Best of May: 50+ Upcoming Orlando Events for Date Night

Events in orlando - Orlando International Fringe Theatre Festival

It’s official – spring is in full swing, complete with a myriad of activities to enjoy with your honey. From a number of creative food pairings to outdoor movies, Orlando Fringe, and MegaCon, our monthly event listing is sure to fill up your calendar. Here’s our monthly guide to the best upcoming Orlando events for date night this May.

May 1 – 5

It Is Here – It’s Always Winter Here at IceBar
April 13-May 18
IceBar Orlando
Special Game of Thrones inspired secret drink menu, nightly GoT trivia, live ice carvings every Saturday, entertainment from live DJs and more. 
FREE Admission

Reyes is turning TWO!
April 30-May 4
Reyes Mezcaleria
Celebrate Reyes’ 2nd birthday with $5 food and drink specials all day, every day from Tuesday, April 30 through Saturday, May 4!
FREE Admission; food and drink exrtra

Frozen margarita | Image credit: Reyes Mezcaleria

Orlando Story Club: What a Rush
Wednesday, May 1, 7-10pm
The Abbey
OSC is a live storytelling competition which takes place at The Abbey in downtown Orlando. Anyone can enter by
putting their name in the story hat, where 10 names will be randomly selected to compete. Each storyteller is
given 5 mins to impress the audience and the top 3 tellers take home prizes. All proceeds benefit local charities. This month’s theme is What a Rush!

Vegan Pop Pastries and Beer Pairing
Thursday, May 2, 6:30-7:30pm
Orlando Brewing
Enjoy four mini vegan, CAYCAKES pop-tarts paired with four, preselected 5oz. organic beers.

1st Thursdays: Steampunk Revolution
Thursday, May 2, 6:30-9pm
Orlando Museum of Art
From 6-9 pm on the first Thursday of each month, Central Florida has an opportunity to discover local artists, listen to live music and mingle with an eclectic mix of people. There are cash bars serving wine, beer, soft drinks and water, and café offerings from area restaurants.

TasteMaker Wine Dinner featuring The Prisoner Wine Company
May 2 and 5
Ruth’s Chris Steakhouse, various locations
A five-course pairing menu full of adventurous dishes — from Chilled King Salmon to Duck Potstickers and Pears poached in wine for dessert, paired with wines from The Prisoner Wine Company.

Truffles & Bubbles 
May 3, 10, 17, 24, 31; 7-8:30pm
Peterbrooke Chocolatier of Winter Park
Each attendee will enjoy: 2 glasses of bubbles, chocolate dipped strawberry, limited edition truffles AND dip and take home a gift box of eight hand dipped, limited edition truffles ($16 value) in flavors of your choosing  .Advanced reservation is required; call 407-644-3200 or email

Image credit: Peterbrooke Chocolatier of Winter Park

First Friday de Mayo
Friday, May 3, 5:30-9:30pm
New Broad Street, Baldwin Park
Cinco de Mayo themed street festival with live music, artist/vendor booths, food, and libations.
FREE Admission

Jake’s Beer Festival
Friday, May 3, 6:30-9pm
Loews Royal Pacific Resort at Universal Orlando
Enjoy tasty bites that include fresh-baked mini pretzels, chicken and waffles, lamb sliders, salmon poke and more. Plus, get a taste of 50+ beers from more than two dozen local and regional breweries.

Victor Manuelle: 25/7 Tour
Friday, May 3, 8pm
Hard Rock Live Orlando
Tickets start at $59

Movie Night at Leu Gardens: Crazy Rich Asians
Friday, May 3, 8:30pm
Leu Gardens
This month’s outdoor movie is Crazy Rich Asians. The gardens open at 6 and the movie begins at 8:30. Outside food and alcohol are permitted – enjoy responsibly!
$6; free for members

Orlando Events for September 2018
Leu Gardens movie night | Image credit: Leu Gardens

8th Annual St. Johns River Festival of the Arts
May 4-5
Historic Downtown Sanford
This is a Fine Arts & Fine Crafts event filled with artwork from some of the best artists across the country! See Art-in-Action from live artist demonstrations. Create your own piece of artwork at workshops scheduled during the weekend.
FREE Admission

Derby Hats & Afternoon Tea
Saturday, May 4, 2pm
Ritz-Carlton Orlando – Grande Lakes
Head to The Ritz-Carlton Lobby Lounge for a fun afternoon of Derby Hats and Tea on the day of the big race with a complimentary glass of champagne.
$65/person, Reservations required; 407-393-4648.

