Best Bets! Our Top Event Picks for This Week in Orlando

Orlando Date Night Guide is a free guide to the best of Orlando! We're supported by our advertisers when they buy digital ads, listings, content, and through affiliate links, so some things you read might be paid for or if you buy something thru a link on our site we might get a commission.
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Orlando Events

Wine Dinners, Art Shows, Food Trucks & a variety of concerts all await you this week in Orlando!

The Rusty Spoon & Crooked Can Brewing Co. Dinner
Tuesday, August 30, 6-10pm
Rusty Spoon

Jammin! World Rhythms Drum Class
Tuesday, August 30, 7-9pm
Florida School of Holistic Living

Goo Goo Dolls w/Collective Soul & Tribe Society
Tuesday, August 30, 7:30pm
Hard Rock Live Orlando

Wine Down Wednesdays
Wednesday, August 31, 5-9pm
Ember Orlando
$15-$20 (Must RSVP by 7pm to get $15 rate!)

Orlando Cringe IV: A Public Diary Reading
Wednesday, August 31, 7-9pm
The Abbey

K92.3 All Star Jam
Wednesday, August 31, 8pm
Hard Rock Live Orlando

The Young Guns of Comedy Tour
Wednesday, August 31, 10pm-12am

1st Thursday’s: “Orlando’s Original Art Party”
Thursday, September 1, 6-9pm
Orlando Museum of Art

Grand Opening Celebration
Thursday, September 1, 6-8pm
The Stubborn Mule
FREE Admission (Menu prices vary)

Fruits of Italy Wine Class
Thursday, September 1, 6:30pm
Swirlery Wine Bar
FREE Admission (Menu prices vary)

Tennessee Truffle Wine Dinner
Thursday, September 1, 6:30pm
The Tennessee Truffle
497-221-6820 to RSVP (we'll be there!!)

FAVO First Friday Art Show
Friday, September 2, 5-9pm
Faith Arts Village Orlando
FREE Admission

Music on Montrose Food Truck Rally
Friday, September 2, 5:30-9pm
Bacchus Vino Etcetera
FREE Admission (Menu prices vary)

First Friday Festival & Art Stroll
Friday, September 2, 5:30-9pm
Baldwin Park
FREE Admission

The Daily City Food Truck Bazaar – Kissimmee
Friday, September 2, 6-9pm
Kissimmee Civic Center
FREE Admission (Menu prices vary)

Romance, Wine & Chocolate
Friday, September 2, 6pm
Alafaya Library – Orange County Library System
FREE Admission (Registration is required)

Movie Night at Leu Gardens
Friday, September 2, 8-10:30pm
Leu Gardens

Disney on Ice: Follow Your Heart
September 2-4
Amway Center
$18 and up

A Midsummer Night’s Dream
September 2-24 (Select Dates)
Stonewall Bar Orlando

Ice Cream Fundae Bike Tour
Saturday, September 3, 11am-2:30pm
Winter Park Farmer’s Market

Wine & Corks Grand Opening!
Saturday, September 3, 1-6pm
Wine & Corks, 420 East Church St., #108, Orlando
FREE Admission

2nd Annual Oyster Roast: The Kick Off to FSU v. Ole Miss
Saturday, September 3, 3-7pm
Ferg’s Depot
FREE Admission

Brad Paisley
Sunday, September 4, (Time TBA)
Downtown Orlando, City Hall
FREE!! (Parking is SOLD OUT! We recommend using a shuttle)

Check out 25 Things To Do For Labor Day in Orlando 2016!


Visit Orlando’s Magical Dining Month
Now thru October 2
Various participating restaurants
Various menu prices

A look ahead…

9/9: Wine Down at Quantum Leap Winery

9/9: Tapas & Tango (two spots left!)

9/10: Garden District Growers’ Market

9/15: Winter Park Sip, Shop & Stroll

9/15: Streamsong Wine Dinner Experience

9/15: Gatsby Night

9/21-9/25: Cirque du Soleil presents OVO

9/24: Smithsonian Museum Day Live!

10/4-10/9: The Illusionists – Live From Broadway

10/21: PechaKucha Night Orlando v19

10/22: Dance, Dream & Inspire

Oktoberfest at K


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