11/20-12/27 – Enchant St. Petersburg
$28 and up, Tropicana Field, St. Pete. Enchant returns to St. Petersburg with an all‑new story and light maze adventure. Step inside a world of holiday wonder with the World’s Largest Christmas Light Maze, ice skating, festive food and drinks, live entertainment, photo moments, and magic around every corner. Visit Santa, enjoy live entertainment and caroling, and shop at the Christmas Village. Come for the lights. Stay for the tradition. To schedule a visit and get tickets, see www.enchantchristmas.com/st-petersburg.
11/21 – Early Elf Art Market
Free, 10am-5pm, 1 N. Pinellas Ave., downtown Tarpon Springs. Bypass the chaos of the malls and online orders to discover unique, handcrafted gifts. This two-day event features original works of both new and upcoming talent, alongside beloved established artists and crafters. Browse everything from intricate folk art, stunning earthenware, and captivating paintings to wearable art, luxurious body products, delightful pet accessories, and personalized gifts.
11/26 – Coffee Pot Turkey Trot
$48/ $20 children, 7:45am. This family-friendly timed 5K loops around St. Petersburg’s Coffee Pot Bayou on Thanksgiving morning. Returning for its 10th year, the event is a beloved tradition for families, friends, and fitness enthusiasts. The start/finish is behind North Shore Elementary School, 200 35th Ave. NE. The start line is on 34th Ave NE. The event is hosted by the North Shore Elementary PTA to benefit North Shore Elementary, a Title One school. The 2026 Presenting Sponsor is Northstar Realty: Georgia and Kirby. Register at https://tinyurl.com/bdfja547
11/26 – 47th Annual Achieva Clearwater Turkey Trot
Fees vary, 7am; Clearwater High School, 1951 Gulf to Bay Blvd. It consists of three races: The Achieva Competitive 5K, the FrankCrum Fun Run 5K, both of which are chip timed. Competitors in the third event, Abe’s Place 1-Mile Fun Run, will each receive a finisher medal. For details, and to register for a race, visit https://tinyurl.com/2ujrvrcu
11/26-1/3/27 – Holiday Lights & Carnival Rides in Largo Central Park
Free, 5-10pm, Largo Central Park. This family-friendly annual tradition features a spectacular holiday light display with more than 2.5 million dazzling LED lights. This is a walking tour. No golf carts or unauthorized vehicles allowed. Carousel and Ferris Wheel rides are $6. (Paid parking on Dec. 5 for the Holiday Tree Lighting & Stroll event).
11/27-1/2 – Holiday Lights in the Garden
Free ($10 donation requested), 5:30-9:30pm, Florida Botanical Gardens, 12520 Ulmerton Road or 12211 Walsingham Road, Largo. The 100-acre property is transformed into a winter wonderland. Visitors can stroll among more than 1 million twinkling lights, laser projections and festive displays, with live entertainment each night and holiday treats available. Proceeds support garden maintenance, horticulture, children’s education and year-round programming.
11/27-1/3/27 – Riverwalk Holiday Spectacular
Free, the Tampa Riverwalk. An immersive, waterfront holiday experience at multiple locations along the Tampa Riverwalk with dazzling light displays, seasonal décor, and interactive installations.
11/28-29 – Shopapalooza Festival
Free, Vinoy Park, downtown St. Pete. One weekend every year, Vinoy Park turns into one of the biggest Small Business Saturday (and Sunday!) celebrations in the country. Shop local, discover new favorites, and support independent businesses from across Tampa Bay. More than 350 local makers, artists, food, and drink along the waterfront and enough to see and do that you’ll want to come back both days. Family and pet friendly. Live entertainment, live arts, kids zone.
