Spring is here, and this weekend's weather looks great for some outdoor dining. Let's take a look at the best events and things to do 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!

The Pin-Up Girls

Dates: Now through April 25, 2026, Showtimes: 2pm matinee Wed – Sun / 7:30pm Fri & Sat
Location: Winter Park Playhouse in the Mandell Theater at Orlando Shakes

Southeastern Regional Premiere! From The Andrews Sisters to hip-hop and from Gershwin to Beyonce, The Pin-Up Girls sing a cavalcade of hits inspired by letters home from the troops overseas! While singing at a local VFW hall, the ladies stumble across a huge stash of letters dating back 100 years. Inspired by what they find – funny, sexy, romantic and poignant – they put on a show that celebrates the men and women who fight to defend our country; Tickets $20 -$47.

The Pin-Up Girls at The Winter Park Playhouse

Events This Week: Things to Do April 27 – May 3, 2026

House Number Mosaic Workshop

Date: Monday, April 27, 2026, 7pm-9pm
Location: Forward/Slash Distillery, 650 S Capen Ave, Winter Park, FL 32789
Cost: $45, all supplies included

Make your house number the cutest on the block with this mosaic workshop. All supplies included.

Paint & Sip

Date: Tuesday, April 28, 2026, 5pm-7pm
Location: Great Southern Box Company, 2105 N Orange Blossom Trl, Orlando, FL 32804
Cost: $40, includes a free drink

Grab your friends, sip on something delicious, and create your own masterpiece—no experience needed!

Trope Night: Candle Making + Speed Dating with Books

Date: Wednesday, April 29, 2026, 12pm-9pm
Location: Authentic Books, 1815 N Orange Ave, Orlando, FL 32804
Cost: $45 for 1 ticket, $80 for 2 tickets

Join for Trope Night, an immersive evening where scent, story, and instinct collide. You’ll begin by choosing a candle scent inspired by a bookish trope; each blend has been curated to capture a specific mood or narrative pull. Once your path is chosen, the experience begins. Your selected scent will guide you into a curated set of books aligned with that trope, where you’ll take part in a “speed dating” style reading session, finding the stories that linger. Plus, enjoy a themed welcome drink upon arrival and a $5 Authentic Books gift card.

Taste of Baldwin Park Food & Wine

Date: Thursday, April 30, 2026, 6:30pm-9:30pm
Location: 4990 New Broad St, Orlando, FL 32814
Cost: Tickets starting at $75.45

Taste of Baldwin Park offers an unforgettable experience for food and wine lovers! Sip and savor your way through over 65 top restaurant and beverage brands while enjoying live music on multiple stages. Ticket covers the full event experience, including food, drinks, wine & entertainment: Both General Admission and VIP tickets available. 21 and over event. No pets. Tickets benefit Caring by Sharing United Inc, a local 501c3 nonprofit.

May Ladies Craft Night Out

Date: Friday, May 1, 2026, 7pm-9pm
Location: Ex Animo Creations, 1032 New York Avenue, St. Cloud, FL 34769
Cost: $39.19, includes materials and mini charcuterie box

Enjoy a night out and create your own mini charcuterie box from Gather & Graze.

Really Free Market

Date: Saturday, May 2, 2026, 10am-1pm
Location: Festival Park, 2911 E Robinson St, Orlando, FL 32803
Cost: FREE

Join the community gathering where participants give away usable items, skills, food, entertainment, games, and more. Take all you want, give all you want. You don’t need to trade, barter, ask permission, feel weird, or anything. You also do not have to bring something to take something. Just come as you are, and have fun!

City of Longwood Free Family Luau

Date: Saturday, May 2, 2026, 4pm-8pm
Location: Reiter Park, 311 W Warren Ave, Longwood, FL 32750
Cost: FREE

Enjoy spectacular fire knife performances, a main stage show by Aloha Productions, live traditional Hawaiian music, and hula dancers from the School of Tahiti Tamure. Bounce houses, face painting, games, tropical drinks, Hawaiian foods, and more!

