Italy Tours in September 2027
Planning for a trip to Italy during September? We offer 70+ tour packages to Italy departing in September 2027 that have 730+ customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Italy on your September holiday.
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10 Best September 2027 Tours in Italy
Join one of these handpicked Italy September 2027 tour packages, tailored to the season.
27% Off Today
How long does it take to fall in love? In a country where history spills from world-class museums and tiny osterias serve up life-changing pasta recipes, eight days might just be enough (but if you have more time, why not extend your adventure?). On this trip, you’ll begin winding your way through the canals of Venice, hiking through the scenic Cinque Terre, soaking up beauty and history of Florence and finishing up in the piazzas of Rome. With plenty of free time for independent exploration and the freedom to discover Italy's history and culture at your own pace, there's no better way to see this popular pocket of Europe.
September Departures
4 Sept, 8 Sept
Tour Type
Small Group Tour
Destinations
Rome, Venice, Liguria, Cinque Terre and Liguria & Florence
8 days
USD 1,995fromUSD 1,451
3% Off Today
Walk the Amalfi Coast, where cliffs rise sharply from the Mediterranean Sea and pastel-coloured fishing towns nestle in the coves below. It’s a special place for anyone who visits but is a spiritual home for us. We’re a pioneer of group walking getaways here with more than 20 years’ experience running this trip, while our family-run hotel in the village of Bomerano, away from the bustle, has welcomed countless numbers of our groups. The result is a finely tuned adventure taking in: ancient hillsides; quaint towns, including Positano, Ravello and Amalfi itself; a visit to Mount Vesuvius and the remains of Pompeii; and arguably the best coastal walk in the world: the Path of the Gods.
Walking in summer?If you wish to travel in July or August, the warmest months, we offer a special itinerary on selected weeks. It features shortened, easier walks, visits to beaches with few tourists, free time in Sorrento, and a visit by boat to Positano. See Walking The Amalfi Coast – Summer Edition for dates, prices and the day-to-day schedule.
September Departures
4 Sept, 31 Jul
Tour Type
Small Group Tour
Destinations
Amalfi Coast & Campania, Bomerano, Amalfi, Pompeii & Naples
8 days
USD 2,175fromUSD 2,110
22% Off Today
Venture through Italy, from the canals of Venice to the cobblestone streets of Rome. On this 10-day trip, you’ll visit historic sites and small villages, indulging in as much food and wine as you can handle. Wander the streets on a cicchetti crawl through canal-laden Venice, hike along the Cinque Terre, filling up your camera roll with incredible scenery, and take a pesto-making class in Cinque Terre. Soak in the coastal colours, then head to Pisa – home to the iconic tilted tower – and explore the rolling hills of picturesque Umbria. Discover Florence’s art, history and culture with plenty of free time to explore at your own pace, and sample local wines, traditional dishes (another gelato anyone?) and as many glasses ofaperol spritz as your heart desires.
September Departures
10 Sept, 13 Sept
Tour Type
Small Group Tour
Destinations
Rome, Venice, Liguria, Cinque Terre and Liguria, Florence & Perugia
10 days
USD 4,725fromUSD 3,667
22% Off Today
The enduring phrase ‘la dolce vita’ (the good life) truly captures the essence of Italy. On this trip, you’ll spend 14 days discovering the heart of all things Italian on a culturally rich adventure from the piazzas of Rome to the canals of Venice. Discover the Tuscan countryside on a leisurely cycle along Lucca’s Serchio River, peer into Pisa, take to the trails of the Cinque Terre for some stunning coastal views and walk the Portofino Peninsula with its glamourous residents. With time spent wine tasting in rural villages, cruising along Lake Como and relaxing along canals in Venice, you’ll soon understand why Italy remains in the hearts of all who visit.
September Departures
2 Sept, 4 Sept
Tour Type
Small Group Tour
Destinations
Rome, Venice, Asti, Lake Como, Florence, Lucca & Liguria
14 days
USD 4,795fromUSD 3,721
18% Off Today
If you want a short trip packed with diversity, this eight-day adventure through southern Italy is perfect for you. Acquaint yourself with Italy's 'Eternal City' (Rome) and get up close and personal with a still active volcano in Naples before witnessing the aftermath of a volcanic eruption in Pompeii. Soak up the sunshine in the coastal town of Sorrento and explore the beautiful Amalfi Coast. This trip promises a blend of history, trekking and culinary delights — a taste of la dolce vita awaits.
