Looking for the BEST Wednesday events in Pasco County?
From waterfront live music at Crab Shack on the Cotee River to $100 prize trivia at Rum River Bar, we’ve rounded up over 30 activities happening today across Port Richey, New Port Richey, Hudson, Trinity, Tarpon Springs, and beyond.
Discover family-friendly options like Senior Movie Day and Wing Wednesday deals, or enjoy adults-only fun with karaoke nights, comedy shows, and BOGO drink specials.
Whether you’re seeking midweek entertainment, happy hour discounts, or just a perfect excuse to get off the couch, our comprehensive guide has every corner of Pasco County covered for April 10, 2025.
LIVE MUSIC AROUND PASCO COUNTY
Both Worlds @ Crab Shack On The Cotee River
4:00 PM – 7:00 PM | 5430 Baylea Ave, Port Richey, FL 34668
Midweek blues don’t stand a chance when Both Worlds brings their signature sound to the waterfront. Soak up those Cotee River views while enjoying live tunes that perfectly complement the coastal vibe — the kind of laid-back evening that reminds you why living in Port Richey has its perks.
Blu @ Captn Jacks Waterfront Bar & Grill
5:30 PM – 8:30 PM | 21 Oscar Hill Rd, Tarpon Springs, FL 34689
Catch the sunset vibes as Blu takes the stage at one of Tarpon’s best waterfront spots. Perfect for unwinding after work with a cold drink in hand, this live performance offers just the right backdrop for kicking back on the deck and watching the day melt into evening over the water.
Cerulean Songbird @ The Dirty Mullet
6:00 PM – 10:00 PM | 7751 Grand Blvd, Port Richey, FL 34668
It’s Wild Margarita Wednesday at The Dirty Mullet, and Cerulean Songbird is bringing the soundtrack to your $4 margs. This local favorite transforms the back porch into the perfect midweek escape, where you can shoot some pool, throw some darts, or just settle in for an evening of live tunes that make you forget tomorrow is still a workday.
Tommy Roxx @ Circle S BBQ
6:00 PM – 11:00 PM | 14630 US-19, Hudson, FL 34667
Bikes, BBQ, and live music come together for the perfect Wednesday night trifecta at Circle S. Tommy Roxx brings the energy while you check out the impressive lineup of motorcycles at this weekly bike night gathering. Even if you don’t ride, the combination of good tunes and smoky flavors makes this a worthwhile stop.
FAMILY FRIENDLY EVENTS AROUND PASCO COUNTY
Senior Movie Day @ Cinema 6
11:00 AM – 8:00 PM | 9510 US-19, Port Richey, FL 34668
Cinema 6 rolls out the red carpet for seniors today with a free ticket, popcorn, and beverage included. While it’s designed with seniors in mind, all age-appropriate guests are welcome to enjoy this special day at the movies. Call Robert at 727-858-6644 to reserve your spot and find out what’s playing.
Wing Wednesday @ Thirsty Buffalo Brew Factory
11:00 AM – 9:00 PM | 2330 Success Dr, Odessa, FL 33556
Wing math has never been better—score 9 wings for the price of 6 ALL DAY at Thirsty Buffalo’s Odessa location. Pair your discounted wings with one of their craft brews for the perfect midweek treat. This weekly special draws both wing enthusiasts and craft beer lovers looking for a solid meal deal.
Teacher Appreciation Wednesdays @ Dang Good on Main
12:00 PM – 10:00 PM | 5740 Main St, New Port Richey, FL 34652
Educators, this one’s for you—show your school ID or proof of employment and score 15% off your entire order at one of downtown NPR’s most popular spots. This midweek pick-me-up applies to dine-in only, making it the perfect excuse to escape the classroom and treat yourself after a day of shaping young minds.
Free Pool & Specials @ Skinny’s Bar and Grill
5:00 PM – 11:00 PM | 13228 U.S. Hwy 19, Hudson, FL 34667
Rack ’em up without spending a dime at Skinny’s where Wednesdays mean free pool all day long. The midweek deals don’t stop there—feast on $9.95 fried shrimp with fries (the buffalo style is worth trying), $8 cheeseburger sliders (3-4 per order), and wash it all down with $4 craft beers that flow all day, plus regular happy hour specials until 6pm.
