If you’re planning a winter escape to Italy, you’re in for something special. In December there are fewer crowds, festive Christmas markets, and the scent of roasted chestnuts wafting through cobblestone streets! December may just be one of the most underrated times to visit. But figuring out what to wear in Italy in December can be tricky.
From rainy Venetian mornings to brisk Roman evenings, Italy’s winter weather shifts from region to region, meaning packing the right mix of pieces is key to being prepared. Whether you’re strolling through Florence’s piazzas, wandering along the canals of Venice, or exploring snow-dusted Milan, this guide covers everything you need to stay warm, stylish, and comfortable.
What to Wear in Italy in December: Italy Outfit Ideas for your Winter Trip
What to Expect: Weather
When you start planning what to wear in Italy in December, remember that the weather can look quite different across the country. The north tends to be coldest. In cities like Milan and Venice, daytime highs hover between 2 and 10 °C (35–50 °F), and mornings can dip toward freezing. In Central Italy, including Florence and Rome, the weather is milder, with daytime temperatures between 6 and 13 °C (43–55 °F). Dampness and wind can make it feel chillier than it looks on paper, however. And down south, in Naples or Sicily, you’ll often find a gentler winter, with highs around 15 °C (59 °F) and plenty of sunshine mixed with the occasional rain shower.
Overall, December brings crisp, cool air, shorter daylight hours, and a higher chance of rain in most regions. Layering is essential since mornings and evenings can be brisk, while midday often feels comfortable enough for lighter outerwear. Italians tend to dress sharply even in winter, so aim for cosy pieces that still look put-together.
What to Wear if it’s Rainy
Italy in December has its fair share of drizzly days, especially in the north and centre. When the rain starts, you’ll want to be ready without losing your sense of style. A water-resistant trench or lightweight raincoat is ideal, particularly one with a hood. Underneath, choose layers that dry quickly, such as a merino-wool sweater over a breathable base top. Jeans can work fine, but if you’re walking long distances or exploring cities like Venice — where puddles and wet cobbles are part of the scenery — thicker cotton or wool-blend trousers are smarter choices.
What to Wear if It’s Windy
The coastal regions, open piazzas, and higher elevations can bring plenty of wind in winter, so packing for blustery days is part of deciding what to wear in Italy in December. A coat with a solid windproof shell (something that seals well at the wrists and zips up high at the neck) will make a HUGEE difference. Pair it with a soft thermal base layer and a thick mid-layer such as a fleece or wool jumper. A scarf you can wrap snugly around your neck and a hat that covers your ears will keep you warm when gusts pick up. Also, pay attention to fabric choices. Thicker, lined trousers will protect you better than thin denim, and leather gloves will block wind far more effectively than knit ones.
What to Wear If It’s Super Cold
In the north, or if you’re planning to head into the mountains, December can feel properly wintry. That’s when your what to wear in Italy in December list should shift into full cold-weather mode. Thermal base layers are worth their weight in gold. Add a heavy sweater or down vest for insulation, then finish with a thick coat that covers your hips or thighs. A long wool coat looks chic in cities, while a puffer is perfect for day trips to snowy regions. And don’t forget to accessorize with a wool hat, warm gloves, and a thick-scarf!
What Shoes to Wear in Italy in December
Footwear can make or break your trip, especially in Italy, where walking is part of the magic. When choosing what shoes to wear in Italy in December, prioritise comfort, grip, and water resistance. A pair of waterproof ankle boots is the most versatile option: stylish enough for dinner, but tough enough for uneven cobblestones and the occasional puddle. If you expect heavy rain, go for full waterproof boots with treaded soles. Here are other things to consider:
- Waterproof boots or shoes: Ideally something that keeps water out and has a decent sole. Leather or good synthetic, treat them beforehand with waterproofing spray if you can.
- Non-slip sole: the Italian cities have cobbles, they may be wet, shiny, even icy in the north. A treaded sole is better than a slick flat dress shoe.