Manatee & Dolphin Encounter Paddle & A Pint
Saturday, May 4, 10am
Playalinda Brewing Company – Hardware Store
Get up close and personal with some of Florida’s most personable wildlife! Join Playalinda Brewing Company and A Day Away Kayak Tours for a Paddle & A Pint taking in some of the most memorable characters in the Indian River Lagoon! Ticket includes a 90-minute kayak tour, followed by a Playalinda beer with your fellow paddlers at Playalinda Brewing Company – Hardware Store.

4th Annual Juleps & Jockeys – Kentucky Derby Sanford Style
Saturday, May 4, 3pm
Celery City Craft
Food, drinks, music and contests (Best Hat & Best Dressed in several categories), gambling (Casino & Black Jack Tables for charity (but awesome prizes to be won!) and of course horse racing (watch the race on the patio flat screen TVs!)
FREE Admission

Kentucky Derby Viewing Party Featuring “The Run for the Rosé”
Saturday, May 4, 11am-12am
Boxi Park Lake Nona
Featuring Boxi Park’s “Run for the Rosé” the debut of the Tavistock Reserve Collection Rose, plus Boxi Park Southern Favorites Ginger Bourbon Lemonade and Kentucky Derby Mule. Live Bluegrass Music Starting at 11am.
FREE Admission

Derby Day Orlando 2019
Saturday, May 4, 3:30pm
Ember Orlando
Ticket price includes: unlimited drinks, food, red carpet, entertainment, contest entries, music, games and raffle prizes to knock your hat off.
$65 and up

May the Fourth Be With You
Saturday, May 4, 6-10pm
Audubon Park Garden District
In addition to the May the Fourth Sip and Stroll with Rogue Beer, Mai Tai Fighter cocktail sampling and more, there will also be a Bicycle Drive In with a showing of The Force Awakens outside on a big screen on the Little League outfield (behind Redlight Redlight) and a free costume contest.
FREE Admission for the movie screening; Sip and Stroll is $15 – $75

Audubon Park May the Fourth Be With you Stroll
May the Fourth Be With You Stroll | Image credit: Audubon Park Garden District

Night of Music
Saturday, May 4, 6:30-9pm
Kissimmee Civic Center
Enjoy a family-friendly musical evening in Historic Downtown Kissimmee featuring a unique fusion of classical music and cutting-edge effects from featured artist, Violectric. There will also be a joint performance with Violectric and students from the Osceola School for the Arts. This year’s theme is “May the fourth be with you” with songs that are sure to remind you of your favorite lightsaber wielding characters.
FREE Admission

Soul Legends: From Marvin Gaye to Pharrell presented by Orlando Philharmonic Orchestra
Saturday, May 4, 8pm
The Springs Community, Longwood; SR 434, 1 mile west of I-4
Orlando Philharmonic Orchestra with Music Director Eric Jacobsen and world-class touring act Jeans ‘n Classics performing a musical outdoor celebration featuring 50 years of brilliant R&B, Motown, Funk, Disco, and Pop. The Philharmonic is excited about the program, Soul Legends, and having world-class touring artists Jeans ‘n Classics back with the Philharmonic on Saturday, May 4 at 8 p.m. at the beautiful Springs Community in Longwood, Fla.