Best of Both Worlds Rave

Date: Saturday, May 2, 2026, 9pm-1am
Location: The Vanguard, 578 N. Orange Ave, Orlando, FL 32801
Cost: $22.41 general admission

It's a 20-Year Hannah Montana Nostalgia Celebration! This is a night for the generation that grew up on it. Expect Hannah Montana and Miley Cyrus hits all night long, from Best of Both Worlds and Nobody’s Perfect to Party in the USA, We Can’t Stop, and more — all in a room full of people who know every word. Whether you grew up on Disney Channel or became a fan later, this is your chance to relive it all in one place — louder, more fun, and surrounded by a crowd that gets it. Dress like your favorite era of Hannah or Miley — from Disney Channel glam to Bangerz chaos — or just come ready to sing every word. Bring your crew and get ready for a night of pure nostalgia.

Brick Fan Event – Orlando LEGO® Fan Experience

Dates: Saturday, May 2, 10am-5pm & Sunday, May 3, 2026, 10am-4pm
Location: Dezerland Park, 5200 International Drive, Orlando, FL 32819
Cost: Tickets starting at $15, Kids 3 & under FREE

Experience one of Florida’s largest LEGO® fan events featuring massive LEGO displays, hands-on building zones, interactive activities, STEM challenges, LEGO Masters guests, contests, vendors, and fun for all ages. Perfect for families, collectors, and LEGO fans. Tickets available now — sessions may sell out.

EPCOT International Flower & Garden Festival

Dates: Now through June 1, 2026
Location: EPCOT, 200 Epcot Center Dr, Lake Buena Vista, FL 32830
Cost: Included with park admission. A park reservation may be required, based on admission type.

The EPCOT International Flower & Garden Festival is here! The festival celebrates spring with fresh flavors, vibrant topiaries, live entertainment, and family-friendly fun. Enjoy gardens, unique exhibits, and living sculptures of Disney characters, as well as a butterfly observation, Blossoms of Fragrance, a whimsical playground at Playalong Bay, and Camp Get Out ‘N' Play Garden, a camp-themed garden.

Explore more: Springtime Festivals in Orlando

More Featured Events

Wantilan Luau

Weekly dinner show – Saturdays 6pm – 8:30pm
Loews Royal Pacific Resort at Universal Orlando
$99* Adults, $45* Children (ages 3- 9) -*Tax and ticketing fees apply

Get away to the islands with our festive Hawaiian feast and dinner show, featuring an authentic Polynesian fest, live island music, and captivating hula and fire dancers. The evening features a tropical, all-you-care-to-enjoy buffet. You may even get the chance to show off your own hula skills! It’s a true island party – perfect for a date night, special occasions and celebrations.

Tickets available here.

Orlando Events Wantilan Luau Loews Royal Pacific and Pig

All-New Warby Parker Store – Now Open!

Location: 7600 Dr. Phillips Blvd., Orlando 32819

New glasses (or sunglasses, or contacts!) are just a quick visit away. An all-new Warby Parker store is now open in Dr. Phillips – come say Hi! Book an eye exam today.

Next Week: Things to Do May 4 – May 10, 2026

May the 4th Be With You Workout

Dates: Monday, May 4, 2026, 5:30pm-8:30pm
Location: Tempra – Infrared Pilates and Sculpt Studio, 150 Cranes Roost Blvd #1210, Altamonte Springs, FL 32701
Cost: $45 general admission, FREE with verified health insurance

This is not your average workout night. Bring together movement, community, and creativity for one elevated evening you won't forget. Includes one 45-minute mat Pilates class, “Train like a Jedi,” all levels welcome. Enjoy galaxy-inspired bites, themed drinks, a diamond craft guided activity, yours to take home, a curated wellness goodie bag, and a social hour.

Sip & Social

Dates: Tuesday, May 5, 2026, 6pm-8pm
Location: City Food Hall, 1412 Alden Rd, Orlando, FL 32803
Cost: FREE admission

Join for a relaxed evening at City Food Hall, an open-air social space that is perfect for meeting new people and unwinding after the day. Grab drinks, hang out at the high top tables, and keep things easy and low-pressure. Whether you're coming solo or with a friend, this is a welcoming space to connect, chat, and just enjoy the night. No agenda, no awkward icebreakers, just good conversation and a great atmosphere.

Kaleidoscope 360° & Luminary Market – Movie Night: Inside Out 2

Dates: Wednesday, May 6, 2026, 5pm-9pm
Location: Luminary Green Park, 437 N Terry Ave, Orlando, FL 32801
Cost: FREE admission

Explore 20-25 unique vendors featuring local favorites and curated goods, supporting Creative Village’s vibrant community. Plus, enjoy the free movie, “Inside Out 2,” with stunning LED visuals and immersive sound.

