Enjoy Orlando Date Night Guide?
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Get ready for outdoor fun, festivals, and great food. Check out our curated list of things to do in Orlando this week!
Updated multiple times each week by Kelly Lamano Diaz and Zoe Joiner.
Featured Events
Giving an extra shoutout to the following events, which help us to bring this guide to you for FREE!
House of Hearts: Wonderland Cabaret
- Date: September 10-11, and October 2nd & 9th, showtime at 7 p.m.
- Location: AKA Cabaret at Midnight Lounge
Looking for a date night with a little more fun? Step into House of Hearts Wonderland Cabaret, a wildly entertaining 21+ cabaret on International Drive. Hosted by the Queen of Hearts, this playful live experience brings together circus, comedy, music, dance, and larger-than-life characters in a grown-up Wonderland. Grab a drink, get close to the action, and see where the night takes you. Just one piece of advice: stay on the Queen’s good side.
Hispanic Heritage Month at Ceiba
- Date: Wednesday, September 16, at 6:45 p.m.
- Location: Ceiba at Conrad Orlando
Celebrate Mexico’s Independence Day with an exclusive chef collaboration dinner set against Ceiba’s panoramic views. Guests will enjoy an intimate five-course progression bringing together Chef Wendy Lopez, the James Beard Award-nominated chef-partner of Orlando’s acclaimed Reyes Mezcaleria, alongside Ceiba’s Chef de Cuisine David Montelongo Merlo and Conrad Orlando’s Director of Culinary Stephen Ullrich. $80/person or $110 with wine pairing.
Brewlando Oktoberfest Rundreise Kickoff Event
- Date: Friday, September 18, at 6 p.m.
- Location: Brewlando Brewing, 6820 Hoffner Ave, Orlando
Can’t go to Germany? Brewlando’s bringing it to you. Most breweries mark Oktoberfest with one seasonal beer. This year, Brewlando brewed eight traditional German styles, done the way they were meant to be: not reinvented, not reimagined, just done right.
The celebration kicks off Friday, September 18, at Hoffner Avenue with a live German polka band, food, and a stein-holding contest. Throughout the three weeks, all eight Rundreise beers will be available at both Hoffner and Sanford, with guests able to try the entire lineup in a custom eight-pour flight. Ein Hoch auf die Rundreise, a toast to the road trip.
6th Annual Fall Festival at Amber Brooke Farms
- Date: September 19-November 22, 2026
- Location: 36111 County Road 44A, Eustis, FL
Celebrate the season at Amber Brooke Farms’ 6th Annual Fall Festival! Make unforgettable memories with pumpkin picking, beautiful sunflower and zinnia fields, friendly farm animals, photo opportunities, live music, delicious fall treats and more. Everyone will love the jump pillows, barrel train, tractor ride, playgrounds, bubble barn and other farm-fun activities. Enjoy apple cider donuts, smash burgers, seasonal drinks and tasty food-truck favorites while soaking up a perfect fall day on the farm. Select activities and food are available for an additional fee. Purchase tickets online in advance for the best price!
Bulleit Bourbon & Rye Tasting
- Date: Monday, September 28, 2026, from 6-8 p.m.
- Location: The Whiskey, Orlando
Join The Whiskey for an exclusive guided tasting featuring four distinctive expressions from Bulleit Whiskey. Guests will sample Bulleit Bourbon, Bulleit Rye, Bulleit Bourbon 10 Year, and Bulleit Rye 10 Year while learning about the unique character of each whiskey from knowledgeable hosts. Every ticket also includes curated light bites and a full-size take-home bottle based on the selected ticket tier. Seating is limited to just 30 guests, making this an intimate experience for bourbon and rye enthusiasts alike. From $91/person.
A Summer Story Worth Telling: Florida Residents Save up to 30%!
- Dates: Summer Sale going on now
- Location: Walt Disney World Swan and Dolphin Resort
Start your summer story in the heart of the magic at Walt Disney World Swan and Dolphin Resort. Splash across six pools, choose your favorite flavors with 23 dining options, and soak up the energy with live summer concert series. Walk to EPCOT® and Disney’s Hollywood Studios® or take complimentary transportation to Disney theme parks. Let your summer story come to life.
