Yes, I often pop over to the Isle of Wight (mainly in the summer). There are a lot of attractions there. Here are a few I have visited together with my opinions (and winter opening details where I can find them).
Sandown and Shanklin - lovely sandy seaside resorts in the summer - extremely bleak in the winter.
Ventnor - another seaside resort, small beach not very sandy, but it tends to be a bit milder being on the south coast and has some interesting Botanic Gardens (open all year). The town is on a
very steep hillside. It boasts a tiny harbour built mainly of the large granite rocks which are now so popular round the UK coastline, mainly used for fishing boats. Also a paddling pool with an island replica of IOW in the middle - be a bit nippy in December (it may even be drained in the winter)
There are several small beaches along the south coast with lots of sand, and possibility of fossil finds – erosion however is rampant so watch the cliffs.
Sandown Zoo - awful
The Needles - the headland is closed in the winter
Roman Villa @ Newport - very small
Roman Villa @ Brading - much better (not impressed with restaurant there)
Garlic Farm - lots of garlic items in shop, restaurant very popular (but a bit pricey)
Freshwater Bay - bleak but attractive bay (very cold in December, and not a lot to do except admire the coast/sea, it’s close to ...
... Dimbola Lodge. A small museum/galleries of photography mainly dedicated to Julia Margaret Cameron, but other exhibitions are held there. A small cafe. See website for December opening hours to appear later!
http://www.dimbola.co.uk/visitor-information/
Newport – the island capital - quite a lively little town, not far from...
...Carisbrook Castle - Charles I went to the gallows from here. You can walk round the battlements, and visit the chapel. Weekends only in Winter.
Yarmouth - a tiny port/yacht haven, ferry destination from Lymington. The home of Yarmouth Castle - very small, not very interesting, best bit is small terrace overlooking the Solent. Weekends only in winter.
Osborne House. Queen Victoria's island residence. Large grounds/gardens, but the jewel is the House which is magnificent.
Steam Railway - very limited opening in December (Xmas specials), but worth a visit and an interesting museum with restorations on view. See website
https://www.iwsteamrailway.co.uk/opening-times.aspx
Godshill Model Village. This really is one of the best such places I've visited, and is very well maintained. It seems to be closed in the winter.
https://www.modelvillagegodshill.co.uk
Donkey Sanctuary @ Wroxall. OK if this takes your fancy - several fields/paddocks containing rescued donkeys. Seems to be open all the year.
Word Limit approaching – to be continued