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Italy Summer 2026 Travel Itinerary

Viewed by 206 travelers

Day 1: Arrival in Milan - June 18, 2026

Morning: Arrive in Milan and check into NYX Hotel Milano. Take some time to settle in and explore the hotel's contemporary art-inspired interiors.

Afternoon: Visit the iconic Milan Cathedral (Duomo di Milano) and climb to the rooftop for panoramic city views. Walk through the Galleria Vittorio Emanuele II for shopping and ambiance.

Evening: Enjoy an authentic Italian aperitivo near Brera District, soaking up the lively atmosphere and local dining options.

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Day 2: Milan - June 19, 2026

Morning: Tour the Sforza Castle (Castello Sforzesco) and its museums, including famous art collections and historical artifacts.

Afternoon: Visit the Pinacoteca di Brera art gallery, home to masterpieces from Italian Renaissance painters.

Evening: Dine in the fashionable Navigli District and enjoy a stroll along the charming canals illuminated at night.

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Day 3: Milan - June 20, 2026

Morning: Explore Santa Maria delle Grazie to see Leonardo da Vinci’s The Last Supper (advance booking recommended).

Afternoon: Relax in Parco Sempione near the castle or visit the modern CityLife shopping and park area.

Evening: Attend an opera or classical music performance at the La Scala Theatre or enjoy a quieter evening at a cozy Milanese trattoria.

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Day 4: Transfer to Florence - June 21, 2026

Morning: Check out from NYX Hotel Milano and take a train to Florence (approx. 2 hours). Check-in to your chosen accommodation in Florence.

Afternoon: Visit the Florence Cathedral (Duomo di Firenze) and climb Brunelleschi’s Dome for spectacular views.

Evening: Stroll the Ponte Vecchio and enjoy dinner along the Arno riverbanks.

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Day 5: Florence - June 22, 2026

Morning: Explore the Uffizi Gallery to see unparalleled Renaissance art, including works by Botticelli and Michelangelo.

Afternoon: Walk through the Boboli Gardens behind the Pitti Palace to relax and admire garden sculptures and city views.

Evening: Experience traditional Tuscan cuisine in the Oltrarno neighborhood, known for its artisan workshops and lively atmosphere.

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Day 6: Florence - June 23, 2026

Morning: Visit the Accademia Gallery to see Michelangelo’s iconic David statue and other Renaissance masterpieces.

Afternoon: Take a short trip to Fiesole, a quaint town with Etruscan and Roman ruins overlooking Florence.

Evening: Relax with gelato at Piazza della Signoria and enjoy the vibrant night ambiance.

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Day 7: Transfer to Naples - June 24, 2026

Morning: Check out from Florence accommodation and travel by train to Naples (approx. 3 hours). Check into San Francesco Al Monte.

Afternoon: Explore Naples historic center visiting Spaccanapoli street and Naples Cathedral.

Evening: Savor authentic Neapolitan pizza at a renowned local pizzeria near the hotel.

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Day 8: Naples - June 25, 2026

Morning: Take a guided tour of the Pompeii Archaeological Site, just a short trip from Naples.

Afternoon: Visit the National Archaeological Museum of Naples to view artifacts from Pompeii and ancient Rome.

Evening: Enjoy a sunset walk along the Lungomare Caracciolo promenade and dine at a seafood restaurant.

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Day 9: Naples - June 26, 2026

Morning: Ascend to San Francesco al Monte Monastery for breathtaking views over Naples bay and the city skyline.

Afternoon: Explore the Underground Naples (Napoli Sotterranea) tour revealing ancient tunnels and aqueducts.

Evening: Relax at a café in Piazza Bellini, enjoying live music and the vibrant crowd.

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Day 10: Transfer to Rome - June 27, 2026

Morning: Check out from San Francesco Al Monte and take a train to Rome (approx. 1 hour 10 mins). Check into A. Roma Lifestyle Hotel.

Afternoon: Visit the Colosseum and nearby Roman Forum to immerse yourself in ancient Roman history.

Evening: Dine in the charming Trastevere neighborhood known for its lively streets and authentic eateries.

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Day 11: Rome - June 28, 2026

Morning: Explore the Vatican Museums, including the Sistine Chapel and St. Peter’s Basilica (book tickets in advance).

Afternoon: Wander through Piazza Navona, the Pantheon, and enjoy gelato while people-watching.

Evening: Experience the illuminated Trevi Fountain and toss a coin for good luck, followed by dinner nearby.

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Day 12: Rome - June 29, 2026

Morning: Visit the Spanish Steps and Villa Borghese Gardens, including the Borghese Gallery art museum.

Afternoon: Explore Castel Sant’Angelo and stroll along the Tiber River banks.

Evening: Cap off your trip with dinner at a rooftop restaurant overlooking the city.

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Day 13: Departure - June 30, 2026

Morning: Check out from A. Roma Lifestyle Hotel and prepare for travel to the airport or next destination.

Afternoon: Last-minute shopping or relaxing at a café, depending on your flight schedule.

Evening: Travel home or continue your journey with unforgettable memories of Italy.

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Time and Cost Estimates

  • Milan Cathedral & Rooftop: 2 hours, $25 per person
  • La Scala Theatre Performance: 3 hours, $75 per person
  • Uffizi Gallery Florence: 3 hours, $30 per person
  • Michelangelo’s David at Accademia: 2 hours, $20 per person
  • Pompeii Archaeological Site: 4 hours, $40 per person
  • Vatican Museums & Sistine Chapel: 4 hours, $50 per person
  • Colosseum & Roman Forum: 3 hours, $30 per person
  • Transportation (Trains & Local): Approx. 12 hours traveling, $250 per person
  • Dining & Miscellaneous: Estimated daily, $500 total per person
  • Total Estimated Cost: $4,116.00 per person (including accommodations and activities)

Tips

For travelers interested in a more immersive cultural experience, consider extending your stay by 3-5 days, allowing for day trips to nearby gems like Lake Como from Milan or the Amalfi Coast from Naples. Conversely, those preferring a faster pace can reduce the trip by skipping Naples, focusing on Milan, Florence, and Rome, thereby saving on transportation time and associated costs.

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