September Departures
1 Sept, 3 Sept
Tour Type
Small Group Tour
Destinations
Rome, Amalfi Coast & Campania, Pompeii, Sorrento & Amalfi
8 days
USD 2,615fromUSD 2,156
Take advantage of this itinerary to explore Sicily during a private, guided tour. Follow your English-speaking driver/guide to discover the masterpieces of this unique region. Explore fascinating sites like Taormina and Siracusa and learn more about the unique blend of art and architecture that you can see in this part of the world.
Spend your nights in select hotels that blend the comfort, elegance and charm of this island. Also included in this tour are several wine and food experiences, which allow you to taste local specialties of this region and see for yourself how they are produced.
See the itinerary section below for more details.
September Departures
1 Sept, 2 Sept
Tour Type
Private Tour
Destinations
Palermo, Catania, Taormina, Sicily, Agrigento, Marsala & Monreale
8 days
fromUSD 3,131
3% Off Today
Cycling is a great way to explore the stunning natural and cultural treasures of Campania. This tour takes us through the best routes and contrasts of the region, from the relatively unknown and unspoiled Cilento to the lively Amalfi Coast. The Cilento National Park is largely undisturbed by modern life and as we cycle through quaint fishing villages, the traditions of the area are still evident. We also visit the Greco-Roman city of Paestum, with its three major doric temples, before heading to the lovely town of Minori on the Amalfi Coast. Here, we cycle on some of the most scenic routes in the world, while visiting beautiful towns including Positano and, of course, Amalfi itself. All the cycling will help to build our appetite for the fine food for which the area is renowned.
September Departures
4 Sept, 11 Sept
Tour Type
Small Group Tour
Destinations
Amalfi Coast & Campania, Minori, Palinuro, Casalvelino & Paestum
8 days
USD 3,075fromUSD 2,983
3% Off Today
Sheltered by the Dolomites, the Prosecco Hills are surprisingly undiscovered by mass tourism, despite the ever-growing popularity of the eponymous sparkling wine. On this culture-filled adventure, we stay in a four-star hotel on the Prosecco Road, the oldest wine route in Italy, to stroll through vineyard hills, sample regional cuisine and sip bubbly. We pair that with an alternative daytrip to Venice, visiting lesser-known neighbourhoods and the workshop of a master artisan to learn more about traditional life in the floating city.
September Departures
4 Sept, 18 Sept
Tour Type
Small Group Tour
Destinations
Venice, Treviso, Pieve Di Cadore, Cison Di Valmarino, Asolo, Conegliano & Pieve Di Soligo
8 days
USD 2,820fromUSD 2,735
Take this fun-filled family trip in Italy family with your kids and have the bonding experience of a lifetime. Exciting explorations await the whole clan in Rome, Florence, and Tuscany. Your family will enjoy private immersive experiences along with the freedom to explore at your own pace and return home with a renewed sense of wonder and understanding of this country.
Dive into the myths and legends surrounding Roman emperors during a trip to the Colosseum and browse through Vatican treasures at its namesake museum. Journey to Florence via the medieval town of Siena. Stroll through the renaissance streets of Florence and meet Michelangelo’s David. Experience the timeless beauty of the Uffizi artworks and take in the beauty of Tuscan vineyards.
Note: This is a private trip and includes accommodation, transport, some meals and various experiences. Please note that we are offering this itinerary as a basic template for those who are heading for Italy for the first time. However, if your family members prefer a customized, tailor-made experience and services, we warmly suggest that you reach out to us with a message.
September Departures
1 Sept, 2 Sept
Tour Type
Private Tour
Destinations
Rome, Florence, Tuscany, San Gimignano, Chianti & The Vatican
8 days
fromUSD 7,671
27% Off Today
Take off on an unforgettable journey down Italy’s rarely visited heel, getting to know another side of this beautiful country. See the beauty of Amalfi, unwind in style among the sophisticates of Trani and tour the Roman ruins, baroque churches and whitewashed alleyways of Lecce. Wander among the peculiarly shaped houses of Alberobello, wander the hillside dwellings of Matera and discover the Old Town’s life surrounding Bari's Basilica di San Nicola. Head down and say ciao to Italy’s southernmost slice of the Adriatic.
