Music, food, art, seafood and holiday festivals across the region. Dates and prices come from each organizer; confirm before you go.
SHINE St. Pete Mural Festival
St. Petersburg · Pinellas Beaches · Citywide murals
When: Nov 7-16, 2026
Savor St. Pete
St. Petersburg · Pinellas Beaches · Vinoy Park
When: Nov 7-8, 2026
St. Pete Run Fest
St. Petersburg · Pinellas Beaches · Albert Whitted Park
When: Nov 13-15, 2026
FloridaRAMA Fest: 5th Anniversary Celebration
St. Petersburg · Pinellas Beaches · FloridaRAMA
When: Nov 14, 2026
St. Pete Country Fest
St. Petersburg · Pinellas Beaches · Vinoy Park
When: Nov 20-22, 2026
Suncoast Jazz Festival
Clearwater Beach · Pinellas Beaches · Clearwater Beach
When: Nov 20-22, 2026
Pier 60 Sugar Sand Festival
Clearwater Beach · Pinellas Beaches · Pier 60 Park
When: Mar 26 - Apr 11, 2027
Dunedin Highland Games and Festival
Dunedin · Pinellas Beaches · Dunedin
When: Apr 3, 2027
Boca Ciega Yacht Club Lighted Christmas Boat Parade
Gulfport · Pinellas Beaches · Gulfport Municipal Marina
When: Annual mid-December (2025: Dec 13, 6 pm) · Free
Madeira Beach Festival of Lights Boat Parade
Madeira Beach · Pinellas Beaches · ROC Park to John's Pass
When: Annual mid-December (2025: 59th annual, Dec 13, 6:15 pm) · Free
Safety Harbor Holiday Parade
Safety Harbor · Pinellas Beaches · Main Street
When: Annual early December (2025: Dec 6, 10 am) · Free
Sanding Ovations Sand Sculpture Festival
Treasure Island · Pinellas Beaches · Treasure Island beach
When: November 2026 (dates not given in source)
Tarpon Springs Holiday Boat Parade
Tarpon Springs · Pinellas Beaches · Tarpon Landing Marina to Spring Bayou
When: Annual mid-December evening (2025: Dec 12, 7 pm) · Free
Tarpon Springs Thanksgiving Arts and Crafts Festival
Tarpon Springs · Pinellas Beaches · Court Street, 1 N. Pinellas Ave.
When: Annual Thanksgiving weekend Sat-Sun, 10 am-5 pm (2025: 34th, Nov 22-23)
Treasure Island Holiday Lighted Boat Parade
Treasure Island · Pinellas Beaches · Treasure Bay Golf & Tennis
When: Annual December (2025: Dec 20, departs 6:20 pm)
Gasparilla Cars in the Park
Tampa · Tampa · Carrollwood Village Park
When: Dec 5, 2026
Holiday Lighted Boat Parade (Tampa Riverwalk)
Tampa · Tampa · Hillsborough River, Davis Islands to the Heights, ends at Sparkman Wharf
When: Sat Dec 19, 2026, 6:15-8:30 pm · Free to watch
Gasparilla Pirate Fest (Invasion & Parade of Pirates)
Tampa · Tampa · Bayshore Boulevard / Downtown Tampa
When: Jan 30, 2027
Kumquat Festival
Dade City · Tampa · Downtown Dade City
When: Jan 30, 2027
Florida State Fair
Tampa · Tampa · Florida State Fairgrounds
When: Feb 4-15, 2027
Gasparilla Outbound Voyage
Tampa · Tampa · Downtown Tampa waterfront (Davis & Harbor Islands)
When: Feb 27, 2027
Florida Strawberry Festival
Plant City · Tampa · Florida Strawberry Festival grounds
When: Mar 4-14, 2027
Gasparilla Festival of the Arts
Tampa · Tampa · Julian B. Lane Riverfront Park
When: Mar 6-7, 2027
Florida Birding and Nature Festival
Apollo Beach · Tampa · Apollo Beach area
When: Apr 1-4, 2027
Tampa Riverfest
Tampa · Tampa · Tampa Riverwalk / Curtis Hixon Waterfront Park
When: Apr 30 - May 1, 2027
Festival of the Skeletons
Bradenton · Sarasota & Anna Maria · Village of the Arts
When: Fri Nov 6, 2026 6-9 pm; Sat Nov 7, 11 am-4 pm · Free
Siesta Key Crystal Classic Sunsculpting Festival
Sarasota (Siesta Key) · Sarasota & Anna Maria · Siesta Key Beach
When: Nov 13-16, 2026
Sarasota Holiday Parade
Sarasota · Sarasota & Anna Maria · Main Street, downtown Sarasota
When: Dec 5, 2026
Manatee River Holiday Boat Parade
Bradenton / Palmetto · Sarasota & Anna Maria · Manatee River, Snead Island toward downtown; view from Green Bridge or Palmetto Pier
When: Sat Dec 12, 2026, at sundown · Free
Manatee County Fair
Palmetto · Sarasota & Anna Maria · Manatee County Fairgrounds, 1402 14th Ave. W.
