
Pizza
Pizza is one of Italy's most famous and beloved foods. It features a thin, crispy crust topped with...
Italy, nestled in southern Europe, is a treasure trove of ancient history, world-renowned art, and natural beauty. From the ruins of Rome to the romantic canals of Venice, each city offers stories that span centuries.
September brings pleasant weather—warm days and cool evenings, ideal for exploring. With a high budget, you can enjoy private vineyard tours in Tuscany, luxe stays on the Amalfi Coast, and Michelin-star dining. Traveling with friends, savor Italy’s vibrant nightlife, chic shopping, and unforgettable landscapes together.
Customized for these preferences:
Travel StyleTravelling with friends
Dates04-18 September 2025
BudgetHigh budget
AccommodationHotel, apartment or house, resort, villa, homestay
Interests and Activities:
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Location
Southern Europe
Currency
Euro (EUR)
Religion
Roman Catholicism
Population
58,958,000
Language
Italian, regional languages
Electricity
230V, 50Hz, Type C/F/L
Time zone
UTCCET (UTC+1)
Country code
+39
Internet access
Widespread, fast, affordable
Climate
Mediterranean, alpine in north
Language:
Italian
hello
ciao (chow)
goodbye
arrivederci (ah-ree-veh-dehr-chee)
yes
sì (see)
no
no (noh)
how much
quanto costa? (kwan-toh koh-sta)
please
per favore (pehr fa-vo-ray)
thank you
grazie (grah-tsee-eh)
excuse me
mi scusi (mee skoo-zee)
Most travelers reach Italy by flying, with major airports in Rome, Milan, and Venice welcoming international flights from around the world. For those already in Europe, high-speed trains like the Frecciarossa and Eurostar provide comfortable, quick journeys from cities such as Paris, Zurich, and Munich. Private chauffeur services and luxury train options can add extra comfort for groups of friends with a higher budget.
You can also arrive by boat via luxury cruises docking in coastal cities like Venice and Naples, or charter a private yacht for a unique entry. September weather is usually pleasant, making all these travel methods reliable, and peak summer crowds have eased, so you’ll enjoy a smoother travel experience. Consider pre-booking VIP airport transfers and private tours for the most seamless and stylish trip.
Italy enjoys a Mediterranean climate, with hot, dry summers, mild and wet winters, and pleasant springs and autumns. Northern regions get colder in winter and can see snow in the Alps, while southern areas remain warmer year-round. Coastal areas are generally milder than inland regions.
From September 4 to September 18, expect comfortable temperatures—usually between 20–28°C (68–82°F)—with cooler evenings and a chance of brief rain showers, especially in the north. Extreme weather is rare, though occasional storms are possible. This time of year is perfect for outdoor adventures, sightseeing, lively nightlife, harvest season gastronomy, arts events, and cultural festivals across the country.
Italy is famous for its regional specialties—think Roman carbonara, Florentine steak, Sicilian arancini, and gelato everywhere. Key local drinks include espresso and aperitivi like Aperol Spritz. For fine dining, try Osteria Francescana (Modena), La Pergola (Rome), or Il Luogo di Aimo e Nadia (Milan). Milan and Florence also offer lively rooftop bars and chic wine cellars.
Tipping isn’t mandatory; service (coperto) is often included, but leaving small change for excellent service is appreciated. Reserve in advance at renowned spots. Dietary needs are increasingly catered for, though gluten-free and vegan options are more common in larger cities. Enjoy long, leisurely meals—food is a celebrated, social experience in Italy.
Pizza
Pizza is one of Italy's most famous and beloved foods. It features a thin, crispy crust topped with...
Lasagna
Lasagna is a classic Italian pasta dish consisting of layers of wide flat pasta, rich tomato sauce, creamy...
Risotto
Risotto is a creamy and comforting Italian rice dish cooked with broth until it reaches a velvety consistency....
Tiramisu
Tiramisu is a luscious and decadent Italian dessert made from layers of coffee-soaked ladyfingers, creamy mascarpone cheese, and...
