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Wednesday, May 28, 2025

Two-Week Italy Itinerary: 6 Important Stops


Dreaming of pasta, palazzos and postcard-perfect coastlines? Let this two-week Italy itinerary—curated by Kiwi Assortment’s personal Federica Lorijn-Antonioli—whisk you from fashion-forward Milan and the tranquil shores of Lake Garda to the Renaissance splendor of Florence and the traditional wonders of Rome, earlier than winding down alongside the sun-drenched Amalfi Coast. Come for the tradition, keep for the sunsets and depart with recollections steeped in dolce vita.

The place design meets decadence, Milan is a classy introduction to Italy. With its neoclassical grandeur, high-end purchasing arcades and iconic artwork, town is a chic mix of previous and new.

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Casa Cipriani Milano is New York magnificence with a Milanese soul. Set inside the iconic Palazzo Bernasconi on the nook of Corso Venezia and By way of Palestro, this boutique lodge channels the allure of a non-public members’ membership. With simply 15 rooms and suites designed by Florentine architect Michele Bonan, famend for his eye for element and sartorial aptitude, you’re mere steps from Milan’s cultural pulse, but blissfully cocooned in serenity.

Simply two hours east of Milan lies Lake Garda, the place rolling hills and glacial waters set the scene for lakeside lazing.

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  • Wander the cobbled streets of close by storybook village of Malcesine or take the cable automobile up Monte Baldo for sweeping views of the lake and Italian Alps.
  • Go to Sirmione’s Grotte di Catullo, historical Roman ruins perched dramatically on a peninsula, then take a dip within the close by thermal springs.
  • Cruise throughout the lake by ferry, hopping between charming lakeside cities like Limone sul Garda, Riva del Garda and Bardolino.
  • Hike or bike the Strada della Forra, a winding gorge highway dubbed one of the stunning drives on the earth.
  • Go wine tasting within the Valpolicella area, simply inland, recognized for its Amarone and scenic vineyard-dotted hills.

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Two-week Italy itinerary - Val di Sogno

Tucked right into a tranquil bay on Lake Garda’s Verona facet, Val di Sogno is an adults-only escape that feels each intimate and indulgent. With simply 35 design-forward rooms, a heated lakeside pool and al fresco eating surrounded by olive timber, this boutique gem gives serenity in each element—plus an intimate spa expertise good for unplugging.

Drive three hours south to the birthplace of the Renaissance. Florence is a feast for the eyes—and the urge for food.

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  • Guide timed entry to see Michelangelo’s David at Accademia Gallery or Botticelli’s The Start of Venus on the Uffizi Gallery.
  • Marvel on the Cathedral of Santa Maria del Fiore—often known as the Duomo Di Firenze—with its placing crimson dome by Filippo Brunelleschi. Climb to the highest for breathtaking metropolis views.
  • Watch the sundown from Piazzale Michelangelo.
  • Cross the Ponte Vecchio for jewellery purchasing with a view.
  • Pattern truffle pasta at trattorias like Il Santo Bevitore and Osteria delle Tre Panche.
  • If time permits, detour into the Tuscan countryside for a fast Chianti tasting.

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Two-week Italy itinerary - Brunelleschi Hotel

Brunelleschi Lodge blends historical past and luxurious inside Florence’s oldest constructing, the Torre della Pagliazza—a restored medieval church and Byzantine tower. Steps from the Duomo and prime gelaterias, it’s a chic retreat within the coronary heart of town. Don’t miss dinner on the on-site Santa Elisabetta, a two Michelin star gem tucked inside the tower’s historical partitions.

All roads result in Rome—and for good cause. Historical ruins, vibrant piazza and trattorias tucked into cobblestone alleys make each second cinematic.

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  • Tour the Colosseum and Roman Discussion board within the early morning mild.
  • Toss a coin into the Trevi Fountain, then seize espresso close by.
  • Go to the Pantheon and Vatican Metropolis, together with St. Peter’s Basilica and the Sistine Chapel.
  • Have a twilight stroll by Trastevere adopted by dinner at Roscioli.
  • For the candy tooth: search out maritozzi or gelato from Gelateria del Teatro.

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two-week Italy itinerary - InterContinental Rome Ambasciatori Palace

As soon as a palace for ambassadors, now a Belle Époque magnificence reborn, InterContinental Rome Ambasciatori Palace pairs timeless grandeur with trendy luxurious on glamorous By way of Veneto. Sip rooftop cocktails with sweeping metropolis views, then step out to discover close by icons just like the Spanish Steps. Inside, marble staircases and bespoke artwork recall the constructing’s stately previous.

Roughly three hours from Rome, it’s finest to reach in Positano by non-public switch, letting another person deal with the hairpin turns of the Amalfi Coast as you descend into this cliffside village the place pastel buildings tumble towards the ocean and the air smells faintly of lemons and sea spray.

EXPLORE

  • Wander Positano’s slim lanes and pop into boutiques for handmade sandals and linen.
  • Lounge on Spiaggia Grande with a spritz in hand.
  • Guide dinner nicely upfront at La Sponda at Le Sirenuse for a candlelit cliffside expertise.
  • Uncover extra hidden gems and native favorites in our Amalfi Coast Vacation spot Information.

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two-week Italy itinerary - Villa Treville

Perched above Positano with cinematic views, Villa Treville is an Amalfi Coast escape steeped in old-world glamour. As soon as dwelling to director Franco Zeffirelli, this cliffside property now welcomes visitors (together with the likes of Madonna and Jennifer Lopez) to its lush gardens, breezy terrace and artfully restored villas. Dine al fresco at Maestro’s, plunge into the ocean from a non-public seaside and take in the magic of the Mediterranean.

Only one hour away, finish your journey in sun-drenched Sorrento, a clifftop city that serves as an ideal base to discover the Bay of Naples and past.

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  • Wander the historic heart for limoncello tastings and panoramic piazzas.
  • Yacht over to Capri for a Blue Grotto go to or lunch at La Fontelina.
  • Ferry to Naples for a pizza pilgrimage.
  • Go to the ruins of Pompeii, a brief drive away.
  • Toast to your Italian journey with a seafood dinner overlooking Mount Vesuvius.

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two-week Italy itinerary - Mediterraneo Sorrento

Suspended above the Bay of Naples with views stretching to Mount Vesuvius, Mediterraneo Sorrento is a clifftop sanctuary that fuses timeless allure with Mediterranean tones. Savor seafood and sunsets at Vista Sky Bar, wander the citrus-scented gardens or unwind in breezy, blue-and-white rooms designed to echo the ocean. It’s the form of place the place each hour feels golden.

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