September Departures
1 Sept, 8 Sept
Tour Type
Small Group Tour
Destinations
Bari, Amalfi Coast & Campania, Amalfi, Trani, Lecce, Alberobello & Matera
10 days
USD 2,765fromUSD 2,012
See all Italy September 2027 Tours
Top Italy Tour Activities for September 2027
From cultural, religious and historic sites tours to walking and others, here are some popular tour activities in Italy with departures in September 2027.
Italy September 2027 Tours for all Age Groups
Italy tours in September 2027 designed for all ages—families, young adventurers, seniors, and everyone in between.
Trending Italy September 2027 Tour Deals
Popular Italy September 2027 multiday tours now available at reduced prices, on sale for a limited time.
27% Off Today
How long does it take to fall in love? In a country where history spills from world-class museums and tiny osterias serve up life-changing pasta recipes, eight days might just be enough (but if you have more time, why not extend your adventure?). On this trip, you’ll begin winding your way through the canals of Venice, hiking through the scenic Cinque Terre, soaking up beauty and history of Florence and finishing up in the piazzas of Rome. With plenty of free time for independent exploration and the freedom to discover Italy's history and culture at your own pace, there's no better way to see this popular pocket of Europe.
8 days
USD 1,995fromUSD 1,451
22% Off Today
Venture through Italy, from the canals of Venice to the cobblestone streets of Rome. On this 10-day trip, you’ll visit historic sites and small villages, indulging in as much food and wine as you can handle. Wander the streets on a cicchetti crawl through canal-laden Venice, hike along the Cinque Terre, filling up your camera roll with incredible scenery, and take a pesto-making class in Cinque Terre. Soak in the coastal colours, then head to Pisa – home to the iconic tilted tower – and explore the rolling hills of picturesque Umbria. Discover Florence’s art, history and culture with plenty of free time to explore at your own pace, and sample local wines, traditional dishes (another gelato anyone?) and as many glasses ofaperol spritz as your heart desires.
10 days
USD 4,725fromUSD 3,667
22% Off Today
The enduring phrase ‘la dolce vita’ (the good life) truly captures the essence of Italy. On this trip, you’ll spend 14 days discovering the heart of all things Italian on a culturally rich adventure from the piazzas of Rome to the canals of Venice. Discover the Tuscan countryside on a leisurely cycle along Lucca’s Serchio River, peer into Pisa, take to the trails of the Cinque Terre for some stunning coastal views and walk the Portofino Peninsula with its glamourous residents. With time spent wine tasting in rural villages, cruising along Lake Como and relaxing along canals in Venice, you’ll soon understand why Italy remains in the hearts of all who visit.
14 days
USD 4,795fromUSD 3,721
18% Off Today
If you want a short trip packed with diversity, this eight-day adventure through southern Italy is perfect for you. Acquaint yourself with Italy's 'Eternal City' (Rome) and get up close and personal with a still active volcano in Naples before witnessing the aftermath of a volcanic eruption in Pompeii. Soak up the sunshine in the coastal town of Sorrento and explore the beautiful Amalfi Coast. This trip promises a blend of history, trekking and culinary delights — a taste of la dolce vita awaits.
8 days
USD 2,615fromUSD 2,156
27% Off Today
Take off on an unforgettable journey down Italy’s rarely visited heel, getting to know another side of this beautiful country. See the beauty of Amalfi, unwind in style among the sophisticates of Trani and tour the Roman ruins, baroque churches and whitewashed alleyways of Lecce. Wander among the peculiarly shaped houses of Alberobello, wander the hillside dwellings of Matera and discover the Old Town’s life surrounding Bari's Basilica di San Nicola. Head down and say ciao to Italy’s southernmost slice of the Adriatic.
10 days
USD 2,765fromUSD 2,012
11% Off Today
Classic Mediterranean landscapes, millennia-old history and some of Italy’s best food: Sicily is the perfect destination for a well-balanced cycling adventure. On the bike, we explore the southeastern part of the island, riding along the coast, through vineyards and to the edge of Cavagrande del Cassibile, one of the deepest canyons in Europe. Off the saddle, there’s culture and architecture in the UNESCO-listed baroque towns of Ragusa, Modica, Scicli and Noto, plus the chance to sample the superb regional cuisine and wine.