Central Florida Drum Circle
Saturday, May 4, 8pm
Orlando Brewing
The Central Florida Drum Circle exists to promote and connect people of all ages, religions, cultures, and walks of life to the various rhythm and sound healing events taking place in and around Central Florida. Bring out your favorite drum and jam with the community.
FREE Admission

Kentucky Derby After-Party
Saturday, May 4, 8pm-12am
The Alfond Inn
See the Derby hats and dance the night away at the Official Kentucky Derby After Party. DJ Joe Magic will be spinning for the after party 8:30 pm – 12 am, and guests can take advantage of complimentary valet.
FREE Admission

Learn 2 Curl/Open Curling w/ Orlando Curling Club
May 4, 11, 18, & 25, 10pm-1am
RDV Sportsplex
Learn to Curl with the Orlando Curling Club for a beginners curling class and open curling! No prior curling experience is required, and we provide all of the equipment. Just dress warmly!
$40 for non-members and $35 for Orlando Curling Club members

Cinco de Mayo at Nona Adventure Park
Sunday, May 5, 10am-8:30pm
Nona Adventure Park
Enjoy the evening while you listen to great music and enjoy a beautiful sunset on the lake. Special food and beverage options will be available onsite at Splashes Bistro and Snack Bar, along with face painting and entertainment!

Rocco’s Cinco de Mayo Block Party
Sunday, May 5, 11am-2am
Rocco’s Tacos and Tequila Bar – Orlando
Kicking off at 11 am, guests can enjoy incredible drink specials on Mexican beers and Margaritas, Rocco’s Tacos signature tacos, prize giveaways, live music and of course free tequila pourings by Rocco himself. Bring your dancing shoes because the Leonard Brothers Band is taking the stage for Cinco!
FREE Admission

Boxi Park Cinco de Mayo Celebration
Sunday, May 5, 11am-10pm
Boxi Park Lake Nona
Live music all day beginning at 1pm, kids activities, live music and wandering Mariachi band, Hornitos Tequila margarita tap takeover and more.
FREE Admission

Chihuahua Cha-Cha
Sunday, May 5, 12-4pm
Crooked Can Brewing Company
Come celebrate Cinco de Mayo with us on Sunday, May 5, 2019 as adorable chihuahuas lineup to Run for the Rescues’ at this unique one-of-a-kind event to support A Cause 4 Paws Rescue.
FREE Admission

Cinco de Mayo Party at ICON Park
Sunday, May 5, 12-11pm
The annual Cinco de Mayo Party at ICON Park will feature authentic Latin dishes, drinks, live entertainment, a Mariachi band, activities, and a taco eating competition where you have to take tequila shots in between each taco.
FREE Admission

Image credit: ICON Park

Liquid Sunday Pool Party
Sunday, May 5, 1-5pm
Hard Rock Hotel Daytona Beach
Beach Balls, Floaties, Beer Pong, Corn Hole, Pool Volleyball, Games & Prizes & Much More!! Let loose and lounge poolside every first Sunday of the month. House vibes with A-list DJ’s who get the party going while you sip luxe libations and dance to the beat.
$15 – $20; ladies in free for the first hour

Cinco de Mayo! Winery After Hours Party
Sunday, May 5, 6-11pm
Lakeridge Winery
This special after hours event will be held in the winery’s Wine & Cheese Bar with live music by Ronnie Duncan. Your favorite Lakeridge wines by the glass, a selection of domestic and import beers, and of course our delicious cheese plates will all be available for purchase at the event.

Indigo Girls
Sunday, May 5, 8pm
Dr. Phillips Center for the Performing Arts
Tickets start at $34.50

May 6 – 12

Gator Week
May 6-11
Wild Florida
Enjoy a week full of gator-themed activities and demonstrations. Wild Florida will also be offering everyone free admission to their Gator Park during Gator Week.
FREE Admission

Upcoming Orlando Events for May 2019 - Gator Week at Wild Florida
Image credit: Wild Florida

Mini (4-Week) Learn to Skate Session 
May 7, 8 & 18
RDV Sportsplex
Learn to Skate classes for adults are from 6:00-6:45pm on Wednesday evenings and from 12:05-12:50pm on Saturday afternoons.
$65 for four group classes. Skate rental not included

Wine Dinner: Rare Italian Varietals
Tuesday, May 7, 7-10pm
VINIA Wine Bar
Head to this new wine bar in Winter Park and discover 4 rare grapes: Trebbiano di Lugana, Pugnitello, Sagrantino and Nero d’Avola paired with food and also includes dessert.

