California Road Trip: Testarossa Winery

by Rob | May 2, 2026 | Road Trips

California Road Trip: Crossing State Lines

California Road Trip: Crossing State Lines

Welcome Signs From Florida to California and Back One of the simple things I enjoyed about our 15-day, 6,169-mile road trip was watching the scenery change as we crossed from one state into another. We traveled through several states on our journey from Florida to…

California Road Trip: The Souvenirs We Brought Home

California Road Trip: The Souvenirs We Brought Home

Memories From 6,169 Miles on the Road After 15 days, 6,169 miles, and countless stops along the way, our California road trip eventually came to an end. We had seen beaches, historic towns, the Grand Canyon, Hoover Dam, Las Vegas, California, Route 66, and plenty of…

California Road Trip: Our Final Morning in New Orleans

California Road Trip: Our Final Morning in New Orleans

Our time in New Orleans was coming to an end Before we loaded up the Jeep Gladiator and continued the long drive back to Florida, I decided to head out on my own one more time. I wanted to pick up a few souvenirs and take some last-minute photos of the French…

California Road Trip: A Visit to St. Louis Cathedral

California Road Trip: A Visit to St. Louis Cathedral

Exploring One of New Orleans’ Most Historic Landmarks As our time in New Orleans was coming to an end, I headed out on my own for one more walk through the French Quarter. I wanted to pick up a few souvenirs and take some last-minute photos before we continued our…

From Santa Cruz to a Family Celebration at Testarossa Winery

After spending the morning exploring California’s beautiful coastline, we returned to the Residence Inn San Jose Campbell to get ready for one of the main reasons for our cross-country journey—our nephew’s wedding. Once dressed for the occasion, we made the short drive to Testarossa Winery in the charming town of Los Gatos. Nestled in the foothills of the Santa Cruz Mountains, the winery provided a beautiful and elegant setting for such a special family celebration.

Testarossa Winery combines award-winning wines with a fascinating history that dates back more than a century. Although the Testarossa label was founded in 1993 by Rob Jensen and Diana Jensen—who began making wine as a hobby in their Silicon Valley garage—the winery is housed in the historic Novitiate Winery in Los Gatos. The original stone winery was built in 1888 by Jesuit Fathers and Brothers from Santa Clara College (now Santa Clara University) to produce altar and fortified wines for the seminary. Wine has been continuously produced at this location for well over a century, making it one of California’s oldest continuously operating wineries.

Walking through the beautiful stone buildings and landscaped grounds, it was easy to appreciate the blend of California history and modern winemaking. The original cellars, historic architecture, and peaceful courtyards created an unforgettable atmosphere for the wedding ceremony and reception. Whether you are visiting for a wine tasting, a private event, or simply to explore its rich history, Testarossa Winery offers a unique experience that reflects both California’s winemaking heritage and the innovation of Silicon Valley.

Watching our nephew begin this new chapter of his life in such a beautiful setting made the day even more meaningful. Surrounded by family, friends, and the timeless charm of Testarossa Winery, it became one of the most memorable moments of our entire Florida-to-California road trip. Even if you are not attending a special event, Testarossa Winery is well worth a visit for its outstanding wines, remarkable history, and one of the most picturesque settings in the San Jose and Los Gatos area.

From Florida to California and Back: 6,169 Miles of Adventure in Our Jeep Gladiator

Join us on a 15-day, 6,169-mile cross-country road trip from Florida to California and back in our Jeep Gladiator. From relaxing on Biloxi Beach and visiting the towering cross in Groom to exploring the Grand Canyon National Park, Hoover Dam, Las Vegas, California wine …

Catches Waterfront Grille, Port Richey, FL

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California Road Trip: Crossing State Lines

From Florida to California and back, we crossed nine states and photographed the welcome signs along the way. Join us for a look at the state lines that marked our 6,169-mile journey.

California Road Trip: The Souvenirs We Brought Home

After 15 days and 6,169 miles, we brought home souvenirs from New Orleans, Las Vegas, Route 66, the Grand Canyon, Hoover Dam and many memorable stops along the way.

California Road Trip: Our Final Morning in New Orleans

Before leaving New Orleans and continuing our long road trip home, I headed out on my own for souvenirs and some last-minute photos. From the French Quarter and Jackson Square to St. Louis Cathedral, historic monuments, and the Mississippi River, it was the perfect fina…

California Road Trip: A Visit to St. Louis Cathedral

During our final morning in New Orleans, I visited St. Louis Cathedral in Jackson Square and explored its beautiful artwork, religious history, statues, and historic details.

California Road Trip: Exploring St. Louis Cemetery No. 1 in New Orleans

Explore St. Louis Cemetery No. 1 in New Orleans during a guided walking tour from Basin Street Station. Discover the historic above-ground tombs, Marie Laveau’s tomb, Nicolas Cage’s future white pyramid tomb, Pope Leo XIV’s family connection, and the cemetery’s …

California Road Trip: Hop On, Hop Off New Orleans Bus Tour

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California Road Trip: Starting Our New Orleans Morning

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California Road Trip: French Quarter, First Night in New Orleans

Experience the charm of the French Quarter with an overnight stay at Hotel St. Marie, where convenient valet service and a private garage make arriving by car easy. Enjoy a memorable dinner at Oceana Grill featuring charbroiled oysters, a fried oyster po’boy, and authen…

California Road Trip: Columbus, Texas

Travel across the heart of Texas on an unforgettable drive from El Paso to Columbus, featuring a memorable stop at Pecos West Truck Stop, where an unexpected act of kindness made the journey even more special. Pass through San Antonio before ending the day with an overn…