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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:

Mar 2025

Wed,
23rd Jul

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,
23rd Jul

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,
24th Jul

Ian Dee - Comedy Hypnotist

Ian Dee - Comedy Hypnotist

The hugely popular comedy hypnotist is back by popular demand!

Fri,
25th Jul

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.

Sat,
26th Jul

Absolutely Amy - Amy Winehouse Tribute

Absolutely Amy - Amy Winehouse Tribute

An incredible and authentic tribute to Amy Winehouse, with family friendly entertainment from 5pm to 9pm!

Sun,
27th Jul

Singo Bingo & Spellbound!

Singo Bingo & Spellbound!

SINGO BINGO is BACK for 2025! It's wacky bingo fun with even WACKIER prizes! PLUS! Magic and illusion from the mystifying SpellBound! Before the show, enjoy Kids Time—family-friendly entertainment from 5pm to 9pm.

Mon,
28th Jul

Penny Johns

Penny Johns

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

Tue,
29th Jul

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,
29th Jul

Singo Bingo & Ash Wilson!

Singo Bingo & Ash Wilson!

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

Wed,
30th Jul

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,
30th Jul

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,
31st Jul

Ian Dee - Comedy Hypnotist

Ian Dee - Comedy Hypnotist

The hugely popular comedy hypnotist is back by popular demand!

Fri,
1st Aug

Nicola Marie as Lady Gaga

Nicola Marie as Lady Gaga

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

Sat,
2nd Aug

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,
3rd Aug

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,
4th Aug

Penny Johns

Penny Johns

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

Tue,
5th Aug

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,
5th Aug

Singo Bingo & Rachel Jones!

Singo Bingo & Rachel Jones!

SINGO BINGO is BACK for 2025! It's wacky bingo fun with even WACKIER prizes! With performances from Rachel Jones. Before the show, enjoy Kids Time—family-friendly entertainment from 5pm to 9pm.

Wed,
6th Aug

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,
6th Aug

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,
7th Aug

Ian Dee - Comedy Hypnotist

Ian Dee - Comedy Hypnotist

The hugely popular comedy hypnotist is back by popular demand!

Fri,
8th Aug

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,
9th Aug

Lisa Press as Celine Dion

Lisa Press as Celine Dion

Join the multi-award-winning Celine Dion tribute, Lisa Press.

Sun,
10th Aug

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,
11th Aug

Chris Tame

Chris Tame

Chris Tame is one of the best vocalists on the circuit, with a show described as ‘out of this world’.  From ballads, to musicals and even chart topping hits, Chris Tame’s show is one not to miss! Before the show, enjoy Kids Time—family-friendly enterta

Tue,
12th Aug

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,
12th Aug

Singo Bingo & Ash Wilson!

Singo Bingo & Ash Wilson!

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

Wed,
13th Aug

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,
13th Aug

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,
14th Aug

Ian Dee - Comedy Hypnotist

Ian Dee - Comedy Hypnotist

The hugely popular comedy hypnotist is back by popular demand!

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!