Wine Tastings, Dinners & Festivals

Wine Tastings, Dinners & Festivals

Near Gilroy, California

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Featured Local Events

Half Moon Bay, CA

An Evening At Navio Featuring The Exceptional Wines Of Vérité Winery

Fri, September 18, 2026

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Napa, California

WSET Level 3 Award In Wines Intensive

Tue, November 17, 2026 to Sun, November 22, 2026

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Alameda, CA

Downtown Alameda ​TEQUILA & MEZCAL STROLL

Fri, September 25, 2026

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Napa, California

Champagne Specialist Course

Mon, November 9, 2026 to Tue, November 10, 2026

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Pacific Grove, CA

Tides & Terroir: A Celebration Of The Monterey Bay

Fri, October 16, 2026 to Sat, October 17, 2026

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Paso Robles, CA

16th Anniversary Paso Garagiste Wine Festival

Sat, November 7, 2026

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All Upcoming Local Events

120 Events listed within 60 miles.

60 miles 30 miles 15 miles
  • Sep 5, 2026 (Sat)
Harvest/Cellar Vine And Wine Walk With French Worker’s Lunch
Roberts Ranch Vineyards | Ben Lomond, CA
  • Sep 5-9, 2026 (Sat-Wed)
Flash Class: Summer Spritz & Bites
Eataly Silicon Valley | San Jose, CA
  • Sep 5, 2026 (Sat)
Wine, Charcuterie, & Crushpad Concert At Roberts Ranch With Mountain Drive
Roberts Ranch Vineyards | Ben Lomond, CA
  • Sep 5, 2026 (Sat)
Masterclass: Badia A Coltibuono Winery
Eataly Silicon Valley | San Jose, CA
  • Sep 6, 2026 (Sun)
Coffee Roasting 101 | Master The Basics Of Coffee Roasting At Home
Jiaren Cafe | Santa Clara, CA
  • Sep 6, 2026 (Sun)
Hands-On: Mozzarella
Eataly Silicon Valley | San Jose, CA
  • Sep 6, 2026 (Sun)
Sunset Concert Ft. Forejour | Tribute To Foreigner & Journey At McGrail
McGrail Vineyards | Livermore, CA
  • Sep 8, 2026 (Tue)
  • Sep 15, 2026 (Tue)
  • Sep 22, 2026 (Tue)
  • Sep 29, 2026 (Tue)
Tuesdays On The Terrace At McGrail
McGrail Vineyards | Livermore, CA
  • Sep 8, 2026 (Tue)
Hands-On Pizza Making: Pizza Napoletana With Rossopomodoro
Eataly Silicon Valley | San Jose, CA
  • Sep 9, 2026 (Wed)
A Salon Of Fine Wine And Sophisticated Magic
Cordial Bottle Shop Castro Valley | Castro Valley, CA
  • Sep 10, 2026 (Thu)
Hands-On: Focaccia Classica
Eataly Silicon Valley | San Jose, CA
  • Sep 10, 2026 (Thu)
California Uncorked - Napa Valley & Beyond!
Total Wine & More | Multiple Locations, Nearby
  • Sep 10, 2026 (Thu)
Late Summer 2026 Farm-to-Table Dinner
Testarossa Winery | Los Gatos, CA
  • Sep 11, 2026 (Fri)
Uncorked: Blind Tasting
Eataly Silicon Valley | San Jose, CA
  • Sep 11, 2026 (Fri)
