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326 events
Social Thursdays German American Social Club, 2101 SW Pine Island Rd, Cape Coral · ~15 min
Food & drink Verified
Everblades home games Hertz Arena, Estero · ~45 min
Sports Listed
Sarasota Medieval Fair Mallaranny Farms, Myakka City · Drive time not listed
Festivals Verified
FGCU basketball season Alico Arena, Fort Myers · ~30 min
Sports TBC
Cape Coral Coconut Festival · Photo: Patrick Onufer · checked Sep 28, 2026
★ Cape Coral Coconut FestivalSun Splash grounds, Cape Coral · ~15 min
Festivals TBC
★ Fort Myers Boat ShowDowntown riverfront, Fort Myers · ~30 min
Boats Tier 2 Listed
★ 'Twas the Night Before... by Cirque du SoleilBarbara B. Mann, Fort Myers · ~30 min
Shows & comedy Listed
★ Antique Gun, Knife, Civil War & Militaria ShowMarion Hall, St. Cecilia, Fort Myers · ~30 min
Gun shows Listed
Siesta Key Crystal Classic Siesta Beach, Siesta Key · Drive time not listed
Art Verified
David Foster + Katharine McPhee Sarasota · Day trip
Music Road trip Listed
Dunedin Wine the Blues Main Street, downtown Dunedin · Drive time not listed
Music Verified
Here Come the Mummies Clearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
Jimmy Eat World + Hot Mulligan Tampa · Tampa Bay · 2–3 hr
Music Road trip Listed
Rod Wave Amerant Bank Arena, Sunrise · East coast
Music Road trip Listed
Southwest Florida Pickle Festival Mike Greenwell Regional Park, North Fort Myers · Drive time not listed
Food & drink Verified
St. Armands Circle Art Festival (37th) St. Armands Circle, Sarasota · Drive time not listed
Art Road trip Verified
UB40 St. Petersburg · Tampa Bay · 2–3 hr
Music Road trip Listed
USA TODAY Wine & Food Experience — Naples Paradise Coast Sports Complex, 3940 City Gate Blvd N, Naples · Drive time not listed
Food & drink Verified
The Wailers Clearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
UB40 Hard Rock Live, Hollywood · East coast
Music Road trip Listed
David Foster + Katharine McPhee Artis—Naples · ~65 min
Music Listed
Lindsey Stirling Hard Rock Live, Hollywood · East coast
Music Road trip Listed
The Revivalists St. Petersburg · Tampa Bay · 2–3 hr
Music Road trip Listed
★ American Sand Sculpting ChampionshipFort Myers Beach · ~50 min
Art Tier 2 Verified
★ Olivia RodrigoAmerant Bank Arena, Sunrise · East coast
Music Road trip Listed
★ Sebastian ManiscalcoHard Rock Live, Hollywood · East coast
Shows & comedy Road trip Listed
Blue October Clearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
Corey Kent + Phil Kane Fort Myers · ~30 min
Music Listed
Downtown Fort Myers Music Walk River District, downtown Fort Myers · ~30 min
Music Listed
Lindsey Stirling Barbara B. Mann, Fort Myers · ~30 min
Music Listed
Marty Stuart Clearwater · Tampa Bay · 2–3 hr
Art Road trip Listed
ShopFest at Gilchrist Park Gilchrist Park, Punta Gorda · Drive time not listed
Festivals Verified
Suncoast Jazz Festival (36th) Sheraton Sand Key Resort · Drive time not listed
Music Verified
Air Supply Clearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
Autumn Garden Festival Edison and Ford Winter Estates, 2350 McGregor Blvd, Fort Myers · Drive time not listed
Festivals Verified
Bonita Springs Invitational Art Festival Bonita Springs · ~50 min
Art Listed
Coconut Point Art Festival Estero · ~45 min
Art Listed
DragonForce Tampa · Tampa Bay · 2–3 hr
Music Road trip Listed
GoldenFest XVI Hammond Stadium, 14100 Six Mile Cypress Pkwy, Fort Myers · Drive time not listed