Tom Jones
Wednesday, May 8, 8pm
Dr. Phillips Center for the Performing Arts
Tickets start at $49.50

May 9-10, 7:30pm
Northland Church; 530 Dog Track Road, Longwood
Combining show-stopping production numbers from stage and screen, selections from classical music’s greatest composers, and timeless songs from the past 100 years, this immersive, visually striking extravaganza will be unlike anything you’ve seen from CFCArts before. Join the nation’s largest community choir, members of Central Florida’s largest symphony orchestra, as well as the talented CFCArts Dance Company as they dream big through music’s greatest hits!

Sanford De Mayo
Thursday, May 9, 5-8pm
Sanford Welcome Center
Central Florida’s largest recurring monthly street party in Historic Downtown Sanford. Festival goers come to celebrate the community and local artistry, and to partake in an evening of music, food, craft beers, and shopping.
FREE Admission

Live + Local featuring the Midnight Ramblers
Thursday, May 9, 6-8
Crescent Park in Laureate Park
Bring your friends + family to Crescent Park in Laureate Park on Thursday nights for a local market and stay for live music featuring local musicians.
FREE Admission

Thornton 2nd Thursday Wine & Art Walk
Thursday, May 9, 6:30-9:30pm
Thornton Park District
Art walk featuring over 25 places to stop for a tasty libation along with art vendors, live music, DJ’s, and more.
$15 (cash only)

Wine, Cheese, & Chocolate: Perfectly Paired w/ The Tasty Trio
Thursday, May 9, 7-9pm
Quantum Leap Winery
Learn by doing– taste and experience how wine and food interact through the thoughtful pairings of 5 wines, 4 cheeses, and 4 Peterbrooke Chocolatier of Winter Park chocolate confections.

Image credit: Lisa Will

Popcorn Flicks in the Park: Batman: Mask of the Phantasm
Thursday, May 9, 8pm
Central Park, Winter Park
These films are usually held on the second Thursday of each month in Winter Park’s beautiful Central Park and they are FREE and open to the public. Bring a blanket, a picnic or snacks, and some family and friends.
FREE Admission

RDV Movers and Shakers
Thursday, May 9, 6:30-9:30pm
RDV Sportsplex
Challenge yourself in one of 8 of our most popular group fitness classes before you sip fine wine, craft cocktails, and craft beer, eat delicious food from Orlando’s trendiest restaurants, and shop a silent auction.

Art and Music in the Park and Food Truck Bazaar
Friday, May 10, 6-9pm
Lake Concord Park
While listening to the music, you’ll be able to stroll through the park and shop at more than 20 local businesses and artisan booths selling jewelry, photography, paintings, and an assortment of other unique gifts and services.
FREE Admission

Jazz on the Vineyard Green
May 11-12
Lakeridge Winery
Enjoy a glass of Lakeridge wine and listen to live Jazz music on our outdoor stage by some the area’s most talented Jazz musicians. You can also enjoy more music inside at our popular the Wine & Cheese Bar along with complimentary Winery tours and wine tasting. Bring your lawn chairs and blankets and enjoy the day!

Mamaste Barefoot Yoga
Saturday, May 11, 8am
Ritz-Carlton Orlando – Grande Lakes
Start the weekend with a yoga session that will relax your body and mind, leaving you revitalized just in time to enjoy the Mother’s Day festivities. DaVinci Lawn (weather permitting)

Orlando Pottery Festival: Spring Festival & Arts Market
Saturday, May 11, 9am-5pm
Florida Army National Guard Armory, 2809 S Ferncreek Ave., Orlando
A new Spring Festival & Arts Market, featuring unique handmade ceramic gifts created by more than 35 talented local artists and a special Mother’s Day Eve Tea—served all day!
FREE Admission

College Park Spring Fest
Saturday, May 11, 5-11pm
Edgewater Drive, College Park
College Park Spring Fest (formerly Dancing on the Drive) will feature a festive and vibrant vibe along Edgewater Drive with live music, live painting, art installations, giant inflatable Twister, food trucks, a beer garden with local craft brews, and the local shops and restaurants open onto the street.
$10 minimum donation

Looking for Mother’s Day ideas? Check out our post on 10 Totally Awesome Things to do for her on Mother’s Day for brunches and ideas.

