Last updated on November 3rd, 2019 at 11:05 am


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Prime festival season in Florida runs from fall to spring, with January, February and March being the peak.

FloridaRambler.com started its festival coverage with a popular list of seafood festivals. We also offer a calendar of pirate festivals  and a calendar of harvest festivals, which occur year around.

But those left out some of our favorite festivals that celebrate Florida’s culture, like Hemingway Days in Key West, or our love of the arts, like Cedar Key’s Old Florida Celebration of the Arts, or our love of the water, like the Fort Lauderdale Boat Show.

So here’s our 2019-2020 Florida festival calendar, which includes all sorts of festivals, from a funky LaBelle Swamp Cabbage Festival to the spectacular Pensacola Beach Air Show. It’s not comprehensive – I don’t think it’s actually possible to list every last festival, and if you did, the list would be too long to be useful. So we’ve selected about 75 festivals known for their popularity and unique qualities.

Armadillo races at 2015 Swamp Cabbage Festival. Photo courtesy Pete Cross.
Armadillo races at Swamp Cabbage Festival. Photo courtesy Pete Cross.

 

 

 


November 2019 festivals in Florida

Fort Lauderdale International Boat Show, Oct. 30-Nov. 3, 2019, Fort Lauderdale
From super-yachts to inflatables to exotic cars. Show is in six locations over 3 million square feet of space with shuttles, water taxis, and riverboats connecting it all. Tickets start at $34.

Seminoles’ American Indian Arts Celebration, Nov. 1-2, 2019, Clewiston
The festival offers tradition — fry bread, alligator wrestling and Seminole crafts — but also celebrates the diversity of native cultures with entertainers brought in from other tribes. 

Florida Seafood Festival , Nov. 1-2, 2019, Apalachicola
The popular festivals is held at the mouth of the Apalachicola river under the shady oaks of Apalachicola’s Battery Park. It features fresh seafood as well as arts and crafts exhibits, seafood related events and live music.

Great Gulfcoast Art Festival, Nov. 1-3, 2019, Pensacola
Top artists, music and arts from Florida’s heritage have won this festival many awards over the years and thousands of visitors each year. ggaf.org

Micanopy Fall Festival, Nov. 2-3, 2019, Micanopy
Charming Old Florida town near Gainesville attracts 200 arts and crafts vendors with music under a canopy of live oak trees on a historic main street. Florida Rambler story on Micanopy.

Halifax Art Festival,  Nov. 2-3, 2019, downtown Daytona Beach
At 57 this year, this is the second oldest art festival in Florida and attracts hundreds of top artists and thousands of visitors. Florida Rambler story on Things to do near Daytona Beach

34th Annual Downtown Gainesville Festival & Art Show, Nov. 16-17, 2019, Gainesville
The historic downtown streets are filled with live music, performing arts, the works of 240 artists and an array of food, attracting 100,000 attendees.

Miami Book Fair, Nov. 17-24, 2019, Miami
More than 450 top-tier authors read and discuss their work at one of the best book fairs in the nation. During Street Fair weekend, Nov. 22-24, more than 250 publishers and booksellers exhibit and sell books, with special features like the antiquarians, who showcase signed first editions, original manuscripts and other collectibles. Live music accompanies the street fair.

Yankeetown Arts and Crafts and Seafood Festival, Nov. 23-24, 2019, (always the weekend before Thanksgiving) Yankeetown

Miami Book Fair
Miami Book Fair

December 2019 festivals in Florida

Complete schedule of 53 boat parades around Florida from FloridaRambler

Art Basel Miami Beach, Dec. 5-8, 2018, Miami Beach
Art Basel, an international art fair, draws top tier galleries from around the world plus the rich and glamorous to South Florida. A far cry from the street art festivals that dot Florida, this is an event that is not cheap. (Tickets start at $50.) Over the years, however, a variety of satellite events have developed, creating art-related events for regular folks, including Miami Art Week. Learn more about Art Basel.

Winterfest Boat Parade, Dec. 14, 2019, Fort Lauderdale
Many cities have lighted boat parades, but Fort Lauderdale’s is the biggest and, at 48, the oldest. The 12-mile route down the New River and Intracoastal Waterway is lined with people and parties and the parade is said to draw a crowd of a million spectators.

