Uncovering Sarasota’s 2023 Spectacular Holiday Celebrations!

Performing Arts Hall Performances

Christmas Carol Trolley: Letters To Santa

• Departure Point: 1826 4th Street, Downtown, Sarasota
• When: Dec. 4-29, *check for availability
• Tickets: Child $29.99, Adult (12+) $49.99 | * Includes complimentary drinks for kids & beer/wine for adults

Enjoy a 90-minute festive downtown music and lights tour on “Dolly The Trolley.” Sing carols, hear holiday stories, and tour Sarasota’s downtown lights with a lively cast. Perfect for the whole family; holiday attire encouraged! Free parking available.

15th Annual Gingerbread Festival

• Where: West District at UTC (between Old Navy and ULTA Beauty stores)
• When: Dec 1-10 |  6:30 – 9:30 pm daily

Experience a holiday wonderland showcasing over 150 creatively designed gingerbread houses by local schools, youth groups, businesses, and nonprofits in a new, larger venue at UTC’s West District.

Lights in Bloom® 2023

• Where:  Sarasota’s Maries Selby Gardens
• When:  Dec 8-10, 12-23, 26-30, 2023; Jan 1-3, 2024 | Early Entry: 5:30 – 9 p.m. General Entry: 6:30 – 9 p.m.
• Tickets: Purchase on the Lights in Bloom® website. Advance purchase is recommended.

Over two million lights adorn the gardens and pathways of Downtown Sarasota’s Selby Gardens. This acclaimed holiday light show will be back this December!

37th Annual Sarasota Holiday Boat Parade Of Lights

• Where: Marina Jack / Sarasota Bayfront 2 Marina Plaza, Sarasota, FL 34236
• When: Dec 09, 2023
• Contact:  941-487-7904   %[email protected]
• Visit Website  Get Tickets ​​​​​​​

Witness a stunning display of illuminated boats cruising through Sarasota Bay.

The Nutcracker in Sarasota by the Sarasota Cuban Ballet School

• Where: Sarasota Opera House
• When: Dec 17-18, 2023
• Tickets

Witness the timeless story of Clara and her adventures with The Nutcracker! at the historic Sarasota Opera House.

Lakewood Ranch Holiday Festivities

Lakewood Ranch is brimming with holiday cheer! Get ready to jingle all the way down Main Street with a festive calendar packed full of joyful celebrations. From tree lighting to Santa sightings, the season’s spirit is alive and waiting for you!

• Where: Main Street, Lakewood Ranch 

Great Escapes: Holiday Party

• Where: Sarasota Orchestra  Holley Hall | 709 N Tamiami Tr, Sarasota
• When: Dec 6 (5:30 PM), Dec 7 (7:30 PM), Dec 8 (5:30 PM), Dec 9 (7:30 PM), Dec 10 (4:00 PM)
• Tickets: From $47 to $63 and are included in the Flex Pass.

Join Sarasota Orchestra for a holiday celebration featuring Tchaikovsky’s The Nutcracker and beloved holiday tunes like “White Christmas” and “Greensleeves.” Conductor Kelly Corcoran debuts with Hanukkah melodies and festive favorites, making it a memorable season’s concert. Duration varies from 1 hour to 1 hour 45 minutes with intermissions.

“Joyful! Joyful!” Christmas Show by Westcoast Black Theatre Troupe

• Where: Westcoast Black Theatre Troupe, 1012 N. Orange Ave., Sarasota, FL
• When: Performances run Wed, Nov 29, 2023 – Sat, Dec 30, 2023| Evenings 7:30 PM | Matinees 2:00 PM

Celebrate the season with high-spirited, uplifting songs as only Westcoast Black Theatre Troupe’s singers, dancers and musicians can perform them! A blend of new takes on traditional holiday, gospel-infused and pop songs, the production offers a joyful, soulful twist on your favorite seasonal music.

Holiday Movie in the Park | Waterside LWR

• Where: Waterside Park.
• When: Fri, Dec 15th, 6- 9 PM

Enjoy a free, family-friendly outdoor movie screening of “The Santa Clause” at Waterside Park. Showtimes begin around 7 PM. Seating is first-come, first-served; bring blankets or lawn chairs. Cotton candy and popcorn are provided by Grace Community Church.  *Santa will be present from 6 PM to 8 PM for holiday cheer.

12th Annual The Publix Jingle 5K

• Where: 8330 Lakewood Ranch Blvd, Lakewood Ranch, FL
• When: Friday, December 15, 2023

About: Enjoy the largest holiday 5K Run/Walk in Sarasota and Manatee counties.Join Publix for the 12th Annual Jingle Run, a festive 5K run/walk supports scholarship opportunities Big Bill Foundation and Lakewood Ranch Medical Center Foundation. Participants receive a custom 2023 medal and bib number.