Festivals Verified
Grilled Cheese Festival CoolToday Park, Venice · Drive time not listed
Food & drink Road trip Verified
★ Fort Myers Tip-Off (men's)Suncoast Credit Union Arena, Fort Myers · ~30 min
Sports Listed
★ StingTampa · Tampa Bay · 2–3 hr
Music Road trip Listed
★ Stray CatsClearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
Wait Until Dark Florida Rep, Historic Arcade, Fort Myers · ~30 min
Shows & comedy Listed
★ StingHard Rock Live, Hollywood · East coast
Music Road trip Listed
★ Edison & Ford Holiday NightsEdison & Ford Winter Estates, Fort Myers · ~30 min
Holiday TBC
Johnsonville Night Lights in the Garden Naples Botanical Garden · Drive time not listed
Festivals Verified
Marcello Hernández Hard Rock Live, Hollywood · East coast
Music Road trip Listed
Women's Fort Myers Tip-Off Suncoast Credit Union Arena, Fort Myers · ~30 min
Sports Listed
All-4-One + Sheena Easton + Ruben Studdard Fort Myers · ~30 min
Music Listed
Arcadia Antique Fair Oak Street, downtown, Arcadia · ~60 min
Antiques Listed
★ Classic Car Fest at Cultural ParkCape Coral Museum of History · ~15 min
Car shows Verified
Ft. Myers Offshore Turkey Run to the Riviera Punta Gorda · Drive time not listed
Boats Verified
South Cape "Another Elf'n" Pub Crawl South Cape Entertainment District, Cape Coral · ~15 min
Music Listed
The Rock Orchestra by Candlelight Barbara B. Mann, Fort Myers · ~30 min
Music Listed
A.J. Croce: Croce Plays Croce Barbara B. Mann, Fort Myers · ~30 min
Music Listed
for KING & COUNTRY Tampa · Tampa Bay · 2–3 hr
Music Road trip Listed
★ Miami Art WeekMiami and Miami Beach · Miami
Art Tier 1 Road trip Verified
Plaid Tidings Florida Rep, ArtStage Studio, Fort Myers · ~30 min
Shows & comedy Listed
★ Art Basel Miami BeachMiami Beach · Miami
Art Tier 1 Road trip Verified
Dave Koz Clearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
Downtown Fort Myers Art Walk Fort Myers · ~30 min
Art Listed
Eli Young Band St. Petersburg · Tampa Bay · 2–3 hr
Music Road trip Listed
★ Gulf Coast Classic Collector Car AuctionCharlotte Harbor Event Center, Punta Gorda · ~30 min
Car shows Listed
Lou Gramm St. Petersburg · Tampa Bay · 2–3 hr
Music Road trip Listed
Naples Hot Air Balloon Festival Collier County Fairgrounds, 751 39th Avenue NE, Naples · Drive time not listed
Festivals Verified
Samantha Fish Clearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
★ Sanibel Luminary Holiday StrollPeriwinkle Way, Sanibel · ~55 min
Holiday TBC
Al Jardine + Pet Sounds Band Clearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
★ Cape Coral Holiday Festival of LightsCape Coral Parkway, downtown · ~15 min
Holiday Verified
Dark Star Orchestra Clearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
Fort Myers Beach Holiday Parade Fort Myers Beach · ~50 min
Holiday Listed
Gulf Coast Symphony Barbara B. Mann, Fort Myers · ~30 min
Music Listed
Naples Fine Art Show Naples · ~65 min
Art Listed
Tyla Tampa · Tampa Bay · 2–3 hr
Music Road trip Listed
Pure Prairie League Clearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
★ Kenny GBarbara B. Mann, Fort Myers · ~30 min
Music Listed
Holiday Magic Faith Presbyterian Church, 4544 Coronado Pkwy, Fort Myers · ~30 min
Holiday Verified
Holiday Magic Faith Presbyterian Church, 4544 Coronado Pkwy, Cape Coral · ~15 min
Holiday Verified
★ John MulaneySuncoast Credit Union Arena, Fort Myers · ~30 min
Shows & comedy Listed
The Fab Four Fort Myers · ~30 min
Music Listed
