If you've been patiently awaiting Cinco De Mayo in Orlando (or as I like to call it, Cinco De Drinko) then don't worry because the wait is finally over! This weekend, expect to see the streets of Downtown Orlando filled with sombreros, mustaches, and lots of tequila! Wall Street Plaza will be having Block Parties every night this weekend with Mexican themed drink specials, and Orlando Pub Crawl will have its annual Might as well be Cinco Pub Crawl, hitting 4 awesome bar locations in the city. And if for some reason tacos and tequila aren't really your thing, check out some other fun events happening in our weekly list of things to do in Orlando.

Orlando Nightlife 

Cinco De Mayo Block Parties

When: Saturday, May 4th at 8:00 PM & Sunday, May 5th at 12:00 PM

Where:  Wall Street Plaza

The biggest and the best Cinco de Mayo fiesta in Downtown Orlando is on Wall Street Plaza! Party with live music, drink specials, Mexican food, mariachi bands, mustaches, sombreros, JELL-O shots, piñatas, and more! Celebrate all weekend with Cinco parties on both Saturday 5/4 and Sunday 5/5. 

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Might as well be Cinco Pub Crawl

When: Saturday, May 4th at 8:00 PM

Where:  Sideshow | Wall Street

That’s right OPC crawlers it might not be Cinco but it might as well be. Time to celebrate America’s (we mean Mexico’s) favorite holiday. All of the usual specials and 4 free drinks will be included along with all of the craziness of Cinco De Mayo in Orlando. Grab your sombreros, mustaches, and ponchos and let's crawl Mexican style!

Road to Rare w/ Carnage & Special Guests

When: Saturday, May 4th at 9:00 PM

Where:  Celine Orlando

Carnage is an EDM DJ and a record producer that is known for his performances at major music festivals such as Ultra Music Festival and Tomorrowland. He will be taking the stage at Celine this Saturday night, and will be joined by some special guest performers. Make sure you get your tickets now so you don't miss out on this live event!

Family Friendly Events in Orlando 

First Friday de Mayo

When: Friday, May 3rd at 5:30 PM

Where:  Baldwin Park First Friday Festival

This free festival celebrates the normal First Friday of the Month with Cinco de Mayo. A portion of New Broad Street will be closed to thru traffic and attendees will be able to stroll the festival, taking advantage of the live music, artist/vendor booths, food, and libations. 

Taste Of Haiti Orlando - Food & Cultural Expo

When: Saturday, May 4th at 2:00 PM

Where:  Eagle Nest Park

Come explore, experience, and sample the culture of Haiti at the Taste of Haiti Orlando Food & Cultural Escape. This event is set to offer the foodie and culture enthusiast in all of us a day of art and music, as well as activities, dances, contests, and tournaments with something to do for the entire family. 

8th Annual St. Johns River Festival of the Arts

When: Saturday, May 4th at 10:00 AM & Sunday, May 5th at 10:00 AM

Where:  Historic Downtown Sanford

Join the 8th Annual St. John's River Festival of the Arts on Saturday, May 4th from 10am-6pm and Sunday, May 5th from 10am-5pm on the beautiful brick streets of Historic Downtown Sanford. This is a Fine Arts & Fine Crafts event filled with artwork from some of the best local artists across the country! See Art-in-Action from live artists demonstrations and create your own piece of artwork at workshops scheduled during the weekend. 

Sporting Events in Orlando 

Orlando Solar Bears vs. Florida Everblades

When: Friday, May 3rd at 7:00 PM 

Where:  Amway Center

Cheer on your Orlando Solar Bears as they take on the Florida Everblades in the South Division Finals right here in Downtown Orlando!

Orlando City SC vs. Toronto FC

When: Saturday, May 4th at 4:00 PM

Where:  Amway Center

Get ready to show your Purple Pride as Orlando City Soccer takes on Toronto Football Club this Saturday at the Orlando City Soccer Stadium in Downtown Orlando!

Watch Canelo vs Jacobs at GameTime

When: Saturday, May 4th at 5:00 PM

Where:  GameTime

Unified middleweight champion Canelo Alvarez will make his 2019 debut when he defends the WBA and WBC middleweight championships against IBF titlist Daniel Jacobs on May 4th & you can watch it go down live at GameTime!

More Events in Orlando 

Derby on Park | Kentucky Derby Party

When: Saturday, May 4th at 3:30 PM

Where: University Club of Winter Park

Join Orlando's best Kentucky Derby experience Winter Park style! As a guest at Derby on Park, you enjoy 4-hours of fun at the ultimate Kentucky Derby viewing experience with unlimited food, premium open bars, TV's & music inside & outside, plus the Best Hat/dressed contest with amazing prizes!

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4th Annual Juleps & Jockeys at Celery City Craft

When: Saturday, May 4th at 3:00 PM

Where:  Celery City Craft

Come celebrate the Kentucky Derby in Orlando at Celery City Craft for the 4th Annual Juleps & Jockeys! Free to attend rain or shine! Enjoy live music, gambling, and watch the race in the patio on one of two large screens. Dress to impress, as there will be prizes for best-dressed male, best-dressed female, best-dressed couple, and best hat!

Bacon, Bourbon & Blues

When: Saturday, May 4h at 4:00 PM

Where:  Center Lake Park

Bacon, Bourbon & Blues is coming to Center Lake Park on Saturday, May 4th and it will be a great night of superb entertainment! Enjoy live music from David Gerald, Rick Randlett, Little Mike & the Tornadoes Blues Band, The Snacks, and Sierra Green and the Soul Machine. A delicious variety of bacon/bourbon-themed food will be available for purchase from many popular vendors. 

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