Best holiday light displays in Old Florida, throughout December, Mount Dora, St. Augustine, Stephen Foster Cultural Center State Park


January 2020 festivals in Florida

Crystal River Manatee Festival, Jan. 18-19, 2020, Crystal River
Orange City Blue Spring Manatee Festival,  Jan. 25-26, 2020, Orange City
These manatee festivals are each located near a site where hundreds of manatees gather each winter. Both locations offer a variety of activities, including opportunities to view manatees. Florida Rambler story on two January manatee festivals

Fellsmere Frog Leg Festival, Jan. 16-19, 2020, Fellsmere
This funky festival has been happening for 20 years. Food choices start with one frog leg (a frog “pop” on a stick for $3) up to a gator-tail and frog leg dinner for $14. Music, games, down-home goods.

Children’s Gasparilla Extravaganza, Jan. 18, 2020, Tampa
Kickoff of Gasparilla Days, featuring a children’s parade along Bayshore Boulevard and “piratechnic” sea battle commemorating the imaginary invasion of Tampa, which is re-enacted next weekend. Family-friendly and alcohol-free.

Images – A Festival of the Arts, Jan. 24-26, 2020, New Smyrna Beach
In 2019, Images presented 234 artists from 28 states and Canada in a waterfront setting. It’s a free festival that attracts 45,000.

Gasparilla Pirate Fest, Jan. 25-26, 2020, Tampa
Colorful, fully-rigged pirate ship Jose Gasparilla magically appears at the south end of Hillsborough Bay, where the invading Ye Mystic Krewe of Gasparilla are met by a flotilla of pleasure craft. The mock sea battle is followed by a Mardi Gra-like parade.

Kumquat Festival,  Jan. 25, 2020, Dade City
The historic downtown in Dade City fills with as many as 35,000 people for this free event celebrating the tangy little fruit grown locally. Along with dozens of booths and live entertainment, a highlight is tasting kumquat treats, from kumquat pie to kumquat cookies to kumquat salsa. Free shuttles run from two satellite parking areas –the Pasco County Fairgrounds on State Road 52 and next to Jarrett Ford on US Hwy 301 Truck Route. On the preceding Thursday and Friday, the kumquat growers open their groves and packing houses for tours.


February 2020 festivals in Florida

Artfest Fort Myers, Jan. 31- Feb. 2, 2020, Fort Myers
The free festival takes place on the waterfront in historic downtown Fort Myers and features a juried exhibition of 290 fine artists from all over the country. Along with the art, the festival features interactive art exhibits, children’s activities, live music, and demonstrations

Mount Dora Arts Festival, Feb. 1-2, 2020, Mount Dora
Charming Mount Dora is a city of festivals, and this free fest attracts 250,000 for top art, food and entertainment. Florida Rambler story on things to do in Mount Dora

Florida State Fair , Feb. 6-17, 2020, Tampa
It boasts “the largest midway in the USA,” but its core purpose, celebrated for more than 100 years, is to showcase Florida’s agriculture and its history. Florida Rambler story on Florida State Fair

South Florida Garlic Fest, Feb. 8-9, 2020, Lake Worth
A big event with food and top musical performers, it started as a fundraiser for several non-profits. The festival outgrew Delray Beach and moved to John Prince Park in Lake Worth.

Everglades Seafood Festival, Feb. 7-9. 2020, Everglades City

The Battle of Olustee Civil War Re-Enactment, Feb. 14-16, 2020, Lake City. Florida’s largest Civil War battle is re-enacted, with gun smoke, booming cannons and cavalry.

Cortez Commercial Fishing Festival, Feb. 15-16, 2020, Cortez
Cortez started as a fishing village, and it still has a working waterfront and fishing boats. The festival offers music, nautical arts and crafts, children’s activities, environmental exhibits and lots of fresh seafood.

Coconut Grove Arts Festival,  Feb.  15-17, 2020, Coconut Grove, Miami
A huge fair (covering many blocks with 350+ exhibitors) and a beautiful waterfront setting make this one of the most popular art festivals in Florida. As a result, it attracts top entertainers, food vendors and artists.

ArtiGras Fine Arts Festival, Feb. 15-16, 2020, Jupiter
A top juried festival with 300 artists, Artigras is celebrating 35 years of family fun this year.

Naples National Art Festival, Feb. 22-23, 2020, Naples
Ranked among the top art festivals in the state, the event takes place in scenic Cambier Park and along 8th Street South in downtown Naples.