★ Twisted Sister + Sebastian BachSt. Petersburg · Tampa Bay · 2–3 hr
Music Road trip Listed
★ Usher + Chris BrownRaymond James Stadium, Tampa · Tampa Bay · 2–3 hr
Music Road trip Listed
Allman Betts Family Revival Sarasota · Day trip
Music Road trip Listed
Cape Coral Reindeer Run Coral Oaks Golf Course, 1800 NW 28th Ave, Cape Coral · ~15 min
Sports Verified
★ Ft. Myers Gun ShowMike Greenwell Regional Park, North Fort Myers · ~20 min
Gun shows Listed
Ft. Myers Offshore Run — Hyatt House Naples Naples · Drive time not listed
Boats Verified
Holiday Lighted Boat Parade (52nd) Clearwater Beach Marina (judging area) · Drive time not listed
Boats Road trip Verified
★ Janet JacksonAmerant Bank Arena, Sunrise · East coast
Music Road trip Listed
Jeff Dunham Hertz Arena, Estero · ~45 min
Shows & comedy Listed
Jodeci St. Petersburg · Tampa Bay · 2–3 hr
Music Road trip Listed
Kenny G Clearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
Lily Rose The Ranch Concert Hall, Fort Myers · ~30 min
Music Listed
★ Northwest Cape Coral Christmas Boat ParadeMain Spreader Canal, south of Bonefish Canal, Cape Coral · ~15 min
Boats Verified
St. James City Christmas Boat Parade Henley Canal, St. James City · Drive time not listed
Boats Listed
Tommy Emmanuel Clearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
★ Usher + Chris BrownRaymond James Stadium, Tampa · Tampa Bay · 2–3 hr
Music Road trip Listed
A Charlie Brown Christmas Fort Myers · ~30 min
Holiday Listed
City of Palms Classic Suncoast Credit Union Arena, Fort Myers · ~30 min
Sports TBC
Downtown Fort Myers Music Walk Fort Myers · ~30 min
Music Listed
The Tenors Barbara B. Mann, Fort Myers · ~30 min
Music Listed
Trans-Siberian Orchestra Amerant Bank Arena, Sunrise · East coast
Music Road trip Listed
★ Cape Coral Holiday Boat-A-LongFour Freedoms Park, 4818 Tarpon Ct, Cape Coral · ~15 min
Boats Verified
Sarasota Fine Art Show Sarasota · Day trip
Art Road trip Listed
★ Trans-Siberian OrchestraTampa · Tampa Bay · 2–3 hr
Music Road trip Listed
Arcadia Antique Fair Oak Street, downtown, Arcadia · ~60 min
Antiques TBC
Everblades vs. Orlando: Sports Night Hertz Arena, Estero · ~45 min
Sports Listed
Straight No Chaser Sarasota · Day trip
Music Road trip Listed
Straight No Chaser Barbara B. Mann, Fort Myers · ~30 min
Music Listed
★ Jim GaffiganHertz Arena, Estero · ~45 min
Music Listed
★ Cape Coral New Year's Eve CelebrationCape Coral · ~15 min
Holiday Listed
Fort Myers Beach New Year's Eve Beach Bash Fort Myers Beach · ~50 min
Holiday Listed
Salute to Vienna Clearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
Sunset to Sparkle — New Year's Eve on Pier 60 Pier 60, Clearwater Beach · Drive time not listed
Holiday Road trip Verified
Downtown Fort Myers Art Walk River District, downtown Fort Myers · ~30 min
Art TBC
Ft. Myers Offshore Run — Castaways at Fisherman's Village Punta Gorda · Drive time not listed
Boats Verified
Naples New Year's Art Fair Naples · ~65 min
Art Listed
Keller Williams Trio Point Ybel Brewing, Fort Myers · ~30 min
Music Listed
Beautiful: The Carole King Musical Barbara B. Mann, Fort Myers · ~30 min
Shows & comedy Listed
Dames at Sea Florida Rep, Historic Arcade, Fort Myers · ~30 min
Shows & comedy Listed
Charlotte County Boat Show Charlotte County Fairgrounds, Port Charlotte · ~40 min
Boats Listed
Bachman-Turner Overdrive Clearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
Brooklyn Rider Sidney & Berne Davis Art Center, Fort Myers · ~30 min
Music Listed