8 days
USD 2,698fromUSD 2,401
27% Off Today
Explore a surreal region of Italy that looks straight out of a postcard (only better) with this eight-day multi-active trip. The houses are painted in multi-coloured shades, the sea is brighter than the sky, and the sun beams down brightly – welcome to the Cinque Terre. This jewel of Europe changes with the light of the day and is best explored on foot, on a bike or on a kayak. On this trip, you’ll witness natural beauty on all three! Cycle past olive groves, hike to medieval monuments, kayak to sandy beaches and refuel your energy every afternoon with cocktails and carbs. This is living!
8 days
USD 2,850fromUSD 2,074
13% Off Today
Lace up your boots and set your sights towards the spectacular Mediterranean horizon. This eight-day hiking and kayaking trip on the Amalfi Coast is a nature-lover’s dream! Stroll through the lush Mulini and Ferriere valleys, say Buongiorno to local farmers along the Pathway of the Gods, hitch a ride on a boat to the glamorous island of Capri and paddle to secluded beaches by kayak in the afternoon sun. Soak up sunsets, eat your weight in delicious Italian food (carbs, anyone?) and get active in one of the most beautiful parts of Italy, if not the world.
8 days
USD 2,725fromUSD 2,378
32% Off Today
Fall in love with Italy and rediscover the rewards of family travel on this carefully crafted trip for both you and the kids. Over eight days, you’ll journey from the ruins of Rome to the shadow of mighty Mt Vesuvius. Deep dive into the history of the ancient ruins of Pompeii, then sit back and relax with a glass of Sangiovese (while the kids chase wild rabbits) on the farmlands of an agriturismo. Take a daytrip to the island of Capri and redesign family pizza night after learning the tricks of the trade in a cooking demonstration in Sorrento. With all the logistics and essential experiences taken care of, you can treat yourself to some family time on an Italian adventure that does the job, so you don’t have to.
8 days
USD 3,085fromUSD 2,095
27% Off Today
Uncover the warmth and richness of Italian culture as you journey from Rome to Venice on an eight-day Premium adventure. Travel through the rustic heart of Tuscany as you seek out culinary delights and tucked-away treasures among the rolling countryside. Explore the wonders of Venice’s Piazza San Marco, Pisa’s Leaning Tower and Rome’s Colosseum – one of the Seven Wonders of the World – with an expert local leader. From ancient monuments and lively cities to sprawling vineyards and traditional Tuscan cuisine – this adventure will make memorable moments for both the Italian novice and maestro.
8 days
USD 5,245fromUSD 3,816
Italy September 2027 Tour Types
Discover Italy September 2027 tours in your way! Choose from group tours, private experiences, solo adventures, or guided and escorted tours.
Italy Travel Styles
Explore Italy with our diverse travel styles! Choose from luxurious tours that pamper you with comfort and elegance, or budget-friendly options that let you experience the beauty of Italy without breaking the bank. Whether you're indulging in fine dining or discovering hidden gems, there's a perfect adventure waiting for you.
Reviews of our Italy Tours for September
Feedback from guests who toured Italy during September.
Anonymous | Traveled in September
This trip was made for any age group, loved every day of this amazing holiday, stunning places never seiced to amaze,tour was out standing showing care and friendship, could not have had a better one, little extra surprises along the way. Restaurant's were out standing ,hotels were always a surprise, Bus driver keep us safe ,smile every morning with a hand to greet.l u of and on the bus, thanks , 💯 with every thing
Connie M. | Traveled in September
Was an amazing tour, Best tour, guide and driver! So much beauty, and Bern our guide was so knowledgeable and helpful! Bern was so much fun to travel with., Excellent in every way! Had a wonderful group of new friends, so much fun! I would definitely book another trip through you all. Well, taken care of throughout! Loved it all❤️❤️
Anonymous | Traveled in September
The trip was amazing. Our tour guide Rhyannon always made sure we were looked after, took us to the best recommendations, and went above and beyond to make sure we have the best experience. I would travel with her again as our guide!
Yusuf N. | Traveled in September
Amalfi coast towns stays too short to absorb the liveliness and enjoyment of the lifestyle All other places involved lot of walking on rough streets and was very hard on the tourists. An alternative within towns such as mini buses or taxis would help.
Edward M. | Traveled in September
Very knowledgeable tour guides, excellent hotels that were picked. Nice restaurants, I feel it was first class all the way. First time out of the country and my wife and I were extremely pleased we picked trafalgar. Thank you.
Amanda A. | Traveled in September
This was an amazing experience. I loved everything about the tour from the history to the beautifulness of everywhere we went. I also really liked our tour guide and driver they both made the experience that much better. I would recommend this tour to everyone.
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