OUR MONTHLY GUIDE TO THE BEST THINGS TO DO IN ORLANDO FOR DATE NIGHT
There are so many fun events happening in the City Beautiful. Believe it or not, the holiday season is here!
There’s a lot on our curated guide of things to do in Orlando, so keep scrolling! It starts with event highlights for things to do this week, followed by our top picks for things to do in Orlando for the rest of the month. You'll also find an ongoing events section for even more ideas.
The weather is pleasant so enjoy some outdoor date ideas or natural springs, try a mixology class or explore the foodie scene.
Check back often as we add more Orlando events to this listing throughout the month.
For even more things to do in Orlando, check out these top stories:
- Orlando’s Most Romantic Experiences
- Best Orlando Spas for Couples
- Orlando’s Most Romantic Restaurants
- New Restaurants and Experiences to Try in 2023
–> PS: Want to see your Orlando events listed here? Submit your event to us here.
This guide is updated throughout the month.
Scroll down for a look ahead to the big events of 2023, and 2024
Attention Parents: Head to Orlando-Parenting.com for things to do with kids in Orlando.
Sign up to get weekly date night ideas in your email each Thursday
Road Trip: Events in Tampa Bay this month
Here's a guide to the best Tampa Bay events this month from Tampa Bay Date Night Guide. If you're planning to bring the kids, check out this guide to family-friendly events and activities in Tampa Bay from our subling publication Tampa Bay Parenting Magazine.
Featured Events + Save the Date
First Friday Wine, Cheese, & Shop
Friday, December 1 from 5:00pm – 8:00pm
The Old Red Barn of Geneva
Join The Old Red Barn of Geneva for an evening in the country. Enjoy complimentary wine, food, music and shopping. Their Christmas decorations are second to none so come on out and pay them a visit!
Holiday Makers Market
Saturday, December 2 from 10:00 am – 3:00 pm
St Luke's UMC
We are back for another fantastic, festive Holiday Makers Market on December 2nd with 50+ local makers and artists.
The Holiday Makers Market will have a carefully curated selection of handcrafted gifts, featuring everything from bespoke jewelry to artisanal foods. Whether you are looking for something unique for that special someone or a treat for yourself, you are sure to find something delightful.
While you are here, enjoy lunch from one of our yummy food trucks and visit some great local organizations and businesses that support our art community. Art, Pottery, Wood, Textiles, Glass, Metal, Jewelry, Leather, Paper, Upcycle and more!
FREE ADMISSION and Parking! Fun for the whole family!
Geneva Blessings Breakfast With Santa
Saturday, December 2 from 10:00am – 12:00pm
The Old Red Barn of Geneva
Come on out and have breakfast with Santa! They will be having a hot cocoa bar, photo area, and crafts!
Then at noon, lunch will be available! They will also be holding a fundraiser for Coach Leiter. There will be amazing raffle baskets, a bake sale, snow cones, and cotton candy.
Farmer's Market
Saturday, December 16 from 9:00am – 2:00pm
The Old Red Barn of Geneva
Join The Old Red Barn of Geneva for their monthly Farmer's Market! They will have fresh local produce, eggs, local honey, baked goods and much more. The barns are open until 5:30. Who's Cookin Food truck will be there from 11:30 until 2:00!
Winter Park New Year's Eve Celebration
Sunday, December 31 from 8:30pm – 12:00 am
Winter Park Events Center
Putting the Tux back into the “Black-tie Optional Event” with the unveiling of Winter Park Event's Premier New Year's Eve Party. Design and fashion have always been essential to a exceptional New Year's Eve Party. Winter Park is the perfect location that boasts fashion and style and this event will elevate both to the next level.
Unlimited food & drink samplings available until 11:30 pm (later if supply lasts) – Entertainment ends at Midnight.
Dress Code is Black-Tie Optional, Adults 21+, No Children or Pets.
Plan ahead with our guide to 50+ New Year's Eve Events in Orlando.
Things to Do in Orlando This Week November 27 – December 3, 2023
Holiday Nights at Island H2O
Select Nights through December 31
Island H2O Water Park
Holiday Nights at Island H2O Water Park is a brand-new holiday event that is sure to make your spirits bright! Experience dazzling lights, immersive family experiences, nightly entertainment, Holiday card worthy photo ops & more. Immersive family activities like: a children’s train ride through the Island, a letters to Santa station, dry slides for children at Candy Stripe Cove, make your own s’mores kit & more! All activities are included in the price of admission!
