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With the Easter Bank Holiday now behind us, many of us have had a first taste of long weekends, slower mornings, and spontaneous plans in the sunshine. If Easter was the warm-up, the upcoming May Bank Holidays are where things really get going. It’s the perfect time to make plans. Whether you’re into live music, sport, or something a little more refined, we’ve got you covered.
There’s no better way to start the Bank Holiday season than with live music, and this year it doesn’t disappoint. The UK’s largest rising star Olivia Dean takes the stage at the O2 in May, bringing her smooth vocals and heartfelt lyrics to fans. She has quickly become one of the most exciting voices in British music, with standout tracks like Man I Need and Rein Me In earning a devoted following.
Later in the month, Rizzle Kicks return on 22nd May, promising feel-good hits at the world-renowned Alexandra Palace.
For a slightly slower pace, the iconic Chelsea Flower Show returns on 22nd and 23rd May. The world’s most prestigious flower show takes over London, showcasing breath taking garden designs, innovative ideas, and truly spectacular floral displays.
For those looking to elevate the experience, our exclusive Spring Garden hospitality offerings, including Meridian and Nocturne, provide a refined way to enjoy the show. Expect premium dining, elegant surroundings, and a relaxed atmosphere just moments from the action. Whether you’re a gardening enthusiast or simply looking for a beautiful day out in style, it’s one of the standout highlights of the month.
Football fans are in for a treat as the season reaches its decisive final weeks. Arsenal, pushing at the top end of the table, host Fulham at the iconic Emirates Stadium on 2nd May. With stars like Bukayo Saka and Declan Rice leading the charge, it’s a fixture full of intensity and quality.
Meanwhile, Chelsea continues their push for a strong finish as they take on Nottingham Forest at Stamford Bridge. There’s plenty of excitement around this clash as both sides look to end the season on a high. The drama culminates on 23rd May with the EFL Championship play-off final at the legendary Wembley Stadium, where one team secures promotion to the Premier League in front of a packed crowd.
If you’re after that classic British summer atmosphere, cricket is the perfect place to start. The Vitality Blast delivers fast-paced T20 action, with Middlesex County Cricket Club taking on Kent Spitfires on 22nd May at the historic Lord's Cricket Ground, widely regarded as the “Home of Cricket.”
Later in the month, Surrey County Cricket Club bring the energy to Lords on 24th May. Expect big hitting, lively crowds, and an unbeatable mix of sport and summer socialising.

For those drawn to an event for friends, families, and colleagues alike, horse racing offers the perfect blend of excitement and elegance. At Windsor Racecourse on 22nd May, enjoy a relaxed, vibrant day, all set against a breath taking landscape that serves as the perfect backdrop for a perfect day.
Meanwhile, Goodwood Racecourse on 24th May delivers one of the most picturesque race days in the UK. Known for its stunning views and stylish crowd, it’s as much about the experience as it is the racing!
The May long weekends don’t have to stay UK-bound, why not take things international?
After a short break, the Miami Grand Prix 1st–3rd May kicks off the month with sunshine and glamour, while the Canadian Grand Prix 22nd–24th May keeps the adrenaline going. It’s the perfect excuse to spend your Bank Holiday afternoons enjoying high-speed.
Don’t miss out on the action this May! Here at DTB, we offer a range of luxury hospitality packages alongside general ticket options to suit every preference. Get in touch with us today to secure your place today.
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