Jessie James Decker
Sunday, May 12, 8pm
Bob Carr Theater
Tickets start at $29.50

Sunday, May 12, 8pm
Dr. Phillips Center for the Performing Arts
Tickets start at $35

May 13 – 19

Wine, Wisdom, Words – Mary Alice Monroe
Tuesday, May 14, 6:30-8:30pm
Quantum Leap Winery
Author Mary Alice Monroe will be at Quantum Leap Winery for a book signing and discussion of her book Beach House Reunion. Ticket includes a glass of wine, cider or beer. Books must be purchased either at Writer’s Block Bookstore before or at the event.

Cult Classics: My Best Friend’s Wedding
Tuesday, May 14, 9:30pm

Enzian Theater | Image by @orlandoadventuring

May 14 – 19
Dr. Phillips Center for the Performing Arts
Various ticket prices 

28th Annual Orlando International Fringe Theatre Festival
May 14 – 27
14-day art festival featuring hundreds of shows throughout multiple venues in Orlando’s Loch Haven Park. Shows range from comedy to burlesque, music to drama, and everything in between.
Orlando Loch Haven Park
Fringe button $10/person; most shows $10/person

Image credit: Orlando Fringe

Crafting the Perfect Charcuterie
Wednesday, May 15, 6:30-8:30pm
The Ancient Olive
After Alyssa demonstrates how to build a picturesque charcuterie masterpiece, you will have the opportunity to build your own spread on a Florida-shaped cutting board that you get to take home! This class is BYOB, so come ready to learn and have fun! It will BRIE a fantastic night!

GRAND Orlando Premium Wine Tasting

ABC Fine Wine & Spirits – 2726 S. Orange Ave., Orlando
Wednesday, May 15, 6-8pm
Sample dozens of wines plus enjoy bites from local restaurants.
$15 (buy tickets here

Doughnut & Beer Pairing
Wednesday, May 15, 7pm
Orlando Brewing
Dig into sweet & savory organic mini doughnuts from Orlandough paired perfectly with four of our organic brews (5 ounces).

Image credit: Orlando Brewing

MegaCon Orlando 2019
May 16-19
Orange County Convention Center
The South East’s largest comics, sci-fi, horror, anime, and gaming event, attracting over 100,000 fans each year across four big days.
Tickets start at $20

Orlando Sentinel Unscripted: Gary John Bishop
Thursday, May 16, 5:30-8pm
Bush Auditorium Rollins College
In his New York Times bestseller “Unfu*k Yourself,” Gary John Bishop addresses the internal noise of judgment, opinion, reasons, fears, excuses and negative self-talk that far too often hold us back. In his new book, the straight-talking personal development expert delivers a no-holds-barred guide to breaking through our self-sabotaging behavior to get what we want out of life.
$30 (each ticket option includes a copy of the book “Stop Doing That Sh*t”)

Sunset at the Zoo
Thursday, May 16, 5:30-8pm
Central Florida Zoo
Take happy hour outside on the third Thursday of every month. Adults over the age of 21 can stroll through the Zoo enjoying live music, purchase some refreshing beer and wine, and meet animals up-close!

Sunset at the Zoo at Central Florida Zoo
Image credit: Central Florida Zoo

3rd Thursday Gallery Hop
Thursday, May 16, 6-9pm
Downtown Arts District Orlando
On the third Thursday of every month, thousands of visitors converge Downtown to celebrate art, music and business on an art walk to various locations including Redefine Art Gallery and CityArts Factory. Along the way, people partake in an evening of sights, sounds, food, and shopping.
FREE for members; $25 for non-members

Wine Quest 2019
May 17-18
Loews Royal Pacific Resort at Universal Orlando
Celebrate fine wines and craft spirits from around the world, delight in exquisite cuisine and partake in the silent and live auctions that benefit Quest, Inc. and all of the people we serve.

Evening Exchange at East End
Friday, May 17, 6-10pm
East End Market
Local market featuring live interactive workshops, trendsetting makers, culinary demonstration, specialty cocktails bars, food specials and more.
FREE Admission; workshops cost extra

East End Market
Image credit: East End Market

Wine Flight Friday
Friday, May 17, 6:30-8pm
K Restaurant
Wine Flight Friday is hosted on the third Friday of the month. K will be offering select K Favorites. You can expect one white and three reds. Located in the garden area.