$34.99 Adults, $29.99-Children ages 3-10
Holinights Celebration
November 17 – December 25
Promenade at Sunset Walk
Join the Promenade at Sunset Walk for our Holinights Celebration, featuring Santa Claus, mischievous elves, towering toy soldiers, live music, and the nightly lighting of their 42-foot animated Holinights Christmas tree! Plus, climb aboard the all-new Pearl Express Train Tour and experience the Promenade at Sunset Walk. Fun for all ages, the train departs from the Promenade’s “North Pole Roundabout” throughout the day.
FREE
Asian Lantern Festival: Into the Wild
Select Nights through January 17
Central Florida Zoo & Botanical Gardens
Experience the Zoo like you’ve never seen it before! See dozens of all-new, hand-constructed lantern displays illuminated by thousands of LED lights around the Zoo on a 3/4 mile path. Celebrate the art, beauty and wonder of traditional Asian lantern festivals. Food and beverages will be available for purchase.
$20
Holiday Light Displays
November 23 – January 1
Cranes Roost Park
Cranes Roost Park comes alive with the holiday spirit and thousands of dazzling colorful lights powered by Duke Energy. It is a tradition you won't want to miss! The lights are turned on each night at dusk.
FREE
MORE: Best Christmas Lights in Orlando
Holidays at Leu Gardens
November 24 – January 7
Leu Gardens
Stunning poinsettias along with beautiful, seasonal flowers and foliage create a wonderful and magical garden for the holiday season. Stroll 50-acres beautiful vignettes and container gardens with thousands of poinsettias to put you in the yuletide spirit. Take a guided tour of the Historic Leu House adorned with Christmas trees trimmed in ornaments and ribbons, plus holiday decorations throughout the 11-room estate home included with admission.
$15/adult, $10/child
Dazzling Nights
November 24 – January 6
Leu Gardens
Experience the Gardens at night with over a million lights that will immerse you into the wonder of the holidays. This year’s event features the return of guests favorites like: Beautiful, Moroccan Lanterns hanging from the camphor trees, fun, interactive lights that light up when you jump on them, a beautiful, bright, 70’ long light tunnel, a play area of giant, 8’ tall, rollable ornaments, a walk of thousands of laser lights, and snow all night long. Parking: On-site parking is $15, purchase your parking ticket along with your event tickets. Complimentary parking and a shuttle will be provided off-site
$15 – 30
Deck the Mall – Ugly Sweater Party
Friday, December 1, 5:30pm-8pm
Oviedo Mall
This festive celebration promises an evening of joy, laughter, and unforgettable holiday spirit. The highlight of the event is the Ugly Sweater Contest, where participants are invited to showcase their most outrageous, creative, and downright ugly holiday sweaters. Live entertainment, including special performances from Imagine Performing Arts Center, will fill the air with the sounds of the season, creating a lively atmosphere throughout the mall.
Johnny Cash – The Official Concert Experience
Friday, December 1, 8pm
Dr. Phillips Center
Tickets start at $29.50
Holiday Market
Saturday, December 2, 1 – 4pm
Downtown Winter Garden
Wander freely through the pedestrian-only streets of historic downtown aligned with vendor booths of holiday décor, ornaments, flowers, gingerbread cookies & breads, desserts, chocolates, arts and crafts, jewelry, apparel and accessories, as well as a variety of gift items and more! The outdoor market is a fun holiday outing for the whole family. Check items off your gift list, discover items to make your home and holidays festive, and enjoy holiday sweets and treats.
FREE
Whose Live Anyway?
Saturday, December 2, 8pm
Hard Rock Live Orlando
Tickets start at $49.50
DeLand Indie Market Holiday Edition
Sunday, December 3, 11am – 5pm
Artisan Alley
FREE
Krampusfest
Sunday, December 3, 1 – 9pm
The Milk District
In some cultures in eastern Europe, Santa Claus is accompanied by Krampus, a horrible monster that’s pretty much the exact opposite of jolly old St. Nick. Instead of giving presents to good kids, Krampus snatches the bad ones. This holiday season, Krampus is headed to Orlando. A new annual event Krampusfest will bring the alpine spirit to The Milk District!
