Tampa Bay area residents are fortunate to have a plethora of year-round entertainment options, ranging from festivals and theatrical performances to sporting activities and world-class concerts. To assist you in planning ahead, we’ve curated a selection of activities scheduled from now through October 2026.
With holiday extravaganzas, annual festivals and chart-topping artists performing at venues nearby, you will discover numerous lively diversions to captivate you both this year and the next.
In the Mood for New Year’s Day with the Glenn Miller Orchestra
January 1, 2026
The Mahaffey Theater
Ringling Bros. and Barnum & Bailey: The Greatest Show On Earth
January 2-4, 2026
Benchmark International Arena
Swan Lake by International Ballet Stars at The Mahaffey
January 3, 2026
The Mahaffey Theater
Barry Manilow: The Last Tampa Concert
January 8, 2026
Benchmark International Arena
Skyway Festival
January 10, 2026
Tampa Bay Downs
The Harlem Globetrotters: 100 Year Tour
January 11, 2026
The Yuengling Center
St. Pete MLK Parade 2026
January 19, 2026
St. Petersburg – Travels East to West on 1st Avenue South
Ashley Children’s Gasparilla
January 24, 2026
Bayshore Boulevard
Gasparilla Invasion
January 31, 2026
Tampa Convention Center
Gasparilla Parade of Pirates
January 31, 2026
Bayshore Boulevard
Florida State Fair
February 5-16, 2026
Florida State Fairgrounds
Enjoy food, entertainment, exhibits and midway rides at the 2026 Florida State Fair, which is celebrating America’s 250th birthday.
Helly Hansen Sailing World Regatta 2026
February 13-15, 2026
St. Petersburg Yacht Club Marina
St. Pete’s LOCALTOPIA
February 14, 2026
Williams Park
St. Pete’s largest “Community Celebration of All Things Local” showcases more than 300 independent businesses and community organizations.
localtopia.keepsaintpetersburglocal.org
Sant’ Yago Illuminated Knight Parade
February 14, 2026
Ybor City
Every February, costumed participants, illuminated floats, marching bands and special guests parade through Ybor City, with thousands of spectators and families lining Seventh Avenue.
More than 100 organizations will participate in the Knight Parade, including local government officials and dignitaries and many of Tampa Bay’s krewes.
Festivals of Speed St. Petersburg
February 15, 2026
Vinoy Park
Florida Strawberry Festival
February 26 – March 8, 2026
Plant City
Firestone Grand Prix of St. Pete
February 27 – March 1, 2026
Tampa Taco Fest
February 28, 2026
Al Lopez Park
Monster Jam
February 28 – March 1, 2026
Raymond James Stadium
Florida Strawberry Festival
February 26 – March 8, 2026
Plant City
Gasparilla Festival of the Arts
February 28 – March 1, 2026
Julian B. Lane Riverfront Park
Recognized as one of the top-rated outdoor fine art festivals in the country, this annual event welcomes more than 30,000 attendees. Beyond the art, the event offers something for everyone, from live music and culinary delights to family- friendly areas and activities for children.
Reggae Rise Up Florida Festival
March 12-15, 2026
Vinoy Park
Enjoy performances across multiple stages, interactive activities, large-scale art installations and craft vendors.
River O’Green Fest
TBD
River O’ Green Fest is a free annual event celebrating St. Patrick’s Day by turning the Hillsborough River a vibrant shade of green. Enjoy live Irish entertainment, food and drink vendors, beer, and fun activities for the whole family.
Paddy Fest St. Pete
March 13-15, 2026
Williams Park
Spend the day savoring Irish food, music, drinks, and lively festivities!
Pier 60 Sugar Sand Festival
March 27 – April 12, 2026
Clearwater Beach
Explore the expansive 24,000-square-foot structure that encompasses the Sugar Sand Walk Exhibit where sixteen professional sand sculptors transform sugar sand into breathtaking sculptures.
Tampa Bay Blues Festival
April 10-12, 2026
Vinoy Park
Tampa Bay Wine & Food Festival
April 7 – April 11, 2026
This destination event will feature a variety of experiences that will bring together national wine and spirits producers and brands curated to highlight and celebrate the remarkable culinary abilities throughout the Tampa Bay area.
Bern’s Winefest
TBD
Presented by Bern’s Steak House, Haven, and Bern’s Fine Wines and Spirits, this annual event spans an entire week, offering the chance to indulge in your wildest culinary and wine fantasies.
Riverfest
TBD
Curtis Hixon Waterfront Park
The festival spans the entire length of the Riverwalk including several parks and features family-friendly activities and events showcasing Tampa’s cultural institutions, local musicians and restaurants.
6th Annual Juneteenth Festival Presented by Roc the Block Inc.
June 17-20, 2026
TBD
St. Pete Pride
TBD
St. Petersburg Pride stands as Florida’s largest Pride celebration, celebrated for its vibrant parade, lively festival, and welcoming atmosphere. The parade showcases vibrant floats, lively marching bands, and hundreds of participants, celebrating unity and pride within the LGBTQ+ community. The festival presents a diverse array of food, beverages, music, and entertainment choices for guests of every age.
Boom by the Bay
TBD
Julian B. Lane Riverfront Park
727 Day in Pinellas County
July, 27, 2026
TBD
Special offers for 727 residents return as a thank-you for welcoming more than 15 million visitors each year.