Weekend Scavenger Hunt Experience **SOLD OUT**
May 17-19
Hyatt Regency Grand Cypress
We’re inviting 15 couples to join us for this epic weekend, complete with an interactive resort scavenger hunt experience, a group breakfast and dinner, a grand prize for the winning couple, plus overnight accommodations and a 2pm late checkout on Sunday.
$399 per couple (plus tax)

Hyatt Regency Grand Cypress pool

Nicky Jam Intimo Tour 2019
Friday, May 17, 8pm
Amway Center
Tickets start at $71

Mess Fest
May 18-19
Orlando Science Center
Roll up your sleeves and prepare to make a mess with Orlando Science Center during Mess Fest! Children and adults alike will get elbows-deep in the gooiest, slimiest, most colorful activities to splatter the Science Center.
$15.95 or free for members

Altered Identity Masquerade
May 18-19
The 10th Annual Official MegaCon After Party will feature DJs, performances, gaming, free photobooth, giveaways, stage games, body painting, cosplay, celebrities, and more.

Orlando Book Festival
Saturday, May 18, 10am-5pm
Orlando Public Library
The Orlando Book Festival is a day-long celebration of books at the Orlando Public Library. Join us for panels, writing workshops, book signings, and more from bestselling authors from all over the country. Enjoy opening and closing keynotes from New York Times bestselling authors Daniel José Older and Delilah S. Dawson.
FREE Admission

8th Annual Swamp Sistas La La
Saturday, May 18, 3pm
Orlando Fringe
Join the Swamp Sistas as we celebrate our FREE 8th Annual Swamp Sista La La on the Orlando Fringe Outdoor Stage in Orlando Loch Haven Park. At this FREE event, we will be raising money and awareness to help Second Harvest Food Bank of Central Florida feed kids in need this summer.
FREE Admission, party goers are encouraged to “toss something in the bucket” for the fund drive

Whiskey Tasting at K Restaurant
Saturday, May 18, 3-5pm
K Restaurant
With Spring in full swing, it is a beautiful time to enjoy sipping whiskey, scotch, and bourbon at our whiskey tasting.  Our chefs will be creating appetizers with our farm fresh seasonal ingredients to pair with a variety of whiskey. Call to book your space.

Beer ‘Merica Craft Beer Festival 2019
Saturday, May 18, 3-6pm
Gaston Edwards Park
Beer ‘Merica will bring together over 100 American craft brews in celebration of American Craft Beer Week on Saturday, May 18. Enjoy an afternoon with live music, delicious food, and complimentary craft brew samplings. Beer ‘Merica is dog friendly as long as they are on a leash.

Saturday, May 18, 5:30pm
Mad Cow Theatre
Join the NF Network and AdventHealth at Docs Rock for NF, a benefit concert for neurofibromatosis. Enjoy music and dancing with Stone Lotus, as well as entertainment for the kids in the new children’s theater. Come early before the show to enjoy food catered by 4Rivers Smokehouse and Jason’s Deli. Food will be available at 5:30, followed by the concert beginning at 6:30.

Runway to Hope Spring Soiree
Saturday, May 18, 6:30pm
Rosen Shingle Creek
The Runway to Hope Spring Fashion Soiree is the organization’s signature fundraising event of the year! The highlight of the evening is an inspiring and heartwarming fashion show featuring more than 150 incredible and brave children, all of whom are currently battling or have overcome their pediatric cancer. Modeling much more than clothing, these courageous children walk the runway hand-in-hand with one of our national and local celebrity escorts.

Full Moon Flower Paddle
Saturday, May 18, 7:30-9:30pm
The Waterfront Orlando
Paddleboard instructors will be in the water to lead the tour or you can explore on your own. Instruction will also be included for beginners.