FREE
UCF's Knights Season of Joy
Sunday, December 3, 7pm
Dr. Phillips Center
Experience the magic of the holiday season at UCF's Knights Season of Joy! The UCF Choirs and members of the UCF Symphony Orchestra and music faculty are joined by vocal jazz quartet “RESOLVE” for an evening of music and merriment. With holiday favorites, spirituals and carols you know and love, this event will leave people of all ages filled with love, laughter and lasting holiday cheer.
Tickets from $39.50
12 Beers of Christmas
Sunday, December 3, 11am and 2pm
Morimoto Asia
Time to rethink that Christmas list! Who needs a partridge in a pear tree when you can sample 12 delicious bites paired with 12 amazing beers? Start the holidays in style at Morimoto Asia. Space is limited, reserve your ticket today!
Tickets start at $95
Things to Do in Orlando December 4 – 10, 2023
Ophelia
December 1 – 17
The Orlando Fringe
Everyone thinks they know Ophelia’s story, and that’s the problem. Her dad says he knows what’s best. Her brother has plans for her future. Hamlet believes his way is the right one. But what about what Ophelia actually wants? Attempting to make sense of her world, she stumbles into a garden of flowers that each has their own idea of what it means to be a woman in the state of Denmark. This brand new musical reimagining of Ophelia’s story explores the pressures society places on women and finding oneself in a sea of opposing voices.
Tickets start at $22
Holly Jolly Mixology
December 4, 11, & 18
JoJo's ShakeBAR
Join us for a festive evening of mixology at JoJo's Orlando! Get into the holiday spirit as our talented bartenders serve up & teach guests to make The Polar Espresso Martini & Santa's Sangria. Whether you're a cocktail enthusiast or simply looking for a fun night out, this event is perfect for you!
$35
Funny Girl
December 5–10, 2023
Walt Disney Theater
Tickets start at $115
Candlelight: Holiday Special featuring “The Nutcracker” and More
December 6, 13, and 20
The Abbey
Candlelight concerts bring the magic of a live, multi-sensory musical experience to awe-inspiring locations like never seen before in Orlando. Get your tickets now to discover the music of The Nutcracker and More at The Abbey under the gentle glow of candlelight.
Tickets start at $41
Ivanhoe Park Brewing Goat Yoga
Wednesday, December 6, 5-6pm
Ivanhoe Park Brewing
Capture the moment and make memories during a Goat Photo Shoot Interaction Time before the yoga class starts. Unwind, stretch, and share laughs as our furry friends roam freely, creating a joyful and unforgettable yoga experience. All levels welcome—embrace the joy of yoga with a touch of furry charm! After goat yoga, head inside to enjoy craft beer, tasty bites, and a lively atmosphere. The fun continues even after the yoga mats are rolled up.
$36
Food and Fit for the Holidays
Thursday, December 7, 11am-12pm
Center for Health & Wellbeing
It is possible to still enjoy the holiday season without sacrificing your health and wellbeing goals. Food and Fit for the Holidays is a class designed to teach you about the building blocks of nutrition and the importance of carbohydrates, fats, and proteins. Plus, you’ll learn about the major muscle groups of the human body and exercises for each.
FREE
The Fleetwood Mac Experience
Thursday, December 7, 5:30-9pm
The Wharf at Sunset Walk
Fleetwood Mac mystically captures the essence of Fleetwood Mac, taking their audience on a nostalgic journey through the Rock & Roll Hall of Fame band’s timeless, multiplatinum hits. Head to The Wharf at Sunset Walk for an unforgettable night of music and memories with special guest Mr. Bobby France. Experience the intimate atmosphere, state-of-the-art production, and savory food and beverage offerings of The Wharf. Doors and dinner service beginning at 5 PM. Showtime at 7 PM.