The perks of living this close to the magic just got better! Exclusive savings of up to 30% for Florida residents await at our award-winning resort. Use corporate code L9Z when booking. Valid ID required upon check-in.
FL Residents Save 20% + Get a $50 Dining Credit
- Dates: FL Resident Deal going on now!
- Location: Hard Rock Hotel Daytona Beach
Trade routines for ocean views! Enjoy 20% off your stay at Hard Rock Hotel Daytona Beach and receive a $50 food & beverage credit. Spend your days poolside, enjoy live music, beachfront dining, and unwind just steps from the sand on the World’s Most Famous Beach.
AquaGlow at Aquatica
- Dates: Now through September 26, 2026
- Location: Aquatica Orlando
Your favorite family-friendly nighttime splash party, AquaGlow, returns to Aquatica on select nights, bringing back everything you love: high-energy dance parties, dazzling laser light shows, and unlimited complimentary soft drinks to keep you refreshed all night long. In addition to low wait times and a complimentary commemorative bracelet, there will now be early admission at 4pm — that’s TWO more hours added to your night during this exclusive, limited-capacity, family-friendly event!
Events This Week: Things to Do September 7 – September 13, 2026
Graveyard In A Jar: Fall Terrarium
- Date: Tuesday, September 8, 2026, 6:30pm-8:30pm
- Location: Gnarly Barley, 1407 N Orange Ave, Orlando, FL 32804
- Cost: $43 general admission, free with verified insurance
Enjoy a cozy, hands-on evening where you’ll build your own miniature fall terrarium from the ground up. You’ll have everything you need to create your tiny autumn world — lush moss, stones, mini pumpkins, mushrooms, ghosts, dried botanicals and plenty of fall-inspired details to make it completely your own.
Bedazzling Night
- Date: Wednesday, September 9, 2026, 6pm
- Location: Messy Craft, 1595 Meeting Place, Orlando, FL 32814
- Cost: $27
Join Messy Craft & Craft Club Orlando for a bedazzling night of crafting and community. Rhinestones will be available for bedazzling, along with all the tools you’ll need. Whether you want to make your all-time favorite book a beautiful display piece, give your Kindle some sparkle, or add some twinkle to your favorite journal, join in the studio.
Red, White & Remembrance Weekend
- Dates: Thursday – Sunday, September 10-13, 2026
- Location: Boxi Park, 6877 Lake Nona Blvd, Orlando, FL 32827
- Cost: FREE admission
This September 11th, we pause to remember the lives lost and honor the first responders, service members, and families we’ll never forget. From there, the weekend continues at Boxi Park with lawn games, face painting, and patriotic photo ops on Saturday, plus live entertainment, great food, and cold drinks through Sunday.
Visit Orlando’s Magical Dining
- Dates: Now through September 30, 2026
- Location: Various Central Florida Restaurants
- Cost: Varies by Restaurant
It’s time to experience the culinary magic! Enjoy six weeks of delicious opportunities to partake in some of Central Florida’s best dishes. Celebrate food and discover your new favorite dish in your new favorite dining setting. With 180+ participating restaurants, you’ll have plenty of perfect date night options lined up, so don’t forget to make a reservation and enjoy a magical night.
Check out more things to do for Labor Day weekend!
Next Week: Things to Do September 14 – September 20, 2026
BYO LEGO Night
- Date: Monday, September 14, 2026
- Location: Zymarium Meadery, 1121 North Mills Avenue, Orlando, FL 32803
- Cost: FREE admission
Grab that unopened set or the half-finished build sitting on your shelf! Bring your own LEGO set, hang out with fellow builders, and create.
Hispanic Heritage Weekend
- Dates: Thursday-Sunday, September 17-20, 2026
- Location: Boxi Park, 6877 Lake Nona Blvd, Orlando, FL 32827
- Cost: FREE admission
Celebrate Hispanic Heritage Weekend! Kick it off Thursday with Boxi Park Run Club, join on Friday for a salsa lesson, catch live Latin bands Saturday, and stop by Sunday for a family-friendly finale. Live entertainment, great food, and cold drinks all weekend long.
