Happy Hump Dayyy! Looking for the best things to do in West Pasco tonight?
From trivia competitions at Dented Keg and Whiskey River to live music at Captain Jacks in Tarpon Springs, Wednesday nights in New Port Richey, Port Richey, and Hudson offer an impressive lineup of entertainment options. Whether you’re seeking family-friendly activities, adults/singles events, or the best drink specials in town, our comprehensive guide covers everything happening across West Pasco County this evening.
Here’s everything going on in and around West Pasco – Wednesday, April 16, 2025
- Remember to verify event details before heading out, as times and details may change.
- This is an ongoing list. If you’d like to be added to this weekends events, please email all important information to – [email protected]
LIVE MUSIC
Stan Bozek @ Captn Jacks Waterfront Bar & Grill
5:30 PM – 8:30 PM | 21 Oscar Hill Rd, Tarpon Springs, FL 34689
Stan Bozek is bringing the jams to Capt’n Jacks this evening with waterfront views as your backdrop. Grab a spot on the deck, order something refreshing, and let live tunes wash away your Wednesday blues with this Tarpon Springs sunset session.
Both Worlds @ Crab Shack On The Cotee River
5:30 PM – 8:30 PM | 5430 Baylea Ave, Port Richey, FL 34668
Both Worlds takes the stage tonight at the riverside Crab Shack, delivering the perfect soundtrack to go with their wing and beer specials. The rustic tiki hut vibes and waterfront setting create that quintessential Florida evening you’ve been craving.
FAMILY FRIENDLY
Teacher Appreciation Wednesdays @ Dang Good on Main
12:00 PM – 10:00 PM | 5740 Main St, New Port Richey, FL 34652
Calling all educators! Flash your teacher ID at Dang Good on Main today and score 15% off your entire order. This dine-in only special runs all day as a well-deserved thank you to those shaping young minds. Sorry, no online orders or delivery services qualify.
Open Mic @ Cotee River Brewing
4:00 PM – 10:00 PM | 5760 Main St, New Port Richey, FL 34652
Your voice, your vibe, your spotlight at Cotee River Brewing’s weekly Open Mic Night. Showcase your talents while sipping their fresh-batched Cotee River Blonde or fan-favorite Loquat Blonde Ale. The perfect low-pressure environment to share your musical gifts or cheer on local talent.
Pot Luck @ Emerald Coast Brewing Company
4:00 PM – 10:00 PM | 5731 Main St, New Port Richey, FL 34652
Community vibes are brewing at Emerald Coast tonight with their friendly potluck gathering. Bring a dish to share, sample some homemade goodies, and bond with the beer family over good food and conversation. Nothing builds community like breaking bread together over craft brews.
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 Wednesday means free pool all day long. Pair your billiards with wallet-friendly specials like $9.95 fried shrimp (try the buffalo style), $8 cheeseburger sliders, and $4 craft beers flowing all day. Happy hour runs until 6pm for even more savings.
Yay Fun Bingo @ Thirsty Buffalo Brew Factory
6:00 PM – 8:00 PM | 2330 Success Dr, Odessa, FL 33556
The name says it all! Thirsty Buffalo’s entertaining bingo night brings the perfect mix of
competition and laughs to your Wednesday evening. Grab a craft brew, mark those cards, and discover why “Yay Fun Bingo” has become a midweek ritual for locals in the know.
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. All paces and experience levels welcome in this judgment-free zone. 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.
Trivia Nation Live Trivia @ Rum River Bar and Grill
6:30 PM – 8:30 PM | 7811 Bayview St, Port Richey, FL 34668
Put those random facts taking up space in your brain 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 bragging rights.
Conversations in the Barn – Past, Present and Future of Our Local Land @ Starkey Market
7:00 PM – 8:00 PM | 3460 Starkey Boulevard, New Port Richey, FL 34655
Step into the barn for a fascinating (and free!) evening with Chuck Grey as he shares insights on local New Port Richey history. Part of Starkey Market’s popular speaker series, this engaging discussion invites you to gain a deeper appreciation for our community’s roots in a casual, conversational setting.
