Stepping Out | Things To Do, May 2026

Photo at Sip on Grand in downtown New Port Richey by Michele Miller

By Michele Miller
What’s What New Port Richey

Downtown New Port Richey celebrates the Cavaliere Square and El Día Internacional de los Trabajadores with music, salsa dancing, food trucks, and more on May 1. There’s plenty more happening, including the Richey Suncoast Theatre’s Theatre 54 – a disco-themed fundraiser with a live band, food, and lots of fun promised at the Spartan Manor.

The Richey Community Orchestra closes out the concert season with its annual Mother’s Day Dinner Concert. Add to that magic, tribute bands, local history lectures and tours, a movie in the park, a spelling bee for adults, and a reshowing of films from the NPR Film Festival at the NPR Library.

For that and more, scroll down or search for events by week. And do check out the Live Music Calendar here.


QUICK SEARCH

MAY 1 -2
MAY 3 – 9
MAY 10 – 16
MAY 17 – 23

MAY – 31
MORE CALENDARS


MAY 1 -2


¡Viva Cavalaire!, 7 – 9 p.m. Friday, May 1 at Cavaliere Square in downtown New Port Richey | Free

Celebrate El Día Internacional de los Trabajadores with live music from Cuban Son, salsa dancing, and activity stations hosted by the New Port Richey Public Library’s Café y Conversaciones. El Jefe food truck will also be on site, serving delicious items for purchase. 


Joshua Seth – Mind Magic, 7 p.m. Friday, May 1 at the Richey Suncoast Theatre in downtown New Port Richey | Tickets: Starting at $29. Recommended Age: 12 and up.

From the promo…..

Get ready for an intimate evening of laughter and amazement with Mentalist Joshua Seth – Winner of The Magic Olympics. It’s a night of magic and mind-reading you’ll never forget ❤️ The perfect date night or fun family outing with teens.

As a world-renowned Mentalist and legendary voice actor (Digimon, Akira), Joshua has spent two decades touring 40 countries, winning the “Magic Olympics” at Hollywood’s famous Magic Castle.

For more information about this show and other events at Richey Suncoast, visit www.richeysuncoasttheatre.com/event-calendar


Fifth Annual Monarch Butterfly Festival, 11 a.m. – 1 p.m. Saturday, May 2, at the New Port Richey Public Library

Keynote speaker Shawn “The Milkweed Man,” documentary screenings, environmental group representatives, and musical entertainment. The first 50 attendees receive a free milkweed plant, with additional plants and seeds available.





MAY 3 – 9


Museum and Art Lecture | How to Look at Modern Art, 11 a.m. – 12 p.m. Wednesday, May 6, at the Starkey Ranch Theatre, Library & Cultural Center in Odessa | Free

Join the Leepa-Rattner Museum of Art as they explore the museum’s collection and discuss how to view Modern Art movements like Cubism, Surrealism, and Abstract and Figurative Expressionism.



OTB | The Sunset Beach Concert Series featuring The Double Treble Band, 7 p.m. Thursday, May 7, at Sunset Beach in Tarpon Springs | Free

The Sunset Beach annual Concert Series continues, featuring an eclectic line-up of concerts through November. Free Shuttle Service to and from Tarpon Springs High. No pets or alcohol. Bring chairs and blankets.


Author Talk & Book Signing | Harold Andrews, 11 a.m. – 12 p.m. Friday, May 9 at the New Port Richey Public Library

Harold Andrews, a fifth-generation Pasco County native, writes about the history, heritage, and transformation of Central Florida. His books, Pasco: Pastures to Pavement and Pasco: Then and Gone, reflect on a time when cattle, citrus, and open land defined the area, and explore how our way of life has changed over the years.


Theatre 54: A Night at the Manor | 70s Disco Fundraiser for the Richey Suncoast Theatre, 6 – 10 p.m. Friday, May 8 at Spartan Manor in New Port Richey | Individual Tickets: $125 | VIP Table for 10: $1,150 (Extremely limited!)

