Counting Down to Christmas: 30+ of the Best Holiday Events in Sarasota
The holiday season is upon us and there is no better place to celebrate than in Sarasota, Florida! From festive lights to holiday markets, there are endless things to do and see in this charming city. Whether you're a local looking for some holiday cheer or a visitor seeking a magical experience, we've got you covered with our top picks for the best holiday events in Sarasota. Get ready to jingle all the way with over 30 exciting things to do this December. So grab your Christmas sweater join us as we countdown to Christmas and explore the best that Sarasota has to offer during this most wonderful time of the year!
Skate at The Rink at UTC
Now Through January 1st, Hours Vary | The West District at UTC
Looking for a fun activity in Sarasota this December? Skate at The Rink at UTC! Located near Popstroke, this outdoor ice rink is the perfect spot to enjoy some winter fun. Open from 4pm-10pm Monday through Friday and 11am-10pm on weekends and school holidays, there are plenty of opportunities to glide across the ice. Just remember to buy your tickets in advance for $16 per skater. Don't miss out on this exciting thing to do in Sarasota this holiday season!
Holmes Beach Tree Lighting & Holiday Market
December 1st at 6pm | Holmes Beach, Anna Maria Island
Get into the holiday spirit at the Holmes Beach Tree Lighting & Holiday Market! Join the community at 6 p.m. for the tree lighting ceremony, where you can marvel at the twinkling lights and festive decorations. Afterward, explore the holiday market and discover unique gifts and crafts made by local artisans. Plus, you can take advantage of extended hours as businesses and merchants in Holmes Beach will be open until 8 p.m. It's the perfect way to support local businesses and get into the holiday spirit. Don't miss out on this festive event!
Fresh Fridays Fresh & Frosty
December 1st, 7pm-10pm | Selby Five Points Park
Join in for a night of festive fun at Fresh Fridays Fresh & Frosty! Located at Selby Five Points Park, this event celebrates the holiday season in Sarasota. Enjoy a holiday showcase featuring local talent and professional carolers, dance to your favorite festive tunes, indulge in seasonal sweets and treats, and don't forget to get a picture in the snow globe photo booth for your family holiday card. Best of all, it's free to attend! Come and experience the joyful atmosphere of Fresh Fridays Fresh & Frosty in Sarasota.
Holiday Tree Lighting & Music on Main
December 1st, 5:30pm-6pm | Lakewood Ranch Main Street
Get into the holiday spirit with the Holiday Tree Lighting & Music on Main at Lakewood Ranch Main Street! This festive event is the perfect way to kick off the holiday season in Bradenton. The Christmas tree lighting will take place at 5:30pm, so make sure to arrive early to witness this magical moment. Not only will you be able to enjoy the beautiful lights and decorations, but you'll also be supporting a great cause as the event benefits Children First. And what's a holiday event without music? Shell and the Crabs will be performing, filling the air with classic tunes. Plus, Santa will be there, ready to take photos and spread Christmas cheer. Don't miss out on this exciting event in Lakewood Ranch!
45th Annual Holiday Night of Lights on St. Armands Circle
December 1st, 5:30pm-9pm | St. Armands Circle
The 45th Annual Holiday Night of Lights on St. Armands Circle is a must-attend event in Sarasota this December! Join us at this festive celebration where you can experience the magic of the season. Starting with a special performance at 5:30pm and a Christmas Carol Sing-a-long at 6:00pm, the evening will be filled with joyous music and entertainment. At 6:30pm, Santa will make his grand entrance and help countdown to the lighting of a spectacular 60 foot Christmas Tree.
From 6:30pm - 8:00pm, enjoy free, family-friendly activities including photos with Santa and a chance to mail letters to him. Make sure to make dining reservations in advance at one of the fabulous restaurants on the Circle. And don't miss the live musical performances from 6:30pm - 9:00pm! This is an event you won't want to miss in Sarasota.
Outdoor Holiday Market at The Mall at UTC
December 1st-2nd, Hours Vary | The Mall at UTC, Lot 4
Looking for the perfect place to find unique and handmade holiday gifts? Look no further than the Outdoor Holiday Market at The Mall at UTC! On December 1st and 2nd, this event will feature over 150 vendors selling everything from beautiful artwork to delicious treats. Plus, there will be food trucks serving up tasty bites and live entertainment to keep you in the holiday spirit. Make sure to mark your calendar and join us at this festive market in Sarasota. The market will be open on Friday, December 1st from 4 - 9 pm and Saturday, December 2nd from 11 am - 5 pm. Best of all, entry and parking are free, and you can even bring your furry friends along as long as they are on a leash. Don't miss out on this shopping extravaganza at The Mall at UTC!
