Things To See

Celebrate Life and Culture with Annual Events in DeLand Florida

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West Volusia County comprises 14 distinct communities nestled along the St. Johns River, perfectly positioned between vibrant Orlando and picturesque Daytona Beach. Each community offers its own unique story, captivating attractions, and diverse accommodations. Here, explorers find the authenticity they seek—from the top-rated Main Street in Downtown DeLand to the timeless allure of the St. Johns River—immerse yourself in the true essence of Florida.

Today, the region is celebrated for boasting numerous events in DeLand Florida—from skydivers leaping from the sky to manatees finding solace in cool waters, and from delightful pancake breakfasts to fascinating supernatural occurrences—the diversity is truly remarkable. Reignite your passion for the Sunshine State in West Volusia County, where the charm of Old Florida prevails and new stories are constantly unfolding.

Events in Deland Florida

List of Annual Events in DeLand Florida

Prepare to embark on an exciting journey filled with captivating experiences in DeLand, Florida—a vibrant city hosting numerous annual events. From music festivals to wildlife encounters, sporting events to art exhibitions, there are events in DeLand Florida for everyone year-round.

JANUARY

  • Orange City Blue Spring Manatee Festival

A festival that cherishes the surrounding natural beauty and features the captivating manatees in the Blue Spring State Park. Get a taste of live music, scrumptious food from vendors, and educational exhibits. For more information, visit Orange City Blue Spring Manatee Festival.

  • The Latin Festival

Immerse yourself in the vibrant atmosphere of the Latin Festival! As a signature event of the Hispanic Chamber of Commerce, this festival celebrates all things Latin. Experience engaging cultural traditions, lively music, scrumptious food, and engage in business networking opportunities, all under one festive roof.

FEBRUARY

  • ME STRONG 5K “United in Strength”

Stand together with cancer survivors and engage in a 5K run/walk to boost community spirit. For more information, visit ME STRONG 5K.

  • Berkeley LaBaw Memorial Speck Fishing Tournament

A treat for fishing enthusiasts where they can demonstrate their skills and vie for attractive prizes. To know more, visit Berkeley LaBaw Memorial Speck Fishing Tournament.

  • Florida DIRTcar Nationals

The 2025 DIRTcar Nationals at Volusia Speedway Park celebrates its 54th anniversary with three weeks of high-octane racing, featuring top divisions like World of Outlaws, Super DIRTcar Series, and more. From Jan. 30 to Feb. 1, the event offers 15 nights of thrilling races, a variety of food and merchandise vendors, and a chance to see elite racers battle for supremacy. Don’t miss this adrenaline-fueled tradition!

  • Mardi Gras on MainStreet Dog Masquerade Parade

Dress up your beloved pets in novel costumes and join the festive parade down MainStreet. To participate, visit Mardi Gras on MainStreet Dog Masquerade Parade.

  • Thin Man Watts Jazz Festival

For the jazz lovers, witness mesmerizing performances by talented artists and celebrate the rich local jazz heritage. To learn more, visit Thin Man Watts Jazz Festival.

  • Youth Celebration of the Arts

A platform to display the artistic talents of young individuals in the community. To explore, visit Youth Celebration of the Arts.

MARCH

  • DeLand Bike Rally

Unite with fellow motorcycle lovers and enjoy a day full of live music, bike showcases, and fun-filled interactions. To join the rally, visit DeLand Bike Rally.

  • Wildlife Festival at Lyonia Environmental Preserve

Discover the diverse wildlife and habitats of the Lyonia Environmental Preserve through guided tours and educational activities. To book, visit Wildlife Festival at Lyonia Environmental Preserve.

  • Fast Lane Motorcycle Swap Meet

Perfect place for motorcycle enthusiasts to buy, sell, or swap parts, accessories, and bikes. For more information, visit Fast Lane Motorcycle Swap Meet.

  • Florida Wildflower & Garden Festival

Join the Florida Wildflower & Garden Festival on March 23, 2024, in Downtown DeLand from 9AM – 3PM. Enjoy expert presentations, eco-friendly gardening tips, and a variety of vendors offering wildflower products, plants, and crafts. Connect with the community and celebrate Florida’s biodiversity. Admission is free, with ample parking available.

  • DeLand Outdoor Art Festival

Join us on March 23-24, 2024, for the 59th Annual DeLand Outdoor Art Festival at Earl Brown Park, DeLand. Enjoy fine artists, traditional crafters, musical performances, delicious food, and hourly $100 drawings.

APRIL

  • Florida Rail Fair

The Florida Rail Fair is a beloved annual event in West Volusia County that celebrates all things related to railroads. The fair features exhibits, vendors, and activities tailored for railroad enthusiasts of all ages, offering a unique opportunity to explore the rich history and technology of rail transport.

  • DeLand Craft Beer Festival

Join us for the Deland Craft Beer Festival on April 6, 2024! Since 2010, this event has been a highlight in Volusia County, supporting Downtown’s economic vitality. Attendees can sample a variety of brews while enjoying live music and entertainment, making it a must-visit event for beer aficionados and casual fans alike. Organized by the MainStreet DeLand Association, it’s a must-visit for craft beer lovers.

  • Spring Frolic

Visit the Barberville Pioneer Settlement, a non-profit historical village museum in western Volusia County. Open Tuesday to Saturday, it showcases rural Florida life from the late 19th and early 20th centuries. Explore structures in a moss-draped oak hammock, enjoy self-guided or guided tours, educational programs, and farm animals. Experience 40 years of preserved Florida history.

