City Breaks
The amount of diversity within the small, boot-shaped country of Italy is immense. Whether you’re planning a trip to Italy for a weekend, or spending a few months abroad, you will feel the Italian culture undoubtedly through the food, the café culture, the art and history and of course, through the kind and generous Italian community.
It’s hard to think of another country that combines ancient monuments, world-famous sights, impressive high-fashion shopping and some of the best food and coffee in the world. Luckily, your next trip to Italy will encapsulate that and more.
City Breaks in Italy
10-Day Small Group Sicily Tour: Catania, Taormina, Mount Etna, Syracuse, Agrigento, Palermo & Cefalù
11-Day Private Sicily Tour: History, Food & Scenic Coastlines
6-Day Private Castles & Chianti Tour: Discovering Italy’s Heartland
6-Day Private Sicily Tour: Discovering Sicily’s Roots
9-Day Rome, Florence, Venice: The Big 3 Small Group Tour
8-Day Small Group Highlights of Sicily
8-Day Small Group Sicily Food Tour
7-Day Private Mont Blanc Explorer: A Scenic Tri-Country Electric Road Trip
10-Day Vroom & Vino: A Luxury Driving and Gastronomic Getaway in Italy
10-Day Italy on a Budget: Milan, Venice, Florence & More
8-Day Private Puglia & Matera Tour: Historic Villages, Caves, and Coastal Charms
6-Day Private Sicily Tour: Island Highlights
8-Day Private Sicily Tour: The Brilliance of the Island
7-Day Christmas Markets of Italy Tour
7-Day Northern Lakes and Cities Tour
8-Day Tuscan Elegance: An Immersive Journey
8-Day Sicilian Elegance: A Luxury Journey Through The Timeless Wonders of Eastern Sicily
8-Day Enchanting Western Sicily: A Luxury Journey Through History and Beauty
10-Day Italian Journey by Train: Discover Italy with Italy4Real
Private Jet Service to Florence
7-Day Odyssey by High-Speed Train
Tuscany E-Bike Adventure: Montalcino & Brunello Wine 🚴♂️🍇
🍝 Sorrento Cooking Class: Traditional Recipes Experience 🍷
Tuscany cooking class and Winery Visit
🍇 Tuscany Winery Visit with Organic Lunch 🍷
Sorrento Lemon Grove Tour and Tasting 🍋
8-Day Milan & Lake Como Explorer: Fly & Drive Adventure
8-Day Private Sicily Adventure
8-Day Rome, Florence & Cinque Terre Italian Tapestry
7-Day Odyssey From Rome’s Eternal Grandeur to Sorrento’s Sunlit Splendor
12-Day Italian Odyssey by Train North to South Through Culture, Culinary and Coastlines
Experience the Majesty of Venice: Doge’s Palace & St. Mark’s Basilica Tour
🌟Discover Venice and Its Enchanting Islands by Private Boat🌟
🌟 Vatican City Exploration: Papal Audience & Delightful Lunch 🍴
🏛️ Imperial Rome & Baroque Rome: A Private Journey Through Time 🕰️
Exclusive Evening at the Vatican Museums
Private Venice walking tour with a Local Guide
Venetian Cicchetti and Wine Tasting Experience
Italy Cruise and Wine on the Tiber River
Getting Around Easily – Sightseeing Rome by Hop on Hop off Bus
Rome to Pompeii Day Trip
Rome Catacombs Tour
Romantic Roman Afternoon Wine Tasting and People Watching
The Scala and Last Supper
Leonardo Da Vinci: Milan Tour Including Ticket to ‘The Last Supper’
Tour Rome by Foot with a Local Guide
A Discovery of Florence by Foot
Milan Food Tour
Cooking Class in a Florentine Home
Fantastic Cooking Classes in Rome: Fresh Market Experience
Day Trip To Pisa Tour From Tuscany: A Journey
History, Food & Wine Walking Tour in Bologna
Astonishing Experience To Pompeii
THE UNFORGETTABLE GONDOLA BOAT EXPERIENCE
Agrigento Tour: The Valley of The Temples
A Mesmerizing Vatican Museum, Sistine Chapel and St. Peters
6-Day Rome, Sorrento and The Amalfi Coast
6-Day Best of Rome & Florence (Add-On)
5-Day Piedmont Region & Lake Maggiore (Add-On)
15-Day Magnificent Tour of Italy
Testimonials
“What a fantastic vacation experience with Italy4Real!!! ”
We had the vacation of a lifetime and would recommend this company to anyone wanting to visit Italy. Rem and his staff are wonderful and plan everything so well! His experience and insights during our trip were so helpful, and the support even after the guided portion of our trip was amazing. Anytime we had a question or needed extra arrangements made, Mattia was incredibly helpful and always available. When we return to Italy (or anywhere in Europe), Italy4Real/Travel4Real will be our go-to company to plan our travel.