Weekly Ongoing Orlando Events

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!

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: Flamingo Crossings Town Center, 13200 Hartzog Rd, 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: 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.

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:

Looking Ahead 2026

Orlando Fringe 2026

Dates: May 12-25, 2026, 9pm-1am
Location: Lowndes Shakespeare Center, 812 E Rollins St, Suite 300, Orlando, FL 32803
Cost: Varies

The annual international theatre festival is back with 2 weeks of live entertainment, unique theatre experiences, visual art displays, kid-friendly shows and activities, and a celebration of independent artists. It is the oldest Fringe festival in the US and, with its lottery-based selection, offers a variety of experiences you won’t find anywhere else. 100% of ticket sales go to artists.

Island Nights Live! Edition

Date: Saturday, May 16 & August 15, 2026, 8pm-1am
Location: Reiter Park, 311 W Warren Ave, Longwood, FL 32750
Cost: $49.99 early bird admission

Adults ages 21+ can enjoy Orlando’s ONLY adult water park party, complete with a live DJ, glow foam party, drink specials, and exclusive access to Island H2O’s thrilling slides, lazy river, and wave pool at night! During Island Nights LIVE! Edition, get a special performance from Rick Ross on May 16, and Fat Joe on August 15!

Sip & Thrift

Date: Saturday, June 6, 2026, 12pm-5pm
Location: À La Cart – City, 274 N Orange Ave, Orlando, FL 32801
Cost: FREE admission

Get ready for thrifted gems, amazing food, drinks, a live DJ & nonstop vibes!

Brick Convention: LEGO Fan Event

Date: Saturday, June 6 – Sunday, June 7, 2026, 10am-1pm & 2pm-5pm
Location: Central Florida Fairgrounds, 4603 W Colonial Dr, Orlando, FL 32808
Cost: $17.46 for adults and children ages 3+, FREE for children 2 and under

BRICK CONVENTION is the Greatest LEGO® Fan Event on Earth and brings all of the creative hands-on, minds-on fun of LEGO® building and experiences together in one activity- and entertainment-packed family event for children of all ages and builders of all skills and interests. Meet professional LEGO artists, build with thousands of LEGO bricks, see massive LEGO models, and more! A portion of the proceeds from each Brick Convention is donated to Creations for Charity.

Anime Festival Orlando 2026

Date: Friday, June 19 – Sunday, June 21, 2026, 11am Friday through 6pm Sunday
Location: Rosen Plaza, 9700 International Drive, Orlando, FL 32819
Cost: $51.26–$158.78

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.

SAVE THE DATE!

The Winter Park Playhouse Announces 2026-27 Series of Professional Musicals!

Dates: New Season beginning August 7
Location: 711 North Orange Avenue, Winter Park

The Winter Park Playhouse is undergoing an extensive renovation made possible by a generous grant from Orange County. The beautiful new theater will open to the public in August 2026 with the launch of the 2026-2027 Series. Subscriptions are now on sale at winterparkplayhouse.org or call the Box Office at 407-645-0145.
Here's a sneak peak into the season:

August 7 – August 30: Never Can Say Goodbye: The 70s Beehive Musical
September 25 – October 18: The Rat Pack Lounge
November 20 – December 20: A Christmas Survival Guide

Taste! Central Florida

Date: Friday, August 28, 2026, from 6:30-11 p.m.
Location: Orlando World Center Marriott

Orlando World Marriott Center Taste! Central Florida is the region’s premier annual culinary and beverage tasting event, bringing together more than 80 of Central Florida’s top chefs, restaurants, and beverage experts for an unforgettable evening to include live entertainment, interactive revenue enhancers and a mission to combat hunger in our community. It stands out as one of the year's major fundraisers for Second Harvest Food Bank of Central Florida, and the Coalition for the Homeless of Central Florida, creating profound awareness and relief for the children in our community who face hunger on a daily basis. Every dollar raised stays within the community, ensuring children in Central Florida have access to the nourishment they need to thrive.

Taste! Central Florida returns this August 28 for an epic evening — Taste! Central Florida returns this August 28!

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