- Warm enough: For colder days, boots that have some insulation or thicker lining are helpful. Also consider wool socks.
- Comfort for walking: Whether you’re exploring Rome’s ancient sites or strolling Venice’s canals, you’ll be on your feet. Choose shoes you know are comfortable.
- Consider ankle-height or above: A higher boot helps keep out drafts and damp, plus gives more support.
- Spare shoes: If you have space, bring a second pair in case one gets wet or uncomfortable.
Other Key Tips for Visit
As you plan what to wear in Italy in December, it helps to know a few extra travel tips to make the most of your winter trip:
- Layer smart: One of the easiest pieces of advice. Base layer + mid layer + outer layer = versatility. You can add or remove as you go indoors/outdoors.
- Check local weather: Especially if heading north or to mountainous regions. Temps and conditions vary a lot.
- Expect fewer crowds: December is shoulder/off-season in many places (aside from ski resorts, Christmas week, etc) so you’ll often have more space and lower accommodation rates.
- Plan for daylight hours: Daylight is shorter in December, so plan outdoor activities earlier in the day.
- Indoor options are gold: Museums, galleries and indoor cafés are perfect when the weather’s “meh”.
- Holiday decorations & markets: Italy in December has a festive spirit—think Christmas markets, lights—and your outfit can double as something a bit dressy for an evening stroll.
- Transport/travel caution: Rain, wind or even snow in the north may affect trains or roads—keep that in mind if you’re hopping around.
- Pack a little extra-warmth than you think: because even if forecast says “mild”, wind and dampness can make it feel much colder.
- Versatile colours: Black/navy/charcoal outerwear works well and is easier to match than ultra-bright pieces. Then add a pop via scarf or hat.
- Accessories matter: A good scarf, gloves, hat—and maybe something dressy for a nicer dinner out—can elevate your outfit and keep you comfy.
- Be ready for luxury + casual: Some Italian restaurants or hotels may expect a dressier look, so one smarter outfit is wise.
Outfit Ideas
1. The City Explorer
Begin with a wool-blend mid-length coat. Some color suggestions are navy or tan so you can be versatile! Put a cashmere sweater (camel underneath and pair with dark denim jeans, waterproof ankle boots, and a chunky knit scarf (preferred to be burgundy in color).
The coat will give you polish and warmth, while the sweater adds texture. You’ll be able to walk around and explore Rome’s historic centre, balancing style with practicality for the brisk conditions!
2. Countryside Fit
A padded down-vest layered over a turtleneck is the beginning of this look! Pair with wool trousers, leather gloves, mid-calf boots and a beanie and you are warm down to your core! You also wont’ bulk up your arms, which is great for exploring.
If you’re taking a countryside day trip to Tuscany, or even exploring Florence and the nearby rolling his, this outfit is flexible. It’s warm enough for outdoors, yet comfortable enough for an indoor lunch of museum.
3. Prepared for Wind and Rain
If your December evenings in Venice are damp, this outfit will cover yourself by being practical and stylish. For your coat, wear a waterproof trench (maybe charcoal in color?). Underneath wear a fine merino long-sleeve top, a cardigan, and slim chinos.
Trench coats handle the rain and wind with ease, so this outfit, plus the mid layers, will keep you warm. Add a pair of leather brogue-boots too! This way you are dressy but functional. This fit is ideal for an evening stroll and dinner in Venice even in the rain: go from canal-walk to a nice restaurant.
4. An Evening Out
If you want to go shopping or wandering round Milan during December, you want to make sure your style meets street. A faux-lined parka (maybe Olive green) is a good starting point. Throw a hoodie underneath it and thermal tights under skirts. Add knee-high boots and be ready to go!
The parka will be warm, and a hoodie with layering keeps it casual and comfortable. Skirts and tights add that extra splash of style and warmth too! Keep the Milanese fashion strong here, but also stay cosy!
