Tuesday, May 6, 2025

Monday, April 14 – Live Music, Family Friendly, Singles/Adults Events – 20+ Things To Do in and Around West Pasco

Happy Monday! Want to continue the weekend?? West Pasco’s buzzing with excitement tonight!

From vinyl listening parties and beachside music bingo to industry appreciation nights and competitive trivia battles, April 14th is packed with options for every mood.

Whether you’re chasing happy hour deals, family-friendly activities, or a lively singles scene, we’ve got you covered with this complete rundown of the area’s best events.

Ditch the couch, grab your friends, and dive into the local scene that proves Mondays in Pasco County are anything but boring. Here’s everything going on in and around West Pasco – Monday, April 14, 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

Vinyl Night with Jimmy @ Ordinance One

4:00 PM – 10:00 PM | 5738 Main St, New Port Richey, FL 34652

Dust off those vinyl treasures and let Jimmy spin your favorite records at this weekly listening party. Whether you’re bringing your own wax to share or just want to discover something new, there’s even a listening station to preview records before you buy. Perfect for music lovers looking to kick off the week with some analog vibes.

Glen Hayden @ Capt’n Jacks Waterfront Bar & Grille

5:30 PM – 8:30 PM | 21 Oscar Hill Rd, Tarpon Springs, FL 34689

Unwind with waterfront views and live tunes as Glen Hayden takes the stage at Capt’n Jack’s. The perfect soundtrack to your Monday evening, Glen creates that laid-back coastal atmosphere that makes weekday stress melt away. Grab a drink, find a spot with a view, and let the music carry you into the week.

FAMILY FRIENDLY

Free Pool @ Skinny’s Bar & Grill

11:00 AM – 11:00 PM | 13228 U.S. Hwy 19, Hudson, FL 34667

Monday brings free pool all day at Skinny’s, plus food specials including $9.95 mussels in diablo or garlic butter sauce. The evening kicks into gear from 8PM-12AM with $2 wells and $8 domestic pitchers, while happy hour runs 11AM-6PM. Enough reasons to turn an ordinary Monday into something worth leaving the house for.

BCTB Palm Springs Break @ Replay Amusement Museum

5:00 PM – 7:00 PM | 119 E Tarpon Ave, Tarpon Springs, FL 34689

Belles & Chimes Tampa Bay brings their women’s pinball tournament to Replay Museum, with warmups and potluck starting at 5PM. The competitive action begins at 7PM for women, while youth tournaments kick off at 6:30PM. A perfect blend of friendly competition and skill-building for pinball enthusiasts of all levels.

Music Bingo @ Ollies On The Beach

5:00 PM – 8:00 PM | 6438 Clark St, Hudson, FL 34667

Test your music knowledge while enjoying ocean breezes at Ollie’s beachside deck. Winners score free beer each round, plus there’s “Fun Bucket” giveaways throughout the night. Come hungry for their Shrimp Monday specials – $12.99 for a pound of peel-and-eat or $14.99 for blackened. The perfect combo of games, views, and good eats.

Music Bingo @ Overtime Sports Bar

5:30 PM – 7:30 PM | 7736 State Rd 52, Hudson, FL 34667

Get your music knowledge ready for a free-to-play bingo session with prizes worth winning. Whether you’re a first-timer or a regular, this weekly event brings the perfect blend of competition and fun to kick your week into gear. The casual, welcoming vibe makes this an ideal spot to shake off those Monday blues.

Sprout & Shout @ Regency Park Library

6:00 PM – 7:00 PM | 9701 Little Rd, New Port Richey, FL 34654

Celebrate National Gardening Day with hands-on activities at this family-friendly event. Ask questions from a Master Gardener, try seed planting, and discover more green-thumb wisdom. A perfect opportunity to nurture your gardening skills or introduce little ones to the joys of growing their own plants.

Walking Club @ Infusion Brewing

6:00 PM – 8:00 PM | 6345 Grand Blvd, New Port Richey, FL 34652

Lace up those walking shoes and meet at the brewery for a community stroll through downtown. The reward for your exercise? 50% off your first beer when you return – because nothing tastes better than a cold brew you’ve earned. A perfect blend of fitness and socializing to start your week on the right foot.

Trivia Night @ Whiskey Wings Tarpon Springs

6:30 PM – 8:30 PM | 40737 US Hwy 19 N, Tarpon Springs, FL 34689

The most interactive trivia experience in the Bay area lands at Whiskey Wings every Monday night. Test your knowledge across a range of categories, compete for prizes, and enjoy the lively atmosphere of this local favorite. Whether you’re a trivia buff or just looking for Monday night entertainment, this is the spot to flex those brain muscles.

Trivia Night @ Thirsty Buffalo Brew Factory

6:30 PM – 8:30 PM | 2330 Success Dr, Odessa, FL 33556

Mike’s hosting a night of brain-teasing trivia questions while you enjoy the “brew-ty treatment” at Thirsty Buffalo. Come ready with random knowledge and maybe even the free trivia answer: 1964 Pontiac GTO. A perfect excuse to gather friends, sample craft beers, and turn an ordinary Monday into a competitive good time.