From the promo…

The ultimate 70s throwback is taking over New Port Richey. Join us at Spartan Manor for Theatre 54: A Night at the Manor, a high-energy fundraiser benefiting the historic Richey Suncoast Theatre (501c3). Experience a night where the legendary sound, style, and energy of the 1970s return to Pasco County. From shimmering disco balls to the greatest hits of the era, we’re bringing the hustle back to the dance floor

For more information about this show and other events at Richey Suncoast, visit www.richeysuncoasttheatre.com/event-calendar


The Michael Allman Band, 7:30 p.m. Saturday, May 9, at the Richey Suncoast Theatre in downtown New Port Richey | $50

From the promo…

The Michael Allman Band brings the soulful sounds and timeless spirit of Southern rock to our stage — the kind of night that reminds you why live music matters. Whether you’re a lifelong Allman Brothers fan or just love a great night out, this is one show you won’t want to miss.

For more information about this show and other events at Richey Suncoast, visit www.richeysuncoasttheatre.com/event-calendar




MAY 10 – 16


Richey Community Orchestra Mother’s Day Dinner Concert featuring soloist, Ashley Thunder, 1 p.m. Sunday, May 10 at Spartan Manor in New Port Richey | $50 for dinner and show

Celebrate Mother’s Day with the RCO at Spartan Manor Restaurant, enjoying a tribute to the great Divas of music.

From the promo…

Comfortable on the operatic stage or in a nightclub, Ashley Thunder is a remarkable talent. With her dynamic range and power, she is very exciting to hear! Ashley will sing hits by Aretha Franklin, Gloria Gaynor, Tina Turner, and many more. The Orchestra will play tributes to the Divas of Broadway with songs from Mame, Funny Girl, Hello Dolly, and Kiss Me, Kate.

For tickets and more information about the Richey Community Orchestra, visit richeycommunityorchestra.com


Sip and Spell: Adult Spelling Bee, 6:30 – 8:30 p.m. Monday, May 11, at the Hacienda Hotel in downtown New Port Richey

The New Port Richey Library is taking it downtown to the Historic Hacienda Hotel for the 3rd-annual Sip and Spell Spelling Bee, and it’s sure to BEE a great time! Please register in advance to reserve your spot. A small number of spots will be reserved for in-person registration the night of the event. Registration is free; food and drinks will be available for purchase at the Hacienda. Spectators are encouraged!


Plains, Trains, and Streetcars, 5:30 – 6:30 p.m. Thursday, May 14, at the New Port Richey Public Library

Explore the rich history of local transportation with Tomás Monzón of the West Pasco Historical Society. Learn how rail lines, roadways, and other early transit systems helped shape the growth and development of our community.


This presentation will highlight the people, places, and stories behind the routes that once connected the region, offering a unique look at how travel in West Pasco has evolved.


Historic Baker House Tour, 10:30 a.m. – 12:30 p.m. at the Centennial Park Library in Holiday

Learn about local history during this engaging presentation exploring the rich history of the Baker House, the oldest surviving cracker-style home in West Pasco County. This program will highlight the home’s origins, architectural significance, and the pioneering Baker family who helped shape the early community.

Following the presentation, guests are invited on a guided tour of the Baker House. Step inside this remarkable historic structure to experience its unique design, discover stories from its past, and gain a deeper appreciation for this treasured landmark.


The 77 Experience, 7 p.m. Saturday, May 16, at the Richey Suncoast Theatre in downtown New Port Richey

From the promo…

Experience the magic of 1977! The 77 Experience brings a high-energy performance to the Richey Suncoast stage, playing the greatest hits from rock and pop legends like Foreigner, Bad Company, and The Bee Gees. This immersive show includes a special video intermission that takes you back to the era of classic TV and vintage cinema. Join us for a night of timeless music and “inspired detours” through pop culture history.