813 Day at Hyde Park Village
August 13, 2026
Hyde Park Village
Hyde Park Village will celebrate Tampa’s unofficial hometown holiday, 813 Day, with wellness events benefiting local charities, exclusive shopping and dining deals, family activities, and community programs.
hydeparkvillage.com/event/813-
FitFest Tampa Bay
August 15 & August 16, 2026
Florida State Fairgrounds
FitFest, formerly the Tampa Bay Strength and Fitness Expo, is now Florida’s largest sports festival and fitness expo. This premier event brings together athletes, enthusiasts and industry professionals to celebrate strength, endurance and innovation.
Scream-A-Geddon
TBD
Dade City
Scream-A-Geddon
TBD
Dade City
Howl-O-Scream
TBD
Busch Gardens Tampa Bay
Tampa’s premier Halloween event takes over the entire park with haunted houses, scare zones, sinister shows and more.
Art & Aces
TBD
Tampa Museum of Art
Enjoy a themed casino night—all in support of making art accessible to everyone in our community. Try your luck at roulette, craps, blackjack, and more, knowing every dollar raised benefits the Tampa Museum of Art’s dynamic art education initiatives
Scream-A-Geddon
TBD
Dade City
Howl-O-Scream
TBD
Busch Gardens Tampa Bay
Creatures of the Night
TBD
ZooTampa at Lowry Park
Hyde Park Pumpkin Patch
TBD
Hyde Park Village
Come out to enjoy this annual event benefiting Humane Society of Tampa Bay.
Oktoberfest Pinellas
TBD
Pinellas Park
Oktoberfest
October 4, 2025
Grand Central District, St. Pete
grandcentraldistrict.org/oktoberfest
Oktoberfest Tampa
October 9-11, 2026
Curtis Hixon Waterfront Park
Celebrate German cheer and beer with dancing, singing and food at Tampa’s largest Oktoberfest.
Tampa Pig Jig
October 16, 2026
Julian B. Lane Park
Each fall, the Tampa Pig Jig brings incredible live music, delicious food, ice-cold beer and a fierce corporate barbecue competition to downtown Tampa’s waterfront.
Haunted Carnival Presented by Pied Piper Productions
TBD
Armature Works
Savor St. Pete
November 1 – November 2, 2025
Vinoy Park
A culinary celebration featuring bites, wines, brews and spirits. Enjoy unlimited tastings from more than 100 brands, appearances by Food Network chefs Brian Malarkey and Carlos Anthony, live demonstrations and more.
Scott Silven: At the Illusionist’s Table
November 6-11, 2025
Maestro’s Restaurant Straz Center for the Performing Arts
Unravel mysteries over a three-course meal with wine pairings and storytelling.
¡VIVA!: Speakeasy Soiree
November 7, 2025
J.C. Newman Cigar Company
SHINE St. Pete Mural Festival
November 7-16, 2025
Downtown St. Pete
For the 11th year, the SHINE St. Pete Mural Festival will feature a collection of public art from local, national and international mural artists.
Parc Center for Disabilities Black Tie Gala
November 8, 2025
St. Petersburg Coliseum
A Charlie Brown Christmas at The Mahaffey
November 12, 2025
Duke Energy Center for the Arts – Mahaffey Theater
Tampa Bay History Center 2025 Annual Gala
November 14, 2025
Tampa Bay History Center
St. Pete Run Fest
November 14-16, 2025
Albert Whitted Park
Nationally recognized as one of the best running events of the decade, St. Pete Run Fest includes a half marathon, 10K, 5K, kid’s youth run and VEG PeliPAWS Dog Walk.
Tampa Bloody Mary Fest
November 15, 2025
Water Works Park
Jon Langston
November 20, 2025
SkyBeach Resort
St. Pete BikeFest
November 20-23, 2025
OCC Road House & Museum
St. Pete Country Fest
November 21-23, 2025
Vinoy Park
Catch more than 30 acts at this three-day festival.
Cirque Dreams Holidaze at The Mahaffey
November 29, 2025
Duke Energy Center for the Arts – Mahaffey Theater
Shopapalooza Festival
November 29-30, 2025
Vinoy Park
Carolmania
December 4, 2025
Ferguson Hall at Straz Center for the Performing Arts
Gasparilla Cars in the Park
December 6, 2025
Carrollwood Village Park
Pilates & Petals at Mill Pond Estate
December 6, 2025
Mill Pond Estate
onbikes Winter Wonder Ride
December 6, 2025
Cotanchobee Fort Brooke Park
Sesame Street Live
December 7, 2025
Duke Energy Center for the Arts – Mahaffey Theater
Cracker Country – Christmas in the Country
December 13, 2025
Florida State Fairgrounds
SKECHERS Hot Chocolate Run
December 14, 2025
Cotanchobee Fort Brooke Park
Jingle Bell Bazaar at Ybor
December 14, 2025
Centennial Park
Union Home Mortgage Gasparilla Bowl
December 19, 2025
Raymond James Stadium
St. Pete Indie Holiday Festival
December 21, 2025
Albert Whitted Park
A Very Broadway Christmas
December 21, 2025
Duke Energy Center for the Arts – Mahaffey Theater
NUTCRACKER! Magical Christmas Ballet at The Mahaffey
December 28, 2025
Duke Energy Center for the Arts – Mahaffey Theater
ReliaQuest Bowl Parade & Pep Rally
December 30, 2025
Centro YBOR
New Year’s Eve Celebration at Busch Gardens
December 31, 2025
Busch Gardens Tampa Bay
NYE on the Pier
December 31, 2025
St. Pete Pier
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