Last updated: May 4, 2026 at 12:12 AM
Best Happy Hours, Deals & Events in Orlando, FL — Monday, May 4, 2026
Orlando is buzzing with fantastic happy hour deals and lively events this week. On International Drive, Kavas Tacos + Tequila offers $5 margaritas daily from 3-6 PM, while Rock & Brews on Semoran boasts $7 martinis every Monday. Explore diverse offerings in Winter Park and Downtown, ensuring a great spring evening out.
🍺 Happy Hours in Orlando, FL Tonight & This Week
International Drive / South Orlando
Kavas Tacos + Tequila
Address: 9101 International Dr, Orlando, FL 32819
Happy Hour: Daily 3–6 PM (at the bar)
Deals: $5 house margaritas and Mexican mules, 1/2 off house margarita pitchers, beer, and wine. Appetizers starting at $2, with options like empanadas and queso for $3–$8.
Vibe: A vibrant Mexican restaurant offering good food and lively vibes, perfect for outdoor dining.
Why go: Enjoy authentic Tex-Mex flavors and refreshing drinks daily, making it a reliable spot for a post-work or early evening gathering this spring.
STK Orlando
Address: 1580 E Buena Vista Dr, Orlando, FL 32830
Happy Hour: Mon–Fri 2:30–6:30 PM & Sun–Thu 10 PM–Close
Deals: Happy Hour Bites starting at $3, STK Signature Cocktails, Wine & VIBE specials.
Vibe: Trendy, upscale steakhouse with a lively bar scene, popular with a sophisticated crowd.
Why go: Perfect for those looking to enjoy premium bites and drinks at a fraction of the cost, ideal for an elevated pre-dinner experience or a late-nightcap near Disney Springs.
NORMAN’S Orlando
Address: 7924 Via Dellagio Way, Orlando, FL 32819
Happy Hour: Daily 5–7 PM
Deals: $8 wines by the glass hand-picked by the in-house sommelier, $10 Grey Goose Martinis, and seasonally driven tapas.
Vibe: A refined and elegant restaurant with a sophisticated atmosphere, known for its exceptional cuisine.
Why go: Experience high-end cocktails and curated wine selections in a luxurious setting, a perfect spot for a chic date night this spring.
Big Fin Seafood Kitchen
Address: 8046 Via Dellagio Way, Orlando, FL 32819
Happy Hour: Daily 4:30–6:30 PM (at bar tops and in cocktail areas)
Deals: Seafood-centric happy hour with raw bar, sushi, golden shrimp, all priced under $10. Sip on $8 signature cocktails, $6–8 house wines and house liquors, and daily beer specials.
Vibe: Refined and spacious dining room subtly themed like a buzzy fish market.
Why go: Indulge in fresh seafood and a variety of drink specials, making it an excellent choice for a satisfying happy hour that feels like a full meal.
ICEBAR Orlando
Address: 8967 International Dr, Orlando, FL 32819
Happy Hour: Sun–Thu 5–9 PM & Fri–Sat 5–7 PM
Deals: Handpicked food and drink specials, or a $25 Happy Hour Package including ICEBAR entry, a signature cocktail, and a Fire Lounge food item.
Vibe: The coolest bar in Orlando, literally, with an icy lounge and a warm Fire Lounge.
Why go: Experience a unique happy hour in a sub-freezing environment, then warm up with deals in the adjacent Fire Lounge – a perfect escape from the spring heat.
Bar Louie (Sand Lake)
Address: 7335 W Sand Lake Rd, Suite 101, Orlando, FL 32819
Happy Hour: Daily 4–7 PM
Deals: Half price on draft beers (40 taps), all glasses of wine, all Signature Martinis, and select appetizers.
Vibe: A lively, neighborhood-style gastrobar known for its fresh artisan cocktails and energetic atmosphere.
Why go: Enjoy a wide selection of discounted drinks and appetizers in a fun and casual setting, great for unwinding after work.