Arcadia Gun, Knife & Military Show Turner Agri-Civic Center, Arcadia · ~60 min
Gun shows Listed
★ Bonita Springs National Fine Art Festival #1Bonita Springs · ~50 min
Art Listed
★ Cape Coral Art FestivalCape Coral Parkway, downtown · ~15 min
Art Verified
Dunedin Fine Arts Festival Main Street, downtown Dunedin · Drive time not listed
Art Verified
Las Olas Art Fair Fort Lauderdale · East coast
Art Road trip Listed
★ Barry ManilowAmerant Bank Arena, Sunrise · East coast
Music Road trip Listed
Chalk the Bay Art & Music Festival Coachman Park, downtown Clearwater · Drive time not listed
Art Road trip Verified
Downtown Fort Myers Music Walk River District, downtown Fort Myers · ~30 min
Music Listed
Pink Martini Tampa · Tampa Bay · 2–3 hr
Art Road trip Listed
★ Punta Gorda Seafood & Music FestivalLaishley Park, Punta Gorda · ~30 min
Food & drink Listed
Ricky Skaggs & Kentucky Thunder Clearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
The Burnett Sisters Band Sidney & Berne Davis Art Center, Fort Myers · ~30 min
Music Listed
★ Barry ManilowHertz Arena, Estero · ~45 min
Music Listed
Beaux Arts Festival of Art University of Miami, Coral Gables · Drive time not listed
Art Road trip Listed
Bee Gees Now Charlotte Performing Arts Center, Punta Gorda · ~30 min
Music Listed
DIYC Commodore's Cup Regatta Davis Island Yacht Club, Hillsborough Bay · Drive time not listed
Boats Verified
Downtown Delray Beach Festival of the Arts Delray Beach · East coast
Art Road trip Listed
Ft. Myers Offshore FMB Run — Fresh Catch Bistro Fort Myers Beach · Drive time not listed
Boats Verified
Kathleen Madigan Barbara B. Mann, Fort Myers · ~30 min
Music Listed
Barry Manilow Tampa · Tampa Bay · 2–3 hr
Music Road trip Listed
Rocket Man: Elton John Tribute Fort Myers · ~30 min
Music Listed
★ Naples Boat ShowSugden Regional Park + Naples City Dock · ~65 min
Boats Tier 2 Listed
Night Ranger Seminole Casino, Immokalee · ~70 min
Music Listed
Raul Midón Sidney & Berne Davis Art Center, Fort Myers · ~30 min
Music Listed
Yacht Rock Revue Caloosa Sound Amphitheater, Fort Myers · ~30 min
Boats Listed
Arcadia Antique Fair Oak Street, downtown, Arcadia · ~60 min
Antiques Listed
Boca Fest Boca Raton · East coast
Festivals Road trip Listed
Bonita Springs Art Walk Bonita Springs · ~50 min
Art Listed
Classic Car Fest at Cultural Park Cape Coral Museum of History · ~15 min
Car shows Verified
Coconut Point / Estero art events Estero · ~45 min
Art Listed
Fort Myers Beach Festival of the Arts Fort Myers Beach · ~50 min
Art Listed
★ Ft. Myers Gun ShowMike Greenwell Regional Park, North Fort Myers · ~20 min
Gun shows Listed
Mercato Art Celebration Naples · ~65 min
Art Listed
The Phil Collins Experience Charlotte Harbor Event Center, Punta Gorda · ~30 min
Music Listed
★ Swamp Buggy Winter ClassicNaples · ~65 min
Car shows Listed
Sexy Laundry Florida Rep, ArtStage Studio, Fort Myers · ~30 min
Shows & comedy Listed
★ The Great GatsbyBarbara B. Mann, Fort Myers · ~30 min
Shows & comedy Listed
Avenue of the Arts Festival Fort Lauderdale · East coast
Art Road trip Listed
Antique Gun, Knife, Civil War & Militaria Show Marion Hall, St. Cecilia, Fort Myers · ~30 min
Gun shows Listed
★ Fort Myers Seafood & Music FestivalFort Myers · ~30 min
Food & drink Listed
★ Naples Winter Wine FestivalNaples · ~65 min
Food & drink Tier 1 Verified
Vintage Market Days of South Gulf Coast Florida Lee Civic Center, North Fort Myers · ~20 min
Antiques Listed