Swamp Cabbage Festival, Feb. 22-23, 2020, La Belle
For 50+ years, this authentic Florida town east of Fort Myers has been celebrating swamp cabbage in a down-home festival and parade. A unique highlight: Armadillo races. Florida Rambler story on the Swamp Cabbage Festival.


March 2020 festivals in Florida

Strawberry Festival, Feb. 27-March 8, 2020, Plant City
Like a state fair, the Strawberry Festival has agricultural displays, livestock shows, arts and crafts, local food and a huge carnival midway. But its entertainment line-up, which leans toward country music, is what’s extraordinary year after year. Florida Rambler story on Strawberry Festival

Gasparilla Festival of the Arts, Feb. 29-March 1, 2020, Tampa
This large festival moves to Julian B. Lane Riverfront Park this year and offers top prize money that attracts 320+ top fine artists.

Azalea Festival, Palatka.
The festival celebrates the spring blossoms in the historic Ravine Gardens State Park, where 100,000 flowering trees and shrubs bloom. Florida Rambler story on park and festival.

Grant Seafood Festival, Feb. 29-March 1, 2020, Grant-Sebastian
The Grant Seafood Festival is put on by volunteers and has been held every year since 1966 in this sprawling riverside community between Melbourne and Sebastian.

Fort Myers Beach Shrimp Festival, March 14-15, 2020, Fort Myers Beach
There are still working fishing boats in this town pulling in shrimp from the Gulf and that’s the reason Fort Myers Beach has held its shrimp festival for 50 years.

Bike Week, March 6-15, 2020, Daytona Beach.
For 78 years, motorcyclists have gathered in Daytona Beach for a spring fling and this year, they’re expecting a half million.

Marathon Seafood Festival, March 14-15, 2020, Marathon
The Key’s most popular seafood fest is  the “original” in Marathon.

Calle Ocho Festival, March 15, 2020, Miami
This street festival is enormous: It attracts a million people to the largest Hispanic festival in the United States.  The event stretches for 19 blocks and it has everything: food, music, art and a giant conga line. Calle Ocho is part of the larger Carnaval Miami.

Winter Park Sidewalk Art Festival, March 20-22, 2020, Winter Park
This large show annually earns top ranking among art festivals nationwide. In addition to the draw of high-quality art, it is located in a beautiful and historic community with big shade trees and activities to entertain various ages and interests.


April 2020 festivals in Florida

Old Florida Celebration of the Arts, April 4-5, 2020, Cedar Key
Cedar Key is an artsy Old Florida town that attracts top talent with its beautiful historic downtown setting and $18,000 in prize money. While it draws crowds, the event has a small-town feel because of all the community involvement in tiny Cedar Key.

Sebring Soda Festival, April 3-4, 2020, Sebring
Sebring, a small town along the lovely Lake Wales Ridge in Central Florida, is staking a claim for something new — Florida’s first (and only) craft soda festival. Local small-batch sodas made with real sugar are making a comeback, and at this festival, you’ll find 200 flavors from around the country to try. 

Delray Affair, April 3-5, 2020, Delray Beach
The Delray Affair fills 12 palm-tree-lined downtown city blocks with art, crafts, music and family fun. This event is celebrating 58 years and boasts that it is the largest arts and craft festival in the Southeast United States. Florida Rambler story on things to do in Delray Beach

Venice Shark Tooth Festival, April 3-5, 2020, Venice
This multifaceted festival celebrates Venice as the “Shark’s Tooth Capital of the World” because of the millions of shark teeth that wash up on its beaches. There’s art, music, kids activities and prehistoric fossils on display and for sale. Florida Rambler story on Venice Shark’s Tooth Festival

Brooksville Blueberry Festival, April 25-26, 2020, Brooksville
Yes, Florida is a major producer of blueberries, and this celebration features a variety of blueberry foods and products. It has something for every demographic — from craft beer to live music to children’s entertainment. Here’s a Florida Rambler story the Brooksville Blueberry Festival.

Fairchild Gardens Spring Garden Festival & Annual Spring Plant Sale,  Miami
One of the world’s great botanical gardens adds local foods and vendors for this popular event.

Pompano Beach Seafood Festival, Pompano Beach
This city has completed a beautiful makeover of its beachfront area, including the addition of a stunning parking garage. It creates a perfect beach setting for a festival with three stages of music.