Annual Christmas Jeep Parade
December 2nd, 5pm | DeSoto Square Mall
Get ready to light up the streets with the Annual Christmas Jeep Parade! Decorate your Jeep with festive lights and decorations and join the convoy as it spreads holiday cheer throughout the Sarasota area. The parade will start at DeSoto Square Mall in Bradenton at 5 p.m., but make sure to arrive early to secure a good spot. The convoy will leave at 7 p.m. and pass through Bradenton, Anna Maria Island, Longboat Key, St. Armand's Circle, and Siesta Key. Don't miss this chance to be part of a festive tradition in Bradenton!
5th Annual Bradenton Beach Holiday Boat Parade
December 2nd, 6pm | Bradenton Beach, Anna Maria Island
The 5th Annual Bradenton Beach Holiday Boat Parade is back and better than ever! Calling all boat owners, it's time to show off your festive spirit on the water. Decorate your boats and join the parade along the beautiful Intracoastal Waterway. For the best view, hop on the Bradenton Beach Marina's Paddle Boat or head to the Bradenton Beach pier. The parade will start near the south end of Jewfish Key and make its way northwest along the Longboat Pass Bridge and then north in the Intracoastal Waterway, passing by the Bradenton Beach City Pier. Don't miss this dazzling display of holiday lights and decorations as it ends at the Bradenton Beach Marina.
27th Annual Sarasota Holiday Parade
December 2nd, 7pm | Downtown Sarasota
Join in the festive fun at the 27th Annual Sarasota Holiday Parade! This exciting event is a must-see for the whole family. The parade route along Main Street starts at Main Street and 301 and ends at Main Street and Gulfstream Avenue. Get ready to be amazed by the colorful floats, marching bands, and dazzling performances. The holiday spirit is in full swing as Santa himself makes an appearance, spreading joy and cheer to all. Don't miss out on this beloved tradition in Sarasota! Grab your spot along Main Street and get ready to be enchanted by the magic of the holiday season.
5th Annual Jingle Jam
December 2nd-3rd, Hours Vary | CoolToday Park
Get ready to jingle and jam at the 5th Annual Jingle Jam in Venice! This exciting event has something for everyone, from the Beer Run to the Tomahawk 5k and a holiday market. The Beer Run kicks off on Friday at 6:00pm, where participants will sprint around the concourse of CoolToday Park, with a refreshing 10oz draft beer or soda every 1/4 mile. It's a fun and festive way to get active and enjoy some delicious brews. Register for the Beer Run at raceroster.com.
On Saturday at 7:30am, lace up your running shoes for the 5th Annual Tomahawk 5k. This race not only offers a great opportunity for a morning run, but proceeds also benefit the Atlanta Braves Foundation, so you can feel good about supporting a worthy cause. Register for the 5k at raceroster.com.
Afterwards, head over to the Holiday Market, which will be open on Saturday, December 2nd from 10am-7pm and Sunday, December 3rd from 10am-8pm. Explore the market and discover unique gifts, enjoy horse and carriage rides, take part in kids' crafts and activities, and even participate in family events and contests. Plus, there will be holiday-themed carnival games, live music, appearances by Santa & Mrs. Claus, the Coca-Cola Caravan on Saturday, and the Caddy Carts Golf Cart Parade on Sunday. It's the perfect way to get into the holiday spirit and find some great gifts. Don't miss out on this jam-packed event at the 5th Annual Jingle Jam in Sarasota!
Holiday Splendor at The Ringling
December 7th & 14th, 5pm-8pm | The Ringling Museum
Get ready to experience Holiday Splendor at The Ringling! This festive event not only brings joy to Sarasota but also supports the U.S. Marine Corps Reserve Toys for Tots, serving Sarasota and Manatee counties. Local schools will provide musical entertainment, adding to the joyful atmosphere. Art Making and a free Holiday Book Market will also be available, with children receiving a free book of their choice. Make sure to explore all the venues, including the Museum of Art, Ca' d'Zan, and the Circus Museum. Don't forget to grab a bite to eat and a beverage from the available options. Admission to the event is free with the donation of one unwrapped toy per person, or regular admission applies without a toy donation. Head to Holiday Splendor at The Ringling and make this holiday season extra special!