Air Supply Immokalee · ~70 min
Music Listed
Chris Botti Naples · ~65 min
Music Listed
Don McLean Clearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
Gasparilla Pirate Fest & Parade of Pirates Bayshore Blvd & Tampa Riverwalk · Drive time not listed
Holiday Road trip Verified
Gene Simmons + Lita Ford St. Petersburg · Tampa Bay · 2–3 hr
Music Road trip Listed
Jack Wright Charlotte Performing Arts Center, Punta Gorda · ~30 min
Music Listed
St. Armands Circle Art Festival (24th) St. Armands Circle, Sarasota · Drive time not listed
Art Road trip Verified
Jo Koy Hertz Arena, Estero · ~45 min
Shows & comedy Listed
Clue Barbara B. Mann, Fort Myers · ~30 min
Music Listed
Florida State Fair Florida State Fairgrounds, 4800 US-301 N · Drive time not listed
Festivals Verified
The Texas Tenors Charlotte Performing Arts Center, Punta Gorda · ~30 min
Music Listed
ArtFest Fort Myers Fort Myers · ~30 min
Art Tier 2 Verified
Downtown Fort Myers Art Walk River District, downtown Fort Myers · ~30 min
Art Listed
TobyMac Amerant Bank Arena, Sunrise · East coast
Music Road trip Listed
★ Bonita Springs National Fine Art Festival #2Bonita Springs · ~50 min
Art Listed
Edison & Ford Antique Car Exhibition Edison & Ford Winter Estates, Fort Myers · ~30 min
Car shows TBC
Marco Island Fine Art in the Park Marco Island · ~85 min
Art Road trip Listed
Naples Art in the Park Naples · ~65 min
Art Listed
Wood Box Heroes Sidney & Berne Davis Art Center, Fort Myers · ~30 min
Music Listed
Adelitas Way Fort Myers · ~30 min
Music Listed
TobyMac + Jeremy Camp + Seph Schlueter + Katy Nichole Hertz Arena, Estero · ~45 min
Music Listed
★ Chubb ClassicTiburón Golf Club, Naples · ~65 min
Sports Tier 2 Verified
Over the River and Through the Woods Florida Rep, Historic Arcade, Fort Myers · ~30 min
Shows & comedy Listed
★ Miami International Boat ShowMiami · Miami
Boats Tier 1 Road trip Verified
★ Andrea BocelliHard Rock Live, Hollywood · East coast
Music Road trip Listed
★ IGNITE BrowardFort Lauderdale · East coast
Music Road trip Listed
Peace River Quilt Festival Punta Gorda · ~30 min
Festivals Listed
Cape Coral Bike Night SE 47th Terrace, South Cape · ~15 min
Car shows Listed
Classic Car Fest at Cultural Park · Photo: Nora Bobb · checked Sep 28, 2026
Classic Car Fest at Cultural Park Cape Coral Museum of History · ~15 min
Car shows Verified
★ Coconut Grove Arts FestivalMiami · Miami
Art Road trip Verified
Downtown Sarasota Festival of the Arts 1718 Main Street, Sarasota · Drive time not listed
Art Road trip Verified
Ft. Myers Offshore Sweetheart Run to Cass Cay Burnt Store Marina, Punta Gorda · Drive time not listed
Boats Verified
Edison Festival Junior Parade Fort Myers · ~30 min
Holiday Verified
Foreigner Clearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
Water for Elephants Barbara B. Mann, Fort Myers · ~30 min
Music Listed
Braxton Keith St. Petersburg · Tampa Bay · 2–3 hr
Music Road trip Listed
★ Fort Myers Pro RodeoLee County Posse Arena, North Fort Myers · ~20 min
Rodeo Tier 2 TBC
★ Boston Red Sox Spring TrainingJetBlue Park, Fort Myers · ~30 min
Sports Verified
Downtown Fort Myers Music Walk River District, downtown Fort Myers · ~30 min
Music Listed
★ Everglades Seafood FestivalEverglades City · ~100 min
Food & drink Road trip Listed
★ Minnesota Twins Spring TrainingHammond Stadium, Fort Myers · ~30 min
Sports Verified
★ Naples National Art FairNaples · ~65 min
Art Listed
Bonita Brew Fest Riverside Park, Bonita Springs · ~50 min
