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
goodbye
yes
no
how much
please
thank you
excuse me
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.
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.
Boat Tour in Capri Italy
... for us traveling means knowledge and excitement. Our tours are emotional experiences able to involve all the senses; there are three different levels of experience based on your needs and preferences: • Classic: for those who have little time, but are eager to get to know the island. • Relaxation: for those who love to enjoy the journey, without renouncing sun and sea. • Intensive: for lovers of intense travel and for those who want to spend a whole day immersed in nature and fun. The tour starts ONLY from Capri. Please note: waiting times for the Blue Grotto are very long (about one hour and a half). The ticket is not included and can only be purchased at the entrance, in cash. The waiting time will be removed from the duration of the tour, so we recommend booking at least the 4 hour tour (Relaxation).
From $408 USD
Outdoor Escape Adventure - The Ghosts of Rome
Unveil the hidden secrets of Rome with our thrilling 3-Hour Escape Room Adventure. This one-of-a-kind experience goes beyond the traditional tour and escape room, taking you on an exhilarating journey through the ancient city streets. Harness the power of your mobile phone as it becomes your guide, leading you on a captivating adventure filled with puzzles, mysteries, and intriguing clues. With just your phone in hand, embark on a quest to unravel the enigmatic secrets of Rome's haunting past. Our dedicated staff member will be your virtual companion, providing guidance and ensuring you don't miss any of the exciting challenges scattered throughout the city.
From $72 USD
Excursion and hiking in Calabria, Italy
The duration of the activity is variable, half day (4 hours) or full day (8 hours). The excursions/hiking take place throughout the Aspromonte National Park of Calabria in Italy. The price includes: • Transfer by minibus (from the Megale Hellas diving base) • Aspromonte National Park official guide
From $78 USD
Guided Tour around Calabria, Italy
Guided tours around the province of Reggio Calabria in Italy, to the discovery of the historic-cultural and archaeological aspects of our land. The activity lasts from 4 to 8 hours.
From $78 USD
Rome Food Tour: Campo de' Fiori, Ghetto, Trastevere Winner 2024
Taste Rome with the Winner of the Viator Experience Awards 2024: TOP 20 for Southern Europe. Enjoy our Food walking tour of Rome, perfect for anyone looking for a greater understanding of Roman culture. Discovering how food plays a part in local culture. Don't eat before you come: the food & wine tastings are delicious and abundant. Meeting the locals in their daily routine, visiting historical venues with priority access in Campo de Fiori, Jewish Ghetto & Trastevere. Real foodies and passionate guides will make you feel like a local, learning all the do's and don'ts!
From $88 USD
Winner 2025 Florence Sunset Food & Wine Tour by Eating Europe
Experience Florence’s secrets and rich culinary heritage, including historic wine windows and the finest Tuscan specialties. Indulge in a fresh pasta cooked by a local chef, traditional Tuscan zero-waste soup, and other local delicacies, all while exploring Florence’s vibrant nightlife and tasting its rich culture and flavors. Plus, visit a centuries-old wine cellar and sip on innovative Super Tuscan wines. This is Florence (and Italy)’s top-rated tour for a reason. From meeting royalty to naked pasta, we’ll show you the side of the city many only dream of experiencing.
From $150 USD
Naples Guided Tour by Bike
There is no better way to see the sights and learn the history of Naples than by joining a bike tour. You get to have fun and socialize, have some exercise and be entertained by your knowledgeable guide. Especially recommended for cruise passengers and short-break tourists. It will be the best day you'll spend in the capital city of South Italy!
From $55 USD
Devour Rome Food & Wine Tour of Trastevere
There’s no better place to dive into authentic Italian dishes and drinks than Rome’s Trastevere neighborhood. From enoteca to osteria, you’ll get a true flavor of what makes Rome’s cuisine so unique and delicious. Start the evening like an Italian getting to know your local guide and small group of travelers (12 people max) over a glass of wine or prosecco paired with cured meats and cheeses from the region. After, pop by a family-run restaurant making the best supplì in town for over 40 years on your way to try Rome's beloved cocktail, the Aperol spritz, at an iconic neighborhood institution. Take a short walk to a cozy wine bar to sample three types of bruschette with a glass of red and white wine. Then, sit down at a typical trattoria for a family-style pasta dinner and more wine. No trip to Rome is complete without gelato! Enjoy a cup or cone before parting ways with your guide. You’ll end the tour with invaluable insight into how to eat like a local for the rest of your visit.
From $105 USD
Dinner and Concert with "Three Tenors": A Real Italian Experience
You will enjoy your traditional Tuscan dinner in the suggestive atmosphere of a typical Florentine Restaurant, located in the heart of historic center. At the restaurant you will be accommodated in its characteristic internal rooms. After dinner you will experience a fantastic performance inspired by the celebrated concert of the famous tenors Pavarotti, Domingo and Carreras: three talented singers will be awaiting you a few steps from the Restaurant, in "Cattedrale dell'Immagine", an intimate, old setting to perform the most beautiful arias from the operas in addition to world famous Neapolitan songs. The atmosphere of this unique venue becomes incredibly magic in the night, when the lights turn down and the music fills the religious silence. The performance is accompanied by a corps of ballet. This unforgettable and magnificent concert will leave you a wonderful memory of your trip to Italy!
From $105 USD
E-Bike tour - Rome in 2 hours
This is a private or semi-private tour. your guide has a lot of experience and will make you travel the safest and most suitable roads. We will tour the city using the bike as a means of transport, you can rent one from the starting point. Cost 20€ for an electric bike (payable at the shop!!) This will allow us to make many more stops than walking around. I was born in Rome and I know its history and many anecdotes that I will tell you along with a thousand curiosities, will make this tour even more spectacular. I've chosen an easy route and we won't travel busy roads. We will cover a total distance of about 8km stopping at the most scenic points to take some pictures. Who will be your guide? Micaela Guide, has a diploma in Languages, as well as being an official guide of Rome.
From $66 USD
Rome Highlights Half-Day Tour
This 4-hour small-group excursion provides an immersive exploration of Rome's most iconic landmarks, promising an unforgettable day in the Eternal City. Sit back and enjoy the ride of an unforgettable journey through Rome with our half-day Small-Group tour, ensuring you experience the city's top highlights in comfort and style. Enjoy the convenience of hotel pick-up and drop-off, followed by a leisurely exploration by minivan, with an itinerary and duration of stops tailored to various factors for an unforgettable experience. From the majestic Trevi Fountain to the iconic Colosseum and Vatican City, discover Rome's most renowned landmarks with ease.
From $224 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 $91 USD
Private Guided Tour of Pompeii. Sunset Tour
Pompeii at Sunset is a tour designed for those who want to avoid the crowds and the heat of the summer months. The tour takes place in the afternoon. With an Official Tourist Guide you will discover the beauty of Pompeii under different colors. The tour includes the best of Pompeii. Le Terme, the Lupanare, the squares, the theaters, the streets, the Roman villas with frescoes and mosaics, the temples and much more!
From $97 USD
Golf Cart Tour Rome Original since 2005
Rome in a Golf Cart really is a great idea, its perfect for kids and person with walking issues. Wandering Rome and her most beautiful treasures we see The Vatican, St Peters Sqaure, The Trevi Fountain, Piazza Navona, Ancient Roman sites, The Spanish Steps and many of the almost famous places not yet known to you. This is a kid friendly tour also established to address the needs of Disabled tourists. We Offer More Time More access Better Story Telling Guides this is a small GROUP tour, to book a private tour please email us directly This is the original Golf Cart Tour invented by me Sean T O Salaigh
From $227 USD
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