Tickets start at $20
The Winter Wonderland Dinner
Thursday, December 7, 7pm
The Shade House at Propagate Social House
Indulge in a night of culinary delight with tickets to The Secret Dining Society's exclusive 3-course dinner, hosted by Sub Rosa Dining Experience. Delight your taste buds with a carefully curated three-course dining experience, showcasing an exquisite fusion of flavors and culinary artistry. Each dish is a masterpiece designed to surprise and satisfy your palate, prepared by a talented team of chefs. As the name suggests, the Secret Dining Society offers an air of enigma and excitement. The exact menu of this event is known only to a select few, adding an element of surprise and anticipation to your evening.
$137.50 per person
Krampus Mystery Escape Dinner: Find the Missing Children
December 8 and 17
Krush Brau Park
Prepare for a mesmerizing and macabre evening like no other! This 2-hour immersive escape game and dining experience is designed exclusively for mature audiences, where teams are plunged into the dark depths of Krampus' lair, armed only with their wits and a voracious appetite for adventure.
$40
Orlando Ballet’s “The Nutcracker”
December 8 – 24
Steinmetz Hall
Orlando Ballet celebrates its 50th anniversary of Tchaikovsky’s “The Nutcracker” ballet. Don’t miss this Broadway-caliber show
featuring enchanting choreography, costumes, and sets, while staying true to the traditional story.
Tickets from $29
Epicurious Sip & Savor
Saturday, December 9, 6-10pm
Signia by Hilton Orlando Bonnet Creek
Taste your way through the Epicurious Sip & Savor event, an upscale food and wine experience showcasing over 35 tastings across eight culinary kiosks and nine pop-up bars. Enjoy an exclusive evening filled with lavish libations and delectable dishes inspired by the chefs from the highly acclaimed restaurants and lounges at Signia by Hilton Orlando Bonnet Creek and Waldorf Astoria Orlando. Prepare to invigorate your senses with the unique and bold flavors of our carefully curated samplings.
$275 per person
Fairy Festival and Holiday Market
December 9-10, 11am-4pm
Hotel Cassadaga
Head to Cassadaga for a fun-filled day at Hotel Cassadaga for the Fairy Festival & Holiday Market. This family-friendly event will have vendors, music, food, prizes, and more!
FREE
Florida Pint Day 2023
Saturday, December 9, 12pm
Ivanhoe Park Brewing
$10
Tickets start at $25
Ivanhoe Park Brewing
FREE
Sanford Food Truck Fiesta Holiday Street Party
Sunday, December 10, 1-6pm
Historic Downtown Sanford
FREE
Things to Do in Orlando December 11 – 17, 2023
Holiday Cookie & Craft Beer Pairing
December 11-17
Playalinda Brewing Company
It’s the most wonderful time for a beer…and cookies! 5 Holiday Cookies + 5 Playalinda Beers = a Christmas Miracle. Head to Playalinda Brewing ANY day during this week for the holly jolliest treat around.
$25
Nurse Blake: Shock Advised!
Monday, December 11, 8pm
Walt Disney Theater
Tickets start at $39.50
Derek Hough: Symphony of Dance
Tuesday, December 12, 7pm
Walt Disney Theater
Tickets start at $49.75
Chef Knights: Holiday Feast
Wednesday, December 13, 6pm
Hollerbach's
Indulge in a culinary journey held in the exclusive Knights Hall a private dining space at Hollerbach's. Executive Chef Patrick Story will present a five-course holiday feast! Each course is paired with beverages to complement each dish.
$100 per person
Pentatonix The Most Wonderful Tour of the Year
Wednesday, December 13, 7:30pm
Amway Center
Tickets start at $55.50
Craft Beer and Cookie Pairing
December 15 & 16
Deviant Wolfe Brewing
Flights include five Deviant Wolfe beers paired with five classic holiday cookies by Insomnia Cookies. The pairing is based on flavor profiles of both the beer and its matching cookie, so each complements the other for sheer dessert perfection! Tickets can be purchased ahead through the Deviant Wolfe online store. This is not a guided tasting.
$25
Design Your Own Succulent Christmas Tree
Friday, December 15, 6pm
Ivanhoe Park Brewing
Join designer Pamela Johancsik of Bomb Blooms as she teaches you the art of designing 3-D living works-of-art to decorate your home for the holidays. Keep it for yourself or gift it to that special someone who loves plants! No experience required! Pamela will guide you, step-by-step, in creating your beautiful + unique Christmas Tree using REAL succulent plants.