Crafts & Queens: Confetti Hoops
- Date: Friday, September 18, 2026, 7pm-9pm
- Location: BookBurn Cafe and Social, 2425 East South Street, Orlando, FL 32803
- Cost: $40
September’s craft is Confetti Hoops — friendship-bracelet energy on an embroidery hoop, except you’ll have your hands on beads, charms, sequins, felt, and enough sparkle to require a lint roller apology to whoever sits next to you on the drive home. Kitana Gemini is back hosting, and for the first time ever, this is on a Friday to keep the good times rolling.
SAVE THE DATE!
Orlando Ballet’s The Sleeping Beauty accompanied by Orlando Philharmonic Orchestra
- October 15-18, 2026, at 2:00 p.m. and 7:30 p.m.
- Steinmetz Hall at Dr. Phillips Center for the Performing Arts
- Tickets start at $39
Step into the enchanted world of Christopher Stowell’s The Sleeping Beauty. Featuring storybook set design, breathtaking ballet and a sweeping score performed live by the Orlando Philharmonic Orchestra, this iconic fairytale comes to life at Dr. Phillips Center. Take your experience to the next level with a VIP package featuring premium orchestra seating, a signed poster and a beverage with a snack to enjoy during the performance. Get tickets here!
Monster’s Ball
- Date: Friday, October 23, 2026, 7 p.m. – 11 p.m.
- Location: Sanford Civic Center
- Cost: Tickets $35 sanfordculturalguild.org
Step into the shadows and enter a world of gothic glamour and haunting elegance this Halloween. The highly anticipated Monster’s Ball is set to take over the Civic Center in Historic downtown Sanford.
Guests will step through the doors into a breathtaking space transformed with flickering candelabras and dramatic, macabre decor to create classic, romantic horror. Eat, drink, and dance the night away to music provided by DJ Derrick Daniels, of Derrick Daniels Entertainment.
Come dressed to impress…..or terrify. Unleash your creativity and enter the costume contest with a 1st place prize of $2500!
Walt Disney World Swan and Dolphin 17th Annual Food and Wine Classic
- Dates: Friday – Saturday, November 20-21, 2026
- Location: 1200 Epcot Resorts Blvd, Lake Buena Vista 32830
Savor 40 inspired dishes paired with over 170 beers, wines, and spirits across two days, featuring returning favorites and bold new flavors for a truly memorable culinary experience. Savor more with 10% off when you attend both nights!
Weekly Ongoing Orlando Events
Audubon Park Community Market
- Dates: Mondays, 5pm-8pm
- Location: Stardust Video & Coffee, 1842 Winter Park Rd, Orlando, FL 32803
- Cost: FREE admission
Enjoy a weekly gathering of makers, farmers, gardeners, fishmongers, ranchers, craftsmen, artisans, entrepreneurs, neighbors, and friends.
Dockside Farmer’s Market
- Date: Every 1st and 3rd Wednesday through September 2, 2026, 5pm-8pm
- Location: Dockside Lake Nona, 13623 Sachs Avenue, Orlando, FL 32827
- Cost: FREE admission
Hot outside. Cool market inside! Enjoy local makers, waterfront sunset views, midweek neighborhood fun, and air-conditioning.
TPD Night Market
- Dates: Thursdays & Fridays, 6pm-10pm
- Location: Thornton Park District, 23 S Osceola Avenue, Orlando, FL 32801
- Cost: FREE admission
Check out unique local makers and artists at this weekly market in Thornton Park!
Access for All
- Dates: Third Thursday of Every Month, 10am-8pm
- Location: Orlando Museum of Art, 2416 N. Mills Ave. Orlando, FL 32803
- Cost: FREE admission
Enjoy free admission to the Orlando Museum of Art during Access for All, a monthly free day dedicated to the community featuring extended hours, special programs, and opportunities to connect with art. Guests can take part in drop-in sketching with provided materials and join a docent-led Highlights Tour at 7:00pm. By removing financial barriers, this program ensures that more people can experience the joy and inspiration of art in Orlando. Also, every third Thursday, you can ride SunRail to OMA for FREE. As part of the partnership, SunRail riders can present their ticket at the museum’s Visitor Information desk to receive a pass to ride SunRail for FREE to the next Access for All event. Museum guests must show their free ride pass to the SunRail conductor to receive a complimentary fare to and from the AdventHealth Station, which is a five-minute walk from the museum. The pass will only be valid for specified dates.
