Explore Italy’s highlights—from stylish Milan to Renaissance Florence, with a scenic Cinque Terre and Pisa day trip, ending in romantic Venice. A perfect blend of culture, coastlines, and timeless charm in one unforgettable escape.
✨ Trip Highlights:
✅ Milan – Discover Italy’s stylish northern hub, where historic landmarks meet modern sophistication. Explore striking architecture, world-class shopping, artistic treasures, and vibrant neighborhoods—perfect for culture lovers, fashion enthusiasts, and urban explorers.
✅ Florence (Cinque Terre & Pisa Day Trip) – Experience the heart of the Renaissance, filled with iconic art, elegant piazzas, and charming boutique-lined streets. Enjoy a scenic full-day excursion to Cinque Terre and Pisa, combining breathtaking coastal views with world-famous landmarks.
✅ Venice – End your journey in a city like no other, where serene canals, historic palaces, and hidden alleyways create an atmosphere of romance and timeless beauty.
From historic landmarks and artistic masterpieces to stunning coastlines and enchanting waterways, this thoughtfully designed itinerary captures the true essence of Italy—rich in culture, beauty, and unforgettable experiences.
Arrive in Milan, Italy’s fashion and financial capital. Upon arrival, you will be met and transferred to your centrally located hotel. After check-in, spend the rest of the day at leisure — perhaps enjoy a relaxed evening stroll around Piazza del Duomo or take in the grandeur of the iconic Duomo di Milano, offering a stylish first glimpse of the city.
Overnight in Milan.
Breakfast at the hotel. Today is yours to discover Milan at your own pace: admire the magnificent Duomo di Milano, stroll through the elegant Galleria Vittorio Emanuele II, explore the historic Sforza Castle, or visit the iconic Santa Maria delle Grazie (home to The Last Supper, available as an optional add-on). In the evening, we recommend dinner in the lively Navigli District for an authentic Milanese experience.
Overnight in Milan.
After breakfast, check out and make your way to Milano Centrale. Board the train to Florence (approx. 1h 50–2h depending on service). On arrival, transfer to your hotel and settle in before spending the afternoon exploring Florence’s compact historic centre — admire the iconic Duomo di Firenze, stroll across the charming Ponte Vecchio, and wander through the artisan streets of the Oltrarno. Evening at leisure.
Overnight in Florence.
Set off from Florence in a comfortable van, travelling in an intimate group of no more than eight guests accompanied by a knowledgeable tour leader. After a scenic two-hour drive, arrive at Manarola—one of the most picturesque villages of Cinque Terre—where you can admire its colourful cliffside houses and capture stunning photos, with free time to explore at your leisure.
Continue by ferry along the coastline to Vernazza, wandering through its charming streets and discovering its rich history and local character. A short 15-minute train ride then brings you to Riomaggiore, where you can sample regional delicacies, visit the historic defensive tower, experience authentic village life, or even enjoy a refreshing swim.
From here, a brief train journey followed by a 1.5-hour drive takes you to the iconic Piazza dei Miracoli, home to the world-famous Leaning Tower of Pisa and other remarkable monuments within this UNESCO-listed site. After a full day of unforgettable sights and experiences, relax on the drive back to Florence. The itinerary is thoughtfully designed to ensure ease of travel, taking into account the walking challenges typical of the Cinque Terre villages.
Overnight in Florence.
After breakfast check out and get to Florence SMN station for your train to Venice (approx. 2h). Arrive at Venezia Mestre or Venezia Santa Lucia depending on the service; make your way to the hotel. Afternoon at leisure — an early evening vaporetto ride along the Grand Canal is a memorable way to begin your Venice stay.
Overnight in Venice.
After breakfast at the hotel, set out for a full-day immersive walking tour. Stroll through Venice’s enchanting squares, winding streets, and picturesque bridges before enjoying a classic gondola ride. Glide along the Grand Canal and nearby smaller waterways to experience the city’s unique charm. Highlights of the day include visits to Piazza San Marco and the iconic Rialto Bridge.
At the end of the tour, return to your hotel for rest.
Overnight stay in Venice
After breakfast at the hotel, the rest of the day is free for you to spend at leisure. You may choose to relax or embark on an optional three-island tour visiting Murano, Burano, and Torcello at your own expense.
Overnight in Venice
After breakfast, check out of your hotel and transfer by private taxi to Venice Airport for your return flight home.
Meals : Breakfast
Departure Dates from New York City:
Additional Prices From Other Cities:
- Miami : from +$149 per person
- Washington DC: from +$199 per person
- Chicago : from +$249 per person
- Dallas : from +$399 per person
Inclusions:
Round-trip flights with baggage
Private Airport transfers throughout the itinerary
Shared transfers from:
Scenic train rides from:
Ferry tickets:
2 night stay at the 4* C-Hotels Rubens Hotel, Milan
Local accommodation tax: €10 per person per night (approx. USD 23 per person for the full stay)
2 night stay at the 4* Hotel Grifone, Florence
Local accommodation tax: €7 per person per night (approx. USD 17 per person for the full stay)
Cinque Terre & Pisa Day Trip
3 night stay at the 4* NH Venezia Santa Lucia, Venice
Local accommodation tax: €4.5 per person per night (approx. USD 16 per person for the full stay)
Private one-way airport transfers in Venice
Venice walking tour with Gondola ride
Breakfast meals throughout your stay in all hotels
Based on 2 adults sharing
We always strive to confirm the hotels listed in the package you choose, but in rare cases where we can't, like-for-like alternatives will be provided.
ℹ️ Note: City taxes are payable locally at the hotel.