October – The Jungle

Want to experience Florence and Milan but only have a long weekend?

Here’s how to shape three perfect days between two of Italy’s most iconic cities, inspired by Travel Designer @clarebullock360privatetravel recent journey with @mason_rose

Day 1: Florence

Check into Hotel Lungarno for front-row river views and an atmosphere that feels like a private art gallery. Settle in over lunch at Picteau as the Arno drifts past, then spend the afternoon wandering the Ponte Vecchio. End the evening with an elegant dinner at Caffè dell’Oro, where Florence glows gold after dark.

Day 2: Florence

After breakfast overlooking the water, dive into the city’s creative roots at the Ferragamo Museum. Stop by the Santa Maria Novella Pharmacy for centuries-old fragrances, then enjoy lunch back at Caffè dell’Oro. Spend the afternoon exploring artisan boutiques and hidden courtyards before a relaxed evening by the river.

Day 3: Milan

Take the morning train north (approx 2 hours) and arrive at Portrait Milano, a restored 16th-century seminary turned ultra-stylish retreat. Toast your arrival with welcome bubbles before lunch at Beefbar, a favourite for globally inspired classics. Spend the afternoon exploring the fashion district or visiting the Duomo, then end your long weekend with cocktails and dinner at 10_11 in the hotel’s elegant piazza.

Italy is made for weekends like this - cities connected by fast trains, stories told in meals, and just enough distance to feel the shift in mood.

📌If you’d like more long weekend ideas, comment TRAVEL.

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