Such great weather to enjoy this weekend, so get outside and enjoy some outdoor dining, and there are plenty of classic date ideas to experience. Let's take a look at the best events and things to do this week.
Updated multiple times each week by Dani Meyering and Kelly Lamano Diaz
Featured Events
Giving an extra shoutout to the following events, which help us to bring this guide to you for FREE!
From My Hometown
- Dates: January 23 to February 21
- Showtimes: 2 p.m. matinees, Wed – Sun & 7:30 p.m. on Friday & Saturdays
- Winter Park Playhouse in the Mandell Theater at Orlando Shakes
- Cost: Tickets $20 – $47
It's the Southeastern Regional Premiere! This critically acclaimed Off-Broadway musical is a “rags to riches” tale of three young man just off the bus from their hit-record producing hometowns – Philly, Memphis and Detroit – as they meet at the world famous Apollo Theatre. The score features 60's and 70's R&B classic hits made famous by Otis Redding, Sam Cook, James Brown and more!
Harry Potter and the Cursed Child
- Dates: January 24 to February 15
- Showtimes: 1 p.m., 7 p.m., & 7:30 p.m.
- Location: Walt Disney Theater, Dr. Phillips Center
- Cost: Tickets start at $62.32
Join the next adventure and experience the wizarding world like never before with this record-breaking hit and winner of six Tony Awards including Best Play. “It’s one of the most defining pop culture events of the decade” (Forbes). When Harry Potter’s head-strong son Albus befriends the son of his fiercest rival, Draco Malfoy, it sparks an unbelievable new journey for them all—with the power to change the past and future forever. Prepare for a mind-blowing race through time, spectacular spells and an epic battle, all brought to life with the most astonishing theatrical magic ever seen on stage.
Lake Nona Live: Tribute Festival
- Date: Saturday, February 7, 2026, 1:00 p.m. – 11:00 p.m.
- Location: The Lawn at Boxi Park, Lake Nona
One stage. Endless hits. One unforgettable day.
Lake Nona Live: Tribute Festival delivers a full day of live music celebrating some of the most iconic artists of all time. This all-day outdoor event brings together top tribute bands performing hits from Taylor Swift, Fleetwood Mac, Zac Brown Band, Santana, Queen, and the Red Hot Chili Peppers.
Set on the Lawn at Boxi Park, guests can enjoy nonstop performances alongside great food, drinks, and interactive experiences, making it a lively, high-energy way to spend a Saturday in one of Orlando’s most vibrant neighborhoods.
5th Annual Strawberry Festival at Amber Brooke Farms
- Weekends Feb 14-Mar 1, 10am-6pm
- Amber Brooke Farms, 36111 N CR 44A, Eustis FL 32736
Celebrate the sweetness of the season at Amber Brooke Farms’ Annual Strawberry Festival! Enjoy fresh U-Pick strawberries, delicious farm foods, live entertainment, and endless family-friendly activities. Explore photo ops, hayrides, jump pillows, games, and farm animal encounters. Enjoy the day, sip seasonal drinks, and savor strawberry treats all day long. It’s the perfect way to make memories with family and friends surrounded by blooming fields, sunshine, and the freshest berries in Central Florida.
St. Augustine Spanish Food & Wine Festival
- Dates:
- Thursday, Feb. 19, 2026 Tapas, Wine & Spirits
- Friday, Feb. 20, 2026 Cava Reception & Wine Pairing Dinner
- Saturday, Feb. 21, 2026 Grand Tasting
- Location: Flagler College
- Cost: Tickets start at $100
The St. Augustine Spanish Food & Wine Festival is a celebration of Spanish wine, cuisine, and culture, honoring the city’s deep Spanish roots. Guests enjoy fine wines, authentic flavors, and live entertainment while supporting Flagler College Hospitality & Tourism Management students. All proceeds directly fund scholarships, study-abroad programs, and professional development opportunities.