  • DeLandAPalooza

This 12-hour festival in Historic Downtown DeLand features over 160 acts on 19 stages, offering a variety of music genres from Rock to Reggae. With 40+ art displays, vendors, and a pet-friendly atmosphere, it has been a cultural treasure for over 23 years.

  • Spring Frolic Music & Dance Festival

Combining music and dance, the Spring Frolic Music & Dance Festival in West Volusia County creates a lively environment for attendees. The festival features performances that celebrate the arts, providing a platform for both established and emerging talents.

  • Cracker Day Rodeo

The Cracker Day Rodeo in West Volusia County is a traditional event featuring bull riding, barrel racing, and other exciting activities. It attracts fans and spectators who enjoy high-energy performances and cowboy culture.

MAY

  • Wild Game Feast

Join the Wild Game Feast, hosted by DeLand Breakfast Rotary, DeLand’s vibrant community-driven club. Enjoy a unique feast, delicious food, and support local charities. Be part of an event where fun meets community love!

JUNE

  • A Celebration of Olde Florida

The Barberville Pioneer Settlement is a non-profit historical village museum in rural Florida, showcasing 19th and early 20th-century life. Visitors can enjoy tours, old buildings, educational programs, farm animals, and blacksmithing demonstrations. Open Tuesday to Saturday, it also serves as a venue for weddings and special events, appealing to history enthusiasts and school groups alike.

JULY

  • Tropical Nights

Join us at MainStreet DeLand for a series of exciting events: Tropical Nights on June 28th, Military Appreciation Night on July 5th, Waldo Night on July 12th, and a Tropical Nights Street Party on July 19th. Be part of our vibrant community and make memories together!

SEPTEMBER

  • DeLand Craft Show

Join us at the DeLand Craft Show on September 28 & 29, 2024, in Downtown DeLand. This free event features artists and makers from across the state, offering a variety of goods. Open 10 a.m.–5 p.m. on Saturday and 10 a.m.–4 p.m. on Sunday on Woodland Blvd, with free parking. Enjoy exploring historic downtown, local shops, and diverse cuisine.

OCTOBER

  • Old Enterprise Festival

The Old Enterprise Festival in West Volusia County, held annually in October, celebrates local history with reenactments, crafts, live music, and local cuisine. This family-friendly event offers activities that honor Old Enterprise’s traditions, providing a memorable experience for all ages.

  • West Volusia Historical Society’s Historic Cemetery Walk

Embark on an enlightening journey into the past with the West Volusia Historical Society’s Historic Cemetery Walk. Uncover captivating stories of West Volusia County, as you walk through the hallowed grounds of our region’s history. Guided by expert docents, gain intimate insights into the lives and legacies that shaped our community. This experience is more than a walk: it’s a step back in time.

  • Aero Showcase

The Aero Showcase in DeLand, Florida is the pinnacle event for aviation enthusiasts. Happening on October 18-19, 2024, this free admission event from 9 am to 4 pm offers an exclusive glimpse into the world of sport, recreational, and general aviation. Hosted by Aero Affinity Holding Corporation, it serves as a marquee gathering of aviation’s finest, from exhibitors to sponsors.

NOVEMBER

  • Volusia County Fair

The Volusia County Fair, a much-anticipated event, will run from November 7th to November 17th, 2024. This lively fair offers attractions and activities for all ages, including thrilling rides, entertaining shows, and various food vendors. Enjoy free parking in all lots.

  • Fall Country Jamboree

The Fall Country Jamboree in West Volusia County is a festive November event celebrating autumn with live country music, traditional dance, and family-friendly activities. Featuring local food, crafts, and interactive entertainment, it’s a must-visit for experiencing the charm and warmth of the community.

  • DeLand Original Music Festival

The DeLand Original Music & Art Festival is a 12-hour event on Saturday, Nov. 4th, 2023, celebrating various music genres and art. It features art displays, food trucks, beer gardens, and welcomes pets at outdoor stages.

  • Stetson Mansion Christmas Spectacular (November to January)

Join us for the Stetson Mansion Christmas Spectacular from Nov 1, 2024, to Jan 18, 2025! Experience the holiday season at Florida’s most historic Gilded Age estate, built in 1886. Ranked #1 Holiday Home Tour in Florida by USA Today, this grand mansion offers a festive, unforgettable celebration.

  • Fall Festival of the Arts

The Fall Festival of the Arts in DeLand is an annual cultural event showcasing regional artistic talent. Partnered with the Museum of Art DeLand and Mainstreet DeLand Association, and supported by local and state organizations, the festival emphasizes community involvement.

  • Central Florida Legends Marathon, Half Marathon and 5K

The Central Florida Legends Marathon offers an intense course through scenic landscapes, supported by RunSignup’s digital platform. Runners benefit from easy registration, real-time GPS tracking, and a custom audio experience, ensuring a seamless and engaging race.

DECEMBER

  • A Florida Christmas Remembered

A Florida Christmas Remembered‘ at the Barberville Pioneer Settlement offers a nostalgic journey back to late 19th and early 20th Century rural Florida. Enjoy self-guided or guided tours in this historical village museum, celebrating the festive season in a beautifully preserved setting.

Final Thoughts

So, what are you waiting for? Join the excitement in Deland, Florida! Whether you’re a nature lover, music enthusiast, or sports fan, there are events in Deland Florida just for you. Pick your favorites, plan your visit, and get ready for an unforgettable experience in Deland. Discover and explore the heart of Florida like never before. Visit Deland, where the fun never ends!