Tickets start at $135
Holiday Studio Show
Saturday, December 16, 10am-1pm
Art & History Museums of Maitland
Enter through the Main Garden gate to enjoy this FREE event featuring music by the Dan Jordan Jazz Holiday Duo. There will be a bar with beer, wine and mixed drinks. You’re welcome to bring your own picnic foods and blankets to relax amongst the beautiful garden landscaping and historic architecture. Bring friends or a date — or make new friends with the creative community of Central Florida!
FREE
A Christmas Jazz Party with Paul Gaving and Mosaic
Saturday, December 16, 7-9pm
Bok Tower Gardens
Drummer, composer, and arranger Paul Gavin and his band Mosaic return to Bok Tower Gardens for another Christmas Jazz Party celebrating the holiday season! Featuring incredible vocalists Valerie Gillespie and Bryan Hughes in a huge 9-piece band, swing in the Christmas season. Enjoy Little Drummer Boy, Carol of the Bells, Jingle Bells, and much more. Tap your feet, sing along, and dance too.
Tickets start at $35
Ugly Sweater Party
Saturday, December 16, 7-10pm
Spill Wine Bar
Get ready for a night of laughter, festive drinks, and unforgettable memories. Whether you've been saving that ugly sweater for years or need to hit the thrift stores to find the perfect one, this is your chance to shine! It's going to be a night filled with holiday cheer, laughter, live music, and of course, some seriously ugly sweaters!
FREE
Christmas Makers' Market
Sunday, December 17, 10am-3pm
Propagate Social House
Step into a winter wonderland of holiday cheer at the Christmas Makers' Market, where the spirit of the season comes to life. This festive celebration is like no other, featuring a curated collection of handcrafted treasures, delicious treats, and heartwarming moments that will make your holiday season extra special. Enjoy activities like photo opps, live Christmas tree picking, and a celebrity guest appearance!
Milk Mart Holiday Market
Sunday, December 17, 12-5pm
Milkhouse
It's beginning to look a lot like the holidays! Eat, shop, and be merry with a day of last-minute holiday shopping together at Milk Mart! With over 250 local vendors, artists, and businesses to shop from, there's something for everyone on your list.
FREE
Dirty Dancing in Concert
Sunday, December 17, 7pm
Walt Disney Theater
Enjoy the digitally remastered hit film like never before on a full-size cinema screen, with a live band and singers performing the film’s iconic songs. With a soundtrack that marked a generation, Dirty Dancing in Concert promises to bring a thrilling new and unique experience to the 80s classic. Directly following the film, the band and singers will throw an encore party that will surely take you back to the time of your life as you sing and dance along to your favorite Dirty Dancing songs.
Tickets start at $40
Things to Do in Orlando December 18 – 24, 2023
Trans-Siberian Orchestra
Friday, December 22, 2:30pm & 7:30pm
Amway Center
Tickets start at $49.75
Deep Dish Pizza Cooking Class
Saturday, December 23, 12pm
UNO Pizzeria & Grill
Classes taught by UNO professionals with decades of deep-dish knowledge. Class includes instructions and a pizza lunch/dinner with salad and a beverage.
$40
The Ugly Sweater Christmas Party
Saturday, December 23, 5-11pm
Bloodhound Brew
Embrace the spirit of the season and show off your tackiest, most outrageous sweater. Whether it's adorned with blinking lights, jingling bells, or quirky holiday characters, the uglier, the better! This is your chance to let loose and celebrate the joy of Christmas in style.
Tickets start at $10
Things to Do in Orlando December 25 – 31, 2023
Vegan Street Party
Wednesday, December 27, 5-9pm
Ivanhoe Park Brewing
Indulge your taste buds with a wide variety of delectable vegan dishes, from savory street food to heavenly desserts. Discover new flavors, try innovative plant-based products, and learn about the benefits of a vegan lifestyle. Immerse yourself in the lively atmosphere as you enjoy live music, entertainment, and engaging activities for all ages. Connect with like-minded individuals, passionate activists, and local businesses dedicated to promoting a sustainable and compassionate lifestyle.