Food & drink Listed
★ Coconut Point Art FestivalEstero · ~45 min
Art Listed
Crafts on the River Fort Myers · ~30 min
Art Listed
Dinosaur Jr. St. Petersburg · Tampa Bay · 2–3 hr
Music Road trip Listed
Edison Festival 5K Fort Myers · ~30 min
Sports Verified
Edison Festival Classic Car Show Fort Myers · ~30 min
Car shows Verified
★ Edison Festival of Light Grand ParadeDowntown, Fort Myers · ~30 min
Holiday Verified
SOMI Art Fest South Miami · Drive time not listed
Art Road trip Listed
The Temptations Clearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
★ Red Sox home opener vs. TwinsJetBlue Park, Fort Myers · ~30 min
Sports Verified
Bonita Springs Boat Show Bonita Springs Poker Room · ~50 min
Boats Listed
★ SWFL Ag ExpoMike Greenwell Park, North Fort Myers · ~20 min
Festivals Listed
★ Cody JohnsonRaymond James Stadium, Tampa · Tampa Bay · 2–3 hr
Music Road trip Listed
KC & The Sunshine Band Clearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
Arcadia Antique Fair Oak Street, downtown, Arcadia · ~60 min
Antiques Listed
Cape Coral Burrowing Owl Festival · Photo: Tina Messier · checked Sep 28, 2026
★ Cape Coral Burrowing Owl FestivalRotary Park Environmental Center, 5505 Rose Garden Rd, Cape Coral · ~15 min
Festivals Verified
Clearwater Sea-Blues Festival Coachman Park, downtown Clearwater · Drive time not listed
Music Road trip Verified
Pine Island VFW Car Show VFW Post 4353, Pine Island · ~35 min
Car shows Listed
Collier County Fair Naples · ~65 min
Festivals Listed
Marco Island Seafood & Music Festival Marco Island · ~85 min
Food & drink Road trip Listed
★ Sanibel Shell FestivalSanibel Community House · ~55 min
Festivals TBC
Downtown Fort Myers Art Walk River District, downtown Fort Myers · ~30 min
Art Listed
Firestone Grand Prix of St. Petersburg Downtown street circuit · Drive time not listed
Sports Verified
SIX Barbara B. Mann, Fort Myers · ~30 min
Music Listed
Babcock Ranch Art Show Founder's Square, Babcock Ranch · ~40 min
Art Listed
★ Bonita Springs National Fine Art Festival #3Bonita Springs · ~50 min
Art Listed
Cape Coral Irish Festival German American Social Club, Cape Coral · ~15 min
Festivals TBC
Ft. Myers Offshore Spring Break Run to 3 Fishermen Three Fishermen, North Fort Myers · Drive time not listed
Boats Verified
Gasparilla Festival of the Arts Julian B. Lane Riverfront Park · Drive time not listed
Art Verified
IslandFest & Mullet Toss Pine Island · ~35 min
Festivals Listed
★ John LegendBroward Center, Fort Lauderdale · East coast
Music Road trip Listed
March in the Park Rotary Park, 5505 Rose Garden Rd, Cape Coral · ~15 min
Music Verified
Pennington Cup SPYC Pass-a-Grille, 2301 Pass-a-Grille Way · Drive time not listed
Boats Verified
Southwest Florida Reading Festival Downtown, Fort Myers · ~30 min
Festivals Listed
81 Bay Regatta SPYC Pass-a-Grille, 2301 Pass-a-Grille Way · Drive time not listed
Boats Verified
★ Taste of Punta GordaLaishley Park, Punta Gorda · ~30 min
Food & drink Listed
Public Image Ltd The Ranch Concert Hall, Fort Myers · ~30 min
Music Listed
Michael Feinstein Artis—Naples · ~65 min
Music Listed
★ Arcadia All-Florida Championship RodeoMosaic Arena, Arcadia · ~60 min
Rodeo Tier 2 Verified
★ Gulf Coast Classic Collector Car Auction (spring)Charlotte Harbor Event Center, Punta Gorda · ~30 min
Car shows TBC
Itzhak Perlman Artis—Naples · ~65 min
Music Listed
Jumaane Smith Sidney & Berne Davis Art Center, Fort Myers · ~30 min
Music Listed