Twin Peaks I-Drive
Address: 8901 International Dr, Orlando, FL 32819
Happy Hour: Mon–Fri until 7 PM & Sun–Thu 10 PM–Close
Deals: $4.99 22 oz. Twin Peaks Drafts, $4.99 Premium Wells, 1/2 Off Wine by the Glass, $2.99 Fireball, Corazón, Ram’s Point, $5 Chips & Queso, Fried Pickles, Billionaire’s Bacon, Crispy Mini Beef Tacos.
Vibe: An ultimate sports lodge with wall-to-wall TVs, scratch-made food, and frosty 29° draft beer.
Why go: Catch your favorite game and enjoy great deals on cold beer and hearty bar food in a lively atmosphere.
Winter Park
Cocina 214
Address: 151 E Welbourne Ave, Winter Park, FL 32789
Happy Hour: Mon–Fri 4–6:30 PM
Deals: $6 fried avocado bites, $5 “214 Rocks” or Frozen Margaritas, $7 Tito’s Lonestar Lemonade, $4 bottled beer, $5 drafts, and $6 well drinks.
Vibe: Contemporary Mexican kitchen offering fresh, authentic Tex-Mex and vibrant margaritas.
Why go: Savor delicious Tex-Mex appetizers and refreshing margaritas at a great value in a lively Winter Park setting.
Boca
Address: 360 N Park Ave, Winter Park, FL 32789
Happy Hour: Mon–Fri 3–6 PM
Deals: $7 appetizers (ahi tuna crisps, brie and truffle flatbread, miniature Boca board), $5 craft beers, $8 cocktails, and $6 wines by the glass.
Vibe: A popular spot on bustling Park Avenue known for its fresh, seasonal ingredients and lively atmosphere.
Why go: Enjoy sophisticated bites and drinks perfect for sharing, ideal for a relaxed afternoon with friends on a charming street.
310 Park South
Address: 310 S Park Ave, Winter Park, FL 32789
Happy Hour: Daily 4–7 PM & 11 PM–Close
Deals: $3 Select Domestic Bottled Beers, $4 Premium Well Drinks, $4 Three Olives Vodka, $4 Yuengling Drafts, $5 Tito’s, $5 Gentleman Jack, $5 Sangria, $5 House Wines. Food deals available at the bar.
Vibe: A classic American restaurant with a lively bar scene right on Park Avenue.
Why go: A staple in Winter Park for consistent happy hour deals on a wide range of drinks and bar bites.
Downtown Orlando / Thornton Park
310 Lakeside
Address: 301 E Pine St, Orlando, FL 32801
Happy Hour: Daily 4–7 PM & 11 PM–Close
Deals: $3 Select Domestic Bottled Beers, $4 Premium Well Drinks, $4 Three Olives Vodka. Food deals available at the bar.
Vibe: A popular lakeside restaurant offering American fare and a bustling bar, perfect for people-watching.
Why go: Enjoy solid drink and food specials with picturesque views of Lake Eola, especially pleasant on a spring evening.
RusTeak Restaurant & Wine Bar
Address: 101 S Eola Dr Suite 100, Orlando, FL 32801
Happy Hour: Daily 4–7 PM
Deals: 25% off appetizers, signature cocktails, draft beer, and wine by the glass.
Vibe: New American restaurant pairing elevated cuisine with craft cocktails in the charming Thornton Park District.
Why go: A fantastic option for those seeking quality food and drinks with a discount in a sophisticated yet relaxed setting.
Lake Nona
Canvas Restaurant & Market
Address: 13615 Sachs Ave, Orlando, FL 32827
Happy Hour: Mon–Fri 3–6 PM
Deals: $8 signature cocktails, $8 wines by the glass, $5 beers, and discounted bites in the bar and lounge area.
Vibe: Modern American restaurant offering lakeside dining with a relaxed and stylish atmosphere.