Ossobuco
Ossobuco is a traditional Milanese dish featuring braised veal shanks cooked with white wine, broth, and aromatic vegetables....
Italy’s best stays for friends on a high budget include five-star hotels like Rome’s Hotel de Russie or Milan’s Mandarin Oriental, both luxurious and centrally located. For a more authentic vibe, choose elegant villas in Tuscany, such as Villa Cora, or modern apartments in Florence’s Santo Spirito neighborhood—both ideal for groups.
Resorts along the Amalfi Coast (Le Sirenuse or Belmond Hotel Caruso) offer unmatched scenery and top amenities, while Lake Como's private villas and Venice’s palatial hotels are also exceptional. Use booking platforms like Booking.com, Plum Guide, or Airbnb Luxe for high-end options. For September 4–18, book early as it’s still high season in many popular Italian destinations.
Begin your Italian adventure by settling into your new surroundings, exploring vibrant city streets, and immersing yourself in local culture with your friends.
Start your Italian adventure by strolling through the charming cobblestone streets of Trastevere in Rome. Enjoy lively piazzas, artisan shops, and street performers—a perfect way to soak up the local culture with friends.
Delight in a curated wine tasting at one of Rome’s famous enotecas. Sample regional varieties and learn about Italian wine traditions with your friends, while savoring delicious local antipasti.
Unwind after your journey with aperitivo on a panoramic rooftop overlooking Rome’s skyline. Enjoy signature Italian cocktails and nibbles as you take in stunning sunset views with your group.
Private Walk Through the Jewish Ghetto in Rome
Discover the beauty, mystery and history of the world’s oldest Jewish Ghetto and find the hidden treasures of Rome that most tourists never see. This tour of the more local side of Rome has you meet your friendly, expert guide in Piazza Venezia at the North side of Trajan's Column before you head into the famous Jewish Ghetto or Jewish Quarter. Discover one of the oldest and still functioning parts of Rome as your guide brings this area to life.
5-Day Best of Italy: Assisi, Siena, Florence, Venice and more
This deluxe coach journey offers a blend of guided tours and free time, allowing you to experience the best of Italy’s culture, art, and cuisine. Begin in Rome and visit Assisi’s medieval charm, Siena’s iconic piazza, and the Renaissance splendor of Florence. Explore Bologna’s rich history and Venice’s enchanting canals. Enjoy stays in centrally located 4-star hotels, expert local guides, and curated meals that showcase the unique flavors of each region. Perfect for travelers looking to explore Italy’s treasures in comfort and style.
From $1018 USD
Milan: Electric Bicycle Tour Tourist Guide Live - 3 hours & half
Discover the best of Milan city center with a 3 hour and a half Segway tour led by a milanese licensed tourist guide.
From $87 USD
From Florence: Private Ferrari Museums Tour: Italy's motoring art excellence
Departures are always guaranteed! We're using Land Rover car or premium miniVan. Discover the main museums of the world-famous motor house: Ferrari. The tour will start from Florence and the first stop will be the Enzo Ferrari Museum. Here you will be able to admire the most beautiful and famous models of Ferrari. Enjoy the museum with a local guide for 1 hours before moving to Modena, the true home of the Italian engine. Before exploring the real house of Ferrari in Maranello, you will enjoy lunch in the city center of this beautiful old town in a in a typical Emilian Trattoria. Here you will taste traditional Emilian products: parmesan cheese, ham, fried dumpling, lasagne, pasta with ragu... The tour continues with the visit to the house of Ferrari the museum of Maranello where a Ferrari guide will tell you in a tour of 1 hour the history of the most famous and important car brand in the world.