Chanukah on Main Street
December 7th, 6pm | Lakewood Ranch Main Street
Chanukah on Main Street is a festive celebration of the holiday season that you won't want to miss! Organized by Chabad of Bradenton & Lakewood Ranch, this event will take place on Thursday, December 7th at 6 pm on Lakewood Ranch Main Street. Join the community for an evening filled with joy and fun. The highlight of the evening will be a performance by Rappin Rockin Regge Rabbi, Dr. Laz in Concert. Be amazed by the Color Orbeez Menorah and enjoy activities such as the Gelt Drop, Color & Light Bubble Show, Dreidel Moonbounce, and a magic show by Pete the Magician. Admission is free and there will be food for purchase. Come and celebrate Chanukah on Main Street with the whole family!
A Night Before Christmas
December 8th, 5:30pm-8pm | GT Bray Park
Get ready for a magical evening at GT Bray Park with the annual Night Before Christmas event! Santa and Mrs. Claus will be there, ready to take adorable pictures with your little ones. But that's not all! This event is jam-packed with fun activities, including bounce houses, a petting zoo, a train ride, and local vendors selling unique gifts and treats.
Best of all, entry is free, but a suggested donation of a new, unwrapped toy for Toys for Tots is requested. For just $5, you can also purchase a wristband for access to the bounce houses, train rides, and face painting. Get ready for an unforgettable night at A Night Before Christmas!
20th Annual "Lights in Bloom" Celebration
December 8th-January 3rd, 6:30pm-9pm | Selby Gardens
Lights in Bloom® is back and better than ever for its 20th Annual Celebration at the Downtown Sarasota campus! With over two million dazzling lights, this event is a must-see this holiday season. Every Friday, Saturday, and Sunday through January 3rd, you can immerse yourself in the magic of Lights in Bloom® from 6:30pm-9pm. But why wait? Early entry begins at 5:30pm, giving you more time to enjoy all the festive photo opportunities, activities, and entertainment. It's no wonder that this event is ranked #6 in the USA Today 10Best Readers' Choice contest for Best Botanical Garden Holiday Lights in the country. Don't miss out on this enchanting celebration!
47th Annual Sandy Claws Beach Run
December 9th, 7am-11am | Siesta Beach Park
Get ready to kick off the holiday season with the 47th Annual Sandy Claws Beach Run, a beloved tradition in the Sarasota running community! Lace up your running shoes for a fast-paced 5K run on the famous Siesta Beach sand or opt for a leisurely 1-mile fun run along the picturesque shoreline. All participants will receive finisher medals, and custom awards will be given to the top finishers in each age category. Enjoy music, food, and a chance to win exciting raffle prizes at the event. Plus, show off your holiday spirit with the holiday-themed costume contest. Don't miss out on this festive and exhilarating run in Siesta Key!
Anna Maria Island Privateers Christmas Parade
December 9th, 10am | Anna Maria Island
Get ready for a jolly good time at the Anna Maria Island Privateers Christmas Parade! This festive event kicks off at 10 a.m. and is free for all participants. The parade route starts at the Coquina Beach North Ramp and ends at City Pier Park in the City of Anna Maria. After the parade, don't miss the Children's After Party with Santa Claus at City Pier Park from 10 a.m. to 1 p.m. Bring the kids for a visit and a gift from Santa, as well as a delicious hot dog lunch from the Privateers.
8th Annual Ugly Sweater Crawl
December 9th, 3pm-10pm | Downtown Sarasota
Get ready to show off your most hideous holiday attire at the 8th Annual Ugly Sweater Crawl on December 9th! Join us for a night of festive fun as we hop from bar to bar, spreading holiday cheer in our tackiest sweaters and pants. Make sure to purchase your ticket in advance to secure your spot and receive crawl swag and an official lanyard to guide you to the best drink deals at several participating bars. Don't forget to strike a pose for the photographer and dance the night away to the beats of our DJ at the registration party. And don't miss the official after party, where you'll receive a special holiday themed giveaway!