Why go: Unwind with special priced drinks and bites while enjoying scenic lakeside views, a perfect tranquil escape this spring.
Milk District
Otto’s High Dive
Address: 2316 E Washington St, Orlando, FL 32803
Happy Hour: Weekdays 4–6 PM
Deals: $12 mai tais, mojitos, margaritas, $15 bottles of wine, half off wine by the glass, plus a selection of bar snacks and $10 “Nippers & Sippers” (beer and liquor pairings).
Vibe: A MICHELIN Bib Gourmand restaurant and rum bar known for its expertly crafted cocktails in the local Milk District.
Why go: Experience award-winning cocktails and unique pairings at a great value, perfect for a discerning drinker looking for quality without the full price tag.
Semoran / Airport Area
Rock & Brews
Address: 6897 S Semoran Blvd, Orlando, FL 32822
Happy Hour: Check for daily specials; Monday features specifically mentioned
Deals: Every Monday, enjoy $7 Rocktail Martinis (Kick-Start My Heartini & Bee’s G’s Knees), Tito’s or Beefeater Martinis. Kids Eat Free all day Monday.
Vibe: A lively, music-themed American restaurant and bar, great for families and rock ‘n’ roll fans.
Why go: Enjoy affordable martinis and a family-friendly atmosphere, especially appealing for parents on a Monday night thanks to the “Kids Eat Free” offer.
Ivanhoe Village
The Hammered Lamb
Address: 1235 N Orange Ave, Orlando, FL 32804
Happy Hour: Mon–Fri 4–7 PM
Deals: $2.25 domestic bottles, $3.25 call liquors, and $4 select wines.
Vibe: A beloved local spot known for its fun atmosphere and a great patio. Expect a friendly and diverse crowd.
Why go: A casual and welcoming spot for cheap drinks and good times, ideal for a laid-back happy hour experience.
| Venue | Days | Hours | Best Deal | Neighbourhood |
|---|---|---|---|---|
| Kavas Tacos + Tequila | Daily | 3–6 PM | $5 Margaritas & Mules | International Drive |
| STK Orlando | Mon–Fri & Sun–Thu (late) | 2:30–6:30 PM & 10 PM–Close | Bites from $3 | Disney Springs Area |
| NORMAN’S Orlando | Daily | 5–7 PM | $8 Wines, $10 Martinis | South Orlando |
| Big Fin Seafood Kitchen | Daily | 4:30–6:30 PM | Seafood under $10 | International Drive |
| ICEBAR Orlando | Sun–Thu & Fri–Sat | 5–9 PM & 5–7 PM | $25 Happy Hour Package | International Drive |
| Bar Louie (Sand Lake) | Daily | 4–7 PM | 1/2 Price Drafts, Wine, Martinis | International Drive |
| Twin Peaks I-Drive | Mon–Fri & Sun–Thu (late) | Until 7 PM & 10 PM–Close | $4.99 22 oz. Drafts | International Drive |
| Cocina 214 | Mon–Fri | 4–6:30 PM | $5 Margaritas | Winter Park |
| Boca | Mon–Fri | 3–6 PM | $7 Appetizers | Winter Park |
| 310 Park South | Daily | 4–7 PM & 11 PM–Close | $3 Domestic Beers | Winter Park |
| 310 Lakeside | Daily | 4–7 PM & 11 PM–Close | $3 Domestic Beers | Downtown Orlando |
| RusTeak Restaurant & Wine Bar | Daily | 4–7 PM | 25% off everything | Thornton Park |
| Canvas Restaurant & Market | Mon–Fri | 3–6 PM | $8 Cocktails & Wines | Lake Nona |
| Otto’s High Dive | Weekdays | 4–6 PM | $12 Cocktails, 1/2 off Wine | Milk District |
| Rock & Brews | Mon (Specials) | All Day (Kids Eat Free) | $7 Martinis (Mon) | Semoran |
| The Hammered Lamb | Mon–Fri | 4–7 PM | $2.25 Domestic Bottles | Ivanhoe Village |
🎁 Best Deals & Offers in Orlando, FL This Week
🍽️ Dining Deals
Kids Eat Free at Rock & Brews
Deal: Kids 12 and younger eat FREE with the purchase of an adult entree.