FREE
Countdown and Cabernet: A Toast to Bold Beginnings
Wednesday, December 27, 7-10pm
Cooper's Hawk Winery & Restaurant- International Drive
Begin the night on a high note with a Bourbon-Based Cocktail, setting the tone for the bold predictions that lie ahead. Immerse yourself in a 3-course wine and dinner pairing featuring bold and robust flavors pairing perfectly with their December Wine of the Month, Carne Rosso. Allow your thoughts to flourish and make a lasting impact in the upcoming year, as you pen your aspirations on our experiential cards, ready to leave a lasting mark on 2024.
All Elite Wrestling
Wednesday, December 27, 7:30pm
Addition Financial Arena
For the first time in many years, AEW is offering an alternative to mainstream wrestling, with a roster of world-class talent that is injecting new spirit, freshness and energy to the industry.
Tickets start at $50
The Velvet Underground Show – A Spicy Speakeasy Show
December 28 & 29, 5:30pm & 8:30pm
Quantum Leap Winery
Brimming with luxury and style in a sophisticated speakeasy, “The Velvet Underground Show” is a vivacious, flirtatious soiree featuring an incredible cast of singers, live musicians, dancers, and specialty acts that will take you on an immersive cabaret experience, leaving all your senses singing. Doors open one hour before the show, giving you the perfect opportunity to enjoy your favorite glass of wine or indulge in delectable treats from food trucks (available for purchase). Immerse yourself in the unique atmosphere of an underground speakeasy jazz club – it's more than just a show; it's an experience worth savoring.
Tickets start at $69.99
Candlelight: A Tribute to Coldplay
Thursday, December 28, 6:30pm & 9pm
The Abbey
Candlelight concerts bring the magic of a live, multi-sensory musical experience to awe-inspiring locations like never seen before in Orlando. Get your tickets now to discover the music of Coldplay at The Abbey under the gentle glow of candlelight.
Tickets start at $35
Paul Mecurio’s Permission to Speak
Friday, December 29, 7pm
Alexis & Jim Pugh Theater
In this exciting comedy show with a twist, the audience stars WITH Paul who improvises with audience members – randomly bringing folks on stage and letting them share their often hilarious, jaw-dropping personal stories.
Tickets start at $40
The Great Krampus Ball
Saturday, December 30, 7pm-12am
Krush Brau Park
Prepare to be mesmerized by the dark and whimsical atmosphere as you dance the night away to the beats of our talented DJ. Don't forget to don your most exquisite masquerade mask for an extra touch of intrigue. Indulge your taste buds with an exquisite German appetizer and dessert buffet, featuring an array of delectable treats that will transport you to the heart of Germany's culinary traditions.
$45
Trombone Shorty & Orleans Avenue
Saturday, December 30, 7:30pm
Steinmetz Hall
Tickets start at $39.50
More Ideas: Ongoing Orlando Events
Food for Thought Tours
Select Wednesdays – Wednesday, November 1 & 15 at 11:30 am
Second Harvest Food Bank
This tour goes inside an active warehouse and distribution facility with a focus on elevated hunger relief efforts in Central Florida.
FREE – snack included
Orlando Local Makers Pop Up Markets
Most Fridays and Saturdays
20+ local makers in the delightful backyard of The House on Lang in the Mills 50 neighborhood
Movie Mondays
A La Cart Orlando
Monday nights, 7pm or sunset (whichever comes first)
Enjoy a FREE outdoor movie every Monday evening while enjoying food for purchase from the resident food trucks. Sign up for A La Cart's email list to find out which movies are playing each week.
FREE Admission
Tasty Takeover in The Milk District
Tuesdays from 6:30-10pm
The Milk District – E. Robinson St
THE food truck block party in Orlando! Find it in The Milk District every Tuesday night behind the bars and shops of E. Robinson St.
FREE Admission
RELATED: How to Have an Orlando Food Truck Date
Cirque du Soleil “Drawn to Life”
Wednesdays – Sundays
Performances of “Drawn to Life” take place on most nights at 5:30 pm and 8:00 pm. Go for the later show if you prefer to potentially have less kids in attendance. Additionally, it will give you more time to enjoy Disney Springs before the show.
