Winter in Puglia: Valle d’Itria 2 Night Weekend Itinerary
Winter in Puglia:
The Perfect 2 Night Weekend in Valle d’Itria
If when you think of winter you only picture a duvet and darkness at 5pm, here’s the twist: in Puglia, winter is often a light jacket, bright daylight, and crisp air.
And the Valle d’Itria is the perfect place to enjoy it whitewashed villages, trulli, centuries-old olive trees, Baroque lanes, bakeries pulling focaccia from the oven… and zero crowds.
This itinerary is designed to feel easy: a slow but full weekend, based in the Valle d’Itria (super convenient for moving around 20 to 40 minutes between villages and the coast).
And yes: the sea in winter is gorgeous, because nothing and no one distracts you.
At a glance
Trip length: 2 nights
Best base: Cisternino / Locorotondo / Martina Franca / Monopoli
Style: slow mornings and golden hour sunsets and one wow experience per day
Top 3 moments: Trullo Sovrano, Castellana Caves, winter sea and Dune Costiere Park
Friday: Arrival
Check-in and s

Choose a strategic base like Cisternino, Locorotondo, Martina Franca, or Monopoli.
7:30 pm Easy aperitivo
In winter, aperitivo feels more intimate: a glass of local white wine and still-warm taralli.
8:30 pm Puglia dinner, the proper way
Orecchiette, bombette, Primitivo-braised meat.
In Puglia, winter is basically an official excuse to eat better.
Saturday: Trulli
9:00 am Breakfast in Monopoli and Cathedral
Monopoli is the city of churches. If it’s sunny, walk the seafront.
Tip: breakfast at Caffè Napoli to try the famous tette della monaca pastry.
10:30 am Alberobello (go early)
Morning light in Alberobello is unreal and the lanes feel calmer.
11:00 am–12:00 pm Trullo Sovrano
One of the most iconic trulli you can visit.
Typical winter schedule: November/March 10:00–12:45 and 15:30–18:00; ticket €2.50.
12:30 pm Aia Piccola walk
Quieter, more photogenic, more real.
1:30 pm Long lunch in Cisternino
Here lunch is a ritual: you sit, you order slowly, you stop checking the time.
If you want bombette, go for a classic braceria.
Tip: Braceria Zio Pietro.
3:30 pm Locorotondo viewpoint at sunset
Locorotondo in winter is pure poetry: white, clean, elegant.
Do the historic center, then aim for golden hour at the belvedere.
6:30 pm |Martina Franca, baroque evening stroll
Piazzas and facades that look like a movie set.
Optional: Palazzo Ducale if it fits your timing.
8:30 pm Dinner
Winter rule: long dinner, slow chats.
Tip: Osteria Origini.
Sunday: Castellana Caves
9:30 am | Castellana Caves
Full route: 3 km, about 100 minutes, from €17.
There’s also a shorter option if you want to keep it softer.
12:30 pm Lunch toward the coast Torre Canne / Savelletri
Seafood, frise, and that clean winter sea air.
Tip: Osteria del Porto in Savelletri.
2:30 pm–4:30 pm Walk in the Dune Costiere Park
The nature chapter: trails, ancient olives, open landscape.
If you want an organized version, the park publishes itineraries/activities.
5:00 pm | Head back departure
Bari Airport connects with major Italian and European cities.
Plan B for a greyer day (still a win)
EVO oil tasting in a local frantoio (winter is perfect for this)
Puglian cooking class
Masseria spa day
The trick to make it a truly great winter weekend
Start late-ish (but not too late): 9:30 am is perfect
Chase the light: villages in the morning, viewpoints at sunset
One special thing per day: Trullo Sovrano / Caves / winter sea
Want to do it HelloApulia-style?
We’ll help you choose the perfect base in Valle d’Itria (trulli, villas, masserie) so you can enjoy the weekend without overthinking distances and logistics.
Suggested internal links (anchor text slug idea):
Where to stay in Valle d’Itria: trulli, villas & masserie →
/valle-ditria-stays/Monopoli travel guide →
/monopoli-guide/Alberobello guide + trulli tips →
/alberobello-trulli-guide/Puglia in winter: why it’s underrated →
/puglia-in-winter/
FAQ
Is Puglia warm in winter?
Often mild, especially on sunny days perfect for walking villages and enjoying the coast without crowds.
Is Trullo Sovrano open in winter?
Yes: the official site lists winter hours (Nov/Mar) and a €2.50 ticket.
How long is the Castellana Caves full tour?
About 100 minutes for the full route (3 km), with tickets starting from €17.
Is Dune Costiere Park worth it in winter?
Yes: it’s one of the best easy nature walks between olive groves, dunes, and coastal scenery—plus the park publishes itineraries.