Availability: Every Monday, all day (including May 4, 2026).
Venue: Rock & Brews, 6897 S Semoran Blvd, Orlando, FL 32822
Why go: A fantastic deal for families looking to enjoy a meal out without breaking the bank on a Monday night.
Badass Burger Wednesday at Rock & Brews
Deal: Amp up your Wednesday with a badass burger for only $7.99. Choose between their Ultimate or Oklahoma Smash Burger. Add Crispy Fries for $3.99. Dine-in only.
Availability: Every Wednesday (May 6, 2026).
Venue: Rock & Brews, 6897 S Semoran Blvd, Orlando, FL 32822
Why go: A mid-week treat for burger lovers, offering great value on a hearty meal.
Taco Tuesday at Wall St. Cantina & Sideshow
Deal: $3 Tacos (Beef or Chicken), $3 Margaritas, $3 Coronas, Modelo, Dos XX, and Tequila Shots.
Availability: Every Tuesday from 2 PM – 2 AM (May 5, 2026).
Venue: Wall St. Cantina & Sideshow, 25 Wall St., Orlando FL, 32801
Why go: A legendary Orlando fiesta for affordable tacos and drinks, perfect for a lively Tuesday night.
🍸 Drink Specials
Monday $7 Martini Special at Rock & Brews
Deal: $7 Rocktail Martinis (Kick-Start My Heartini & Bee’s G’s Knees), Tito’s or Beefeater Martinis.
Availability: Every Monday (May 4, 2026).
Venue: Rock & Brews, 6897 S Semoran Blvd, Orlando, FL 32822
Why go: Kick off your week with discounted specialty martinis in a fun rock-themed environment.
Cinco De Mayo: On the Rocks! at Rock & Brews
⏰ This week only
Deal: $6 Rockin’ Margaritas, Modelo, & Corona and $9 Specialty Margaritas ALL DAY!
Availability: Tuesday, May 5, 2026.
Venue: Rock & Brews, 6897 S Semoran Blvd, Orlando, FL 32822
Why go: Celebrate Cinco de Mayo with fantastic deals on margaritas and Mexican beers.
Wine Down Wednesday at Rock & Brews
Deal: Half off all wine by the glass & bottle all day!
Availability: Every Wednesday (May 6, 2026).
Venue: Rock & Brews, 6897 S Semoran Blvd, Orlando, FL 32822
Why go: Perfect for wine enthusiasts looking to enjoy a mid-week pour without the full price tag.
🎭 Entertainment Offers
Esoteric Ladies’ Night
Deal: Free entry to this themed Ladies’ Night.
Availability: Thursday, May 7, 2026, at 8:00 PM.
Venue: The Falcon Bar & Gallery, 819 E Washington St, Orlando, FL 32801
Why go: A great opportunity for a fun, free night out with friends in a vibrant local bar and gallery setting.
📱 Loyalty & App Deals
Teacher Appreciation at Rock & Brews
⏰ This week only
Deal: Teachers receive 15% off their entire check. Special free meal offered on May 4, 2026.
Availability: Mon, May 4 – Sun, May 10, 2026.
Venue: Rock & Brews, 6897 S Semoran Blvd, Orlando, FL 32822
Why go: A special thank you to educators, offering a great discount and a complimentary meal on National Teacher Day.
Nurses Appreciation at Rock & Brews
⏰ This week only
Deal: Nurses receive 15% off their entire check. Special free meal offered on May 6, 2026.
Availability: Mon, May 4 – Sun, May 10, 2026.