Friends Trivia @ Craft Life Brewing
7:00 PM – 9:00 PM | 6810 Tower Dr, Hudson, FL 34667
Could this BE any more fun? Test your knowledge of the iconic sitcom at Craft Life’s Friends-themed trivia night. Gather your lobsters and compete for free beer while enjoying eats from KC’s Quesadillas food truck. Perfect for anyone who knows Monica’s pet peeves or can recite all of Joey’s pickup lines.
Music Trivia @ The Liquid Garage
7:00 PM – 9:00 PM | 1306 Seven Springs Blvd, New Port Richey, FL 34655
Will the reigning Mechanics defend their title or will a new team claim music trivia glory? Find out at The Liquid Garage where Lana’h and Allison are pouring drinks while you flex those music knowledge muscles. Fuel your brain with offerings from The Whole Cow food truck, serving from 5-8pm.
Live Trivia Nights @ Whiskey River On The Water
7:00 PM – 9:00 PM | 5245 Limestone Drive, Port Richey, FL 34690
Brain-busting fun with waterfront views! Challenge Entertainment brings their epic live trivia to Whiskey River every Wednesday with prizes for top teams. The best part? It’s always free to play, making this the perfect excuse to gather your know-it-all friends for a midweek mental workout.
Big Trophy Trivia @ Barriehaus Trinity
7:00 PM – 9:00 PM | 9945 Trinity Blvd, Trinity, FL 34655
Brit-ish Mike hosts the trivia showdown that’ll get you over the hump day hump at Barriehaus Trinity. Ditch your usual Wednesday routine for prize-winning team trivia in the former Escape Brewing space. Nothing beats midweek doldrums quite like craft beer and friendly competition.
Trivia @ Thirsty Buffalo Brewing Company
7:00 PM – 9:00 PM | 16794 Focus Lp, Land O’ Lakes, FL 34638
Thirsty Buffalo’s weekly brain battle brings together craft beer enthusiasts and trivia buffs for an evening of friendly competition. Grab a team, claim your table, and prepare to put those random knowledge reserves to the test while sampling their latest brews.
Trivia Night @ Dented Keg
7:30 PM – 9:30 PM | 5500 Main St, New Port Richey, FL 34652
General knowledge is the name of the game as Vlad from Timeless Entertainment hosts Dented Keg’s weekly trivia night. Show up early to catch Hoppy Hour from 4-7pm with $1 off drafts, then flex those brain cells for a chance at prizes. The brewery’s open from 4-10pm, making this the perfect midweek mental workout with craft beer rewards.
ADULTS/SINGLES
Industry Night @ Rosie’s Tavern
3:00 PM – 10:00 PM | 5728 Main St, New Port Richey, FL 34652
Service industry heroes, this one’s for you! Rosie’s NPR launches their very first Industry Night with a sweet 30% off all draft beer, bottled beer, wine and seltzer for hospitality workers. Rock your Rosie’s Tavern shirt and score the same discount even if you’re not in the industry. Some restrictions apply, but the good vibes flow freely.
Wayback Wednesday @ 401k Sports Bar
3:00 PM – 9:00 PM | 7135 State Rd 52, Hudson, FL 34667
DJ Pops brings the retro vibes starting at 3pm at 401k Hudson, spinning those tracks that take you back to simpler times. Grab a drink, settle in, and let the nostalgia wash over you with this midweek musical time machine that hits all the right throwback notes.
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? Overtime’s free weekly brain battle is where Hudson’s trivia buffs come to shine (or spectacularly crash and burn). Game kicks off at 5:30pm – round up your smartest friends and claim your table early for maximum strategic advantage.