When: Jan 14-24, 2027 · Varies; opening day free
Coquina Beach Seafood & Music Festival
Bradenton Beach · Sarasota & Anna Maria · Coquina Beach, Gulf Dr. S.
When: Jan 22-24, 2027 · Free
Palmetto Chalk Art Festival
Palmetto · Sarasota & Anna Maria · Sutton Park
When: Jan 23-24, 2027, 10 am-4 pm
Bradenton Cigar Box Guitar Festival
Bradenton · Sarasota & Anna Maria · Village of the Arts
When: Sat Feb 6, 2027
Palmetto Main Street Motor Fest
Palmetto · Sarasota & Anna Maria · Sutton Park
When: Sat Feb 6, 2027, 10 am-2 pm · Spectators free
Cortez Commercial Fishing Festival
Cortez · Sarasota & Anna Maria · Cortez fishing village
When: Feb 13-14, 2027
Bradenton Area River Regatta
Bradenton / Palmetto · Sarasota & Anna Maria · Bradenton Riverwalk (Rossi Park) & Riverside Park
When: Feb 19-20, 2027 · Free
WonderWall Mural Fest
Bradenton · Sarasota & Anna Maria · Village of the Arts
When: Sat Mar 6, 2027, 10 am-3 pm · Free
Manatee County Seafood and Music Festival
Bradenton · Sarasota & Anna Maria · G.T. Bray Park, 2910 51st St. W.
When: Mar 12-14, 2027 · Free
BAM!Fest (Bradenton Art and Music Festival)
Bradenton · Sarasota & Anna Maria · Bradenton Riverwalk
When: Sat Apr 3, 2027, 11 am-7 pm · Free
Venice Sharks Tooth Festival
Venice · Sarasota & Anna Maria · Venice
When: Apr 10-11, 2027
ArtSlam
Bradenton · Sarasota & Anna Maria · Old Main Street, 400 12th St. W.
When: First Saturday of March, 9 am-4 pm
De Soto Heritage Festival & Grand Parade
Bradenton · Sarasota & Anna Maria · Downtown Bradenton, Manatee Ave.
When: April 2027; Grand Parade Sat Apr 24, 2027, 7:30 pm · Free
Downtown Sarasota Festival of the Arts
Sarasota · Sarasota & Anna Maria · Main Street
When: February annually
Fine Arts Festival of Manatee County
Bradenton · Sarasota & Anna Maria · Bradenton Riverwalk
When: Last weekend of February; Sat 10-5, Sun 10-4
Forks & Corks Food & Wine Festival
Sarasota · Sarasota & Anna Maria · The Ringling
When: Late January annually
Island Art League Springfest
Holmes Beach · Sarasota & Anna Maria · City Hall Field, 5901 Marina Dr.
When: Second weekend of March, 10 am-5 pm
Parrish Heritage Festival & Chili Cook-Off
Parrish · Sarasota & Anna Maria · Fort Hamer Rd. / Florida Railroad Museum
When: March 2027 (date TBA) · 0; kids 12 and under free
Sarasota Film Festival
Sarasota · Sarasota & Anna Maria · Venues across Sarasota
When: April annually
Sarasota Jazz Festival
Sarasota · Sarasota & Anna Maria · Sarasota Municipal Auditorium & Florida Studio Theatre
When: March annually (2026: Mar 9-14)
Sarasota Medieval Fair
Sarasota · Sarasota & Anna Maria · 47-acre fairgrounds
When: Five weekends starting November 2026 (dates not given in source)
Thunder by the Bay Music & Motors Festival
Sarasota · Sarasota & Anna Maria · Sarasota Fairgrounds
When: February annually (2026: Feb 13-15)
Wanderlust Food Truck Festival
Bradenton · Sarasota & Anna Maria · Tom Bennett Park
When: First and third Fridays 5-9 pm · Free
Taste of Thornton Park (25th Annual)
Orlando · Orlando · Thornton Park District
When: Nov 5, 2026 · 21+, unlimited food and drink
EDC Orlando
Orlando · Orlando · Camping World Stadium & Tinker Field
When: Nov 6-8, 2026
Fall Fiesta in the Park (55th Annual)
Orlando · Orlando · Lake Eola Park
When: Nov 7-8, 2026 · Free
Vans Warped Tour 2026
Orlando · Orlando · Tinker Field
When: Nov 14-15, 2026
Winter Park Autumn Art Festival
Winter Park · Orlando · Park Avenue District / Central Park