For more information about this show and other events at Richey Suncoast, visit www.richeysuncoasttheatre.com/event-calendar




MAY 17 – 23


Elliot Smith, Comedy Magician, 2 p.m. Sunday, May 17 at the Richey Suncoast Theatre in downtown New Port Richey | Preferred Seating: Starting at $26 •Reserved Seating: Starting at $21 •Balcony: Starting at $18 •VIP Box Seats (4 seats): Starting at $151 | Rating: Tailored for Every Generation (Best for Ages 7+)

From the promo

Experience an electrifying fusion of wit and audience interaction with esteemed comedy magician Elliott Smith. With 45 years of experience, Elliott delivers a powerhouse combination of comedy, magic, and enchanting humor. Elliott’s style is the rare kind that doesn’t talk down to kids or bore the adults. It’s about shared wonder, whether you’re 7 or 85.

For more information about this show and other events at Richey Suncoast, visit www.richeysuncoasttheatre.com/event-calendar


New Port Richey Historic Walking Tour, 6 p.m. Wednesday, May 20. Meet at Peace Hall | Free

Learn about the historic buildings and landmarks in downtown New Port Richey as historian, WPHS vice-president, and author Gary Vitacco-Robles introduces his newest book, “A New Port Richey Historic Walking Tour”.

For more information on the West Pasco Historical Society & Museum, visit westpascomuseum.org


Link to more area museums here


Cinema Club New Port Richey Film Festival Showcase, 5:30 – 7:30 p.m. Thursday, May 21, at the New Port Richey Public Library

Missed the New Port Richey Film Festival or want to experience it again? Join us for a special screening of our 2026 showcase, featuring films created by local filmmakers.

Enjoy a fully-loaded popcorn bar while you watch the films!


New Port Richey Main Street Fourth Friday, 6 – 10 p.m., Friday, May 22, in downtown New Port Richey

Stroll downtown New Port Richey, check out local vendors and businesses. Held on the 4th Friday of each month.


FAME: The Ultimate BOWIE Tribute, 7 p.m. Saturday, May 23 at the Richey Suncoast Theatre in downtown New Port Richey | Tickets: $26 – $152 (Balcony, Reserved, and VIP Box options)

From the promo…

Step into a Ziggy Stardust wonderland as the historic Richey Suncoast Theatre proudly presents FAME: The Ultimate BOWIE Tribute. This premier tribute performance meticulously recreates the most iconic eras of David Bowie’s legendary career, offering fans a symphonic journey from the ethereal “Space Oddity” to the global pop anthems of the 80s.

For more information about this show and other events at Richey Suncoast, visit www.richeysuncoasttheatre.com/event-calendar





May 24 – 31


West Pasco Art Guild “Flowers” Art Show & Reception, 2:30 – 4: 30 p.m. Sunday, May 24 at the West Pasco Art Guild Gallery in New Port Richey

The art show will run through mid-June at 6206 Jefferson Street in downtown New Port Richey.


NPR Summer Kickoff: Touch-a-Truck & Hurricane Expo, 10 a.m. – 1 p.m. Saturday, May 30, at the New Port Richey Public Library

Kick summer into high gear with Touch-a-Truck! Explore firetrucks, police vehicles, and more at this annual event. Face painting and other activities will be available inside the Library, where you can register for our Summer Library Challenge.

This event also includes a Hurricane Expo, featuring safety information and vendors to help you prepare for storm season. Don’t miss this exciting opportunity to get up close with emergency vehicles, connect with local safety experts, and learn how to stay prepared.


Karaoke | Open Mic


  • Art’s Tap House North, Karaoke, 7 p.m. Wednesdays in Port Richey.
  • Art’s Tap House South, Karaoke, 7 p.m. each Thursday in New Port Richey
  • Rosie’s Tavern, Open Mic, 7 -10 p.m. Thursdays in downtown New Port Richey.
  • The Social, NPR, Karaoke, Thursdays in downtown New Port Richey

Latest Posts


Be the first to comment

Leave a Reply