Thursday night features Spanish-inspired cuisine and beverages in the heart of downtown St. Augustine. Friday night includes an evening of fine dining and music in the exclusive Ponce de Leon Hall Flagler Room and Solarium. Meanwhile, guests at Saturday's Grand Tasting will enjoy sampling 100+ Spanish wines set against the historic backdrop of Flagler College’s Markland House. New for 2026: Add an instructor-led wine seminar to your Grand Tasting ticket for an additional fee.
Lake Nona Art Festival
- Dates: Saturday, February 21, 2026 (10am-6pm) & Sunday, February 22 (10am-4pm)
- Location: Lake Nona Town Center
Experience a vibrant two-day art festival at Lake Nona Town Center in Orlando, Florida, on February 21 & 22. Explore a curated collection of local and national artists showcasing diverse art across mediums and styles, all available for purchase. Discover stunning paintings, sculptures, photography, and handcrafted jewelry that showcase exceptional talent and creativity.
Events This Week: Things to Do January 26 – February 1, 2026
Central Florida Breweries Table Tennis Tournament
- Date: Tuesday, January 27, 2026, 7pm-10pm
- Location: Home State Brewing Co., 16016 New Independence Parkway, Suite 100, Winter Garden, FL
- Cost: Free admission
The Central Florida Breweries Table Tennis Tournament returns as part of Orlando Beer Week with a high-energy night of ping pong, pints, and friendly competition. Local breweries and bottle shops go head-to-head for bragging rights while a DJ keeps the atmosphere lively, and a special tap takeover showcases favorites from the Orlando beer scene. It’s a fun, social event for craft beer fans looking to mix games, music, and community vibes.
Orlando Beer Week Green Bench Brewing Spotlight
- Date: Wednesday, January 28, 2026, 11:30am-11pm
- Location: À La Cart SoDo, 2207 East Michigan Street, Orlando, FL
- Cost: Free admission
Celebrate Orlando Beer Week with a Green Bench Brewing tap takeover at À La Cart SoDo. The St. Petersburg brewery is known for excelling across a wide range of beer styles, giving craft beer fans plenty to sample throughout the day. Stop by anytime for a laid-back beer spotlight featuring quality pours and a casual food hall atmosphere.
Avalon Park Stargazing Night
- Date: Thursday, January 29, 2026, 6pm-9pm
- Location: Avalon Park Town Park, 651 Avalon Park East Boulevard, Orlando, FL 32828
- Cost: Free
Join the Emil Buehler Planetarium at Seminole State College and the Central Florida Astronomical Society for a community stargazing night in Avalon Park. Guests are invited to observe the night sky through professional telescopes, learn from knowledgeable astronomy enthusiasts, and enjoy a relaxed, educational outdoor experience. This free, all-ages event is open to anyone interested in planets, stars, and celestial wonders.
Aquarius Party
- Date: Friday, January 30, 2026, 7pm
- Location: Dr. Drips Coffee Lounge, 1618 N Orange Ave, Orlando, FL 32804
- Cost: $15
Calling all Aquarians and fellow funky folks! Join for an epic dance and collective Birthday Party to honor all beloved Aquarians. There will be a DJ with bumpin’ tunes, a dancefloor, a Cacao Ceremony, and local vendors offering Henna tattoos, live art, and chair massages. Please dress up in your most outlandish attire, from futuristic galactic fashion to vintage bizarre.
Happy Goat Adventures Multi-Family Farm Yard Sale
- Date: Saturday, January 31, 2026, 8am-2pm
- Location: Happy Goat Adventures, 420 Spring Knoll Lane, Altamonte Springs, FL 32714
- Cost: Free admission
Spend a relaxed morning on the farm browsing a multi-family yard sale while meeting the friendly goats at Happy Goat Adventures. This casual, family-friendly event invites visitors to hunt for unique treasures, enjoy the outdoor setting, and say hello to the farm’s furry residents—all in a laid-back farm atmosphere that’s perfect for a weekend outing.