★ Rod StewartHard Rock Live, Hollywood · East coast
Art Road trip Listed
★ Fort Myers Beach Shrimp FestivalFort Myers Beach · ~50 min
Food & drink Listed
South Cape ShamROCKED Pub Crawl South Cape, Cape Coral · ~15 min
Music TBC
Sullivan Street Craft Festival Punta Gorda · ~30 min
Art Listed
Never Can Say Goodbye: The 70s Beehive Musical Florida Rep, Historic Arcade, Fort Myers · ~30 min
Shows & comedy Listed
The Notebook Barbara B. Mann, Fort Myers · ~30 min
Music Listed
★ Red Sox vs. YankeesJetBlue Park, Fort Myers · ~30 min
Sports Tier 2 Verified
St. Patrick's Day Parade Fort Myers Beach · ~50 min
Holiday Listed
The Righteous Brothers Fort Lauderdale · East coast
Music Road trip Listed
Bonita Springs Seafood & Music Festival Old 41 Rd, Bonita Springs · ~50 min
Food & drink Listed
Downtown Fort Myers Music Walk River District, downtown Fort Myers · ~30 min
Music Listed
The Righteous Brothers Seminole Casino, Immokalee · ~70 min
Music Listed
Kenny Wayne Shepherd Band Clearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
Ragged Ass Bike Fest St. James City (Pine Island) · ~35 min
Festivals Listed
Sierra Hull Sidney & Berne Davis Art Center, Fort Myers · ~30 min
Music Listed
Eagles Nest Car Show Pine Island area · ~35 min
Car shows TBC
★ Paul AnkaNaples · ~65 min
Music Listed
Ft. Myers Offshore Hawks Cay Invitational Run Hawks Cay, Duck Key (Keys) · Drive time not listed
Boats Verified
Pier 60 Sugar Sand Festival Pier 60 · Drive time not listed
Art Verified
Arcadia Antique Fair Oak Street, downtown, Arcadia · ~60 min
Antiques Listed
Classic Car Fest at Cultural Park Cape Coral Museum of History · ~15 min
Car shows Verified
Jersey Boys Barbara B. Mann, Fort Myers · ~30 min
Music Listed
Lightning World Championship St. Petersburg Yacht Club · Drive time not listed
Boats Road trip Verified
Downtown Fort Myers Art Walk River District, downtown Fort Myers · ~30 min
Art Listed
★ Punta Gorda Spring Seafood & Music FestivalLaishley Park, Punta Gorda · ~30 min
Food & drink Listed
★ Brit FloydHertz Arena, Estero · ~45 min
Music Listed
★ Ft. Myers Gun ShowMike Greenwell Regional Park, North Fort Myers · ~20 min
Gun shows Listed
Ft. Myers Offshore Beach Raft Up — Cayo Costa Cayo Costa · Drive time not listed
Boats Verified
Mainsail Art Festival Vinoy Park · Drive time not listed
Art Verified
Noël Coward's Private Lives Florida Rep, ArtStage Studio, Fort Myers · ~30 min
Shows & comedy Listed
Hell's Kitchen Barbara B. Mann, Fort Myers · ~30 min
Music Listed
Psychedelic Furs St. Petersburg · Tampa Bay · 2–3 hr
Music Road trip Listed
10,000 Maniacs Clearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
Antique Gun, Knife, Civil War & Militaria Show Marion Hall, St. Cecilia, Fort Myers · ~30 min
Gun shows Listed
Jahari Stampley Sidney & Berne Davis Art Center, Fort Myers · ~30 min
Music Listed
Mighty Mussels opening night Hammond Stadium, Fort Myers · ~30 min
Sports TBC
Sarasota Film Festival Downtown Sarasota theaters · Drive time not listed
Festivals Road trip Verified
Tampa Bay Blues Festival Vinoy Waterfront Park · Drive time not listed
Music Verified
Third Day Tampa · Tampa Bay · 2–3 hr
Music Road trip Listed
Cape Coral Bike Night SE 47th Terrace, South Cape · ~15 min
Car shows Listed
Downtown Fort Myers Music Walk River District, downtown Fort Myers · ~30 min
Music Listed
The David Mayfield Parade Sidney & Berne Davis Art Center, Fort Myers · ~30 min
Holiday Listed
Leonid & Friends Caloosa Sound Amphitheater, Fort Myers · ~30 min