Annual Sarasota Christmas Boat Parade of Lights
December 9th, 6pm | Downtown Sarasota
Experience the magic of the Annual Sarasota Christmas Boat Parade of Lights! This beloved event is a must-see for the whole family. Starting from City Island, the parade cruises across Sarasota Bay to Centennial Park and then south under the Ringling Bridge and across Sarasota's Bayfront park. Watch as beautifully decorated boats light up the night, creating a stunning spectacle on the water. It's the perfect way to get into the holiday spirit and enjoy a festive evening in Sarasota. Don't miss out on this enchanting boat parade!
Annual Manatee River Holiday Boat Parade
December 9th, 6pm | The Manatee River
Join in the festive fun at the Annual Manatee River Holiday Boat Parade in Bradenton! Starting at 6:00 p.m. with staging at Shaw Point, the parade will make its way along the river, passing by Bradenton Yacht Club, Riverhouse, Caddy's, Pier 22 and Twin Dolphin. There are plenty of public viewing areas, including the Green Bridge and the Bradenton Riverwalk. Watch as boaters compete for cash prizes in various categories and soak up the holiday spirit in Bradenton. It's one of the best things to do in Bradenton this December!
12th Annual Taste of Chanukah Food & Music Festival
December 10th, 4pm-6pm | Philippi Estate Park
Join us for the 12th Annual Taste of Chanukah Food & Music Festival! This festive event is a celebration of Chanukah that you won't want to miss. Get ready to have a blast with attractions like a 3-ton snow slide and a helicopter raining down gelt. Indulge in limited, catered kosher food and enjoy live music and entertainment by DJ CJ Koenig. Plus, you'll find a selection of unique menorahs, including a balloon menorah, a LEGO menorah and more. Don't miss out on this amazing event!
Winter Nights Under the Lights
December 13th-17th, 6pm-9pm | Palma Sola Botanical Park
Experience a magical evening filled with holiday cheer and community spirit at Winter Nights Under the Lights at Palma Sola Botanical Park. From December 13th to 17th, this event transforms the park into a winter wonderland with enchanting lights, live music, festive decorations, and delicious hot cocoa and cider. Take a cozy hayride, indulge in tasty treats from food trucks, and marvel at the dazzling golf cart parade. Kids will love the holiday-themed crafts and activities, and you can contribute to a good cause by donating to Toys for Tots. Admission is free, but donations are appreciated. Mark your calendars for this unforgettable event and immerse yourself in the joyous holiday spirit of Winter Nights Under the Lights!
12th Annual Lakewood Ranch Jingle 5k Run/Walk
December 15th, 6pm | Lakewood Ranch Main Street
The 12th Annual Lakewood Ranch Jingle 5k Run/Walk is one of the most festive and cheerful events in the area! Keep the tradition alive and participate in the Jingle Run in 2023. This race supports the Big Bill Foundation and the Lakewood Ranch Medical Center Foundation, making it a great way to give back to the community. So put on your jingle bells, lace up your running shoes, and move your feet to the Jingle beat! Plus, by participating, you'll be supporting scholarship opportunities through the Lakewood Ranch Medical Center Foundation's Nursing and Health Careers' Scholarship Program. After the race, stick around for the post-race holiday festival and continue the holiday celebrations.
Sarasota Christmas Glow Run 5K
December 16th, 5pm-6pm | Nathan Benderson Park
Join in for the Sarasota Christmas Glow Run 5K, a magical and unforgettable holiday experience! Taking place at Nathan Benderson Park in Sarasota, Florida, this family-friendly event is filled with festive cheer. With colorful Christmas decorations, lively music, and a spectacular night glow run, you'll feel the enchanting Christmas ambiance throughout the race. The lakeside course adds to the breathtaking atmosphere. Plus, registration includes complimentary glow products to light up the night and celebrate at the finish line with a magical snowfall shower! Don't miss out on this opportunity to make lasting memories with loved ones. Lace-up your running shoes and join in for the Sarasota Christmas Glow Run 5K!