May 2020 festivals in Florida

Sunfest, West Palm Beach, Florida
With a stunning waterfront view along Flagler Drive, this major music festival offers three stages, 50 bands and lots of activities beyond musical performances.

Isle of Eight Flags Shrimp Festival, Fernandina Beach
This will be the 56th annual shrimp festival in one of Florida’s most productive shrimp regions. Pirate Parade, exhibits, arts and crafts, antiques, games, contests, seafood and live music along the Amelia River in downtown Fernandina Beach.

Fort Lauderdale Air ShowFort Lauderdale.
Beachfront air show, scaled down from its heyday. Best view is by Florida Rambler story on the Fort Lauderdale Air Show.

Tupelo Honey Festival, Wewahitchka
Where is Wewahitchka and what exactly is Tupelo honey (other than a Van Morrison song)? Wewahitchka is in the Big Bend region of Florida near Tallahassee. Tupelo honey is a seasonal delicacy because Tupelo trees only bloom from April to May and top-quality honey comes from only the trees in the Apalachicola River valley. It is so special that you won’t find it in stores. At this festival, farmers from the area offer honey in a variety of sizes and packages under the moss-draped oaks around Lake Alice. The small-town festival also offers food vendors, art and crafts, live music and, of course, there is a Miss Tupelo Honey queen.

Florida Folk Festival, Memorial Day Weekend, White Springs
In its 67th year in 2020, this is the oldest continuous folk festival in the United States. The festival showcases national and local talent on five stages plus folk-life demonstrations and activities. Florida Rambler story on Florida Folk Festival.


June 2020 festivals in Florida

Billy Bowlegs Festival,  Fort Walton Beach
It started out as a water skiing festival in 1953, and has turned into one of the nation’s longest-running and most popular pirate festivals. The Billy Bowlegs Pirate Festival always takes place on the first full weekend in June.

Drake’s Raid,  St. Augustine
This is one of the few pirate festivals that is basd on history.  The Spanish settlement of St. Augustine was captured in small fight and burned by an English expedition fleet led by Sir Francis Drake, a privateer commissioned by England’s Queen Elizabeth I.  Living history encampment on Friday is at the Fountain of Youth, 11 Magnolia Avenue, St. Augustine. The re-enactment on Saturday begins at the City Gate at the north end of St. George Street, and will proceed to the Plaza de la Constitucion.

Hukilau, Fort Lauderdale
Hukilau brings its blend of nostalgia and hipness to Fort Lauderdale every year. They chose this place because Fort Lauderdale is home to one of the best preserved examples of the original tiki bars, the Mai-Kai restaurant. This four-day festival celebrates mid-century modern culture, especially Polynesian tiki bars.

Waterlily Celebration, Vero Beach
In June, the waterliilies are in full bloom and McKee Botanical Gardens, an unusual historic garden in Vero Beach that was once a popular roadside attraction, opens early for a celebration. The gardens are a little-known gem worth discovering.


July 2020 festivals in Florida

International Mango Festival,  Coral Gables
Fairchild Tropical Botanic Gardens offers cooking demos, tastings, lectures, plant sale plus music and educational programs. Festival goers must pay to enter botanic garden.

Pensacola Beach Air Show,  Pensacola Beach
The stars of the show are the locally-based Blue Angels aerobatic team, who perform with other military and civilian aeronautic teams before thousands of spectators on Pensacola Beach in a free show.

Hemingway Days, Key West
The festival, celebrating one of Key West’s favorite former residents, includes a look-alike contest, a fanciful “running of the bulls,” exhibits and literary events.

Lake Placid Caladium Festival, Lake Placid
A rare small-town festival in the summer, offering arts and crafts, wine tasting, beer garden, food booths, entertainment, car show plus a bus tour of the colorful caladium farms in the area. Florida Rambler story: Lake Placid Caladium Festival


September 2020 festivals in Florida

Sing Out Loud Music Festival, Weekends, 2019 St. Augustine. Anchored by Grammy award-winning country music artist Kacey Musgraves, the festival, now in its fourth year, will also feature headliners St. Paul & The Broken Bones, Jenny Lewis, Kurt Vile, Shovels & Rope, The Dirty Dozen Brass Band and more and will take place at various venues around St. Augustine between Sept. 6 and 29 Details.

Pensacola Seafood Festival, Pensacola. The Pensacola Seafood Festival is held in downtown Pensacola’s historic Seville Square and features fresh local seafood from the Gulf of Mexico served tapas-style by 18 food vendors.