Venue: Rock & Brews, 6897 S Semoran Blvd, Orlando, FL 32822
Why go: Nurses can enjoy a well-deserved discount and a free meal to celebrate National Nurses Day.
🎉 Events & Parties in Orlando, FL — May 2026
📅 Tonight & Tomorrow
Layton Giordani at The Vanguard
Date & Time: Monday, May 4, 2026, 10:00 PM
Venue: The Vanguard, 578 N Orange Ave, Orlando, FL 32801
Tickets: From $46.50
Don’t miss: An electrifying night of electronic music from a renowned DJ in a top Orlando venue.
📆 This Weekend
James Hype at The Vanguard
Date & Time: Friday, May 8, 2026, 10:00 PM
Venue: The Vanguard, 578 N Orange Ave, Orlando, FL 32801
Tickets: From $46.50
Don’t miss: A high-energy performance from a globally recognized DJ, perfect for starting your weekend with a bang.
UFC 328 at Sports and Social
Date & Time: Saturday, May 9, 2026, 5:00 PM
Venue: Sports and Social, 9101 International Dr, Orlando, FL 32819 (located at Live! at The Pointe Orlando)
Tickets: Check venue for details
Don’t miss: Catch all the action of UFC 328 on big screens with food and drink specials in a dynamic sports bar environment.
🗓️ Coming Up This Month
SoDown at Celine Orlando
Date & Time: Friday, May 15, 2026, 10:00 PM
Venue: Celine Orlando, 22 S Magnolia Ave, Orlando, FL 32801
Tickets: From $0.00 (verify for specific entry conditions)
Don’t miss: Enjoy a night of captivating electronic music in a popular downtown Orlando nightclub.
Party for the Planet
Date & Time: Saturday, May 16, 2026
Venue: Central Florida Zoo & Botanical Gardens, 3755 NW Hwy 17-92, Sanford, FL 32771
Tickets: Check zoo admission prices
Don’t miss: A family-friendly fiesta with interactive activities, crafts, tours, and animal encounters, celebrating Earth Day.
RØZ at Celine Orlando
Date & Time: Friday, May 29, 2026, 10:00 PM
Venue: Celine Orlando, 22 S Magnolia Ave, Orlando, FL 32801
Tickets: From $19.97
Don’t miss: Another exciting electronic music event at Celine Orlando to close out the month.
Orlando International Fringe Theatre Festival
Date & Time: Throughout May 2026
Venue: Multiple downtown Orlando locations including Loch Haven Cultural Park, Lowndes Shakespeare Theatre, Renaissance Theatre Company, Savoy Orlando.
Tickets: Varies by show; free entertainment on the lawn at Loch Haven Cultural Park.
Don’t miss: Discover the nation’s longest-running Fringe theatre festival featuring comedy, music, dance, and theater, with plenty of free options.
Science Night Live
Date & Time: Various dates in May 2026 (check Orlando Science Center schedule)
Venue: Orlando Science Center, 777 E Princeton St, Orlando, FL 32803
Tickets: Check Orlando Science Center website
Don’t miss: An adults-only evening of special programming, featured speakers, signature cocktails, animal encounters, and hands-on experiments across four floors.
🆓 Free Events
Esoteric Ladies’ Night @TheFalconBar
Date & Time: Thursday, May 7, 2026, 8:00 PM
Venue: The Falcon Bar & Gallery, 819 E Washington St, Orlando, FL 32801
Tickets: Free
Don’t miss: A fun and free themed night out, perfect for enjoying the local art scene and drinks.
DJ Smilin’ Dan @TheFalconBar
Date & Time: Friday, May 15, 2026, 9:30 PM
Venue: The Falcon Bar & Gallery, 819 E Washington St, Orlando, FL 32801
Tickets: Free
Don’t miss: Groove to some tunes with DJ Smilin’ Dan in a relaxed, artistic bar setting without a cover charge.