Cornhole Tournament
- Date: Saturday, January 31, 2026, Signup at 10am, Bags fly at 11am
- Location: Sunsational Farms Umatilla, 40541 Roger Giles Rd, Umatilla, FL 32784
- Cost: Blind draw tournament, buy-in $20 adults, $10 kids
It's a day full of family fun, delicious food truck meals, and helping keep the community dancing! This cornhole tournament will support Revolution Education & Performance Foundation.
Faded Kingdom Beer Festival – 2026
- Date: Saturday, January 31, 2026, 12pm-4pm
- Location: Tactical Brewing, Orlando, FL
- Cost: $55 with GA and VIP options
Faded Kingdom Beer Festival caps off Orlando Beer Week with a large-scale celebration of the local and national craft beer scene. Hosted by Tactical Brewing and Brewed Events, the festival features unlimited beer samples from more than 70 breweries, along with food vendors, a market-style block party atmosphere, and live armored combat.
Stargazing Night at Deviant Wolfe Brewing
- Date: Saturday, January 31, 2026, 7pm-9pm
- Location: Deviant Wolfe Brewing, Orlando, FL
- Cost: Free
Join the Emil Buehler Planetarium at Seminole State College and members of the Central Florida Astronomical Society for an evening of stargazing, drinks, and space-themed talks at Deviant Wolfe Brewing. Guests can look through telescopes, enjoy casual astronomy discussions, and explore a sci-fi art show with artwork available for purchase. This all-ages event is welcoming to families and space fans alike, blending craft beer, art, and outer-space curiosity in a relaxed setting.
Kitty Fest 2026
- Date: Sunday, February 1, 2026, 1pm-6pm
- Location: Tuffy's Music Box & Lounge, 200 Myrtle Ave., Sanford, FL 32771
- Cost: FREE
Calling all cat lovers! This cat party and artisan market is for you. You'll find cat-themed artisan vendors from Central Florida, local cat rescues with Liberation Cat House, Meow-a-oke & Karaoke hosted by Alt-Redo, a Kitty Hissing Booth photo op, a cat costume party (humans only), free crafts and art supply exchange, food by Burgerbach's, and more.
Snow Globe Terrarium Workshop
- Date: Sunday, February 1, 2026, 6pm
- Location: Palmer's Garden & Goods, 2611 Corrine Drive, Orlando, FL 32803
- Cost: $49.99
Join for the Snow Globe Terrarium Workshop during the first Sip ‘n Stroll of the year! Listen to live music, play in some Florida snow, and sip on your favorite beer and wines under the full Snow Moon! The workshop includes all supplies, five 2-inch terrarium plants, and someone guiding you through the process.
EPCOT International Festival of the Arts
- Date: January 16 – February 23, 2026
- Location: EPCOT, Walt Disney World Resort, 200 Epcot Center Drive, Lake Buena Vista, FL 32830
Celebrate creativity in all forms at EPCOT’s International Festival of the Arts, a 39-day seasonal event featuring immersive visual art installations, live performing arts, including the Disney on Broadway concert series, hands-on interactive experiences, and an international array of art-inspired culinary offerings.
Illuminate at Aquatica
- LAST CHANCE: Select nights through January 31, 2026, 6pm-10pm (last entry 9:15 p.m.)
- Location: Aquatica Orlando
- Cost: Separately ticketed event, $25 – $30
Illuminate transforms Aquatica into a glowing nighttime walk-through with towering lantern displays, themed zones inspired by water and nature, festive bites, s’mores by the fire, and specialty bars offering both cocktails and mocktails. It’s a relaxed, dry-walk holiday experience with plenty of space to stroll, take photos, and soak in the lights.
Next Week: Things to Do February 2 – February 8, 2026
Purses & Pints: A Happy Hour With Purpose
- Date: Friday, February 6, 2026, 4:00 pm – 7:00 pm
- Location: Three Odd Guys Brewing, 956 W. State Road 434, Longwood, FL 32750
- Cost: Free admission
Purses & Pints is a feel-good happy hour benefiting One Purse, a local nonprofit that empowers women rebuilding their lives after domestic abuse and trafficking. Enjoy your favorite pint while giving back by donating a gently loved brand-name purse, making a monetary donation, or shopping handbags that directly support scholarships and employment opportunities for women. Sip, shop, and support life-changing work during this elegant evening with a powerful purpose.
