September on the Isle of Wight: why you should extend summer a little longer

Getting there couldn't be easier. Travel with Wightlink from Portsmouth or Lymington and let the journey become part of the adventure. In as little as 40 minutes, you'll find yourself swapping the bustle of the mainland for coastal walks, local flavours and unforgettable days out.

Visit Wightlink.co.uk to find out how you can save 20% on midweek vehicle and motorcycle travel* Discounted crossings on Tuesdays, Wednesdays and Thursdays until 30 September, make it even easier to plan an Isle of Wight getaway.

Here are some of the highlights waiting across the Isle of Wight this September.

Discover the Island's Dark Skies

As autumn begins to draw in, the Isle of Wight's celebrated dark skies take centre stage. Far from the glare of city lights, the Island offers some of the best stargazing opportunities in southern England.

The stretch of coastline along the Military Road is particularly rewarding, where clear nights reveal a dazzling canopy of stars above dramatic cliffs and open sea. Wrap up warm, pack a flask and a blanket, and settle in for an evening that reminds you just how spectacular the natural world can be.

Camp Out at Wight Buggin'

From 11 to 14 September, the much-loved Wight Buggin' festival returns to Retro Staycations, bringing together Volkswagen enthusiasts, campers and music lovers for a laid-back weekend of entertainment.

Expect live bands, nostalgic disco nights, colourful vehicle displays, local food vendors and plenty of family-friendly fun, all set against the backdrop of the Island countryside.

Taste Sweetcorn at its Seasonal Best

September is harvest season, and few Island ingredients are more closely associated with late summer than Isle of Wight sweetcorn.

Thanks to the Island's mild climate and fertile soil, locally grown sweetcorn is renowned for its sweetness and flavour. Farm shops across the Island stock freshly picked cobs throughout the season, making it one of the simplest pleasures of a September escape. For an extra Island touch, try serving it with garlic butter from the famous Garlic Farm.

Enjoy a Jazz-Filled Weekend

Newport's Jazz Weekend returns from 16 to 20 September, filling venues across the county town with the sounds of world-class musicians.

Whether you're a dedicated jazz enthusiast or simply looking for an evening of live entertainment, the festival offers an inviting mix of performances ranging from contemporary acts to much-loved classics. Expect intimate venues, atmospheric performances and plenty of opportunities to discover new favourites.

Step into Another World at the Steampunk Festival

Ryde transforms into a wonderfully imaginative spectacle from 18 to 20 September as the Isle of Wight Steampunk Festival returns.

Victorian-inspired fashion, elaborate costumes, live entertainment and quirky competitions create a festival that's unlike anything else on the south coast. Visitors can enjoy everything from teapot racing and tea duelling to sea shanties, evening concerts and the colourful promenade parade that has become one of the festival's highlights.

Sample Cider and Cheese by Steam Train

For food lovers, the Isle of Wight Steam Railway's Cider and Cheese Festival on 12 and 13 September offers a perfect excuse for an autumn day out.

Visitors can sample a wide selection of ciders alongside artisan cheeses while enjoying live music and the unique atmosphere of one of the Island's most cherished heritage attractions. Better still, entry to the festival itself is free, making it an appealing stop during a September getaway.

Join the Randonnee Spirit

One of the Island's most iconic sporting events returns on Sunday 6 September when cyclists take on the Isle of Wight Randonnee.

The 100-kilometre route showcases some of the Island's most beautiful scenery, winding through coastal landscapes, charming villages and rolling countryside. Whether you're taking part or simply cheering riders on from a sunny café or village green, it's a wonderful celebration of community spirit and outdoor adventure.

Dance Into Autumn at Robin Hill

Summer's final flourish arrives on 12 September with the Isle of Wight Dance Weekender: Summer Closing Party at Robin Hill.

Set among ancient woodland, this open-air festival brings together live acts, renowned DJs and feel-good dance classics in a spectacular setting. With street food, festival bars and an atmosphere designed to keep spirits high long after sunset, it's a memorable way to round off the season.

*Book by 23:59 on 14 September 2026

Visit wightlink.co.uk for more inspiration.