Run Club @ Starkey Market
6:30 PM – 7:30 PM | 3460 Starkey Boulevard, New Port Richey, FL 34655
Lace up those running shoes and join the weekly pack at Starkey’s barn-front meetup—where speed and experience take a backseat to good vibes and great company. Your post-run reward? A free 4oz pour and 15% off your tab, because nothing tastes better than beer you’ve earned through sweat equity. Connect with your fellow pavement-pounders through their private Facebook running group if you’re looking to build that running community.
Trivia Nation Live Trivia @ Rum River Bar and Grill
6:30 PM – 8:30 PM | 7811 Bayview St, Port Richey, FL 34668
Time to dust off those random facts taking up space in your brain and put them to work! Gather your cleverest friends for this weekly trivia throwdown where you can score a piece of that sweet $100 prize pool without spending a dime to play. The waterfront views are just a bonus to the good food, cold drinks, and the smug satisfaction of finally knowing what year the War of 1812 actually started.
Big Trophy Trivia @ Barriehaus Trinity
7:00 PM – 9:00 PM | 9945 Trinity Blvd, Trinity, FL 34655
Ditch your usual Wednesday night routine and join Brit-ish Mike for the trivia night that actually rewards your random knowledge with more than just bragging rights. Housed in the former Escape Brewing space, Barriehaus Trinity offers the perfect midweek mental workout with prize-winning team trivia and craft brews that make getting over hump day feel less like a chore and more like a celebration.
Live Trivia Nights @ Whiskey River On The Water
7:00 PM – 9:00 PM | 5245 Limestone Drive, Port Richey, FL 34690
Riverfront views and brain-busting questions combine at Whiskey River’s weekly trivia throwdown. Hosted by Tampa Bay Trivia, this free-to-play night offers prizes to the top teams while you enjoy the scenic Cotee River backdrop. Grab your smartest friends, claim a table with a view, and turn those useless facts into potential winnings.
Music Bingo @ Liquid Garage Brewing
7:00 PM – 10:00 PM | 1306 Seven Springs Blvd, New Port Richey, FL 34655
Bingo with a beat? Count me in. Pasco Music Trivia brings their musical twist on the classic game to this local brew spot, alternating with their Music Trivia nights. Listen for your favorite tunes, mark your cards, and you might just score yourself a free beer—turning a regular Wednesday into something worth leaving the couch for.
Trivia @ Thirsty Buffalo Brewing Company
7:00 PM – 9:00 PM | 16794 Focus Lp, Land O’ Lakes, FL 34638
The Bexley location of Thirsty Buffalo transforms Wednesday nights with their weekly trivia battle. Test your knowledge while sampling their latest craft beer creations—the perfect combination of mental exercise and liquid reward. Whether you’re a trivia regular or first-timer, the laid-back atmosphere makes this an ideal midweek destination.
Trivia @ Craft Life Brewing
7:00 PM – 9:00 PM | 6810 Tower Dr, Hudson, FL 34667
Calling all Ghostbusters fans! Craft Life Brewing is hosting a themed trivia night dedicated to the iconic franchise. Pair your paranormal knowledge with their craft brews and food from The Pizza Creator truck for a winning Wednesday combination. Doors open at 4pm, giving you plenty of time to sample their selection before putting your ghost-busting knowledge to the test at 7pm.
Drag Queen Bingo @ Emerald Coast Brewing Company
7:00 PM – 10:00 PM | 5731 Main St, New Port Richey, FL 34652
Emerald Coast brings the glitter and glamour every second Wednesday with Drag Bingo hosted by the fabulous Stephanie Stuart, Miss Pasco Pride 2018. Your $10 ticket includes 10 chances to win prizes, with proceeds supporting Pasco Pride’s mission of creating joyful spaces for the LGBTQ+ community. Add in their Mac & Cheese Bar for dinner, and you’ve got the perfect recipe for a memorable midweek experience.
