1. Fish & Chip Evenings at Havenstreet Steam Railway (Throughout dates in July & August)
Enjoy a relaxed Tuesday evening this July and August with a traditional fish and chip supper followed by a scenic journey through the Isle of Wight’s countryside aboard a historic steam train in a charming Edwardian carriage.
2. Royal Isle of Wight County Show (12th – 13th July)
Experience the best of rural life with livestock displays, craft stalls, arena shows, food and drink, and activities for the kids. A perfect countryside day out.
You can find out all information about this event here.
3. Ventnor Fringe Festival (18th – 27th July)
A creative, quirky celebration of arts and culture, this independent festival brings music, comedy, theatre, and visual arts to one of the Island’s coolest coastal towns. More information here.
4. Sausage & Cider Festival (19th July)
Get your taste buds ready for a sizzling summer day with over 30 sausage varieties, 20 craft ciders, live music and fun competitions! Ticket prices can be found here.
5. Summer Fun with TV’s Taskmaster at Osborne (19th July – 31st August)
Put your problem-solving skills to the test with a twist of silliness at Osborne, Queen Victoria’s seaside palace. Inspired by the hit TV show, Taskmaster-style challenges await!
Information about the event can be found here.
6. Summer Fest at Blackgang Chine (30th July – 27th August)
Experience live music, fireworks, foam parties, and late-night thrills every Wednesday at Blackgang Chine’s Summer Fest – the ultimate family night out with grown-up rides like Extinction!
Book your tickets here.
7. Chale Show (2nd – 3rd August)
One of the Island’s longest-running traditions! Expect classic cars, horticultural displays, live music, local produce and a true community vibe.
Get your tickets today.
8. Cowes Week (2nd – 8th August)
One of the world’s oldest and most prestigious sailing regattas. Expect thrilling races and a buzzing harbour filled with entertainment and excitement.
9. Sandown Bay Regatta (9th – 10th August)
A weekend of traditional seaside fun with boat races, beach competitions, fireworks and more! Don’t miss the egg and spoon race, tug-of-war, and beach sprints.
Website link here.
10. Isle of Wight Garlic Festival (16th – 17th August)
Garlic lovers, rejoice! From garlic ice cream to garlicky street food, this legendary event blends local flavour with live music, kids’ entertainment, and shopping galore. This is an island favourite!
Information about the event can be found here.
11. Isle of Wight Scooter Rally (22nd – 25th August)
A bank holiday weekend packed with retro vibes, cool scooters, ride-outs, live bands, and a great social atmosphere. This is one of the biggest events on the island.
12. 50th Island Steam Fair (22nd – 25th August)
Celebrate 50 years of this steam-powered spectacular! Vintage vehicles, traction engines, falconry displays and more at the Island’s favourite heritage railway.
Get your tickets here.
13. Ticket to Ryde (23rd – 24th August)
Free live music on Ryde seafront, plus food stalls and family fun. It’s the perfect way to soak up the last of the summer sun.
Stay at The Seascape
No matter when you visit, The Seascape offers the perfect base for exploring the Isle of Wight’s seasonal events.
This luxurious ground-floor apartment in Shanklin boasts sweeping views over Sandown Bay, spacious interiors, and modern amenities. With three large bedrooms, two en-suite showers, and an expansive terrace and garden, The Seascape provides a comfortable and stylish retreat for your island adventures.
Check our availability here.