Yoga Brunch
Sunday, May 19, 10am
Cocina 214 Daytona Beach
Head to Cocina 214’s Daytona Beach location for a yoga brunch on the lawn. Stay for lunch and get a free mimosa or 214 rocks margarita w the purchase of an entree.
FREE Admission; food prices vary

Special Spring Menu
May 19-26
Seasons 52; various locations
A special 3-course menu including an appetizer, entrée, and irresistible Mini Indulgence dessert featuring the
most colorful, flavorful, 100% fresh ingredients of the season.

May 20 – 26

Rooftop Wine Experience: New Wines of Paddlefish
Tuesday, May 21, 5-6pm
Paddlefish Orlando
Head to the 3rd deck for a monthly wine experience and discussion lead by our Sommelier team featuring wine flights from around the globe and light bites from the kitchen.

Orlandough X Greenery Creamery Vegan Pairing
Wednesday, May 22, 7-9pm
Greenery Creamery
Orlandough has prepared four unique vegan pairings for you with one extra special pairing that is made without gluten.
$6.50 each

Foundation of Aromas Class
Wednesday, May 22, 6-7:30pm
Quantum Leap Winery
The class will include a discussion around the science behind aromas in wine as well as smell (and sip!) 4 wines with aromatic components isolated.

Rooted: A Plant Based Chef Collaboration Dinner
Wednesday, May 22, 6:30-9pm
Reyes Mezcaleria
A plant based, chef collaboration tasting experience featuring the unique, seasonal flavors of Mexico. Guest Chef Shaun Noonan of Dixie Dharma will join Chef Wendy Lopez of Reyes Mezcaleria in creating an inventive, six course tasting menu. Guests will enjoy live entertainment throughout the evening and will begin with a cocktail reception at 6:30pm.
$125 with pairings; $95 per person without

Chef’s Night in partnership with Orange Appeal
Thursday, May 23, 6-9pm
Second Harvest Food Bank of Central Florida
This special Chef’s Night in partnership with Orange Appeal features five esteemed chefs sure to tempt your foodie tastebuds. The chefs featured will be: Chef Jason Wolfe of Cuisiniers Catered Cuisine and Events, Chef Scott Pizzo, Chef de Cuisine at Highball & Harvest, The Ritz-Carlton Orlando, Grande Lakes, Chef Anukul Hampton, Executive Sous Chef at Hilton Orlando Bonnet Creek and Chef Alberto Navarrete Arias of La Luce, and Rabii Saber, Executive Pastry Chef, Four Seasons Resort Orlando at Walt Disney World Resort.
$125/person; $235/couple

Wine Dinner
Thursday, May 23, 7pm
Pharmacy Orlando
Pharmacy Restaurant as will host wine maker Michael Kennedy as he presents carefully chosen wines from France, Oregon & Napa Valley. Michael will personally guide guests through a beautifully paired wine tasting with delicious foods prepared by Chef Loren Falsone.

Memorial Day Weekend Summer Kickoff Party with Live Band Karaoke
May 23 – 27
Boxi Park Lake Nona
Extended hours, live music, kids activities, food and drink specials, live band karaoke on Saturday at 6pm, and more.
FREE Admission

Crescent Cinema featuring LEGO Movie 2: The Second Part
Friday, May 24, 8-10pm
Crescent Park in Laureate Park
Step outside for our movie night in the park featuring the LEGO Movie 2: The Second Part.
FREE Admission

Rock N Blues Concert and Car Show
Saturday, May 25, 5-9pm
Lake Concord Park
This event will feature the “Who’s Who” in the Rock N’ Blues world including the sensational headliner, actress/singer/songwriter Dana Fuchs. Besides the music, there will be more than 100 classic cars, muscle cars, and hot rods for car enthusiasts to enjoy along with more than 20 food, beverage, and specialty vendors.
FREE Admission

Fun Spot America’s Wine, Food & Blues Festival
Saturday, May 25, 4pm
5700 Fun Spot Way Orlando
Grab your Wine Lanyard and lets sample at Fun Spot America Theme Parks. Try dishes from over 5 of the best Food trucks and enjoy 5 wine samples with your ticket. There will be 10 food trucks and more wine to sample for additional purchase. and live entertainment from 4pm-9pm.

