Things to Do in Naples and Southwest Florida This Weekend, August 28-30, 2026

 

 

Waterlily Weekend blooms at Naples Botanical Garden, Nashville hitmakers take the stage at Hyatt Regency Coconut Point, and Marco Island throws its third annual Jimmy Buffett Bash. Here is what's happening across Naples, Bonita Springs, Estero, Fort Myers and Marco Island this weekend.

 

Waterlily Weekend at Naples Botanical Garden

 

Saturday, August 29 and Sunday, August 30 | 9 a.m. | Naples Botanical Garden, 4820 Bayshore Drive, Naples

 

Nearly 300 waterlily specimens hit peak bloom for this two day festival, with special tours, demonstrations, nature journaling and family friendly activities throughout the garden. 239-643-7275 or naplesgarden.org.

 

Late Summer Tasting Menu Experience at The Supper Club

 

Thursday through Sunday | 5 to 8:30 p.m. | The Supper Club

 

The final weekend to enjoy Executive Chef Sophia Kiasi and Wine Director Zach Bingham's seasonal four or seven course tasting menus, with optional wine pairings and reservations recommended.

 

Fort Myers Mighty Mussels vs. Bradenton Marauders

 

Friday, August 28 | Gates 5:45 p.m., first pitch 7:05 p.m. | Hammond Stadium, Fort Myers

 

Cheer on the Mighty Mussels while supporting Habitat for Humanity of Lee and Hendry Counties. Expect pre game specials, live music and fireworks after the final out. A portion of tickets purchased through Habitat's link benefits its local housing mission.

 

Funny Marco at Off the Hook Comedy Club

 

Friday, August 28, 7 and 9 p.m. and Saturday, August 29, 6:30 and 8:30 p.m. | Off the Hook Comedy Club

 

The comedian and social media star known for his viral sketches brings his unpredictable humor to the stage for four shows across the weekend.

 

Endless Summer Dinner and Dance

 

Friday, August 28 | 6 p.m. | Saint John's Evangelist Catholic Church, 625 111th Ave. N., Naples | $30

 

Dinner, dancing and live music by Billy Dean and Dawn, plus beer and wine. 210-373-1645 or sjecc.org.

 

Songwriters 4 Vets at Hyatt Regency Coconut Point

 

Saturday, August 29 | 7 to 10:30 p.m. | Hyatt Regency Coconut Point

 

Nashville songwriters Patrick Davis, Eric Paslay, Tim Nichols and Tyler Reeve perform their No. 1 hits and share the stories behind them, with proceeds benefiting veterans' organizations.

 

Sunset Paint and Sip at LaPlaya Beach and Golf Resort

 

Saturday, August 29 | 6:30 to 8:30 p.m. | LaPlaya Beach and Golf Resort, Naples

 

A local artist leads a beachfront painting session on the Gulf Lawn, with all supplies and a complimentary LaPlaya cocktail included.

 

Heat Latin Jazz Band

 

Saturday, August 29 | 6 and 8:30 p.m. | Music & Arts Community Center, 13411 McGregor Blvd., Fort Myers | Tickets from $49

 

Gulf Coast Symphony presents this high energy six piece ensemble blending Afro-Cuban jazz, Latin grooves, soaring horns and percussion. gulfcoastsymphony.org.

 

The Shaelyn Band at Moe Auditorium

 

Saturday, August 29 | 7:30 p.m. | Moe Auditorium, 10150 Bonita Beach Road, Bonita Springs | Tickets from $29

 

A Southern blues rock band blending soulful vocals, funk and rock into a powerful sound. artsbonita.org.

 

Sunday Reset at W Space

 

Sunday, August 30 | 10:30 a.m. to 1 p.m. | W Space, Bonita Springs

 

A morning of slow flow yoga, guided meditation, breathwork and crystal sound bowls, followed by time to browse local wellness and lifestyle vendors.

 

Jimmy Buffett Bash at CJ's on the Bay

 

Sunday, August 30 | 6 to 9 p.m. | CJ's on the Bay, Marco Island

 

The third annual celebration brings Captn Jac and the Crew to the stage for an evening of beachy music, food and Parrothead attire.

 

Farmers Markets All Weekend

 

Naples, Bonita Springs, Estero and the islands all have their weekend markets running, including the Third Street South Farmers Market in Naples Saturday at 7:30 a.m., the Bonita Springs Farmers Market at Promenade at Bonita Bay Saturday from 8 a.m. to noon, and the Pine Ridge Road Farmers Market and Sanibel Island Farmers Market Sunday from 9 a.m. to 1 p.m.

 

A Note from Diane

 

I put this list together every week because I believe that knowing what is happening here matters. Weekends like this one, a garden in full bloom, live music every night, a beach bash on Marco Island, are exactly what people picture when they dream about life in Southwest Florida. This is that dream, in real time.

 

If you are curious about what it is like to live here full time, or just want to talk about the market, I am always happy to help.

 

Call or text me anytime: 303-877-3582

 

Sign up for the Weekly Buzz and get this delivered to your inbox every Friday.

 

Diane Harris Naples, Florida



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