Friday Night Live Ft. Bryan Loweree At McGrail
McGrail Vineyards | Livermore, CA
  • Sep 12, 2026 (Sat)
Wine Tasting Experience At The Mountain View Art & Wine Festival
Downtown Mountain View | Mountain View, CA
  • Sep 12, 2026 (Sat)
Tondré Grapefield Pinot Noir Vertical Tasting
Testarossa Winery | Los Gatos, CA
  • Sep 12, 2026 (Sat)
Liquor Masterclass: Old Hillside Distillery
Eataly Silicon Valley | San Jose, CA
  • Sep 12, 2026 (Sat)
Tomato Tasting And Pasta Farm To Table Dinner
Miller Red Barn - Christmas Hill Park, Ranch Site | Gilroy, CA
  • Sep 12, 2026 (Sat)
Tavern At The Crossroads Presents - Covetry Cove
Tavern at the Crossroads | Hayward, CA
  • Sep 12, 2026 (Sat)
California Uncorked - Napa Valley & Beyond!
Total Wine & More | Multiple Locations, Nearby
  • Sep 12, 2026 (Sat)
Tartufino Privè — A Pop-Up By Chef Shawn Phillips | September 12
Avellino Way | Mountain View, CA
  • Sep 12, 2026 (Sat)
Italy's Elite
Total Wine & More | Multiple Locations, Nearby
  • Sep 13, 2026 (Sun)
Public Coffee Tasting
Cat & Cloud Training Lab & Roastery | Santa Cruz, CA
  • Sep 13, 2026 (Sun)
Far West Fungi Farm Tour
248 Bluff Rd | Moss Landing, CA
  • Sep 13, 2026 (Sun)
Wine Tasting Experience At The Mountain View Art & Wine Festival
Downtown Mountain View | Mountain View, CA
  • Sep 13, 2026 (Sun)
National Tasting Project 2026: Central Italy
St. Mary's by-the-Sea Edwards Hall | Pacific Grove, CA
  • Sep 13, 2026 (Sun)
In-person Class: Biryani And South Indian Classics (Bay Area)
Chef's place (The full address will be provided in the confirmation email after purchase) | Union City, CA
  • Sep 14, 2026 (Mon)
Heitz Cellar Wine Dinner
Augustine | San Jose, CA
  • Sep 15, 2026 (Tue)
Sip & Script | Modern Calligraphy For Beginners
McGrail Vineyards | Livermore, CA
  • Sep 15, 2026 (Tue)
The Macallan Dinner
The Village Pub | Woodside, CA
  • Sep 16, 2026 (Wed)
Hands-On: Pasta Cacio E Pepe
Eataly Silicon Valley | San Jose, CA
  • Sep 16, 2026 (Wed)
A Salon Of Fine Wine And Sophisticated Magic
Cordial Bottle Shop Castro Valley | Castro Valley, CA
  • Sep 16, 2026 (Wed)
Chef’s Table Beer & Food Pairing | Mexican Inspired Dinner | Livermore
4771 Arroyo Vista | Livermore, CA
  • Sep 17, 2026 (Thu)
Penfolds To The World San Mateo: A Moonlit Celebration Of Chinese Tradition
Palette Tea Garden & Dim Sum | San Mateo, CA
  • Sep 17, 2026 (Thu)
Fall Wine Walk In Downtown Campbell
Downtown Campbell | Campbell, CA
  • Sep 17, 2026 (Thu)
Fall Wine Walk In Downtown Campbell
Historic Downtown Campbell | Campbell, CA
  • Sep 17, 2026 (Thu)
The Killer Dueling Pianos Show At McGrail
McGrail Vineyards | Livermore, CA
  • Sep 17, 2026 (Thu)
Champagne Billecart-Salmon Dinner
Selby's | Redwood City, CA
  • Sep 17, 2026 (Thu)
Chart House - Prisoner Wine Dinner - Monterey
Chart House | Monterey, CA