From $757 USD
Exciting e-bike(pedal assisted)ride in the heart of Naples
Follow us on an easy ride on our e-bikes through the narrow alleyways into the heart of Naples. Explore its roots, cultural beliefs, dark stories and local atmosphere on an off the beaten track and uncensored tour. Discover the intriguing district of Sanità and Spanish Quarter, and taste the delicious street food of the city of the sun! *IMPORTANT BEFORE BOOKING READ WEIGHT & HEIGHT LIMITS* Minimum guest height 140 cm (4'7 ft) Maximum weight for the baby seat 25 kg
From $92 USD
8-Days Best of Italy Trip from Rome with Florence and Venice
Discover the highlights of Italy in 8 days on an escorted deluxe coach tour from Rome to Venice. Experience the charm of medieval towns, Renaissance art, and the romantic canals of Venice, all while enjoying the comfort of centrally located 4-star hotels. With expert guides and curated meals, this tour is perfect for those who want a comprehensive Italian experience with a blend of guided tours and free time. * Visit Italy’s top art cities: Rome, Florence, Venice * Travel in a deluxe air-conditioned coach with Wi-Fi * Expert Tour Director and local guides * Stay in 4-star centrally located hotels * Special Spritz and "Cicchetti" experience in Venice
From $1442 USD
2 Hours Art Class with Local Artist
1. Paint Like a Local: Artistic Workshop in the Heart of Rome 2. Create Your Own Masterpiece: Guided Art Class with a Roman Artist 3. Acrylic Magic: Hands-On Painting Experience in a Roman Gallery 4. From Canvas to Soul: Express Yourself Through Art in Rome
From $102 USD
Private Padua Highlights Tour including Scrovegni Chapel and St Antonio Basilic
This 4-hour private tour together with an expert local guide allows you to discover this wonderful historical city in the best way possible. Meet your local guide in Prato della Valle, one of the biggest Squares of the City and immerse yourself in the art and culture of the City of the Saint. You will have the privilege to admire the famous Sant Antonio Basilica, a religious symbol of the city where are the remains of the Saint that welcomes tourists every year on pilgrimage, especially on June 13, the day dedicated to the Saint and you can choose to visit from inside the incomparable Scrovegni Chapel which contains masterpieces by Giotto. In the historical center you will cross important commercial squares such as Piazza delle Erbe and Piazza della Frutta where you will admire Palazzo della Ragione, ancient seat of the city's courts. Then on, one of the oldest Italian universities which hosts a famous Botanical Garden up to the very famous and ancient Caffe Pedrocchi.
From $370 USD
Turin Full-Day guided tour. Departure from Milan
First capital of Italy, Turin is a wonderful place to explore Italian culture. With its elegant squares, world-famous museums and a fascinating coffee scene, Turin is one of the most fascinating cities in Italy. Highlights: • Full day tour from Milan • Guided visit of the city • Admire the magnificient Mole Antonelliana • Stroll through the luxurious shops
From $185 USD
Authentic Pesto Class & Tasting on the Ligurian Coast in Chiavari
Discover the art of preparing authentic Ligurian pesto in a hands-on cooking class in the beautiful town of Chiavari. Immerse yourself in the local culinary traditions as a skilled Italian chef guides you through every step of making this famous sauce from scratch. After preparing your pesto, enjoy a delicious meal featuring trofie al pesto, followed by a traditional Italian dessert. Savor the flavors of Liguria in a fun and interactive setting, as you learn the secrets behind one of Italy's most beloved dishes. This unique experience is hosted by Cesarine, Italy’s oldest network of passionate home cooks. Whether you're a beginner or an experienced foodie, this class will give you the skills to recreate authentic Ligurian pesto at home and truly taste the heart of Italy!
From $134 USD
Rome’s Festive Sights And Christmas Lights
Ah, we love Christmas time, don’t you? And you get to spend it in Rome with one of our hosts who will take you on a journey through the festive Eternal City! You could stop by the spectacular Nativity scenes at St Peter’s Square and Piazza del Popolo before perusing the stalls of the Christmas market in the Piazza Navona. Feast on classic Christmas treats like pandoro or panettone, soak up the atmosphere and get cozy amongst the Christmas lights and festive garlands draped across a piazza. Within 24 hours after booking you'll receive a short questionnaire about your personality and interests. Based on your responses, you'll be assigned a like-minded host. Your host will communicate with you directly to suggest an itinerary to help you discover what makes the city unique. You will also agree on a meeting time and place. Your itinerary is flexible, so during the experience, you can always change your mind about what you want to do
From $140 USD
Private Capri Escape: Full-Day Boat Tour from Sorrento
A relaxing day on board, pampered by our attentive staff. Our skipper will let you see the isle of Capri from a unique point of view. An exclusive service for you, your family and friends, to celebrate special events and to make your holiday in Italy unforgettable. most glamorous island of Italy. Book your private boat tour now.