5. Market Explorer
December nights are chilly, and. you might want something to be more refined as you go to a nice dinner in Rome or Florence before heading out to explore a Christmas market.
Start with a wool blazer, then add a heavy flannel shirt. Pair with dark jeans, Chelsea boots, and a patterned scarf! The blazer will make it smarter, while the flannel gives it warmth. And boots are easy and cute and festive!
6. The Northern Italy Outfit
The north is cold! Properly cold in December! So you want to be prepared. For these cold days, layer heavily! A longline quilted coat is ideal, with a lightweight down jacket underneath. Don’t forget an extra hoodie, jogger-style wool trousers and insulated runners or boots.
This fit is ideal for a day trip to the Alps or Dolomites region. Or just for a winter walk in a northern city! It’ll allow you to be comfortable but layered, meaning you’ll be warm but relaxed.
7. Style Meets Comfort
We love a good leather jacket! So why not style it over a thick knit sweater, pair with a scarf, add black jeans, and throw on combat-style boots. This gives edge and style while note losing warmth.
It’s also ideal for walking! So whether you’re urban exploring in a city like Bologna or Turin, this outfit will channel city vibes with some grit. Plus, in December, these cities are less crowded and it allows you to really lean into that casual yet comfortable style.
8. Museum Chic
Looking for something that is feminine, chic and winter-appropriate? Begin with a camel wool coat. Throw a white turtleneck under, and add a midi-skirt (wool), tights and loafers. Feel free to add a statement handbag too!
This outfit begs to be worn to afternoon tea, to go shopping in Florence, or while walking through museums. Remember, Italian women still dress up, even in the winter. Something like this will have you polished without overdoing it.
9. Coastal Town and Rain Navigator
Dealing with rain smartly means being prepared. It also means enjoying the weather rather than running or hiding from it! For days like this, wear a technical rain jacket (with a hood). Pair with waterproof leggings or slim waterproof trousers. Have on a thermal base top and waterproof hiking boots. And top it off with a wool beanie!
This outfit is ideal for day trips to Venice when rain is in the forecast. Or, if you’re exploring coastal towns with damp weather, you can wear this! It’s practical, waterproof, and comfortable for long walking distances.
10. Casual Days
Because December sees shorter days and therefore more indoor time, you need something comfortable and casual. But it also can’t be pajama level! Start with a shearling jacket. Add a thermal top under it and wide-leg wool trousers. Sneakers are great and so is a big plaid scarf.
This outfit is warm and relaxed, and the plaid skirt gives it some season flair! You can wear it to a casual brunch and museum day in Rome or Florence if you want! Just know casual, comfortable and cute is in!
11. An Evening Out
Italy loves a dressed-up night! So go out and enjoy December’s festive mood. Lean into the style with a long-sleeve knit dress, thick tights, a longline wool coat, metallic ankle boots and a clutch.
For nights out, this is dressy yet warm. The tights and coat do the heavy lifting and have you ready for an evening in Venice at a nice restaurant. This can also be ideal for a festive event during the holiday season!
Other Essentials to Add to Your Italy Packing List
There are also a few essentials you’ll want to include in your Italy packing list. But before we get to that, check out our article on 15 things from Amazon that will be useful for your trip too!
- Reusable water bottles to stay hydrated while walking.
- Portable phone charger for long days of sightseeing.
- Sunscreen and lip balm to protect your skin from the elements.
- Compact umbrella for unexpected rain showers.
- Comfortable walking shoes for exploring cities and ancient sites.
Final Thoughts on What to Wear in Italy in December
When you’re thinking what to wear in Italy in December, keep this in mind: comfort + style + layers will take you far. Pack versatile pieces, focus on an outer layer that can handle cold/rain/wind, select good shoes, and throw in a few dress-up options for evenings. The sun might set early, the air may be crisp, but Italy in December is magical! And you’ll want to feel ready for every twist of weather! Happy travels!
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