Valentine's Day in Southwest Florida — 2027
Valentine's Day on Florida's Gulf Coast leans into what the region does best: waterfront dinners, sunset cruises, and warm evenings made for a slow walk on the beach. From candlelit tasting menus and live jazz to couples' classes and gallery strolls, there's no shortage of ways to mark the day. Here's what's happening near you this Valentine's Day.
Valentine's Day by city
Tuesday, February 9
A warm-hearted family comedy about a young man announcing his move away to his doting grandparents.
Wednesday, February 10
Seen through the lens of memory, The Glass Menagerie captures a family clinging to hope in a world that offers little mercy.
Just after midnight, a snowdrift stops the Orient Express in its tracks. The luxurious train is surprisingly full for the time of the year, but by the morning it is one passenger fewer.
Friday, February 12
The Naples Big Band serenades with the most beautiful love songs of the Great American Songbook including lush ballads and slow dances.
Pavlo returns with his world-class band and guests for an evening of Mediterranean guitar blending Spanish, Greek, rumba and flamenco music.
Saturday, February 13
Experience the ultimate tribute to one of America’s most beloved singer-songwriters as Super Diamond brings the music of Neil Diamond to life with uncanny precision and electrifying energy.
Sunday, February 14
A concert by the Bonita Springs Concert Band conducted by Gary Smith and John Salminen at Estero High School.
Listen to the Bonita Springs Concert Band perform at Riverside Park.
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