  • Sep 18, 2026 (Fri)
2026 Downtown Los Altos Wild West Whiskey & Bites Stroll
Beautiful Downtown Los Altos | Los Altos, CA
  • Sep 18, 2026 (Fri)
An Evening At Navio Featuring The Exceptional Wines Of Vérité Winery
Navio at The Ritz-Carlton, Half Moon Bay | Half Moon Bay, CA
  • Sep 19, 2026 (Sat)
Boards And Bond: Cheese And Charcuterie Workshop With Culinary Cam!
Quail & Olive | Carmel Valley, CA
  • Sep 19, 2026 (Sat)
Taste Of Los Gatos 2026
Downtown Los Gatos | Los Gatos, CA
  • Sep 19, 2026 (Sat)
Super ENOTECA100 :: Barolo, Brunello, Barbaresco, Amarone, And More...
Donato Enoteca | Redwood City, CA
  • Sep 19, 2026 (Sat)
Kids In The Kitchen: Pasta Cavatelli
Eataly Silicon Valley | San Jose, CA
  • Sep 19, 2026 (Sat)
  • Oct 10, 2026 (Sat)
McGrail's Harvest Afternoons On The Lawn
McGrail Vineyards | Livermore, CA
  • Sep 19, 2026 (Sat)
Fogstone Vineyard Chardonnay Vertical Tasting
Testarossa Winery | Los Gatos, CA
  • Sep 19, 2026 (Sat)
Cocktail Masters Class - Advanced Mixology
Fogbird | San Mateo, CA
  • Sep 19, 2026 (Sat)
Bubbles & Brine: Oysters & Caviar Tasting Class
Eataly Silicon Valley | San Jose, CA
  • Sep 19, 2026 (Sat)
Vine To Wine At Santana Row With Master Somm
Santana Row Plaza | San Jose, CA
  • Sep 19, 2026 (Sat)
Vine To Wine | Master Somm David Glancy, Wine Tasting & Harvest Dinner
3060 Olsen Dr | San Jose, CA
  • Sep 20, 2026 (Sun)
Wine Around
Eataly Silicon Valley | San Jose, CA
  • Sep 20, 2026 (Sun)
Wine & Potato Chip Pairing
Testarossa Winery | Los Gatos, CA
  • Sep 20, 2026 (Sun)
Hands-On: Mozzarella
Eataly Silicon Valley | San Jose, CA
  • Sep 20, 2026 (Sun)
In-person Class: Sushi Making 101 (Bay Area)
Hilton Garden Inn Sunnyvale | Sunnyvale, CA
  • Sep 22, 2026 (Tue)
Domaine Henri Bourgeois Sancerre Dinner
The Village Bakery | Woodside, CA
  • Sep 23, 2026 (Wed)
A Salon Of Fine Wine And Sophisticated Magic
Cordial Bottle Shop Castro Valley | Castro Valley, CA
  • Sep 24, 2026 (Thu)
7th Annual JRP Realty BBQ Cook-Off And Fundraiser
JRP Realty Group | Salida, CA
  • Sep 24, 2026 (Thu)
Union City Lions Club Restaurant Stroll
Union Landing | Union City, CA
  • Sep 24, 2026 (Thu)
Hands-On Pizza Making: Pizza Alla Pala- Roman Style Pizza
Eataly Silicon Valley | San Jose, CA
  • Sep 24, 2026 (Thu)
Château Smith Haut Lafitte Master Class
Total Wine & More | Multiple Locations, Nearby
  • Sep 24, 2026 (Thu)
Sere D'Estate: Dinner With Balletto Vineyards
Fattoria e Mare | Half Moon Bay, CA
  • Sep 24, 2026 (Thu)
Amici Cellars Wine Experience
Total Wine & More | Multiple Locations, Nearby
  • Sep 24, 2026 (Thu)
Eureka! Cupertino: Bourbon Heritage Dinner
Eureka! Cupertino | Cupertino, CA
  • Sep 24, 2026 (Thu)
Eureka! Santa Clara: Bourbon Heritage Dinner
Eureka! Santa Clara | Santa Clara, CA
  • Sep 24, 2026 (Thu)
Eureka! Mountain View: Bourbon Heritage Dinner
