All Italy Tours in September 2026
Page 2 of 114 Trips in Italy during September 2026 with 3,092 Reviews
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Cultural, religious and historic sites
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Best of Italy - September 2026
Be whisked away into the beauty and history of Italy when you journey to Venice, Florence, and Rome. Journey to the wine-producing Romagna countryside for a relaxing two-night stay in a wine resort, and visit the Republic of San Marino, an enclave state of Italy. See how gondola oars are crafted before cruising the canals of Venice on one yourself. Witness a performance of Vivaldi’s famous Four Seasons in the city he lived in. Explore Orvieto, an ancient Etruscan hilltop city. Try your hand at making Italian culinary classics before sitting down to dinner. Discover Rome’s artistic masterpieces. Come along with us and embrace the history, culture, art and romance of this incredible country.
Art and architecture
Tuscany Walking and Wine - September 2026
4.9
Want to explore Tuscany without a rushed itinerary? Want a small group? Want to hike to wineries and hill towns? Stay in interesting hotels that are hundreds of years old? A wine and food buff? Then this is for you.
I had a great time on this trip. Had a full day in Sienna and a nice orientation tour of Florence (I spent a few extra days) Plus to get to visit lesser known towns that the big companies overlook. My favorite was Pienza. A nice little town that also had my favorite hotel and great places to eat. And yes, we tasted wonderful Italian wines, as well as the best cold cuts and cheeses I’ve ever tasted. And did I also mention hiking to wineries and hill towns? Wonderful sights, with spectacular views. One hike it rained towards the end, but that didn’t dampen our spirits.
Walking tours
Rome, Florence & Tuscany Family Adventure - September 2026
5
Hi Stefania! Sorry to take so long to write back. It has been crazy trying to get back into the swing of things at work after that trip. Italy was amazing!! We absolutely loved it! As for feedback on the trip, we really don't have anything that was negative. We loved everything that was planned! We especially loved how you planned the sites that we went and how the pattern flowed (not sure if you did it on purpose but we think so). Also, thank you for being very accessible to us during the whole planning of the trip. You helped put us at ease and it was very reassuring that we chose the right company. That is all that I can given you that might be considered constructive. The rest I could say would just be compliments on everything else. If I can think of anything else that I think is useful I will definitely email you. Hope all is well, Jane P.S. - Does your company only provide trips for Italy or other countries as well, just wondering for the future :)
Food tours
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Italian Scene - September 2026
4.6
The scenery was beautiful. Next time I'd slow it down a bit though and enjoy each city for a few days.
Countryside and village visits
Sicily & Amalfi Coast Escape - September 2026
A trip from Sorrento to Sicily promises a journey filled with scenic beauty, rich history, and vibrant culture. Explore the wonders of the Amalfi Coast, and Sicily on an Italian adventure from Rome! Walk the ruins of Pompeii, soak up the atmosphere along the Sorrentine Coast, and sun-bleached Capri. Discover the Mediterranean island of Sicily through its unique architecture, charming villages, and traditional cuisine. Stroll through endless stretches of stunning beaches and explore the majestic ancient ruins of past empires!
Cultural, religious and historic sites
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Discovering Venice - September 2026
5
Hi, Venice is beautiful. Emanuela was helpful and professional, would definitely travel again with Tui Italy
Art and architecture
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Classic Europe - September 2026
4.8
This tour was an amazing experience and a great way to see A LOT of Europe in a short amount of time. The trip was fast paced but very well planned out with the itinerary and mix of activities that you see and do. Jemma, our tour guide was absolutely amazing! We couldn't have asked for better! She was charismatic, funny, knowledgeable, organized, and guided us in a positive way where we got the very most out of the travel experience learning the local history, foods, culture and best site seeing spots. She went above and beyond to make sure we were getting the most out of our tour experience. Gabriel, our driver was also phenomenal. We always felt very safe and he was always perfectly punctual and helped us load/ unload and kept us very comfortable on the coach.
Active and outdoor
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Combine Italy in September with Nearby Countries for an Unforgettable Trip
See tours with itineraries going through multiple countries, including Italy
Alternatively, explore tours that are exclusively just Italy and Spain, Germany and Italy or France and Italy.
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Discovering Milan - September 2026
4
Join this four-day short break in Milan and discover Sforza Castle the most impressive urban castle in Europe, and Duomo Cathedral, a striking example of Gothic art and the largest church in Italy. Admire the famous Last Supper of Leonardo Da Vinci, enjoy the Navigli district and take a trip to Lake Como and Lugano. Don’t miss the shopping opportunity as Milan is one of the most important cities in the world of fashion.
Art and architecture
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Discovery of Italy: 8 Days - September 2026
4.5
I have had the wonderful pleasure of touring with you, the tour was well executed. The experiences are amazing and very unique. So much fun and I will tour again. I will recommend.
Cultural, religious and historic sites
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Italian Intermezzo - September 2026
4.7
This tour is the BEST way to see all the infamous spots in Italy, plus local hidden gems, at a reasonable cost and if you are short on time (we had a school break time limitation). It covered everything! We budgeted for the add-ons, especially those with meals, but you could choose to have more free time if you wanted. The food was extraordinary, the bus was roomy and immaculately clean, our driver Antonello was superb, and our Travel Director Anneleis was amazing! She was so talented at integrating the tour highlights, guests, keeping it fun even in the rainy weather, knowledgeable, and able to troubleshoot anything to ensure we had the best experience of a lifetime!! I would love to go back and explore Southern Italy next. The hotels were elegant (only one was just "OK" only because it was in need of some renovations) and the service with our luggage, tipping, etc. was seamless. I highly recommend the Italian Intermezzo tour and Insight Vacations. Favoloso!
Cultural, religious and historic sites
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Italy Explorer - September 2026
4.5
Amazing tour. Full credit to Roma on sharing her recommendations and experience with us. An awesome woman who goes out of her way to ensure an enjoyable tour is had by all. So many places to see & new foods to try. Memories for a lifetime
City sightseeing
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La Dolce Vita Experience - September 2026
As you journey from Rome to Sorrento, you’ll pass through a captivating landscape dotted with medieval villages seemingly frozen in time. This tranquil scene contrasts with the haunting allure of the ancient ruins of nearby Pompeii. Sorrento offers a serene coastal retreat with breathtaking views of the Bay of Naples. Be sure to take the opportunity to visit Capri, where the enchanting Blue Grotto, with its crystalline waters, invites you to experience its shimmering beauty
Cultural, religious and historic sites
Splendid Amalfi Coast - Small-Group Tour - September 2026
Begin by immersing yourself in the ancient ruins of Pompeii, a once-thriving ancient city frozen in time by the catastrophic eruption of Mount Vesuvius. Afterward, retreat to the idyllic town of Sorrento, where your charming hotel promises a comfortable respite. Venture out to the renowned island of Capri, nestled in the Bay of Naples, and be entranced by its natural beauty and cultural allure. Marvel at the picturesque hillside town of Positano, etched into the rugged coastline, before making your way back to the eternal city of Rome, enriched by the memories of this coastal sojourn
Art and architecture