Music Listed
★ Southern Grand Slam Music FestivalCharlotte County Fairgrounds, Punta Gorda · ~30 min
Festivals Verified
Suncoast Boat Show Marina Jack, Sarasota · Day trip
Boats Road trip Listed
Arcadia Antique Fair Oak Street, downtown, Arcadia · ~60 min
Antiques Listed
Ft. Myers Offshore Tiki Run Punta Gorda · Drive time not listed
Boats Verified
★ Kenny ChesneyRaymond James Stadium, Tampa · Tampa Bay · 2–3 hr
Music Road trip Verified
Punta Gorda Block Party Downtown, Punta Gorda · ~30 min
Art Listed
Suncoast Race Week Tampa Bay (DIYC & SPYC) · Drive time not listed
Boats Road trip Verified
★ Jason Isbell & The 400 Unit + Nathaniel RateliffClearwater · Tampa Bay · 2–3 hr
Music Road trip Listed
Michael Cavanaugh Rock 'n' Roll Symphony Barbara B. Mann, Fort Myers · ~30 min
Music Listed
Skyway 2027 exhibition Sarasota Art Museum · Drive time not listed
Art Road trip Verified
Fort Myers Blueberry Fest North Fort Myers · ~20 min
Festivals Listed
The Ocean Race stopover St. Petersburg Yacht Club · Drive time not listed
Boats Road trip Verified
“Ding” Darling & Doc Ford's Tarpon Tournament Sanibel · Drive time not listed
Boats Verified
Downtown Fort Myers Art Walk River District, downtown Fort Myers · ~30 min
Art Listed
Pecos & the Rooftops + Mike Lee The Ranch, Fort Myers · ~30 min
Music Listed
Sarasota International Dragon Boat Festival Nathan Benderson Park, Sarasota · Drive time not listed
Boats Road trip Verified
★ Fort Myers Film FestivalMultiple venues, Fort Myers · ~30 min
Festivals Listed
Downtown Fort Myers Music Walk River District, downtown Fort Myers · ~30 min
Music Listed
Arcadia Antique Fair Oak Street, downtown, Arcadia · ~60 min
Antiques Listed
Sean Chambers Naples · ~65 min
Music Listed
Tarpon Fly Fishing Invitational Tarpon Lodge, Pine Island · Drive time not listed
Boats Verified
South Seas Tarpon Tournament & Golf Scramble South Seas Island Resort, Captiva · Drive time not listed
Boats Verified
★ JobuFestFort Myers Beach · ~50 min
Festivals Listed
Sarasota Music Festival Sarasota Orchestra venues · Drive time not listed
Music Road trip Verified
Music in the Garden Naples Botanical Garden · Drive time not listed
Music Verified
Tasting the Tropics Naples Botanical Garden · Drive time not listed
Music Verified
Stick Figure — Enjoy the Ride Tour MIDFLORIDA Credit Union Amphitheatre, Tampa · Drive time not listed
Music Road trip Verified
4th of July Freedom Cruise aboard the Oasis Fishermen's Village, Punta Gorda · Drive time not listed
Boats Verified
Red, White & Boom Cape Coral Parkway, downtown · Drive time not listed
Music Verified
MangoMania Tropical Fruit Festival Winn-Dixie Plaza, 9940 Stringfellow Rd, St. James City · Drive time not listed
Festivals Verified
St. Petersburg Offshore Grand Prix St. Petersburg waterfront · Drive time not listed
Boats Road trip Verified
Clearwater Beach Offshore Grand Prix Clearwater Beach (watch from Pier 60 north) · Drive time not listed
Boats Road trip Verified
APBA Englewood Offshore Races Englewood Beach · Drive time not listed
Boats Verified
Tampa Bay Coffee & Art Festival (Fall) North, Tampa · Drive time not listed
Art Road trip Verified
SWFL Living Guide
Event listings are checked by hand against organizer pages (most recent check Nov 13); each listing shows its own check date. Not real-time — verify dates and tickets with organizers.Add to your home screen Get your business listed
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