Confetti Image
Left-hand side leaf cover

Live Entertainment & Showbars

It’s showtime at Captain Jack’s!

Captain Jack’s Showbar and Castaways are home to some of the UK’s best acts, check out our line-up of free entertainment and ticketed events below:

May 2025

Fri,
2nd May

Ash Wilson as Bon Jovi

Ash Wilson as Bon Jovi

As seen on ITV's hit TV show, Starstruck - a phenomenal Jon Bon Jovi tribute.

Sat,
3rd May

Dan Carney as Lewish Capaldi

Dan Carney as Lewish Capaldi

Prepare for an evening of heartfelt melodies and soul-stirring vocals, as Dan Carney’s Lewish Capaldi takes to the stage.

Sun,
4th May

Singo Bingo & Natalie Hallet's 90's Experience!

Singo Bingo & Natalie Hallet's 90's Experience!

SINGO BINGO is BACK for 2025! It's wacky bingo fun with even WACKIER prizes! PLUS! Live music from the brilliant Natalie Hallet! Before the show, enjoy Kids Time—family-friendly entertainment from 5pm to 9pm.

Mon,
5th May

Penny Johns

Penny Johns

Enjoy powerhouse vocals as the amazing Penny Johns performs hit after hit, from every genre.

Fri,
9th May

Donna Ramsdale

Donna Ramsdale

A naturally gifted performer who has enthralled audiences across the globe.

Sat,
10th May

Nicola Marie as Lady Gaga

Nicola Marie as Lady Gaga

The OFFICIAL tribute to Lady Gaga graces the Captain Jack’s stage.

Fri,
16th May

Just Anne Marie - Anne Marie Tribute

Just Anne Marie - Anne Marie Tribute

The ultimate tribute to the UK Chart Topper – Anne Marie!

Sat,
17th May

Karl Lewis as Olly Murs

Karl Lewis as Olly Murs

Get ready to let your Heart Skip a Beat with Almost Olly – one of the UK’s top Olly Murs tribute artists.

Fri,
23rd May

Lauren Porter as Taylor Swift & Meghan Trainor

Lauren Porter as Taylor Swift & Meghan Trainor

2 superstar tributes in one night! Lauren Porter as Meghan Trainor and Taylor Swift!

Sat,
24th May

Kofi Taylor as Harry Styles

Kofi Taylor as Harry Styles

The UK’s Number 1 Harry Styles Impersonator, bringing breathtaking talent, bags of swagger and the vocals to match

Sun,
25th May

Singo Bingo & Rachel Fuller!

Singo Bingo & Rachel Fuller!

SINGO BINGO is BACK for 2025! It's wacky bingo fun with even WACKIER prizes! PLUS! Live music from Rachel Fuller as Dua Lipa! Before the show, enjoy Kids Time—family-friendly entertainment from 5pm to 9pm.

Mon,
26th May

Matt Grindley Magique

Matt Grindley Magique

The incredible Matt Grindley performs a show of magic, illusion and comedy!

Tue,
27th May

LWP Wrestling at Captain Jack's

LWP Wrestling at Captain Jack's

Get ready to rumble in the ring with LWP Wrestling! Doors open 12pm!

Tue,
27th May

Singo Bingo & Rachel Jones!

Singo Bingo & Rachel Jones!

SINGO BINGO is BACK for 2025! It's wacky bingo fun with even WACKIER prizes! PLUS! Live music from the fantastic Rachel Jones!

Wed,
28th May

Cinderella - A Captain Jack's Pantomime

Cinderella - A Captain Jack's Pantomime

A panto from Captain Jack's? OH YES IT IS! Join us for our 2025 Panto Cinderella! Doors open 12pm!

Wed,
28th May

Captain Jack's Wednesday Night Takeaway!

Captain Jack's Wednesday Night Takeaway!

Big entertainment and BIG PRIZES! Join us for our all new show on Wednesday's, Captain Jack's Wednesday Night Takeaway!

Thu,
29th May

Ian Dee - Comedy Hypnotist

Ian Dee - Comedy Hypnotist

The hugely popular comedy hypnotist is back by popular demand!

Fri,
30th May

Karen Tomlinson as Jessie J & Pink

Karen Tomlinson as Jessie J & Pink

Join the UK’s number one Jessie J tribute as she performs as the star and Pink!

Sat,
31st May

Jack Bowater as Ed Sheeran

Jack Bowater as Ed Sheeran

Jack Bowater matches Ed with his vocal ability, guitar playing and uncanny resemblance.

Please note: All acts subject to change at any time.

Captain Jacks

Get ready for a free night of electrifying, family-friendly performances from some of the best acts in the UK! Not to mention our in-house entertainment team has something for everyone, from kids’ party characters to fun-filled game nights and bingo!

Want the VIP treatment and a guaranteed seat? Book one of our VIP booths for the evening and receive your security deposit back as bar credit!

Castaways

Castaways is our social hub. Sit back and relax with friends and family in our completely remodelled bar near Skegness. With both indoor and outdoor seating, it’s the place to be, come rain or shine!