Gingerbread House Decorating

• Where: The Ritz-Carlton, Sarasota – 1111 Ritz-Carlton Drive, Sarasota, FL
• When: Dec 16th or 23rd, 2023, 10:00 – 11:30 AM
• Reservations:  941.309.2401 or [email protected] specifying your preferred date.
• Cost: $90++ per party of 4, including one gingerbread house (exclusive of gratuity and tax).

After donning chef’s hats and aprons, decorate a festive gingerbread house guided by The Ritz-Carlton’s pastry team. Light refreshments will be served.

Christmas Town | Tampa’s Biggest Holiday Festival

• Where: Busch Gardens, Tampa
• When: November 11 – January 7, 2024 | Park open to park close
• Cost: Included with Park Admission.

Experience holiday cheer with family and friends at Tampa’s festive event. Enjoy animal encounters, thrilling rides, holiday-inspired culinary delights, shows like Christmas on Ice, twinkling lights, dazzling fireworks, and meet Santa and Rudolph the Red-Nosed Reindeer!  The holidays come to life at Busch Gardens® Christmas Town™, the park’s award-winning holiday event.

Holiday Wine Glass Painting

• Where: Art Ovation Hotel, Autograph Collection – 1255 North Palm Avenue Sarasota, FL 34236
• When: Tues Dec 19, 7:00 – 8:30 PM
•  More Info | Tickets: $55.00

Unwind and relax by painting beautiful hand-painted wine glasses at the Art Ovation Hotel. Learn techniques and enjoy step-by-step guidance from the instructor. All supplies provided; take home your finished artwork and newfound skills!

“It’s a Blunderful Life” by FST Improv

• Where: Bowne’s Lab, 1265 First StreetSarasota, FL 34236
• When: December 23, 2023
• More Info  |  Tickets

Experience an improvised holiday musical with no scripts or musical scores, featuring spontaneous musical numbers, drama, and choreography by a talented ensemble of improvisers.

Enchant – An Immersive Holiday Experience

• Where: Tropicana Field, St. Petersburg, FL
• When: Nov 24 – Dec 31, 2023
• Tickets: $34 for adults and $25 for juniors | More Info

Embark on an immersive adventure at Enchant! Wander the light maze, artisan vendors in a festive Village, and an enchanting ice skating trail. Additionally, Explore Reindeer Games, find Santa’s magic bells, and enjoy holiday treats while skating through a dazzling forest of lights.

Christmas on Main

• Where: Main Street, Lakewood Ranch, FL
• When: Saturday, December 23rd, 2023 | 4- 8 PM

You’re invited to Christmas on Main! Bring your family to Lakewood Ranch Main Street on December 23 from 4-8pm for the biggest Christmas party in town. Come celebrate the season with free games, rides, photo booths and attractions for the whole family and a special candlelight service. Santa himself will even be there!

4-7 pm: Free Rides and Games

7-8pm: Christmas Candlelight Service

Click here to see a list of all upcoming Main Street Holiday events!

New Year’s Eve Rooftop Soiree

• Where: The Westin Sarasota, 100 Marina View Drive, Sarasota, FL 34236
• When: Dec 31, 2021, 9:00 PM – Jan 1, 2024, 1:00 AM
• Dinner Reseravations at EVOQ:  call 941-260-8255
• Tickets  $120 *includes rooftop access from 9 PM to 1 AM with a midnight champagne toast

Join the 21+ rooftop celebration with live DJ, dance floor, party favors, and a midnight champagne toast overlooking downtown Sarasota and Sarasota Bay. Valet parking available;  However, Fireworks view not guaranteed.

2024 SRQ NYE Pineapple Drop Block Party

• Where: Lemon Avenue & Main Street, Sarasota
• When: December 31, 1 PM – 1 AM
• Admission: FREE
• Live music kicks off at 8:30 PM

Get ready for the ultimate New Year’s Eve bash at Sarasota’s iconic Pineapple Drop Block Party! Downtown Sarasota becomes electric as midnight approaches, with live music, fireworks, and an unforgettable celebration at Lemon Avenue and Main Street. Therefore, It’s a spectacular evening you won’t want to miss!

Sarasota Pineapple Drop Carnival

• Where: Selby Five Points Park 1 Central Ave Sarasota, FL 34236 Directions
• When: Sun, Dec 31 | 10:00 AM – 1:00 AM
• More Info: call 866-666-3247 or visit DreamLandAmusements.com.
• Buy Tickets  Click here to view Midway Video

Gear up to immerse yourself in Sarasota’s Spectacular Holiday Celebrations with Lisa McBride and the Sarasota Neighborhood Experts! Stay in the loop for all the festive fun by following us on YouTube, TikTok, and IG. Join the excitement, share the cheer, and make this holiday season in Sarasota one for the books! Follow, like, and engage with us to unwrap the joy of these extraordinary events. Let’s create unforgettable memories together!