Flamingos & Fuel Cruise Night
- Dates: Third Thursday of Every Month, 6pm-8pm
- Location: Parking Lot by Fit 2 Run, 102 Ruby Red Pl Unit B, Winter Garden, FL 34787
- Cost: FREE admission
Horizon West Cars & Coffee comes out at night for Flamingos and Fuel Cruise Night at Flamingo Crossings Town Center. Any make, model, or year of car or truck is welcome. Hang out in this area of Horizon West and enjoy drinks and food at the many restaurants in Flamingo Crossings.
Weekends at the Winery
- Dates: Saturdays and Sundays, 10am-5pm (Sat) & 11am-5pm (Sun)
- Location: Lakeridge Winery
- Cost: FREE admission
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.
Check out multiple Farmers’ Markets around Orlando every weekend.
Saturday Exhibition Highlights Docent-Led Tour
- Dates: Second Saturday and Last Saturday of the Month, 1pm
- Location: Rollins Museum of Art
- Cost: FREE
Docent-led tours of highlighted works from the season’s exhibitions at the Rollins Museum of Art.
Dinks & Drinks
- Dates: Every Saturday, 6:30pm-9:30pm
- Location: ClearOne Sports Centre, 4141 N. John Young Parkway, Suite 3, Orlando
- Cost: $20 per person
Open courts for casual drop-in play. Includes 1 free drink (Beer, High Noon, or Soda). Paddle rentals are available for $5. Tennis shoes required. Different music theme each week. No partner? No experience? No problem. This is the perfect night to bring a friend, meet new people, or just vibe with the community.
Read more: Places to Play Pickleball in Orlando
Tai Chi in the Garden
- Dates: Every Saturday, 10:30am-11:30am
- Location: Mead Botanical Garden, 1300 S. Denning Dr, Winter Park
- Cost: $15
A gentle exercise program that is composed of slow deliberate movements, meditation, and deep breathing to enhance health and well-being.
Cars and Coffee
- Dates: First Sunday of Every Month, 8am-10:30am
- Location: Cinépolis Luxury Cinemas Hamlin, 14111 Shoreside Way, Winter Garden, FL 34787
- Cost: FREE admission
Start the morning with Cars and Coffee, every first Sunday of the month!
For even more things to do in Orlando, check out these top stories:
- Best Orlando Spas for Couples
- Orlando’s Most Romantic Restaurants
- New Restaurants and Experiences in Orlando
Looking Ahead 2026
Paint-a-Planter
- Date: Wednesday, September 23, 2026, 6:30pm-8:30pm
- Location: BookBurn Cafe and Social, 2425 East South Street, Orlando, FL 32803
- Cost: $25
Join Craft Club Orlando for a cozy night of ceramic planter painting! This small group event is the perfect opportunity to meet fellow local crafters!
Forks Forever: A Twilight-Inspired Market
- Date: Saturday, September 26, 2026, 12pm-5pm
- Location: Farm Nine, 4 S Tubb St, Oakland, FL 34760
- Cost: FREE admission
Enjoy a curated lineup of local vendors with Twilight-inspired merch, including tattoos on site, live art portraits, free sparkle freckle tattoos while supplies last, custom photo strips at the @virgosmediaclub from 12pm-3pm, Twilight-inspired food + beverage specials, and plenty of reasons to spend the afternoon pretending Central Florida is actually Forks, Washington.
Sketchbook Club: An Evening of Figure Drawing
- Date: Monday, September 28, 2026, 6:30pm-8:30pm
- Location: The Neighbors Orlando, 3201 Corrine Dr Ste 201, Orlando, FL 32803
- Cost: FREE admission
The Sketchbook Club figure drawing experience is designed to be a playful indulgence. You’ll have two hours to relax and explore your creativity with no pressure or expectations, no screens or work. Just a safe space, great music, and a room full of creative energy.
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