Bradenton Riverwalk Holiday of the Arts Festival
December 16th-17th, 10am-5pm | Riverwalk Pavilion
Get ready for a weekend of art and creativity at the 2nd Annual Bradenton Riverwalk Holiday of the Arts Festival! Taking place at Bradenton's Riverwalk Park, this festival showcases the incredible talent of over 100 artisans from Florida and the United States. You'll find a wide variety of art, including painting, photography, sculpture, metalwork, digital art, jewelry, glass, ceramics, woodworking, mixed-media, and fiber art. If you don't find exactly what you're looking for, many artists are available for commissions, ensuring you can take home a unique, original piece. The festival is open from 10am-5pm on both Saturday and Sunday, and admission is free. Bring your friends and family and immerse yourself in the vibrant world of art at the Bradenton Riverwalk Holiday of the Arts Festival!
Winterfest 2023 & Outdoor Candle Light Service
December 23rd, 4pm-8pm | South Shore Community Church
Get ready for the ultimate block party of all block parties at Winterfest 2023! Join in at South Shore Community Church on Christmas Eve Eve for an unforgettable evening of festivities. There will be something for everyone, including food trucks, inflatables for kids, and tons of fun activities for the whole family. But that's not all! The highlight of the evening is the outdoor Candlelight service, beginning at 7:15PM. This special celebration of Jesus includes carols, worship, and a meaningful reflection on the true meaning of Christmas. It's the perfect way to end the evening's festivities and prepare your heart for the holiday season. Don't miss out on Winterfest 2023 and the Outdoor Candle Light Service!
The Annual Pinecraft Christmas Parade
December 25th, 3pm | Sarasota
The Annual Pinecraft Christmas Parade is a beloved tradition that takes place right on Christmas Day. This festive event winds its way through the Amish and Mennonite community of Pinecraft in Sarasota, drawing more than 1,000 spectators each year. Participants gather at the parking lot of Der Dutchman restaurant at 1pm, and the parade kicks off at 3pm, making its way through the neighborhood. Make sure to bring a lawn chair for a sidewalk seat and join in the holiday cheer in this unique and heartwarming Sarasota tradition. You can find Pinecraft near the intersection of Bahia Vista Avenue and Beneva Road in Sarasota, FL.
New Year's Eve Parties in Sarasota, FL
Looking for a way to ring in the New Year with a bang? Sarasota has plenty of exciting celebrations to choose from! Whether you prefer a big party downtown or a more intimate gathering, there's something for everyone on New Year's Eve. Here are some of the most popular events happening in Sarasota:
New Year’s Eve Annual Pineapple Drop: Join the massive block party in downtown Sarasota, where the famous glowing pineapple will drop at midnight. Enjoy live music, carnival rides, games for the kids, and delicious food and drinks from local bars and restaurants. Stick around for the incredible fireworks display on Sarasota Bay.
New Year's Eve at Waterside: Head over to Waterside Place for an evening filled with food, beer, and music by DJ Truth. Dance the night away and toast to the New Year with friends and family.
New Year's Eve at Selby Gardens: Celebrate in style at Marie Selby Botanical Gardens with their New Year's Eve event. Enjoy live music, a gourmet dinner, and a champagne toast at midnight as you explore the beautiful gardens.
New Year's Rooftop Soiree: For a more exclusive experience, check out the New Year's Rooftop Soiree at The Westin. This ticketed event offers stunning views, live entertainment, and a champagne toast to welcome the New Year in style.
Fireworks on the Bay: Don't miss the spectacular fireworks display over downtown Sarasota at the stroke of midnight. Find a spot along the bayfront and marvel at the dazzling lights as you usher in the New Year.
Whatever celebration you choose, New Year's Eve in Sarasota is sure to be a memorable night filled with fun, laughter, and excitement. Cheers to a fantastic year ahead!
From ice skating at The Rink at UTC to festive parades and markets, there is no shortage of holiday cheer in Sarasota! Whether you're looking for family-friendly events, artistic showcases, or lively parties, there is something for everyone. So grab your calendar and start marking down the dates for these amazing holiday events. Don't miss out on all the fun and excitement as we countdown to Christmas in Sarasota!
![Buyers, Here's Your Guide to Make Your Homeownership Dream Alive in 2025 [PART 1]](https://images.squarespace-cdn.com/content/v1/5ff61943aa444278595b8689/1734718624433-Q046BBNUVVXQJW0FVQ64/buyers%252c%2Bhere%25e2%2580%2599s%2Byour%2Bguide%2Bto%2Bmake%2Byour%2Bhomeownership%2Bdream%2Balive%2Bin%2B2025%2Bbg.png?format=200w)
