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Best Summer Festivals in Southwest Florida

Southwest Florida’s temperate weather beckons visitors and locals alike to get outdoors and experience everything the area has to offer. It also means festival season never ends where beachside music, fine dining, and plenty of art reigns. If you’re not sure where to start, here’s a round-up of some of the best festivals to explore in Southwest Florida.

Friday Fest (Sarasota)

The Bay park concert series features local Southwest Florida musicians with a line-up ranging from blues to rock and everything in between. The free outdoor concerts in Sarasota typically run  weekly; times vary. See The Bay park calendar.

Rhythm on the River (Fort Myers)

Fort Myers is renown for its Edison & Ford Winter Estates with 20 acres of historical buildings, historic gardens, and the Edison Botanic Research Lab and the Edison Ford Museum. But during the Fort Myers presents Rhythm on the River, live music and dancing transform the Edison Coconut Grove. Dining, drinks, and plenty of music delights guests as the stars come out.

Fort Myers Beach Bayside Park Concert

Enjoy a series of free outdoor concerts at Bayside Park in Fort Myers Beach. You’ll hear some of the best local bands playing your favorite tunes while you relax and chill or dance the night away. Concerts begin each Sunday at 4pm and run until 7pm. Lawn chairs and well-behaved pets on a 6’ or less leash are encouraged, however, there will be no outside food or beverages permitted.

Sarasota Powerboat Grand Prix Festival and Offshore Boat Races (Sarasota) 

The Grand Prix comes to Southwest Florida at the annual Sarasota Powerboat Grand Prix Festival with a week of family-friendly activities that get your adrenaline pumping. A downtown block party with photo opportunities with the team pilots kicks off a week of intense boat racing.

Naples Restaurant Week

A premier semi-annual event in Southwest Florida, Sizzle SWFL Restaurant Week spans over 14-days to celebrate fine dining at an affordable price. Their three-course menus offer guests the chance to try out gourmet dining across the area at local restaurants and hotels at a fraction of the price.

Savor Sarasota Restaurant Week

Sarasota celebrates their own restaurant week with Savor Sarasota with prix-fixe lunches and dinners at participating restaurants. Foodies enjoy tasting Peruvian to French and everything in between for a global culinary adventure.  

Evening on Fifth (Naples)

You don’t have to wait once a year to soak up some live music with fresh ocean air. Guests flood the streets on the second Thursday of every month for the Evening on Fifth in Naples. Restaurants and cafes open the doors to visitors looking to explore boutiques, shops, galleries, and dining options from 9th Street to 3rd Street.

There are more festivals and celebrations than you can possibly experience in Southwest Florida, which means it’s all the more reason to keep coming back!

Written by: Susan Finch | Author Website

Susan Finch is a travel writer and content marketer for the tourism industry who spends her time obsessing over the latest travel trends, wrangling her small kids, and planning her family's next big adventure.