Crux // Darkwave DJ Night @TheFalconBar
Date & Time: Saturday, May 16, 2026, 8:00 PM
Venue: The Falcon Bar & Gallery, 819 E Washington St, Orlando, FL 32801
Tickets: Free
Don’t miss: Immerse yourself in a night of darkwave music and art in this unique local spot.
Thomas Milovac’s Lustre Trio: Jazz & Improvised Music @TheFalconBar
Date & Time: Thursday, May 21, 2026, 9:00 PM
Venue: The Falcon Bar & Gallery, 819 E Washington St, Orlando, FL 32801
Tickets: Free
Don’t miss: Enjoy an evening of free live jazz and improvised music from a talented trio.
| Event | Date | Venue | Ticket Price |
|---|---|---|---|
| Layton Giordani at The Vanguard | May 4, 2026 | The Vanguard | From $46.50 |
| Esoteric Ladies’ Night | May 7, 2026 | The Falcon Bar & Gallery | Free |
| James Hype at The Vanguard | May 8, 2026 | The Vanguard | From $46.50 |
| UFC 328 | May 9, 2026 | Sports and Social | Check Venue |
| SoDown at Celine Orlando | May 15, 2026 | Celine Orlando | From $0.00 |
| DJ Smilin’ Dan @TheFalconBar | May 15, 2026 | The Falcon Bar & Gallery | Free |
| Party for the Planet | May 16, 2026 | Central Florida Zoo & Botanical Gardens | Check Zoo Admission |
| Crux // Darkwave DJ Night @TheFalconBar | May 16, 2026 | The Falcon Bar & Gallery | Free |
| Thomas Milovac’s Lustre Trio | May 21, 2026 | The Falcon Bar & Gallery | Free |
| RØZ at Celine Orlando | May 29, 2026 | Celine Orlando | From $19.97 |
| Orlando International Fringe Theatre Festival | Throughout May 2026 | Multiple downtown locations | Varies (some free) |
| Science Night Live | Various in May 2026 | Orlando Science Center | Check Website |
❓ Frequently Asked Questions — Orlando, FL Happy Hours & Nightlife
Q: What time does happy hour start in Orlando?
Happy hour times vary across Orlando, but many establishments kick off specials in the late afternoon. For instance, Kavas Tacos + Tequila on International Drive starts its Fiesta Hour at 3 PM daily, while many spots like Bar Louie and RusTeak begin around 4 PM.
Q: Which Orlando bars have the cheapest drinks?
For some of the most budget-friendly options, check out The Hammered Lamb in Ivanhoe Village, offering $2.25 domestic bottles during happy hour. Additionally, Rock & Brews on Semoran has $7 martinis on Mondays, and 310 Lakeside features $3 domestic bottled beers during their happy hour.
Q: What are the best neighbourhoods for nightlife in Orlando?
Orlando boasts several vibrant nightlife districts. International Drive and the surrounding areas (like Pointe Orlando and Sand Lake Road) are packed with bars, lounges, and clubs, catering to both tourists and locals. Downtown Orlando is a hub for live music and energetic bars, while Winter Park offers a more upscale and chic scene. The Milk District and Ivanhoe Village are known for their local, unique bar offerings.
Q: Are there free events in Orlando this month?
Yes, several venues offer free events in May 2026! The Falcon Bar & Gallery in Orlando is a great spot, hosting free events such as Esoteric Ladies’ Night on May 7th, DJ Smilin’ Dan on May 15th, Crux // Darkwave DJ Night on May 16th, and Thomas Milovac’s Lustre Trio for jazz on May 21st. The Orlando International Fringe Theatre Festival also features free entertainment on the lawn at Loch Haven Cultural Park throughout the month.
Q: What are the best rooftop bars in Orlando?
While specific rooftop bar happy hours weren’t highlighted, Orlando offers several notable rooftop experiences. Consider exploring venues around downtown Orlando or in entertainment complexes that might feature rooftop options for spring evenings, though specific “best” lists would require further dedicated searching.
