BANK HOLIDAY SUNDAY AT THE JOLLY SAILOR – THE ULTIMATE SOUTHSEA EVENT
The Southsea Event You Don’t Want to Miss This May Bank Holiday
If you’re searching for the best Southsea events this spring, especially local bands playing on the May bank holiday, then The Jolly Sailor Southsea has exactly what you need! This Bank Holiday Sunday promises a full day of great food, bottomless drinks, live music, and an unbeatable atmosphere, all set against the backdrop of scenic (and hopefully!) sunny Southsea.
Located in the heart along Clarence Parade, Southsea, Portsmouth, The Jolly Sailor is known for its great views, relaxed coastal vibe, and good times, and this special event brings all of that together into one action-packed day. Whether you’re planning a laid-back afternoon or a lively evening with friends, this is the kind of Bank Holiday experience that delivers from start to finish.
Bottomless Brunch in Southsea with Live Music
The day kicks off with one of the most exciting bottomless brunches in Southsea, running from 4:00 to 5:30pm. This isn’t just about food and drinks — it’s about creating a full experience. You’ll be treated to bottomless drinks, great food, and live acoustic music, all designed to set the tone for a perfect Bank Holiday Sunday.
The Hill Brothers Duo will be providing the soundtrack, bringing a mix of singalong favourites and feel-good tunes that perfectly match the relaxed but lively vibe of the afternoon. It’s the kind of setting where the drinks keep flowing, the music keeps you smiling, and the atmosphere builds naturally into something special.
Choose one of the dishes from our Bottomless menu which include classic pub favourites like beer-battered cod and chips with mushy peas and tartare sauce, sizzling chicken or tofu fajitas packed with flavour, a hearty Jolly Sailor beef or vegan burger, or rich BBQ ribs served with chips and coleslaw. It’s great food designed to complement the experience, not just fill a plate.
At £30 per person for 90 minutes, it’s one of the best-value bottomless brunches in Southsea, especially when paired with live music and that unmistakable seaside atmosphere!
To book: £30pp to be paid in full with menu choice at time of booking . Book by calling: 02392 295195 during pub opening hours, or DM our Facebook page.
The Hill Brothers Band – Live Music in Southsea – Floor-Fillers into the Evening
Next up! From 6:30 to 8:30pm, The Hill Brothers return with their full band for an electrifying Through The Decades show. If you’re looking for local bands playing on the May bank holiday, this is exactly what you want. A high-energy set packed with floor-filler music spanning the 60s right through to the 00s. What’s not to love about that?
This isn’t background music, it’s the kind of performance that fills the dancefloor, lifts the crowd, and keeps the good times rolling all evening. Expect big singalong moments, recognisable hits, and a buzzing crowd all enjoying one of the best live music atmospheres for the Bank Holiday weekend.
The combination of great bands, great music, and a lively crowd creates something that feels more like a mini festival than just a pub gig. It’s exactly what a Bank Holiday Sunday should be.
One Venue, One Day, Endless Good Times
What makes this stand out among other Southsea events is how seamlessly the whole day comes together. You can start with a relaxed bottomless brunch, ease into the evening with drinks and friends, and then find yourself on the dancefloor as the band kicks in. All of this takes place in a welcoming pub setting with great views, a friendly crowd, and that unmistakable Southsea charm.
The kitchen is open from 12–6pm, so even if you’re not joining the brunch, you can still enjoy great food throughout the day. Booking is highly recommended, especially for brunch, as spaces are limited and demand is high for Bank Holiday weekends.
About The Hill Brothers
At the heart of the day are The Hill Brothers, a well-established local act with deep roots in the Portsmouth music scene. With over 40 years of combined experience, they’ve built a reputation for delivering everything from intimate acoustic sessions to high-energy full band performances.
Their style blends acoustic classics with pop, indie, rock floor-fillers, making them a perfect fit for both relaxed daytime vibes and lively evening crowds. Having performed across the UK, from local venues to festival stages, they bring a level of professionalism and crowd connection that guarantees a great experience every time.
Book Your Bank Holiday Sunday Now
To book your table for the bottomless brunch, call 02392 295195 or send a message via Facebook with your details. Full payment and menu choices are required at the time of booking.
This Bank Holiday Sunday is all about Southsea, Portsmouth, great bands, great views, and good times — so gather your friends, book early, and get ready for a day that delivers from the first drink to the last song