Eureka! Mountain View | Mountain View, CA
  • Sep 24, 2026 (Thu)
Savor An American Legacy: A Silver Oak Tasting Experience
Total Wine & More | Multiple Locations, Nearby
  • Sep 24, 2026 (Thu)
Table 21: Dublin 20’s Dinner Meet | Giving Back Edition
Restaurant of the Week | Dublin, CA
  • Sep 25, 2026 (Fri)
Friday Night Live Ft. Salvage Title At McGrail Vineyards
McGrail Vineyards | Livermore, CA
  • Sep 25, 2026 (Fri)
Downtown Alameda ​TEQUILA & MEZCAL STROLL
Downtown Alameda | Alameda, CA
  • Sep 25, 2026 (Fri)
Amici Cellars Wine Experience
Total Wine & More | Multiple Locations, Nearby
  • Sep 25, 2026 (Fri)
Dipping Into The Wines Of 5th Generation Winemaker Joe Wagner
Total Wine & More | Multiple Locations, Nearby
  • Sep 26, 2026 (Sat)
Tondré Grapefield Chardonnay Vertical Tasting
Testarossa Winery | Los Gatos, CA
  • Sep 26, 2026 (Sat)
Timeless Terroir: Old World Wines
Total Wine & More | Multiple Locations, Nearby
  • Sep 27, 2026 (Sun)
Wine Tasting 101
Testarossa Winery | Los Gatos, CA
  • Oct 1, 2026 (Thu)
Faust And Flowers - Exploring Wines Of Place
Total Wine & More | Multiple Locations, Nearby
  • Oct 1, 2026 (Thu)
Dar Wine Dinner Series Presents EmmaLily Vineyards
Dar Restaurant & Bar | Los Gatos, CA
  • Oct 3, 2026 (Sat)
Santa Lucia Highlands Horizontal Tasting
Testarossa Winery | Los Gatos, CA
  • Oct 3, 2026 (Sat)
Cocktail Masters Class - Advanced Mixology
Fogbird | San Mateo, CA
  • Oct 3, 2026 (Sat)
Cowboys & Cabernet | A Nashville Night At McGrail
McGrail Vineyards and Winery | Livermore, CA
  • Oct 4, 2026 (Sun)
Culinary Demo & Lunch: A Tour Of Italy Through Pasta
Testarossa Winery | Los Gatos, CA
  • Oct 8, 2026 (Thu)
Sip N' Snack Pairings
Total Wine & More | Multiple Locations, Nearby
  • Oct 8, 2026 (Thu)
Kincaid's Burlingame - Gérard Bertrand Wine Dinner
Kincaid's Fish, Chop & Steakhouse | Burlingame, CA
  • Oct 8, 2026 (Thu)
Horatio's - Gérard Bertrand Wine Dinner
Horatio's | San Leandro, CA
  • Oct 9, 2026 (Fri)
Sip & Explore
Total Wine & More | Multiple Locations, Nearby
  • Oct 9, 2026 (Fri)
A Judgment Of Paris Winery Tasting With Stag’s Leap Wine Cellars & Chateau Montelena
Total Wine & More | Multiple Locations, Nearby
  • Oct 10, 2026 (Sat)
Sip & Explore
Total Wine & More | Multiple Locations, Nearby
  • Oct 10, 2026 (Sat)
Sip N' Snack Pairings
Total Wine & More | Multiple Locations, Nearby
  • Oct 15, 2026 (Thu)
Travel Wizards Travel & Cruise Show
Burlingame Rec Center | Burlingame, CA
  • Oct 15, 2026 (Thu)
Faust And Flowers - Exploring Wines Of Place
Total Wine & More | Multiple Locations, Nearby
  • Oct 16-17, 2026 (Fri-Sat)
Tides & Terroir: A Celebration Of The Monterey Bay
Asilomar State Beach & Conference Grounds | Pacific Grove, CA
  • Oct 16, 2026 (Fri)
Exploring Catena Zapata With Laura Catena