Sanford Indie Market
Sunday, May 26, 11am-5pm
Tuffy’s Bottle Shop & Lounge
The Sanford Indie Market is a curated show that is held 4 times a year at Tuffy’s Bottle Shop and Lounge with vintage, art, handcrafted & boutique vendors as well as food, live music & libations.
FREE Admission

Orlando Carnival Downtown
Sunday, May 26, 12pm
Tinker Field @ Camping World Stadium
Orlando Carnival Downtown is an annual event showcasing Caribbean culture through food, drinks, music, dance, and live performances by the biggest Caribbean artists. The free parade runs along Church St, from the Amway to Camping World Stadium.

Memorial Day at Highball & Harvest
Sunday, May 26, 5:30-9pm
Highball & Harvest
Enjoy a special a la carte menu as well as holiday-inspired dishes paired with hand crafted cocktails.
Prices vary. Reservations required, call 407-393-4648.

May 27 – 31

Ariana Grande: Sweetener World Tour
Wednesday, May 29, 7:30pm
Amway Center
Tickets start at $61.95

Cherry Bomb Burlesque
Thursday, May 30, 7pm
The Abbey
Cherry Bomb is an American Neo-Burlesque all female show that bridges sensuality and artistry – a blend of satire, performance art, and adult entertainment featuring striptease and broad comedy acts. Though based on the traditional Burlesque Art, the new form encompasses a wider range of performance styles.

Cherry Bomb Burlesque Orlando
Image credit: Cherry Bomb Burlesque

Tipsy Brownie Pairing
Thursday, May 30, 7pm
Orlando Brewing
Handcrafted Brownies made with liquor! Tasting includes four 5oz. Organic Beers and four Tipsy Brownies.

Chef Night with Hunger Street Tacos
Thursday, May 30, 6-8:30pm
Edible Education Experience
Take a trip to Oaxaca, Mexico, and help prepare some dishes from the regional cuisine of Mexico.

Spanish Tapas Cooking Class- From Barcelona to Salamanca!” with award winning Chef Susan Ytterberg – FEATURED EVENT
Friday, May 31, 5pm
Emeril Lagasse Foundation Kitchen House & Culinary Garden
Learn to create the sensational dishes that make Spanish Tapas so memorable! Join Chef Susan Ytterberg for this hands-on & Chef demo cooking class.
Pappas Bravas- Classic Fried Potato Cubes with Tomato Sauce
Manchego Cheese Bites & Olives Marinated in Orange Zest & Olive Oil
Gambas al Pil Pil- Sizzling Shrimp with Garlic served with Crusty Bread Slices
Tortilla Espanola- Spanish Potato Omelette
Jamon with Carmelized Onions and Tomato Rubbed Bread
Spanish Fritters with Almonds & Orange

Florida Prize in Contemporary Art Opening Night Preview Party
Friday, May 31, 6-10pm
Orlando Museum of Art
The ticketed event will feature a sampling of the culinary artistry of Orlando’s most sensational restaurants and caterers sponsoring the event, each offering dishes inspired by the 10 Florida Prize artists. Guests can also enjoy beer, wine and specialty cocktails from our beverage sponsors, mingle with the artists, listen to great live music, explore the exhibition and create the best social/cultural mix to be experienced in the state.

Wine Lounge: A Night of Jazz and Tastings
Friday, May 31, 6-10pm
Lakehouse (Lake Nona)
Experience the private Tavistock Wine collection like never before. Featuring six unique blends paired with artisan cheeses, specialty chocolates, and chef inspired food tastings.

*Adults-Only* Science Night Live

Saturday, June 1, 8:00–11:30pm
Orlando Science Center
Enjoy everything you love about Orlando Science Center… without the kids! Special programming is designed just for adults. Call the babysitter and grab your friends, because you’re not going to want to miss this! Featuring newest traveling exhibit Teenage Mutant Ninja Turtles, workshops in The Hive and experiments in Dr. Dare’s Lab, plus a special guest speaker, entertainment and so much more!

science night live orlando

Check out our guide to the Top Orlando Events for 2019 for more ideas.


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Feature image credit: Orlando Fringe

Disclosure: Some of the events mentioned in this post are hosted by some of our valued advertising partners.

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