When: Nov 14-15, 2026 · VIP area available
Walt Disney World Swan and Dolphin Food & Wine Classic
Lake Buena Vista · Orlando · Walt Disney World Swan and Dolphin Resort
When: Nov 20-21, 2026 · Varies by package; 21+
Florida Blue Florida Classic Fan Fest
Orlando · Orlando · Tinker Field
When: Nov 21, 2026 (pre-game) · Free
FusionFest 2026 (9th Annual Multicultural Festival)
Orlando · Orlando · Loch Haven Cultural Park
When: Nov 28-29, 2026 · Free
Mount Dora Arts Festival
Mount Dora · Orlando · Downtown Mount Dora
When: Feb 6-7, 2027
Winter Park Sidewalk Art Festival
Winter Park · Orlando · Central Park, Winter Park
When: Mar 19-21, 2027
EPCOT International Food & Wine Festival
Lake Buena Vista · Orlando · EPCOT
When: Through Nov 21, 2026 · Included with EPCOT admission; food extra
Mount Dora Scottish Highland Festival
Mount Dora · Orlando · Mount Dora
When: Feb 2027 (dates TBA)
Sunnyland Antique Boat Festival
Tavares · Orlando · Wooton Park, Tavares
When: Mar 2027 (dates TBA)
Inverness Festival of the Arts
Inverness · Nature Coast & Springs · Downtown Inverness
When: Nov 7-8, 2026
Lake Hernando Dragon Boat Festival
Hernando · Nature Coast & Springs · 3699 E. Orange Dr.
When: Nov 7, 2026
Stone Crab Jam Music Festival
Crystal River · Nature Coast & Springs · 610 N. Citrus Ave. (open street)
When: Nov 7, 2026
Florida Winter Music Festival
Brooksville area · Nature Coast & Springs · Hernando County
When: Nov 11-15, 2026
Homosassa Arts, Crafts & Seafood Festival (51st Annual)
Homosassa · Nature Coast & Springs · 5300 S. Mason Creek Rd.
When: Nov 14-15, 2026
Field of Dreams Car Show
Hernando County · Nature Coast & Springs · Hernando County
When: Nov 21-22, 2026
Yankeetown Arts and Crafts and Seafood Festival
Yankeetown · Nature Coast & Springs · Yankeetown
When: Nov 21-22, 2026
Thanksgiving Bluegrass Festival
Hernando County · Nature Coast & Springs · Hernando County
When: Nov 26-28, 2026
Brooksville Christmas Parade
Brooksville · Nature Coast & Springs · Downtown Brooksville
When: Second Saturday in December (Dec 12, 2026)
Booksville Festival
Brooksville · Nature Coast & Springs · Downtown Brooksville
When: Jan 16, 2027
Crystal River Manatee Festival
Crystal River · Nature Coast & Springs · Crystal River
When: Jan 16-17, 2027
Brooksville Tangerine Festival
Brooksville · Nature Coast & Springs · Downtown Brooksville
When: Feb 6, 2027
Whippersnap Music & Arts Festival
Brooksville area · Nature Coast & Springs · Hernando County
When: Feb 17-20, 2027
Weeki Wachee Swamp Fest
Weeki Wachee · Nature Coast & Springs · Weeki Wachee
When: Mar 5-7, 2027
Florida Agriculture & Wildlife Expo
Brooksville area · Nature Coast & Springs · Hernando County
When: Mar 12-21, 2027
Will McLean Music Festival
Brooksville area · Nature Coast & Springs · Hernando County
When: Mar 12-14, 2027
Art in the Park (Hernando)
Brooksville · Nature Coast & Springs · Hernando County
When: Mar 13-14, 2027
Blues Bash at the Ranch
Hernando County · Nature Coast & Springs · The Ranch
When: Mar 19-21, 2027
Old Florida Celebration of the Arts
Cedar Key · Nature Coast & Springs · Cedar Key
When: Apr 3-4, 2027
Nature Coast Birding Festival
Hernando County · Nature Coast & Springs · Hernando County
When: Apr 9-10, 2027
Rock & Roll Revival
Hernando County · Nature Coast & Springs · Hernando County
When: Apr 16-18, 2027
Gone Country at the Ranch Music Festival
Hernando County · Nature Coast & Springs · The Ranch
When: Apr 23-25, 2027