Jenny Dell posts swimsuit photo vacationing in South Florida with husband

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• 🔥 Quick Facts
• CBS Sports Star Escapes to Paradise with Family
• Will Middlebrooks, the Former Red Sox Star Behind the Reporter
• Anniversary Getaway to Turks and Caicos Celebrates Decade Together
• College Football’s Favorite Sideline Reporter Balances Career and Family
• What Fans Love Most About Jenny Dell’s Beach Moments?
  • Sources

Jenny Dell just turned heads vacationing in South Florida with her husband. The CBS Sports reporter flaunted a stunning swimsuit photo this week, and fans are loving it. She shared a rare moment of quality time with Will Middlebrooks, her retired MLB star spouse.

CBS Sports Star Escapes to Paradise with Family

Jenny Dell has become a household name covering college football sidelines for CBS Sports. Her on-field presence and professional demeanor have earned her widespread recognition across sports media. This week, she traded the broadcast booth for white sand beaches. The sports journalist posted a beachside photo showing off her vacation mode. Fans immediately flooded the comments with supportive reactions.

She captioned the post, “a rare day off together #momanddad,” suggesting quality family time away from the demanding sports schedule. The photo resonated with followers who appreciate her balancing career success with personal moments. South Florida has become a go-to destination for the reporter and her family, offering the perfect escape from hectic broadcast seasons.

Will Middlebrooks, the Former Red Sox Star Behind the Reporter

Will Middlebrooks played as an infielder for the Boston Red Sox during his Major League Baseball career. The retired athlete was part of the organization during significant seasons, including the 2013 World Series championship run. He transitioned smoothly into media, becoming a respected broadcaster on WEEI, Boston’s sports radio station. His broadcasting expertise complements Jenny’s television presence perfectly.

The couple met during spring training in Fort Myers, Florida, and their connection was instant. They married in February 2016 and have built a strong partnership balancing two successful media careers. Middlebrooks often supports Jenny at events, and the pair frequently shares glimpses of family life on social media, showcasing their strong relationship.

Anniversary Getaway to Turks and Caicos Celebrates Decade Together

Just weeks before this South Florida escape, Jenny and Will celebrated a major milestone. The couple traveled to Turks and Caicos in March 2026 for their 10-year anniversary vacation. They stayed at the luxurious Wymara Resort, where they marked a decade of marriage. Jenny posted carousel photos showcasing the pristine turquoise waters and white sand beaches. The captions revealed her gratitude for places that encourage reflection and appreciation.

Milestone	Details
Years Married	10 years (married February 2016)
Anniversary Trip	March 2026, Wymara Resort, Turks and Caicos
Children	Two daughters, Madison and Kenzie
Current Role	CBS Sports college football sideline reporter

“Still dreaming of Turks… we were blessed to celebrate our anniversary with relaxing mornings by the ocean pool, sunsets that didn’t feel real, and time to soak in ten years together. Grateful for places that make you slow down and appreciate it all.”

— Jenny Dell, CBS Sports Reporter, via Instagram

College Football’s Favorite Sideline Reporter Balances Career and Family

Jenny Dell has become a fixture on college football broadcasts, known for her professionalism and engaging presence. She previously worked for NESN, the regional broadcaster for the Boston Red Sox, before joining CBS Sports. Her transition to college sports coverage expanded her national reach significantly. The reporter manages a demanding schedule covering football games across the country while raising two daughters. Finding time for family vacations remains crucial to maintaining balance.

Her social media presence reflects this juggling act perfectly. She regularly updates followers about broadcasting moments, family adventures, and travel experiences. The South Florida vacation this week showcases how she carves out precious moments away from the broadcast booth. Her fans appreciate her authenticity, both as a professional journalist and as a devoted wife and mother sharing real-life moments.

What Fans Love Most About Jenny Dell’s Beach Moments?

When Jenny Dell shares vacation photos, her followers engage enthusiastically. The South Florida beach photos generated thousands of likes and supportive comments. Fans praised her for enjoying well-deserved downtime after rigorous NFL and college football seasons. The swimsuit photos sparked conversations about work-life balance in sports media. Many followers admired her confidence and approachability, noting how she keeps audiences connected to her personal journey.

The caption “a rare day off together #momanddad” particularly resonated with working mothers in her audience. It humanized the CBS Sports reporter beyond the broadcast desk, showing her as a present parent and partner. Comments flooded in with supportive messages, vacation suggestions, and appreciation for her sharing these candid moments. This engagement demonstrates why Jenny Dell remains one of sports media’s most beloved personalities, both on and off the screen.

Sources

• Fox News OutKick – CBS reporter Jenny Dell escapes to South Florida with husband Will Middlebrooks
• Sporting News – Sports reporter Jenny Dell vacation photos and anniversary celebration details
• Instagram – Official posts from Jenny Dell featuring family vacation moments and captions