Discover 500+ Italy trips in September 2026 with 6950+ verified reviews. Crafted by vetted tour operators, these Italy September 2026 tours showcase the country at its seasonal best.
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
Explore lakeside gems on this six-day adventure through northern Italy. Based at Lake Garda, you’ll discover Mesolithic remains at Manerba del Garda, sit down to lunch at a local winery and join a guided walking tour through Verona. Stroll through the romantic city, famed for its Roman Arena, see Juliet’s balcony and cruise across Lake Garda to Sirmione. Learn about the ancient ruins at Grotte di Catullo and enjoy plenty of free time to explore at your own pace – maybe visit Scaliger Castle or join your fellow travellers for a pizza feast!
Explorer
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Accommodation
Hotel, Villa
Age Range
15-99 yrs
Operated in
english
Destinations
Lake Garda
Lake Garda
18% OFF TODAY
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Dive into the heart of southern Italy with the Beautiful Campania and Sicily tour, a 5-day easy-paced city sightseeing adventure perfect for seniors. Begin in Rome and journey through Salerno, Taormina, and Palermo, all while enjoying group camaraderie and guided exploration. With accommodations, transport, and meals provided, you’ll have more time to appreciate the history, cuisine, and warm hospitality of each stop. The highlight of this tour is its efficient yet comprehensive route, ensuring you witness the best of Campania and Sicily without feeling rushed.
City sightseeing
Tour Type
Group Tour
Accommodation
Hotel, Villa
Age Range
15-99 yrs
Operated in
english
Destinations
Rome, Palermo, Salerno, Taormina
Rome, Palermo, Salerno, Taormina
8% OFF TODAY
This deal is valid for limited time. Book now to reserve your seats.
Step into the rich tapestry of Italy with the 'In the Heart of Italy ROT' trip, an 8-day guided sightseeing tour centered on Rome. Ideal for seniors, this group journey includes hotel accommodation, transportation, and meals, making travel effortless. Its standout feature is the deep focus on Rome, allowing you to fully immerse in the city’s art, history, and culture without distractions.
City sightseeing
Tour Type
Group Tour
Accommodation
Hotel
Age Range
15-99 yrs
Operated in
english
Destinations
Rome, Florence, Venice, Perugia
Rome, Florence, Venice, Perugia
8% OFF TODAY
This deal is valid for limited time. Book now to reserve your seats.
Savor four days of Italian splendor with the Sicilian Paradise tour, starting and ending in Palermo. Tailored for seniors, this guided group trip introduces you to Palermo, Milazzo, and Taormina through gentle sightseeing, authentic meals, and comfortable travel arrangements. The tour’s hallmark is its manageable pace, allowing ample time to enjoy Sicily’s rich culture and landscapes—a perfect escape for those who value both discovery and relaxation.
City sightseeing
Tour Type
Group Tour
Accommodation
Hotel, Villa
Age Range
15-99 yrs
Operated in
english
Destinations
Palermo, Milazzo, Taormina
Palermo, Milazzo, Taormina
8% OFF TODAY
This deal is valid for limited time. Book now to reserve your seats.
The enduring phrase ‘la dolce vita’ (the good life) truly captures the essence of Italy. On this trip, you’ll spend four days discovering the heart of all things Italian from the vineyards of Treviso to the canals of Venice. Taste five exceptional wines in the prosecco hills, treat your taste buds to plenty of gelato and see landmarks like the Grand Canal, the Rialto Bridge and the Piazza San Marco on a leader-led walk through Venice. Join a cicchetti and wine Urban Adventure, cross the famous canal in a traghetto gondola and cycle from Conegliano, where you’ll meet passionate local producers and learn about the region’s biodiversity and cultivation.
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Accommodation
Hotel
Age Range
15-99 yrs
Operated in
english
Destinations
Treviso
Treviso
13% OFF TODAY
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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
8% OFF TODAYThis deal is valid for limited time. Book now to reserve your seats.
Sicily and Eolic Islands invites mature travelers to discover the wonders of Palermo, Agrigento, Taormina, and Milazzo over 8 relaxed days. This guided city sightseeing tour provides all the comforts—accommodation, transport, and meals—so you can focus on sampling local delicacies and admiring ancient sites. For those seeking a serene Mediterranean getaway, the tour’s unique appeal lies in its combination of Sicily’s history with the tranquil beauty of the Eolic Islands.
City sightseeing
Tour Type
Group Tour
Accommodation
Hotel
Age Range
15-99 yrs
Operated in
english
Destinations
Palermo, Milazzo, Taormina, Agrigento
Palermo, Milazzo, Taormina, Agrigento
8% OFF TODAY
This deal is valid for limited time. Book now to reserve your seats.
8% OFF TODAYThis deal is valid for limited time. Book now to reserve your seats.
The Beautiful Campania tour offers a gentle 3-day introduction to one of Italy’s most captivating regions. Ideal for seniors, this group sightseeing journey starts and ends in Rome, providing a seamless, worry-free way to enjoy Campania’s historic and culinary highlights. With everything from hotels to meals included, you can focus on soaking up the atmosphere and making lasting memories. The tour’s USP is its efficiency—perfect for those who prefer a short yet thorough Italian getaway.
City sightseeing
Tour Type
Group Tour
Accommodation
Hotel
Age Range
15-99 yrs
Operated in
english
Destinations
Rome, Naples
Rome, Naples
8% OFF TODAY
This deal is valid for limited time. Book now to reserve your seats.
Elena KyrimiTravel Expert in Greece & Italy
Alessandra GalassiTravel Expert in Italy
Danilo CataniaTravel Expert in Italy