Trivia Night @ Dented Keg
7:30 PM – 9:30 PM | 5500 Main St, New Port Richey, FL 34652
Feed your competitive spirit and your brain cells at Dented Keg’s weekly trivia night hosted by Vlad from Timeless Entertainment. Arrive early to catch Hoppy Hour from 4-7 PM with $1 off all drafts, then flex those random knowledge muscles for a chance at prizes. The brewery’s open from 4-10 PM, making this the perfect midweek mental workout with craft beer rewards.
ADULTS/SINGLES EVENTS AROUND PASCO COUNTY
Wayback Wednesday @ 401k Sports Bar
3:00 PM – 9:00 PM | 7135 State Rd 52, Hudson, FL 34667
DJ Pops brings the throwback vibes to 401k Sports Bar every Wednesday afternoon. Whether you’re stopping by after work or making an evening of it, this nostalgic music session will have you remembering the good old days while making new memories with like-minded music lovers. Perfect for those who appreciate the classics and aren’t afraid to sing along.
Pasco Pride Board Interest Mingle @ Emerald Coast Brewing Company
5:00 PM – 6:30 PM | 5731 Main St, New Port Richey, FL 34652
Curious about getting involved with Pasco Pride? This informal mingle is your chance to learn about joining their volunteer board. No preparation needed—just bring your ideas for supporting the LGBTQ+ community in Pasco County. The team will explain their board structure and processes while you enjoy the brewery’s craft beverages. A perfect way to combine socializing with community service.
Trivia @ Overtime Sports Bar
5:30 PM – 8:30 PM | 7736 State Rd 52, Hudson, FL 34667
Ready to flex those random knowledge muscles you’ve been storing up since high school? This free weekly brain battle is where Hudson’s trivia buffs come to shine (or spectacularly crash and burn). Round up your smartest friends—or that one person who remembers every obscure ’90s song lyric—and claim your table early for maximum strategic advantage.
Game Night & Guy’s Night @ The Kangaroo
6:00 PM – 11:55 PM | 5748 Main Street, New Port Richey, FL 34652
Dudes, it’s your night to shine at The Kangaroo with BOGO drinks and DJ Fabian dropping those nostalgic tracks that’ll have you reminiscing about simpler times. Grab the controller and challenge your buddies to some old-school console gaming action—nothing settles debates like a proper throwdown on the digital battlefield while enjoying those sweet drink specials.
Ladies Night @ The Goose
6:00 PM – 11:55 PM | 8525 Old County Rd 54, New Port Richey, FL 34653
Who said Wednesdays had to be boring? Ladies, this one’s for you with BOGO drinks flowing all evening. Keep the entertainment going with free pool, darts, and cornhole while you catch up with friends and meet new ones. The perfect midweek reset with drinks that won’t empty your wallet and enough games to keep the night interesting.
Cinco! Live Game Show @ Whiskey Wings Tarpon Springs
7:00 PM – 9:00 PM | 40737 US Hwy 19 N, Tarpon Springs, FL 34689
Not your average trivia night—Cinco! brings interactive game show energy to Whiskey Wings every Wednesday. Take advantage of $2 OFF boneless wings while you compete for prizes in this engaging, high-energy competition. With happy hour running until 6pm, it’s worth arriving early to fuel up before bringing your A-game to the contest.
OMN – Open Mic Night @ Tropics
7:00 PM – 10:00 PM | 25 Dodecanese Blvd, Tarpon Springs, FL 34689
Grab that guitar you’ve been pretending to practice or just come watch others brave the spotlight at the best stage setup in Tarpon Springs. The sign-up list drops at 6:30 PM sharp, so arrive early if you’re planning to share your talents—whether you’re a seasoned musician, first-time comedian, or poet with something to say. All performance types welcome in this judgment-free zone where the only real requirement is courage (though talent certainly helps).
SKOOBA’S Stand Up Comedy Dive! @ Ordinance One
7:00 PM – 10:00 PM | 5738 Main St, New Port Richey, FL 34652
The midweek laugh therapy you didn’t know you needed. This free comedy showcase features a rotating cast of comics followed by a limited open mic slot for 5-8 brave souls each week—keeping the material fresh and the vibe positive. Grab a beer or whatever quenches your thirst while enjoying comedy that’s definitely not for the kids (mature audience only), all in the heart of downtown NPR.
