Tour
Celebrate special milestones with friends and family on board our historic cable car trolley. Customize your private wine-tasting adventure through south Santa Clara County wine country to experience scenic beauty, exceptional wines, charming wineries, and elevated dining.

Why choose us?
Taking Wine Tasting In the Bay Area To A New Level
We get you outside into a vintage cable car trolley for a ride of a lifetime as you sit back and relax on our wine-tasting tour. You'll enjoy a day unlike anything you'll experience on your own, discovering family-owned vineyards and award-winning wines while enjoying an unforgettable view of the Santa Clara Valley wine country.
Fun
What better way to go wine tasting in Morgan Hill than to hop on an iconic cable car trolley for an exciting, scenic ride through the closest wine country to the south SF Bay Area? We've done all the...
What better way to go wine tasting in Morgan Hill than to hop on an iconic cable car trolley for an exciting, scenic ride through the closest wine country to the south SF Bay Area? We've done all the work to plan your afternoon so you can enjoy stunning views, sip on award-winning wines, and explore little-known gorgeous wineries.
Safe
No need to pick a designated driver for your wine-tasting day trip, you can trust our professional guides to get you safely to and from our beautiful wineries. All you have to do is sit back and...
No need to pick a designated driver for your wine-tasting day trip, you can trust our professional guides to get you safely to and from our beautiful wineries. All you have to do is sit back and relax as you roll past stunning scenery along the Santa Cruz Mountains. You'll have the opportunity to visit three exceptional wineries and after the tour, we'll return you to downtown Morgan Hill to explore the growing restaurant scene.
Memorable
You'll enjoy an unforgettable day, riding a vintage open-air cable car in beautiful wine country. Our friendly Tour Guide will take care of every detail of your day, sharing insider details about ...
You'll enjoy an unforgettable day, riding a vintage open-air cable car in beautiful wine country. Our friendly Tour Guide will take care of every detail of your day, sharing insider details about the heritage of the area, entrepreneurial winemakers, and their exquisite wines. It's an experience that can't be duplicated with any other tour operator in the south SF Bay Area.
Explore The Beautiful South Santa Clara County Wine Country
Morgan Hill is the wine country's hidden gem located in South Santa Clara County just 10 miles away from San Jose, which makes it a great location for those looking for a quiet weekend getaway sipping on delectable wine. With the view of the Santa Cruz Mountains to the east and Diablo Mountains to the west, each winery provides a visual and delicious experience.
Wineries open their tasting rooms and estates for wine tasting, picnics, and live music performances for an exciting variety of experiences throughout the year. On the Morgan Hill Wine Trolley, you will visit wineries like Solis Winery or Miramar Vineyards and enjoy their stunning views of the surrounding countryside. Set your sites on a day trip to Morgan Hill, a captivating getaway to the closest wine country to Silicon Valley and south San Francisco Bay Area.
Frequently asked questions
Our wine tasting tours often involve boarding a cable car trolley, walking through wineries, and visiting tasting rooms so it's best to wear comfortable and casual clothing for the season. Opt for layers, as temperatures in south Santa Clara County wine country can vary throughout the day. Comfortable shoes are a must, as you may be walking on uneven terrain (stilettos and high heels are not recommended).
Not at all! Our wine-tasting tours cater to all levels of wine enthusiasts, from beginners to connoisseurs. Our guides are knowledgeable and happy to share information about the wines you'll be tasting and the winemaking process, ensuring it is a fun and educational experience for everyone.
All public wine-tasting tour guests must be 21 years or older. Non-drinkers are welcome to join the fun, and can select our Zero-Proof ticket and we will provide non-alcoholic options for them. We do not currently offer discounts for non-drinkers. Our private events can be tailored to accommodate guests under the age of 21 if alcohol will not be consumed on the tour.
Our weekend wine-tasting tour packages are $149 per person and include a champagne welcome reception with light appetizers, a gourmet box lunch at the second winery, the tasting fees for all three wineries that we visit, an unforgettable ride on an iconic cable car trolley, and expert insights from our friendly tour guide. Our private wine tasting tours are customized to meet your personal needs, please reach out to discuss your dream event so we can provide a personalized estimate.
Each weekend wine-tasting tour will have a different curated collection of three wineries. We've partnered with over 15 local wineries in Morgan Hill, San Martin, and Gilroy to be a stop on the Morgan Hill Wine Trolley. We are lucky to have a rich selection of unique wineries, each with varied opening times and days. Additionally, we may make adjustments the week of the tour if there will be high heat or rain forecasted to only include wineries with tasting rooms that would be the most comfortable for our guests.
Yes, you are welcome to bring personal food on the trolley for private events and weekend wine-tasting tours. This is especially true if you have dietary restrictions. The weekend wine tasting tours include a light appetizer at the welcome reception, a gourmet box lunch at the second winery, and pre-packaged snacks on the trolley as part of your tour experience. Guests can also bring food for seniors to ensure that older participants have meals suited to their dietary needs while enjoying the tour.
Yes, we do. Click on the red "Book Now" button at the top of the page to purchase a gift card.
For the comfort and safety of all guests, our wine-tasting tours are 21+ only and pets are not permitted. Trained ADA service animals are welcome, in accordance with the Americans with Disabilities Act. We do offer speciality tours (e.g., holiday lights) that are family-friendly.
Our vintage open-air cable car, the Morgan Hill Wine Trolley, is not wheelchair accessible due to its historic design. However, our El Toro Trolley is ADA-accessible and may be available for private tours or special events. We welcome guests of all abilities—including those with mobility, vision, hearing, or other accessibility needs—and encourage you to contact us in advance so we can review options and make your experience as smooth as possible.
Yes. Guests can join the tour with our Zero-Proof Ticket and enjoy the same fun, social experience—just without alcohol. This option includes a sparkling zero-proof welcome beverage plus three additional selected non-alcoholic, single-serve beverages to enjoy throughout the tour, provided in a reusable souvenir tote. Zero-proof beverages can be enjoyed alongside wine tastings at the wineries, so you can fully participate with your group. No explanation is required, and the Zero-Proof Ticket is priced the same as our wine-tasting ticket to ensure an equally celebratory experience.
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Book Your Tour To Sip, Savor, and Celebrate.
176 Verified reviews