Music Bingo @ Rum River Bar & Grill

7:00 PM – 9:00 PM | 7811 Bayview St, Port Richey, FL 34668

The Original BANDINGO® Music Bingo brings its award-winning interactive game show to Rum River every Monday. This family-friendly event offers prizes including drink specials and free menu items for winners. With a lively atmosphere and good vibes, it’s the perfect way to transform your Monday from mundane to memorable.

Trivia with Chip @ The Nauti Oar

7:00 PM – 9:00 PM | 7729 Grand Blvd, Port Richey, FL 34668

Chip brings the trivia heat to The Nauti Oar, where Monday’s specials include soup and salad with French onion and smoked turkey soup options. Don’t forget – they’ve got wings too! A perfect combination of brain exercise and comfort food to ease into the week without breaking your entertainment budget.

Books @ Brews @ Dented Keg

7:00 PM – 10:00 PM | 5500 Main St, New Port Richey, FL 34652

Literary-minded beer lovers unite for this monthly book club meeting at Dented Keg. April’s discussion centers around “His Perfect Crime” by Alex Sigmore – part of the Emily Slate Mystery Thriller series. Grab a craft brew, share your thoughts, and connect with fellow readers in a laid-back atmosphere that beats the traditional library setting any day.

ADULTS/SINGLES

Industry Monday @ Thirsty Buffalo Brewing Company

11:00 AM – 9:00 PM | 16794 Focus Lp, Land O’ Lakes, FL 34638

Service industry folks get some well-deserved appreciation with 15% off at Thirsty Buffalo all day long. Whether you’re coming off a Sunday shift or heading to work later, this Land O’ Lakes brewery offers the perfect spot to enjoy craft beers at a discount. Just bring proof that you keep the hospitality world turning.

Hospitality Night @ The Liquid Garage Brewing Company

3:00 PM – 9:00 PM | 1306 Seven Springs Blvd, New Port Richey, FL 34655

Industry appreciation runs deep at Liquid Garage with bartender Lana’h serving up 30% off draft pours all night. They’re also rolling out $2 off four-packs (already packaged) for Monday visitors. The perfect spot to kick back after your shift or just enjoy the start of your weekend if Monday’s your Saturday.

Industry Night @ Rosie’s Tavern

3:00 PM – 10:00 PM | 5728 Main St, New Port Richey, FL 34652

Rosie’s launches their very first Industry Night with 30% off all draft beer, bottled beer, wine, and seltzer for service industry workers. The same deal applies Wednesday if you sport your Rosie’s Tavern shirt. A perfect spot to unwind after your shift or catch up with fellow industry friends in a welcoming downtown NPR atmosphere.

Hospitality Night & Mug Mondays @ The Goose

6:00 PM – 11:00 PM | 8525 Old County Rd 54, New Port Richey, FL 34653

The Goose brings a double deal with Hospitality Night featuring BOGO calls and wells starting at 6PM. They’re also running Mug Monday – bring your vessel (up to 64oz) and they’ll fill it for just $2. The perfect spot to maximize your Monday drinking budget while mingling with fellow industry folks.

Tacos, Tequila, and TRIVIA @ Cantina Viajero

7:00 PM – 8:00 PM | 1338 Epiphany Wy N-103, Trinity, FL 34655

Cantina Viajero teams up with Madgood Trivia for a Monday night mental workout paired with Mexican flavors. Test your knowledge across general categories while enjoying signature tacos and tequila specials. Whether you’re showing off your random facts or just enjoying the atmosphere, it’s the perfect mix of fun and flavors to kick-start your week.

Industry Night & Free Pool @ Danny’s Bar and Grill

7:00 PM – 11:00 PM | 3105 Grand Blvd, Holiday, FL 34690

Danny’s rolls out the red carpet for hospitality workers with 10% off, plus free pool all Monday night. The half-pound burger and beer special for $9 hits the spot, while happy hour runs 3-6PM and again from 7-11PM. The perfect spot to unwind after your shift without emptying your wallet.

Cards Against Humanity Monday @ Captain’s Tavern

8:00 PM – 10:00 PM | 8742 N Mobley Rd, Odessa, FL 33556

Put your twisted sense of humor on display at Captain’s Tavern’s weekly Cards Against Humanity night. This adults-only card game brings out the worst (in the best way) in everyone, creating an atmosphere where you’ll laugh with strangers and possibly make new friends based on your equally questionable humor. No skill required – just a willingness to embrace the inappropriate.

Booze N Bingo & Martini Monday @ Bourbon on Main

8:00 PM | 6307 Grand Blvd, New Port Richey, FL 34652

Rob hosts a free-to-play Booze N Bingo session where you can win drinks and prizes (21+ only). Pair the games with Martini Monday specials running all night, plus happy hour drinks from 11AM-6PM. Earlier in the day, fill up with $10.95 taco salads or mussels. The perfect mix of food, drinks, and entertainment to make a Monday feel special.

Karaoke @ Pub 52

8:00 PM – 12:00 AM | 7306 State Rd 52 S, Hudson, FL 34667

Start your week on a high note with some karaoke therapy at Pub 52. Whether you’re belting power ballads or attempting rap classics, all styles are encouraged at this judgment-free zone. The perfect way to shake off Monday blues, make new friends, and rediscover your inner rock star – liquid courage available at the bar.

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