Karaoke w/ TerryHD @ Art’s Tap House – North
7:00 PM – 11:00 PM | 6935 Ridge Rd, Port Richey, FL 34668
Your midweek vocal therapy session is waiting at this non-smoking, renovated spot where TerryHD keeps the tracks flowing and the crowd hyped. Experience a night of music and dancing in a fully air-conditioned space with craft taps, full liquor bar, and delicious menu items to fuel your performance courage—whether you’re channeling Sinatra or just belting out 90s hits after your second drink.
Live Dancing Lessons (Advanced) @ The Stockyard
7:30 PM – 9:00 PM | 1916 US Highway 19, Holiday, FL 34691
Perfect those advanced line dancing moves with this next level class after the FUNdamentals session. Doors open at 7pm with lessons at 7:30pm, and the $6 cover for 21+ ($15 for 18-20) is your ticket to showing off your skills. After 9pm, the floor opens up for free dancing with no cover for 21+ crowd—making it the perfect place to practice your newly polished moves.
WTF WEDNESDAYS-STAND UP COMEDY NIGHT @ Tarpon Taphouse
7:30 PM – 10:30 PM | 533 Athens St, Tarpon Springs, FL 34689
Wednesdays get weird at Tarpon Taphouse with their weekly comedy showcase. Pairing craft beverages with mid-week laughs, this stand-up night offers the perfect excuse to break up your routine and enjoy some adult humor in a relaxed setting. Come ready to laugh while sampling their impressive beer selection.
Karaoke @ Captain’s Tavern
8:00 PM | 8742 N Mobley Rd, Odessa, FL 33556
Wednesday night just got louder at Captain’s Tavern where the karaoke kicks off at 8pm. Whether you’re a shower singing superstar or just brave after a couple beers, this welcoming spot creates the perfect atmosphere for belting out your favorites. The convivial crowd ensures even first-timers feel supported enough to grab the mic.
Cinco! Game Show @ Brennan’s Tavern
8:00 PM | 1144 US-19 ALT, Holiday, FL 34691
DJ Jus Joe hosts this interactive game show where you could walk away with free drinks, food, and gift cards just for playing along. Unlike traditional trivia, Cinco! keeps the energy high with a variety of games that rely on both knowledge and a bit of luck. A perfect midweek entertainment option that offers more than just the standard bar experience.
Booze n Bingo @ Danny’s
8:00 PM – 10:00 PM | 3105 Grand Blvd, Holiday, FL 34690
Not your grandma’s bingo night—this is the perfect blend of competitive card-marking and strategic sipping. Danny’s turns the classic game into a free social event with a built-in drinking game that keeps the energy high while you chase those elusive bingos. Tonight’s superhero-themed game even offers bonus cards for those who show up in costume, proving that liquid courage sometimes comes with spandex.
Karaoke @ Mermaid’s Lounge and Eatery
8:00 PM – 11:00 PM | 11024 State Rd 52, Hudson, FL 34669
Whiskey Wednesday takes on a musical twist at Mermaid’s with outdoor karaoke from 8-11pm. Enjoy drink specials and delicious food inside, then take your liquid courage outside where you can showcase your vocal talents under the stars. The laid-back atmosphere makes this the perfect spot for both seasoned performers and first-timers looking to break their karaoke silence.
Karaoke/Ladies Night @ Bourbon On Main
8:00 PM – 11:59 PM | 6307 Grand Blvd, New Port Richey, FL 34652
Welcome to the kind of night that makes you forget tomorrow is still a workday. Grab discounted drinks (ladies’ specials run 8PM-12AM), fuel up with wing deals that won’t break the bank (10 bone-in wings for $10 or 1/2 pound boneless for $9), then either showcase your vocal range during karaoke (9PM-1AM) or play it cool with free pool all night. The perfect recipe for turning “just one drink after work” into “how is it already midnight?”
