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From Napa to Naples

Investing in Exceptional Wine and Coastal Living

For wine lovers along the Paradise Coast, exceptional vintages are more than a pairing to dinner—they’re an experience, a story, and now, a connection between two remarkable regions. Hailstone Vineyards may call Napa Valley home, but its influence is being poured and celebrated in wine glasses throughout Naples and Marco Island, thanks to founders Chris and Jessica Zazo, who split their time between California and Southwest Florida. 

Nestled in Napa’s iconic terroir, Hailstone is a boutique, small‑production winery devoted to crafting wines of balance, precision, and character. From its flagship Cabernet Sauvignons and Chardonnay to its refreshing Sauvignon Blancs, Rosés, and innovative sparkling Hailstone ICE, each bottle begins with thoughtful vineyard selection and hands‑on attention at every stage of production. The Zazos’ philosophy is simple: quality is never accidental. 

The story of Hailstone is as unorthodox as it is inspiring. Chris Zazo grew up on a family farm in Ohio, where hard work and an appreciation for the land were part of everyday life. His professional journey led him through varied careers—from roofing and storm restoration across the country to private chef experiences that fueled his love of food and wine. These diverse experiences ultimately converged in his passion for winemaking, and in 2012, Hailstone released its first vintage, the Impact Cabernet Sauvignon. 

Jessica, a native of Cincinnati and accomplished equestrian, brings her own blend of discipline and heart to the operation. As Hailstone’s vice president, she oversees operations, wine club management, and client relations—ensuring that the brand maintains its commitment to authenticity and connection. 

While Hailstone’s roots are in the rolling vineyards of Napa Valley, the Zazos have embraced Naples as a cherished second home. They reside in Southwest Florida for much of the year, building community around the brand and sharing their wines with locals at restaurants, private events, and tastings throughout the region. In Naples, Hailstone wines are featured at renowned establishments where locals and visitors alike can savor the same vintages that define California’s most celebrated wine country. 

This unique blend of Napa craftsmanship and Naples lifestyle is part of what sets Hailstone apart. The Zazos maintain deep ties to both regions, traveling between Napa and Naples to cultivate relationships, host tastings, and share their passion for quality wine. Their presence in Naples has helped grow the brand not only locally but throughout their broader distribution markets, including Texas, Colorado, and California. 

For Paradise Coast residents, the appeal of Hailstone goes beyond excellent wine. It’s about connection—the way a well‑crafted bottle becomes a centerpiece of conversation, celebration, and relationship building. Whether enjoyed at a seaside dinner in Naples or during a sunset gathering on Marco Island, Hailstone wines embody a lifestyle that values sophistication without pretense, tradition with innovation, and the joy of shared experiences. 

Part of Hailstone’s appeal is its accessibility. Through its customizable wine club, members receive carefully chosen selections shipped twice a year, with the option for local pickup or delivery for Southwest Florida residents. This allows Naples and Marco Island oenophiles to enjoy exclusive releases and stay connected to the winery’s evolution year‑round. 

The Zazos’ influence also extends into community and charitable efforts. Known for their deep affection for animals, they support organizations such as the Humane Society Naples and have even developed Hailstone Hounds, a charity designed to promote senior dog adoption. Additionally, Chris continues involvement with nonprofit Roof Angels, offering assistance to low‑income homeowners through roof repair and support. Their philanthropic focus reinforces that wine culture isn’t just about indulgence—it’s about giving back. 

Recognition has followed Hailstone’s dedication to quality and community. The winery earned a place on The Haute 100 Naples list in 2023, celebrating influential brands shaping the luxury lifestyle in Southwest Florida. This accolade underscores the strong connection between Hailstone’s Napa Valley craftsmanship and the refined tastes of Naples wine lovers. 

From Napa to the Paradise Coast, Hailstone Vineyards represents more than a wine label—it’s a narrative of passion, resilience, and shared moments. The Zazos’ decision to split their time between Naples and Napa speaks to a lifestyle that embraces both work and community, quality and warmth, tradition and innovation. For locals who appreciate the story behind a great bottle, Hailstone offers a taste of world‑class wine woven into the fabric of Florida’s vibrant coastal living. 

Whether you’re raising a glass overlooking the Gulf or sharing a favorite vintage with friends, the Zazos’ wines reflect the best of both worlds—and invite everyone to savor life, one pour at a time.

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