Paws in the Park
- Date: Saturday, February 7, 2026, starting at 10:00 am
- Location: Lake Eola Park, Downtown Orlando, FL
- Cost: Free, donations appreciated
Paws in the Park returns to Lake Eola Park as the largest pet festival in the country, bringing together animal lovers and their furry friends for a joyful day downtown. Enjoy the festive atmosphere while supporting Pet Alliance, Central Florida’s oldest and largest animal welfare agency, which provides shelter, medical care, and love to thousands of dogs and cats each year. Stroll the park, soak in the energy, and celebrate pets and the community that cares for them.
Home State Brewing 4th Anniversary Renaissance Faire Birthday Bash
- Date: Saturday, February 7, 2026, 4:00 pm – 8:00 pm
- Location: Home State Brewing Co., 16016 New Independence Parkway, Suite 100, Winter Garden, FL
- Cost: Free admission
Hear ye, hear ye! Home State Brewing celebrates four years with a Renaissance Faire–themed birthday bash packed with medieval merriment and modern-day fun. Enjoy live music from Celtic Mayhem Band, jousting, an anniversary barrel tapping, turkey legs fit for a king, face painting, a DIY flower crown station, inflatable axe throwing, laser wizardry from Chameleon Supply Co., and themed eats from Twisted Plates Food Truck. Don your finest garb and settle in for an afternoon of mighty pours, playful chaos, and a celebration worthy of the realm.
Virginia Drive Live
- Date: Saturday, February 7, 2026, 5:00 pm – 9:00 pm
- Location: Virginia Drive, Ivanhoe Village (from Orange Avenue to Mills Avenue), Orlando, FL
- Cost: Free to attend; $5 wristband for drink and food specials
Virginia Drive Live returns with Ivanhoe Village and Mills 50 teaming up for an evening of local art, shopping, food, and live music along Virginia Drive. Enjoy strolling the district as vendors line the street, featuring artists, retail shops, and tasty bites. Optional $5 wristbands unlock specials at select locations, with proceeds supporting local Main Street programs that help strengthen and amplify Orlando’s neighborhood business districts.
Love Your Library 2026: Boots and Books
- Date: Saturday, February 7, 2026, 7:00 pm
- Location: Winter Park Library and Events Center, Winter Park, FL
- Cost: $200
Love Your Library returns with a Wild West–inspired evening filled with spirited sips, hearty fixings, and boot-stomping fun. Enjoy high-country revelry with live music from Sean Holcomb and Henry Hood, try your hand at a mechanical bull challenge, browse a curated silent auction, and soak in the lively atmosphere—all in support of the Winter Park Library. Presented by AdventHealth, this festive night out blends community spirit with a little Western flair.
Monster Mart
- Date: Sunday, February 8, 2026, 12pm-6pm
- Location: Atomic Horror, 4805 E Colonial Dr, Orlando, Florida 32803
- Cost: FREE admission
Love is in the air, and Monster Mart is on the lot! Kick off your Valentine’s festivities at Atomic Horror. Monster Mart is a family (and pet!) friendly market. This market will feature a variety of vendors, food trucks, games, themed photo ops, and more.
Weekly Ongoing Orlando Events
Wine Wednesdays at NORMAN’S Orlando
- Dates: Wednesdays from 5:30pm-7:30pm
- Location: 7924 Via Dellagio Way, Orlando, FL 32819
Head to NORMAN’s on Wednesdays for summer specials featuring 30% off select bottles of wine, curated by their Sommelier! Plus, try their new “Flights & Bites” offering hand-picked Red, White, and Sparkling Wines paired to complement the Chef-curated Bites Menu. You can also book a 15-minute tasting session with our Sommelier to learn about wines, regions, and pairing suggestions (complimentary tastings included). Can’t go on a Wednesday? NORMAN’S offers daily Happy Hour from 5-7 p.m. with dinner available until 10 p.m.
