CALENDAR Monterey County Fair Aug. 28-Sept. 1, 2025 Carnival rides—lots of them. Wild fair food, and not just on a stick. Tours of the livestock competitions. Live music. It’s all on display at the county fair, an annual staple of summertime fun for the whole family. Monterey County Fair and Event Center, 2004 Fairground Road, Monterey. (831) 372-5863, montereycountyfair.com Festa Italia Sept. 5-7, 2025 In 1933, seeking the blessings of their patron saint, local Sicilian fishermen donated a statue of Santa Rosalia to the San Carlos Cathedral. That was then. Now Festa Italia involves food, music, dancing, merchandise and a bocce tournament. It’s all about Italian culture—and fun. Custom House Plaza, Monterey. (831) 633-4444, festaitaliamonterey.org Walker Cup Match Sept. 6-7, 2025 The Walker Cup pits 10 of the top American amateur golfers against 10 of the top British and Irish amateurs (as selected by the USGA and the Royal & Ancient, respectively). The tournament started in 1922 and plays every two years at famed courses on either side of the Atlantic. Cypress Point, 3150 17-Mile Drive, Pebble Beach. championships.usga.org Ferrari Challenge Sept. 12-14, 2025 A showcase of Ferrari performance and a competition between Ferrari owners at the same time. This racing series pits a field of amateurs (yes, they have to complete racing school) and some pros in identical Ferraris in a fast competition. WeatherTech Raceway Laguna Seca, 1021 Highway 68, Salinas. (831) 242-8200, weathertechraceway.com Pure Insurance Championship Sept. 19-21, 2025 A unique tournament that puts 80 professionals from the PGA Tour Champions series with 160 amateurs and 80 youth golfers from First Tee programs around the nation. The pros vie for a $2.3 million prize purse. The amateurs for bragging rights and the kids for the learning experience. Pebble Beach Golf Links, 1700 17-Mile Drive, Pebble Beach. (831) 649-1533, pureinsurancechampionship.com Gridlife Sept. 26-28, 2025 There is much more to Gridlife than drifting, including racing, live music, the popular arcade with its simulators and an impressive display of cars—all things tuner-car culture. But nothing really compares to a show of fullcourse drifting. WeatherTech Raceway Laguna Seca, 1021 Highway 68, Salinas. (831) 2428200, weathertechraceway.com Monterey Jazz Festival Sept. 26-28, 2025 MJF celebrates 68 years strong this September. The bill boasts over 50 acts, highlighted with some of the genre’s most recognizable names. Christian Sands, Trombone Shorty, Dianne Reeves and Christian McBride are just some of the performers. Monterey County Fair and Event Center, 2004 Fairground Road, Monterey. (831) 373-3366, montereyjazzfestival.org Taste of Carmel Oct. 2, 2025 Some 60 local restaurants will prepare bites. There will be wine and other beverages poured, along with live music and dancing. Apart from the country theme, this is Carmel represented in one place. Carmel Mission Basilica, 3080 Rio Road, Carmel. tasteofcarmel.org. 26 THE BEST OF MONTEREY BAY ® 2025-2026 Where Style & Inclusivity create unforgettable experiences (831) 717-8692 581 Pine Ave, Pacific Grove, CA, 93950 thecharlespacificgrove.com
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