- Cheryl Barker
“We just returned from the trip of a life time, which was planned by Italy4real”
The first part of our trip was to London with just my husband and I, then we met 3 other couples we didn't know along with Rem Malloy one of the owners of the agency in Milan for a 2 1/2 week tour of Italy, then we took off for another 5 days on our own again. Having a small group makes it much easier to navigate moving around and touring with guides. The people we were with were really great and we enjoyed their company. Even though we were on guided tours for some of the time, we had plenty of free time to do what we wanted as well.
From the start of the trip to the end it was amazing. The private guides and drivers that this company uses are tremendous, friendly and knowledgable. The hotels we stayed in were top knotch and the places we visited were amazing. Breakfast was included everywhere we went as well as several dinners.
We went to London, Cotswolds, Lake Maggorie, San Marino, Verona, Venice, Florence, Sienna, San Giamango, Rome, Sorrento, Cava De Terrini and Vetri Sul Mare. Everyone thought we were crazy going for 25 days, but because of the excellent planning done by Deborah and Rem, the trip flew by.
I would not hesitate to recommend Italy4real for your trip planning! I have included just a few of the thousands of pictures we took during our amazing adventure! Just writing this review makes me want to do it all over again. Thank you Deborah and Rem for everything. We will never forget the memories we made thanks to you!
- Linda Wenzinger
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City Breaks Highlights
No matter where you travel to in Italy you’re sure to experience the richness of culture, history and the delicacy of Italian cuisine. You may find yourself aimlessly walking the halls of the Vatican in Rome and being utterly fascinated by the beauty and craft of the Sistine Chapel. Or perhaps you treat yourself to the remarkable food and scenery of Tuscany. Imagine the robust, bold flavors of wild boar over fresh pappardelle pasta followed by a sip of ruby-red Chianti, all the while overlooking the orange glowing sky setting beyond the infamous rolling hills of Tuscany.
Where to Go?
A holiday to Rome, Florence and Venice will show you some of the world’s best cities, not only for their impressive architecture but also for their richness of culture and history and of course, their undeniable cuisine. Sightseeing in Milan is a great way to see the city; especially known for notably high fashion, art and the Scala Opera House.
FLORENCE
Visiting Florence is an artists’ dream come true. You’ll feel captured when you get to skip the line tickets to Michelangelo’s David. Walking along the cobble-stoned streets will allow you to imagine what the Renaissance must have been like. With Florence architecture and history surrounding you, it’s an undeniable historical love affair.
Venice
Floating as a real-life postcard, travelling to Venice is begging to get lost in. With the smell of fresh fish lingering through the air, and gondolas passing you by at any given moment, Venice is truly unique of all the Italian cities. Arriving at Venice is unlike the start of any other weekend getaway because you’re immediately presented with canals and bridges. Having absolutely no itinerary while travelling to the floating city is the perfect way to experience all that Venice has to offer. Hopping on and off of the water taxi’s also allows for stunning perspectives of the incredible island. With a private Venice sightseeing tour, you can discover the charming streets and canals, beautiful churches and grand palazzi, it’s no wonder Venice has attracted poets and artists for years.
Rome
Referred to as the world’s open-air museum and the Eternal City, Rome is filled with countless monuments, incredible sights and many plates of carbonara. You could spend an entire month alone getting lost in the Vatican. However, having a city break in Rome is ideal in order to fulfil your days in a short amount of time, making it the perfect little taste of the Italian capital.
Milan
Known for its sophisticated fashion, and historical architecture, Milan is a refined city that showcases iconic churches, with a heritage-rich city centre while maintaining the classic Italian lifestyle. Attractions are plenty in this North Italian fashion capital; skip the line tickets to see The Last Supper by Da Vinci is worth noting as well as the huge Gothic Duomo di Milano. You can’t travel to Milan without going shopping. Home to one of the world’s first shopping malls, the Galleria Vittoria Emanuele II- it’s no surprise that Milan is one of the most impressive hotspots for shopping in the world.
City Breaks Tips on Our Blog
Discover the Art of Authentic Travel with Italy4Real
Why Italy Is the Perfect Destination for Family Travel
Why Travelers Are Choosing Italian Islands Over Major Cities
Stop Putting it Off: It’s Time to Take That Trip to Italy
The 7 Best Day Trips from Florence
Northern vs. Southern Italy: How to Choose Your Luxury Tour Itinerary