I've done this - I couldn't find anything that really fitted the bill if I'm honest. I wanted a garden for bees and insects that worked all year round. And I didn't have to order as bedding every year.
One of the things I read was try and have lots of different types of flower shapes because different insects and bees are attracted to them - so for example ones that they have to go into as well as open 'daisy shaped' flowers.
I've got a south facing garden which is quite exposed to a prevailing wind, but has a short wall for a certain amount of protection so I can't have too much tall. And really clay soil which isn't ideal though saving grace is it is slightly sloped. It's not that big but I try and Matthew most of it. I also have a back north facing garden which I do put other things in - mainly veg and herbs.
Trick is to base around bulb planting first for flowers. But to have a And a few shrubs / grasses that you plant first and then put everything else around (keeping in mind how big these shrubs get! This is crucial).
The other often overlooked thing is ornamental grass as it flowers for long periods and insects like. They often look good in autumn winter due to colour and shape. We put in a dwarf Acer tree last year for same reason.
You then have things that flower earlier with other things that grow up around them after. The draw back is you have really missed the window to plant bulbs. I had the same problem and planted them in after other things doing seeds first. I went a bit loopy the first year as I grew everything from seeds (this is not the way to do it for most people as it's time-consuming as I discovered!) but I've since tried and avoid too many annuals and have now settled on a few that are relatively easy.
I found it hard to plan as such because garden centres tend to have what's nicest at that time in, rather than a bigger range. So you do need to really think about it first. And having a degree of understanding of how tall things are. This took me ages to get my head around as I'd never done any gardening before.
What I have planted in my garden:
Flowers December
Winter flowering tree (we think it's some kind of ornamental cherry)
Flowers January
Heather
Snowdrop
Flowers February
Bulbs: I currently have snowdrops, iris reticulata, crocus flowering with anemone blanda just coming in. These are under my lawn and around the tree. My daphne bush is just starting to flower (you need to check flowering time for various species) - it was one of the shrubs I found most friendly for bees that flowered before spring.
Flowers March
Species tulip and above bulbs still going. Daffs start. I also have some giant daisies and they are early.
Flowers April
Tulip season. I go big on tulips. They are a bit of a pain because most usually only flower well for a year but some varieties do come back if you are picky and look for ones with this in mind. My Candy Prince have done very well on this score to date. Again Anemone. I have Mount Everest and De Caen. They are actually coming up ATM and looking like they will start flowering next month (they aren't supposed to - I think it's supposed to be May really! But they did start very early last year and carried on all the way through til autumn). April is cherry blossom season and we've got a spring flowing one of these on addition to the winter flowering.
May (Inc seeds to think about)
Alliums. There's various different ones that flower in May through to August so if you pick a range you can stagger them. May is really when my perennials start in full. First up is usually aquilegia. I like salvias a lot and they tend to start flowering pretty early and run really late into the autumn
Lavender. If you are planting for bees you need lavender and borage. They go nuts over them. Borage is an annual and I find it does take over but it is pretty and self seeds aggressively. I want to get a smaller variety if I'm honest - there are pygmy varieties about. But it is really pretty.
More seeds: I quite like cosmos and cornflower, and although annuals, they are quick growing so whack them at start of May for June / July flowering - go for polka dot cornflower and cosmos bipinnatus as they are shorter and work better in my opinion. Seeds are cheap and they are a great little filler. Just shove them anywhere sunning! I really like nigella too as they have interesting seed pods, reseed on their own well and flowered for months last year. The other obvious one is poppies but I'm less keen on them. I am going for some white ones this year though (tried last year but they didn't come up)
Achillea. It's not my fav but the multiple flowers are supposed to be really good for bees. You can grow from seed so it's cheap and it's perennial. Goes for ages. Tall though, so put at back.
June
Iris (this time the big ones which name I forget). And Dianthus. I've got rainbow loveliness and spring beauty as mine main two but I have a few others around. The spring beauty have a foliage which stays green all year so they are nice for that reason. Dead easy to get one and do cuttings from in a single year - to keep your costs down. If dead headed I've had them run til September.
I've shoved flowering chamomile everywhere too - including the lawn which I'm not good at mowing as regularly as it really should. You can get lawn chamomile but I'm just not that bothered. It's lovely to walk over though due to the smell and doesn't mind a small amount of trampling.
July
Echinacea if your garden allows them - they like sun. I have heard they are temperamental, but they've been brilliant the last couple of years in my garden - because they are drought tolerant. I love them. (Also Rudbeckia Cherry Brandy).
Most of the above will run until October though it does slow down after August and are fairly easy to grow (with possible exception of echinacea and lavender). They all just need a certain amount of cutting back. The biggest thing has been the thought and getting everything in for the first year.
I've also a couple of roses which are a bit of a pain tbh. Which I could really take or leave at this point.
November into December is really the month I've struggled with tbh. I've settled on Michaelmas daisy as a good shout. I did have pineapple sage last year that miraculously overwintered (it's not hardy) which flowered in November which was beautiful but I'm fairly sure it's dead after the winter we've just had!
I've not cut back at the end of November which many gardeners do - a lot of my choices have good structure so look interesting. I think if you don't cut back in Nov the general wisdom has been to do so in Feb. This year I'm holding off as the insect friendly advice is to hold off til after last frost (I may not do that for the whole garden) and to leave leafs, stems and seed heads for bugs to hide in, instead. I did cut back in Feb last year but I want to see how it goes doing it later this year. The other advantage of doing this, is there are still seed heads which do create interest even when dead. I know that the RHS gardens lean to this idea of leaving in things for longer and not just cutting back when flowered these days too.
Have fun. I didn't find it easy or straight forward and to a certain extent found it trial and error.