From $1455 USD
World War II History Private Walking Tour of Florence
Enjoy this customized tour that is paced to suit your needs and interests as we explore Florence's contemporary history and discover the people and events that shaped Italy's participation in World War II. See the Ponte Vecchio, the Pitti Palace, and more. Learn interesting details about Italy during World War II. Highlights: - Explore Florence with the WWII History Expert Guide - Walk through the areas that were the most damaged by the war - Learn about Italy’s involvement in World War II - Hear the true story of Benito Mussolini and fascism in Italy - Enjoy a private tour tailored to your pace, needs and interests We will explore Florence with the WWII History Expert Guide, then walk through the areas that were the most damaged by the war. You will learn about Italy’s involvement in World War II and hear the true story of Benito Mussolini and fascism in Italy.
From $191 USD
Walking Tour of the Colosseum, the Roman Forum and Palatine Hill
Walking tour locations: Colosseum, Roman Forum and Palatine Hill. A real jump back in time to the ancient Rome. Re-experience life as it was 2000 years ago, walking on the same cobblestones once beaten by senators, gladiators and emperors. We will guide through the world greatest monuments, to live again the magic atmosphere that only our walking tour can assure you. Did you ever imagine of seeing Colosseum, Roman Forum and Palatine Hill just in 3 hours with your Private Tour Guide? For last minute bookings (less than 30 days) we reserve the right to offer you alternatives or free cancellations if we are unable to carry out the service as described.
From $302 USD
Private Amalfi Coast Tour in a Apreamare 38ft DIAMOND Boat
A relaxing day on board, pampered by our attentive staff. Our skipper will let you see the isle of Capri from a unique point of view. An exclusive service for you, your family and friends, to celebrate special events and to make your holiday in Italy unforgettable.
From $2618 USD
Private Capri Full Day Tour from Sorrento on an 18ft Smart boat
A relaxing day on board, pampered by our attentive staff. Our skipper will let you see the isle of Capri from a unique point of view. An exclusive service for you, your family and friends, to celebrate special events and to make your holiday in Italy unforgettable. .
From $945 USD
Private Capri Day Tour from Sorrento on a 38ft Motorboat
A relaxing day on board, pampered by our attentive staff. Our skipper will let you see the isle of Capri from a unique point of view. An exclusive service for you, your family and friends, to celebrate special events and to make your holiday in Italy unforgettable.
From $2327 USD
Naples Orientation Private Walking Tour
Meet your private guide and discover Naples on an orientation walking tour from the cruise terminal or from your hotel in town. We will visit the Old historic Centre and the Royal City. If you like walking, we can also visit the Seaside. The tour will focus on the History, Art, and Urban Structure of Naples, and we will also discover the life of the Neapolitans and the street food. Naples is a fascinating crossroads of people and history. It was founded by the Greeks and then ruled by many different nations – Romans, Byzantine, Germans, Normans, French, Spanish, and Austrians. Each of these nations left an indelible sign of their presence, not only in the monuments of the city but also in its language, customs, traditions, food, way of life. Your private guide will be there to point you out to the main historical information but also to introduce you to some local delicacies and to the spirit of this bustling city. The tour is customizable and private.
From $398 USD
Sea, Volcano and History: Giardini Naxos, Isolabella, Etna and Taormina
this tour gives you the unique opportunity to enjoy the best Sicily can offer: the amazing sea, beaches, the volcano, the marine reserve of Isolabella and the pearl of the ionia sea that's Taormina
From $223 USD
Private Amalfi Coast Tour from Sorrento in a 37ft Speed Boat
A relaxing day on board, pampered by our attentive staff. Our skipper will let you see the isle of Capri from a unique point of view. An exclusive service for you, your family and friends, to celebrate special events and to make your holiday in Italy unforgettable.
From $3026 USD
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