Tibetan Meditation with Puja Madan
Second Wednesday of every month, 7:30pm
Timucua, 2000 S Summerlin Ave, Orlando, FL 32806
No prior meditation experience necessary. An open mind and heart will suffice. If you do however meditate regularly, this technique will deepen your practice.
Note: this is an alcohol-free event. The meditation is best practiced on a light stomach. Please dress comfortably.
CHWB Commons Co-Ops
First Wednesday of every month from 3 to 8 PM
Center for Health and Wellbeing
Local vendors and makers selling food goods, plants, self-care products, clothing, jewelry and much more
FREE
Sanford Art & Jazz Night | 3rd Thursdays
Thursday August 17, September 21, October 19 6pm – 9pm
A special evening celebrating the arts, music & spirits at multiple venues!
FREE
Piano Bar Show at Jewel
Thursday, Friday and Saturday Nights
Jewel Orlando
Dueling Piano players take the stage for a fun night of song requests and sing-alongs! Call (321) 444-5306 after 5pm to get your password for speakeasy entry.
FREE admission with password
Weekends at the Winery
Saturdays and Sundays, 11am – 5pm
Lakeridge Winery
Head to this Central Florida winery's expansive vineyard green each weekend for delicious food, live entertainment, complimentary wine tastings/tours, and Lakeridge wines by the glass at the outdoor bar. Plus, delicious food at the Food Pavilion, as well as live music all weekend long
FREE admission
Check out multiple Farmers' Markets around Orlando every weekend.
Saturday Exhibition Highlights Docent-Led Tour
Every Saturday, 1pm – 2pm
Rollins Museum of Art
Docent-led tours of highlighted works from the season’s exhibitions at the Rollins Museum of Art.
FREE
Painting With Primates
Chase Sanctuary and Wildlife Conservatory (Webster, FL)
Most Sundays, 10am
A memorable morning surrounded by some incredible endangered species. Lemurs and a local artist will help you paint a chosen picture on a canvass while sitting amongst the grandfather oaks that reside in a 5 acre open habitat. All materials will be included. This consists of paint, the canvass, easel, and brushes. Each participant will leave with their own work of art.
All participants must be 13 and over when painting with adult only.
Class lasts 2-3 hours in total
$75
2023 Highlights
Get those date ideas rolling with these great events in Orlando in 2023.
Take your pick of the endless options: a stellar concert lineup, Broadway shows, festivals to delight foodies, theme park happenings, sporting events, and so much more.
RELATED: Best New Restaurants and Experiences for Couples in 2023
Dazzling Nights Presented by AdventHealth
(November 17, 2023 – January 6, 2024)
Harry P. Leu Gardens, 1920 N. Forest Avenue, Orlando, FL 32803
Back for its fourth year and bigger and more interactive than ever – Orlando’s 50-acre Harry P. Leu Gardens transforms once again into a stunning winter wonderland featuring a million dazzling lights, shining forests, magical displays, music and beautiful sculptures during “Dazzling Nights” – a family-friendly adventure that gives guests the opportunity to embark on an unforgettable, interactive holiday experience.
This year’s favorite annual tradition features the return of popular immersive environments, plus, a brand-new, large-scale light show. Elements include hundreds of hanging Moroccan lanterns, interactive pads that light up when guests jump on them, a forest with thousands of laser beams, a brand-new light show with 100, 10’ light tubes synced to music, a 30’ tree in splendid, shimmering gold, upgraded food and drinks, and, of course, snow.
The Cleveland Orchestra
Karina Canellakis, Conductor
Seong-Jin Cho, Piano
Sunday, February 4, 2024
Steinmetz Hall
Rotterdam Philharmonic Orchestra
Lahav Shani, Conductor
Daniil Trifonov, Piano
Wednesday, March 6, 2024
Steinmetz Hall
Academy of St Martin in the Fields
Joshua Bell, Conductor & Violin
Friday, March 22, 2024
Steinmetz Hall
P!NK – The TRUSTFALL Tour with GROUPLOVE and KidCutUp
Saturday, November 18
Amway Center
Want your Orlando events listed here?
Learn more about advertising with us and submit your Orlando events to us.
Disclosure: Some, but not all, of the Orlando events featured in this post are hosted by our valued advertising partners.