Total Wine & More | Multiple Locations, Nearby
  • Oct 16, 2026 (Fri)
Cattle, Cabernet & Country At McGrail Vineyards | TASTE
McGrail Vineyards and Winery | Livermore, CA
  • Oct 17, 2026 (Sat)
Highly Rated Wines Of The World Tasting
Total Wine & More | Multiple Locations, Nearby
  • Oct 17, 2026 (Sat)
Best Of Testarossa Horizontal Tasting
Testarossa Winery | Los Gatos, CA
  • Oct 18, 2026 (Sun)
Wine & Cheese Pairing
Testarossa Winery | Los Gatos, CA
  • Oct 22, 2026 (Thu)
Faust And Flowers - Exploring Wines Of Place
Total Wine & More | Multiple Locations, Nearby
  • Oct 23, 2026 (Fri)
Cowboys & Cabernet | A Nashville Night At McGrail
McGrail Vineyards | Livermore, CA
  • Oct 24, 2026 (Sat)
Cocktail Masters Class - Advanced Mixology
Fogbird | San Mateo, CA
  • Oct 24, 2026 (Sat)
Left Bank, Right Bank - All About Bordeaux
Total Wine & More | Multiple Locations, Nearby
  • Oct 25, 2026 (Sun)
Wine Tasting 101
Testarossa Winery | Los Gatos, CA
  • Oct 30, 2026 (Fri)
2026 Harvest Dinners
Testarossa Winery | Los Gatos, CA
  • Oct 31, 2026 (Sat)
Wine & Halloween Candy Pairing
Testarossa Winery | Los Gatos, CA
  • Nov 5, 2026 (Thu)
Pop Open A Party - Great Sparkling Wines
Total Wine & More | Multiple Locations, Nearby
  • Nov 5, 2026 (Thu)
Chart House - Caymus Wine Dinner - Monterey
Chart House | Monterey, CA
  • Nov 7, 2026 (Sat)
16th Anniversary Paso Garagiste Wine Festival
Paso Robles Event Center | Paso Robles, CA
  • Nov 7, 2026 (Sat)
Pop Open A Party - Great Sparkling Wines
Total Wine & More | Multiple Locations, Nearby
  • Nov 9-10, 2026 (Mon-Tue)
Champagne Specialist Course
Napa Valley Wine Academy | Napa, California
  • Nov 12, 2026 (Thu)
Sips Of The Season: Wine For Holiday Entertaining
Total Wine & More | Multiple Locations, Nearby
  • Nov 12, 2026 (Thu)
Kincaid's Burlingame - Rodney Strong Wine Dinner
Kincaid's Fish, Chop & Steakhouse | Burlingame, CA
  • Nov 12, 2026 (Thu)
Horatio's - Rodney Strong Wine Dinner
Horatio's | San Leandro, CA
  • Nov 13, 2026 (Fri)
2026 Harvest Dinners
Testarossa Winery | Los Gatos, CA
  • Nov 14, 2026 (Sat)
Mixology 101 - Classic Cocktails
Fogbird | San Mateo, CA
  • Nov 17-22, 2026 (Tue-Sun)
WSET Level 3 Award In Wines Intensive
Napa Valley Wine Academy | Napa, California
  • Nov 22, 2026 (Sun)
Wine Tasting 101
Testarossa Winery | Los Gatos, CA
  • Dec 3, 2026 (Thu)
Distinguished Reds: A Global Tasting Journey
Total Wine & More | Multiple Locations, Nearby
  • Dec 5, 2026 (Sat)
Holiday Wine Tasting: Great Wines For Gifting
Total Wine & More | Multiple Locations, Nearby
  • Dec 5, 2026 (Sat)
Distinguished Reds: A Global Tasting Journey
Total Wine & More | Multiple Locations, Nearby
  • Dec 20, 2026 (Sun)
Wine Tasting 101
Testarossa Winery | Los Gatos, CA

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