Open Mic Jam @ The Dirty Mullet
6:00 PM – 9:00 PM | 7751 Grand Blvd, Port Richey, FL 34668
Calling all musicians! The Dirty Mullet’s Open Mic Jam welcomes singers, guitarists, percussion players and more for a night of collaborative musical magic. Whether you’re performing or just enjoying the show, cash-priced drink specials ($4 Margaritas, $3 Shock Top Drafts, $2 PBR Drafts, $3.25 Corona) sweeten the deal.
Ladies Night @ The Goose
6:00 PM – 11:55 PM | 8525 Old County Rd 54, New Port Richey, FL 34653
Ladies, tonight’s your night at The Goose with buy-one-get-one drinks flowing until midnight. Bring your girlfriends, toast to midweek, and make Wednesday the new Friday with this wallet-friendly special that keeps the good times rolling.
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.
Cinco! Live Game Show – Whiskey Wings Tarpon Springs
7:00 PM – 9:00 PM | 40737 US Hwy 19 N, Tarpon Springs, FL 34689
Wings, drinks and interactive games create the perfect midweek mood at Whiskey Wings. Score $2 OFF boneless wings while testing your skills in the Cinco Live Game Show. Get there early to catch Happy Hour (until 6pm), then stick around to potentially win prizes in this lively game night that beats sitting home watching reruns.
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 Tropics’ weekly talent showcase. The sign-up list drops at 6:30pm 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.
Comedy @ 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 at Ordinance One’s SKOOBA’S Stand Up Comedy Dive. This free showcase features a rotating cast of comics followed by a limited open mic for 5-8 brave souls. Grab a beer (or non-alcoholic alternative) and enjoy comedy that’s definitely not for the kids in this mature audience, positive vibes environment.
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 awaits at Art’s Tap House North 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.
Live Dancing Lessons (Advanced) @ The Stockyard
7:30 PM – 9:00 PM | 1916 US Highway 19, Holiday, FL 34691
Step up your line dancing game with advanced lessons at The Stockyard. Doors open at 7pm with class starting at 7:30pm for dancers ready to move beyond the basics. $6 cover for 21+ and $15 for 18-20, with open dancing for everyone after 9pm. After 9pm, 21+ get in free and can enjoy $4 Bud Light bottles and well drinks.
WTF WEDNESDAYS @ Tarpon Taphouse
7:30 PM – 10:30 PM | 533 Athens St, Tarpon Springs, FL 34689
Hospitality workers score big with 20% off their tab at Tarpon Taphouse’s WTF Wednesdays. Tonight falls on the third Wednesday of the month, featuring karaoke, live music/DJ, game room and interactive trivia all in one venue. The perfect spot to blow off some midweek steam in Tarpon’s lively atmosphere.
Karaoke @ Captain’s Tavern
8:00 PM | 8742 N Mobley Rd, Odessa, FL 33556
Ever wondered where all the closet rock stars hide mid-week? They’re grabbing the mic at Captain Tavern’s Wednesday night karaoke throwdown. Belt out your signature anthem or brave that power ballad you’ve been practicing in the shower—either way, the crowd’s guaranteed to cheer you on while the drinks flow.
Cinco! Game Show @ Brennan’s Tavern
8:00 PM | 1144 US-19 ALT, Holiday, FL 34691
DJ Jus Joe hosts Brennan’s interactive Cinco! game show where your quick thinking could score you free drinks, food and gift cards. This crowd-pleasing competition brings together the best elements of trivia, game shows, and social drinking for a Wednesday highlight you won’t want to miss.
Karaoke @ Mermaid’s Lounge and Eatery
8:00 PM – 11:00 PM | 11024 State Rd 52, Hudson, FL 34669
Whiskey Wednesday meets karaoke night at Mermaid’s, where great specials on drinks and food create the perfect backdrop for showing off your vocal talents. Take the stage in their outdoor singing space from 8-11pm and turn a regular Wednesday into something worth remembering.
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 (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.
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 at Danny’s. The free-to-play format includes a built-in drinking game that keeps the energy high while you chase those elusive bingos starting at 8pm. Grab your markers, rally your friends, and see if liquid courage improves your bingo skills.