11/28-12/28 – Christmas at DK Farms and Gardens
Fri & Sat 5-9pm/Thur & Sun 5-8pm; 1750 Lake Ave. SE, Largo. Christmas At The Farm has something for everyone: campfires with smores, 18-hole miniature golf or a festive hayride and a list of exciting kids’ activities. With vibrant decorations, numerous photo opportunities, meet the Grunch (Grinch’s Cousin), Christmas At The Farm is the perfect place for friends and family to gather and celebrate this joyful time of year. This year, a new equestrian show takes place every night. www.dkfarmsandgardens.com/christmas
12/6 – Bert’s Motor Co. 10th Annual Christmas Toy Run
$10 and up, 7am-3pm, 10525 49th St. N, Clearwater. Join Bert’s Barracuda Harley-Davidson for one of the favorite traditions of the year – the Christmas Toy Run! Help spread holiday cheer whie supporting Bert’s Salute to America Foundation and Lealman Fire Rescue Station 18. Bring an unwrapped new toy and ride for a great cause. Gather your friends, decorate your bike, and be part of a day dedicated to giving back to the community. This will be an OFFICIAL ATTEMPT for the Guiness World Records largest motorcycle toy run. Event by Bert’s Barracuda Harley-Davidson, OCC Road House and Fran Haasch Law Group Accident & Injury Lawyers. Tickets: https://tinyurl.com/ujznwshf
12/10-11 – Vienna Light Orchestra
$54-213, 3-7pm, Mahaffey Theater, 400 First St. NE, St. Pete. The Vienna Light Orchestra Christmas Tour 2026 blends sweeping symphonic sound with theatrical beauty. More than 2,000 flickering candle lights will illuminate a Christmas tree forest, with world-class musicians and vocalists and a few Christmas surprises along the way. A holiday evening with your loved ones you’ll never forget! https://tinyurl.com/43chpard
12/11 – South Pasadena Holiday Lighted Boat Parade
Free, 6pm, 1600 Pasadena Ave. S, South Pasadena. Experience dazzling holiday lights, warm community spirit, and the best waterfront views in town at Barbara Gilberg Habitat. Sign up to be in the parade for your chance to win cash prizes in two categories: boats 25 feet and under and boats over 25 feet. First prize in each category is $1,200. Sign up as a boater by contacting Bella Moore at MarineMax: bella.moore@marinemax.com or 727-561-7887.
12/11-12 – Merry Beach Market
Free admission, Fri 5-9pm/Sat 2-8pm, ROC Park, 200 Rex Place, Madeira Beach. Experience a unique coastal holiday celebration filled with 100+ local artisans, makers, boutiques, specialty vendors, and unique holiday gifts while fireworks light up the evening sky on Friday or the Lighted Boat Parade passes by off the shore on Saturday. Food and beverage vendors; Kids Zone, photos with Santa! FREE Shuttle to the event. Registered service animals only. No coolers. Bring a chair!
12/12 – 60th Annual Madeira Beach Festival of Lights Holiday Boat Parade
Free, 6:15pm, ROC Park, 200 Rex Place. The parade will begin at ROC Park at 6:15pm, wind through the scenic finger canals of Madeira Beach, and conclude at John’s Pass at approximately 8:30-9pm. Watch the parade from ROC Park, with festivities featuring the Merry Market and live music, or from John’s Pass Village and Boardwalk. To register a boat for the parade, pick up a form at the Madeira Beach Municipal Marina, located at 503 150th Ave., Madeira Beach. First prize boat wins $900!
12/14 – St. Pete Beach Breakfast with Santa
$10 resident/$15 non-resident, 8-10am, St. Pete Beach Community Center, 7701 Boca Ciega Drive. Kids and families get to enjoy a wonderful breakfast, fun holiday crafts and games and of course pictures with Santa! Each child will get to open a present from Santa himself! Pre-registration is required – call 727-363-9208 or email Tyler at twaggoner@stpetebeach.org.
12/18 – St. Pete Beach Holiday Lighted Boat Parade
Free, parade starts at 6pm and ends about 9pm. Rockin’ Rudolph Christmas concert and viewing party will be located at Horan Park, 7701 Boca Ciega Drive. Register: www.baytobaydonates.org/#boater-registration
12/19 – Treasure Island Holiday Lighted Boat Parade
Free, begins at 6pm, weaves through Boca Ciega Bay and ends in a grand finale at John’s Pass. New this year: a shorter parade route. For more information, call the TI Parks and Recreation Department at 727-547-4575, ext. 246. To register your boat, visit https://tinyurl.com/bdhv32wk
12/19 – Largo Old Fashioned Christmas Parade
Free, 12pm, 330 Fourth St. SW, Largo. This is an annual family Christmas Parade on the beautiful brick streets of downtown Largo. Starts on Fourth Street at First Avenue SW, travels to Seventh Avenue then back on Second Street. Bring a chair and enjoy the parade!
12/19 – Krampus’ Invasion
$30, 7-11pm, FloridaRAMA, 2606 Fairfield Ave. S, St. Pete. Krampus is taking over FloridaRAMA for one unforgettable night, featuring more than a dozen Krampuses roaming throughout FloridaRAMA. Expect festive chaos, strange encounters and plenty of opportunities to celebrate the season with a darker twist. Come dressed for the holidays, bring your friends and get ready to party alongside a whole crew of Krampuses! Tickets: www.floridarama.art/events
12/27 – Art & Nature Sunset Tours
$45, under age 3 free, 3:30-6pm, Museum of Fine Arts, 255 Beach Drive NE, St. Pete. Begin the afternoon with a docent-guided tour at the museum highlighting the role of nature in artworks from around the world. Continue your experience at the St. Pete Pier, where you’ll board a sunset cruise with Tampa Bay Watch Discovery Center’s expert marine scientists. Enjoy wildlife watching, visit a local bird sanctuary, and take in breathtaking views of the downtown skyline. Tour includes admission to the MFA and TBWDC. Tickets: https://tinyurl.com/57fvk3se