Cirque du Soleil “Drawn to Life”
- Dates: Wednesdays – Sundays
- Location: Cirque du Soleil Orlando, 1478 Buena Vista Dr, Lake Buena Vista, FL 32830
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.
TPD Night Market
- Dates: Thursdays, 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!
Makers Market at Forward/Slash Distillery
- Date: The Last Saturday of Every Month, from 2pm-6pm
- Location: 650 S Capen Ave, Winter Park, FL 32789
Support your local Orlando makers at Forward/Slash Distillery’s monthly Makers Market. Hosted by Orlando Local Makers, this event features the best of vendors who craft and make various items, goods, trinkets, and gifts. Food will be served by Bien Fuego BBQ for some light bites while you shop. Free to attend!
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: Every Saturday, 1pm & 3pm
- 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.
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
Time to make those Valentine's Day 2026 plans!
Matcha Fest
- Date: Saturday, February 21, 2026
- Location: Wall Street Plaza, Downtown Orlando
- Cost: Tickets start at $8.43
Attention, matcha lovers! Orlando will be the first stop on the National Tour for Matcha Fest! Enjoy matcha drinks, vendors, art, community vibes, and a full day celebrating all things green.
The Packing District Live!
- Date: Saturday, February 28, 2026, 5:00 pm – 10:00 pm
- Location: Great Southern Box Co. Food Hall, Orlando, FL
- Cost: Free
The Packing District Live! is a free outdoor community concert featuring live performances by Ramona + The Riot, Sean Holcomb, Mr. Richard, and DJs throughout the evening. Enjoy live music alongside food and drinks from the Great Southern Box Co. Food Hall and Walter’s Tavern. With a relaxed, neighborhood vibe and free parking available, it's an easygoing night out centered around live entertainment and community connection.
20th Annual Wekiva Paint Out
Date: Monday, February 23 – Saturday, February 28, 2026
Location: Wekiva Island
Cost: Varies by event; general viewing is free
The Wekiva Paint Out celebrates its 20th year as a beloved plein air art tradition showcasing the natural beauty of the Wekiva River and surrounding landscapes. World-class artists paint on location throughout the week, allowing visitors to watch the creative process in real time, tour gallery displays, and purchase artwork directly from the artists. Proceeds from the event benefit local conservation nonprofits, including Keep Seminole Beautiful and the Wekiva Wilderness Trust, helping protect the area’s natural resources.
Panda Fest
- Dates: Friday, February 27, 4pm–10pm, Saturday, February 28, 10am–10pm, and Sunday, March 1, 2026, 10am–8pm
- Location: Festival Park, 2911 E Robinson St, Orlando, FL 32803
- Cost: $10 Early Bird tickets through January 18, $14 General Admission
Explore a culinary journey across Asia with more than 80+ food vendors and food trucks offering 200+ dishes from China, Japan, Korea, Thailand, Vietnam and beyond. From authentic street food to creative fusion bites, there’s something for every palate. In addition to the food, browse a curated marketplace of 20+ vendors offering crafts, clothing, accessories and artisan goods inspired by Asian heritage. Traditional arts like calligraphy, sugar painting and paper cutting will be featured alongside modern K-pop dance routines, lion dances, theatrical performances, and more. And of course, pandas take center stage, including a 15-foot inflatable panda, a panda bounce ring and themed treats, souvenirs and games galore.
Anime Festival Orlando 2026
- Date: Friday, June 19 – Sunday, June 21, 2026, 11 am Friday through 6 pm Sunday
- Location: 9700 International Drive, Orlando, FL 32819
- Cost: $45–$140 plus fees
Anime Festival Orlando celebrates its 25th year as Central Florida’s favorite local anime convention, bringing fans together for a full weekend of Japanese pop culture, cosplay, and immersive entertainment. The event draws anime, manga, and gaming enthusiasts from across the region for a vibrant, fan-driven experience.
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