Discover 500+ Italy trips in September 2026 with 7010+ verified reviews. Crafted by vetted tour operators, these Italy September 2026 tours showcase the country at its seasonal best.
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Plan a multi-country or regional adventure across Italy in September 2026, with help from a local expert.
Simple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Comfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
Upscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.
The Italian Riviera still has secrets to share… if you know where to go. One of them is seaside Chiavari, ideally placed between Genoa and the Cinque Terre. From this base, we embark on a well-balanced blend of scenic walks, cultural landmarks and exquisite regional cuisine. You’ll sip wine with world-renowned producers, master pasta and pesto with professional chefs, and hike glorious trails. A free day to visit the Cinque Terre will be a must for most, while the pleasure of staying away from the tourists allows you to enjoy the Italian Riviera in peace.
One of Our Top Recommended Trips for 2026… Here’s Why
Forbes recently said Chiavari is ‘so delightful, authentic and complete as a holiday destination you can’t help but wonder why it hasn’t yet exploded with international travellers.’ I couldn’t agree more. If you want to explore the Riviera with the benefit of staying in Chiavari, 2026 is the time to go! − Hope Johnson, destination expert
Trekking and Hiking
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Accommodation
Hotel, Resort
Age Range
16-99 yrs
Operated in
english
Destinations
Genoa, Chiavari, Cinque Terre, Palmaria
Genoa, Chiavari, Cinque Terre, Palmaria
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Experience a delectable journey through Rome's Trastevere district, guided by a culinary expert. Savor authentic Roman cuisine amidst historic surroundings. Explore the Vatican's treasures with a knowledgeable guide, enjoying VIP access to the Vatican Museums. Journey from Rome to Pompeii, encountering charming medieval villages along the route. Unearth the haunting ruins of Pompeii, frozen in time by Mt. Vesuvius's eruption. Conclude with a revitalizing coastal escape in Sorrento and Capri, immersing in the rejuvenating sea breeze and captivating vistas
City sightseeing
Tour Type
Private Tour
Accommodation
Hotel
Age Range
6-99 yrs
Operated in
english
Destinations
Rome, Lazio, Sorrento
Rome, Lazio, Sorrento
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Begin your journey with a private transfer from Rome's airport to your hotel, followed by a half-day guided small group tour of the Colosseum and Roman Forum. Travel by high-speed train to Naples, where you'll enjoy a private transfer to Sorrento with a 2-hour stop to explore Pompeii. In Sorrento, take an excursion to the enchanting Capri Island, including a visit to the Blue Grotto. Continue to Florence via high-speed train, and immerse yourself in the city's rich history. Conclude your Italian adventure in Venice, with a gondola ride through its picturesque canals
Explorer
Tour Type
Private Tour
Accommodation
Hotel
Age Range
7-99 yrs
Operated in
english
Destinations
Rome, Florence, Venice, Sorrento
Rome, Florence, Venice, Sorrento, Capri
5% OFF TODAY
This deal is valid for limited time. Book now to reserve your seats.
This tour will take you on a memorable train ride across the major touristic cities of Italy. You’ll begin by exploring Rome, with stunning feats of civilization, modern and age-old alike. Colosseum, Navona Square, Pantheon, Spain Square, and Trevi Fountain are a few places that you can visit. The next place where you’ll take a train would be Florence. History, art, countryside, and delicious food are the gist of what this capital city of Tuscany has in store for you. Accademia and Uffizi Galleries are a must-visit. After Florence, The City of Water, Venice, awaits your arrival. Though the journey to Venice via rail is gorgeous, the city itself has its charm. Riding into a gondola through the Grand Canal and being mesmerized by the city’s beauty should be on your list. In addition, take a walking tour covering St Mark’s Square, Doge's Palace, Bell Tower, etc. Finally, we are at the last city of this train tour—Milan. An epitome of great fashion and design, Milan is a heart stealer. Apart from the latest cultural trends, you can even get a slice of history by visiting the Milan Cathedral. Also, ensure not to miss Leonardo Da Vinci’s stupefying Cenacolo, the Last Supper, which is one of the most famous artworks in the world. This train journey is one of the most popular Italy travel packages, offering a comprehensive tour of Italy's iconic cities.
Explorer
Tour Type
Independent TourTypically a private tour undertaken by one or two travelers
Accommodation
Hotel
Age Range
8-99 yrs
Operated in
English
Destinations
Milan, Rome, Florence, Venice
Milan, Rome, Florence, Venice
5% OFF TODAY
This deal is valid for limited time. Book now to reserve your seats.
This is not just a cycling holiday it is an immersion into local Tuscan life, from wine and oil sampling to hot thermal spa baths and the chance to taste local wines and olive oils. Sample the Vino Nobile of Monepulciano, rich Pecorino cheese in Pienza or take a bath in Roman Bagno Vignoni.