October 2020 festivals in Florida

2016-2017 Florida festival calendar: A scene from Fantasy Fest in Key West
A scene from Fantasy Fest (Photo: Bomazi via Flickr.)

Oktoberfest,  Lantana
There are Oktoberfest celebrations all around Florida, but this one is celebrating its 46th year and draws more than 35,000 visitors for live music, dancers, food, beer and entertainment.

Mount Dora Bicycle Festival,  Mount Dora
More than 1,000 bicyclists converge and participate in rural rides of varying length. Florida Rambler story on the Mount Dora Bicycle Festival

Creekside Music & Arts Festival, Flagler Beach
Alongside Pellicer Creek, shaded by the oaks at Princess Place Preserve, you can hear bluegrass and folk music, browse arts and crafts booths and watch historic demonstrations, such as blacksmith and potters. The preserve offers hiking, a historic lodge and you can bring your kayak for a beautiful place to paddle. 2500 Princess Place Road in Palm Coast.

Cedar Key Seafood FestivalCedar Key
One of the oldest seafood festivals in Florida — celebrating 50 years in 2019 — offers local food, arts, crafts and music.

Key West Fantasy Fest, Key West
This famous and wild festival celebrates its 40th anniversary in 2019. Events culminate in the annual elaborate costume parade. The 2019 theme is “In Tune But Off Key.”

Mount Dora Craft Fair, Mount Dora
Holiday shoppers make this an annual stop. Shop an eclectic mix of 400 arts and crafts, sculptures, ceramics, paintings and woodworking booths in this charming town. The three-decade old festival is located at 510 N. Baker St., Mount Dora.


Every month: Art walks in Florida

Smaller, local art walks are held around Florida every month. Here’s a sampling of art walks with a regular schedule:

Fort Myers Art Walk, first Friday of each month, 6 to 9 p.m. Located in the historic River District, First and Hendry streets, in downtown Fort Myers. Art Walk Facebook page.

Fort Lauderdale FATVillage Artwalk, last Saturday of each month. 7-11 p.m.  An evening of art, food and music. Free. 523 NW 1st. Ave. 954-540-9897. FatVillage website

Delray Beach First Friday Art Walk, 6-9 p.m. Historic downtown Delray. Galleries, working studios, great restaurants and shopping. Free. Brochure and map.

St. Augustine, First Friday Art Walk, 5-9 p.m. Exhibits, music, entertainment and refreshments at galleries. Trolleys operate on a loop every 20 to 30 minutes, offering complimentary shuttle services between galleries. Free. 832-779-2781. Artwalk website.

Fernandina Beach. Artrageous Artwalk. Second Saturdays, 5:30-8 p.m.  In downtown Fernandina Beach and at the Plantation Artists’ Guild and Gallery located at Amelia Island Plantation. Free. 904-261-7020. Island Art Assn.

St. Petersburg ArtWalk, Second Saturday, 5 -9 p.m. More than 40 studios and galleries from five arts districts participate. Free transportation on ArtWalk trolleys between districts. Free. 727-518-5142. https://stpeteartsalliance.org/artwalk/

Punta Gorda Alive After Five, Third Thursday, 5-8 p.m. Art and crafts, wine tastings and more. Free. Downtown Punta Gorda. 941-505-0130. Event details.

Islamorada, Third Thursday Art Walk, 6-9 p.m. Fine arts, music and food. Free. Morada Way is between Mile Markers 81 and 82. 305-916-5521. www.moradaway.org

Hollywood Artwalk. Third Saturday, 5-10 p.m. Artist showcases, vintage shopping, live music. Free. 1945 Hollywood Blvd. 954-924-2980. floridashollywood.orghttp://floridashollywood.org


Corrections or additions to the Top 50 Florida Events Calendar Please email floridarambler@gmail.com.


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5 Comments

  1. Bonnie Gross

    We cannot list all events; we limit this to events that fit the unique flavor of Florida Rambler or to ones that are major regional draws. You can send information on your events to floridarambler@gmail.com.

  2. Avatar

    Is there a way to download this schedule to my calendar

  3. Avatar

    Thank you for the great post and wealth of information! You may want to add the annual Battle of Olustee Festival going forward. It was held last weekend and is a great display of living history. Check out my blog post on the reenactment and let me know what you think!