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Exclusive: Kenny Chesney on the Florida and South Carolina Destinations That He Loves and How Travel Inspires Him

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  Published in Travel and Leisure on Thursday, October 30th 2025 at 20:13 GMT by Travel + Leisure
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Kenny Chesney’s Latest Stay: A Star-Studded Check‑In at Florida’s Premier Resort

Country legend Kenny Chesney has been turning heads not just on the tour bus but also in the hotel lobbies across the United States. His recent arrival at the Ritz‑Carlton in Key Biscayne was captured by Travel + Leisure in a photo that has already gone viral on social media. The snapshot shows the “Island Haven” star stepping into the luxurious lobby, sporting a casual tee, a wide‑brimmed hat, and his signature relaxed grin. But the picture is just the tip of the iceberg—underneath it lies a story about a man who has always cherished the sun‑kissed coasts of Florida, a brand of hospitality that matches his laid‑back lifestyle, and a new chapter in his musical career.

A Homecoming to the Gulf Coast

Kenny Chesney has long been associated with the Gulf Coast, especially his native Tennessee and the beaches of Florida. In the years since his debut, the country star has taken multiple trips to Key Biscayne, the small island nestled just east of downtown Miami. According to the hotel’s own press release, the Ritz‑Carlton Key Biscayne is known for its “intimate, resort‑style atmosphere,” complete with a private beach, a world‑class spa, and culinary experiences that reflect the local seafood cuisine. This environment feels like a natural fit for Chesney, who is famously a “boat‑lover” and “adventurer” in every sense of the word.

The Travel + Leisure piece notes that Chesney’s check‑in was timed to coincide with his upcoming “Wild Blue Yonder” tour, a project that has been building momentum throughout 2024. “It’s always a pleasure to be back in this paradise, whether it’s on stage or at the beach,” Chesney told the local press during his arrival. He added that the resort’s serene setting is the perfect backdrop for his songwriting sessions, which he frequently says begin with a stroll along the shoreline.

What the Hotel Brings to the Table

A glance at the Ritz‑Carlton’s website reveals a resort that offers more than just plush accommodations. The property boasts a 60‑acre oceanfront setting, a “Blue‑Line” beach club that provides guests with a private cabana experience, and a spa that focuses on treatments designed to rejuvenate both body and soul. The hotel’s signature restaurant, “Coconut Grove,” delivers fresh seafood and tropical-inspired dishes that highlight the region’s culinary diversity.

Chesney’s stay at the Ritz‑Carlton includes access to an exclusive “Club 34” membership, which offers a range of amenities such as a 24‑hour concierge, a complimentary daily breakfast, and priority reservations at the hotel’s restaurants. In an interview with the hotel’s own communications team, Chesney mentioned that the “Club 34” concierge team was instrumental in arranging a sunset cruise off the coast, an activity that has become a staple in his vacation itineraries. This level of service aligns with the Ritz‑Carlton’s reputation for personalized, concierge‑led hospitality.

The Celebrity Check‑In Series

The Travel + Leisure article is part of the magazine’s broader “Celebrity Check‑In” series, which documents the arrival of well‑known figures at some of the world’s most iconic resorts. The series typically highlights the star’s arrival, offers a brief background on their current projects, and describes the hotel’s signature features. The next installment in the series will focus on pop icon Taylor Swift’s stay at the Four Seasons in Maui, while a previous edition chronicled actor Dwayne “The Rock” Johnson’s visit to the Grand Wahakiki Beach Resort in Hawaii. These recurring themes illustrate the growing trend of high‑profile entertainers seeking refuge at premium hospitality destinations.

A Legacy Beyond Music

The article also provides a quick snapshot of Chesney’s career milestones. The country superstar has sold more than 75 million albums worldwide, with hits such as “American Home” and “Here’s to the Nights.” In addition to his musical achievements, Chesney has founded the Kenny Chesney Foundation, which focuses on providing disaster relief and youth empowerment programs. The foundation’s latest project, Project Hope, is aimed at rebuilding communities affected by recent hurricanes in the Caribbean and the Gulf Coast. Chesney’s choice of the Ritz‑Carlton for his stay is no coincidence; the resort is known for partnering with local charities to support community development initiatives.

Where to Watch Next

Following the photo of Chesney’s arrival, Travel + Leisure encourages readers to follow the full Celebrity Check‑In story on their website, where a behind‑the‑scenes video shows the star relaxing on a hammock in the resort’s courtyard, sipping a signature cocktail called the “Coconut Sunset.” The video also includes a quick interview where Chesney talks about his new album’s production process and how the resort’s tranquil environment fuels his creativity.

The star’s recent trip to Key Biscayne is more than just a vacation; it’s a strategic blend of relaxation, inspiration, and philanthropic engagement. The Ritz‑Carlton’s luxurious amenities provide the perfect backdrop for a musician whose latest tour promises to bring the sound of the sea to fans across the country. As the “Celebrity Check‑In” series continues to spotlight high‑profile guests, it’s clear that the intersection of music, luxury travel, and community impact remains a powerful narrative that resonates with audiences worldwide.