Friday 24th July 2026
15:15 tbc
17:15 tbc
20:45 tbc
Flat
6 to 8
Get ready for sunshine vibes, ice-cold rum, and reggae rhythms – our hugely popular Caribbean Night returns to Chepstow Racecourse on Friday 24th July!
This is no ordinary raceday. Kick off your weekend with an evening of live flat racing in South Wales, then keep the party going as the racecourse comes alive with Caribbean-inspired music and entertainment.
Previous years have seen big names like Levi Roots bring the flavour, and while our 2026 live act is still to be announced, you can expect another unforgettable performance filled with summer energy, dancing, and plenty of reggae beats.
On the track, a competitive evening card of flat racing will set the stage for the celebrations. Off the track, you’ll find a festival atmosphere with rum cocktails, great food, and live music carrying the party late into the night. It’s the perfect summer night out – ideal for groups of friends, colleagues, or anyone looking for a vibrant way to spend a Friday.
For those who’d like to take their night to the next level, Chepstow’s hospitality packages offer reserved seating, dining, and excellent views of the action on the course and the stage.
Tickets for Caribbean Rum & Reggae Night at Chepstow Racecourse on Friday 24th July are available online now. Don’t miss one of the biggest party nights of the summer – with flat racing and live reggae music in South Wales all in one ticket.
Download the site map here
Children 17 and under go free* to the races when accompanied by an adult (*exclusions may apply). Children do not require a ticket in advance and a free ticket will be issued on the day.
Concessions discounts are only available on the day.
All bookings directly through our website and over the phone with our customer service team do not incur a fulfilment fee – the price you see, is the price you pay! Bookings through our official hospitality partner Seat Unique have a fulfilment / booking fee applied. All bookings are made in accordance with our terms and conditions of entry.
Book ahead on our Early Bird rates - the best value available! Kick things off with up to 50% off drinks during the first hour after the gates open, no matter which ticket you purchase!
Discounted admission for groups of 10+, with access as outlined above.
LIMITED AVAILABILITY
Make the most of a Day at the Races with a refreshing pint of Carlsberg or soft drink, a delicious, freshly baked hot pie, and your raceday programme. Take in all the racing action from prime viewing spots with access to the Grandstand, bars, food outlets, and key areas — everything you need for a winning day out!
Book ahead on our Early Bird rates - the best value available!
LIMITED AVAILABILITY
Double the refreshment, double the fun: enjoy two drinks of your choice — beers, wines, or softs — along with your official racecard. Take in all the racing action from prime viewing spots with access to the Grandstand, bars, food outlets, and key areas — your go-to for a refreshing, value-packed day of racing excitement.
SHARED AREA | BALCONY VIEWS | EXCLUSIVE ACCESS
Enjoy a premium raceday experience with full access to the course. Take in the racing action from one of the best vantage points, with a suite and private balcony providing exceptional views. A raceday programme and complimentary drink are included to complete your day. Perfect for those seeking comfort, exclusivity, and a touch of luxury.
Event Details | FAQ's | Contact Us
Celebrate in style by crafting an exclusive message for the racecard! Your personalised greeting for any special occassion will be featured in the racecard and announced during the event for all to see and hear!
Your personalised message (up to 20 words) should be submitted at least seven days before the event, by responding to your confirmation email or sending it to info@chepstow-racecourse.co.uk. There are a limited number of allocated spaces within the racecard, so be quick to secure yours!
