All Italy Tours in September 2027
Page 3 of 73 Trips in Italy during September 2027 with 735 Reviews
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Italy Coast to Coast by E-bike: Puglia to Amalfi Coast - September 2027
5
This was the first time that this trip had been run using E-bikes, so everyone was keen to see how the trip would unfold. We were introduced to our bikes on the first evening, and because of a change of hotel we had the opportunity to cycle into Monopoli, and return in the dark after an amazing first meal. When I checked the itinerary I could see that the first two rides were going to be the most challenging in terms of ascent and distance, but I quickly realised that E-bikes are a great leveller. There are four levels of assistance, with turbo being the most powerful. The motor rewards effort, the faster you peddle, the more assistance it gives you, up to its maximum speed - these bikes are not chipped like the delivery cycles that whizz around around our streets bringing takeaways to the masses. Each person in the group decided how much effort to put in, getting up the many hills, but hats off to the one person in the group who rode the whole way on an ordinary bike . . . . and he was not at the back. Respect!! With uphills come downhills, and there were plenty of those. Long sweeping downhills that went on and on. Great fun. We were well fed and watered on this trip, both at lunchtime and in the evenings, and for the most part the weather behaved itself.
Bicycle tours
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Premium Rome to Venice - September 2027
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.
Chill out
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Paestum & the Cilento National Park - September 2027
Explore the beautiful, culturally-rich but lesser-known and uncrowded area of the Cilento National Park by bicycle on this self-guided 9-day cycling tour.
The region of Campania has been known as a paradise on earth since ancient times. The Greeks built some of their most impressive temples here and under the Romans it became known as ‘Campania Felix’, or the Happy Land. When travelling through this region it is easy to be overwhelmed by the wealth of cultural and natural attractions, from the great city of Naples to the well-known Costiera Amalfitana, with its towering cliffs and picturesque coves.
But Campania’s real secret is located south of Salerno. Here, the coastline bulges out into an expanse of mountainous landmass known as the Cilento, now one of Italy’s biggest National Parks, with World Heritage listing.
This tour brings you into the real ‘Heart of the Cilento’, from ancient Paestum up to Monte Stella, and along the pristine Cilento coast towards the impressive Alburni Mountains. Inland, the Cilento is largely undisturbed by the 21st century and you will encounter few other tourists along your way. You will cycle past world-famous cultural sites, through pristine natural areas and dreamy coastal scenery. Your trip will take you on small country roads passing through rough mountain scenery, as well as attractive countryside, with vineyards and olive groves.
The first few days you will stay close to the coast, only occasionally reaching some small hamlets on the foothills further inland. You will go past the archaeological site of Paestum on your way to a genuine mozzarella farm and climb up to some nice viewpoints on the coastal plain. Further on you will cycle around Monte Stella, dotted with several typical medieval hamlets, and continue along the coast towards the tiny fishing villages of Acciaroli and Pioppi to the Greek site of Velia.
You then turn inland and discover the rolling foothills around lovely Ceraso before climbing up along the Calore River to the hamlet of Piaggine, located in the very heart of the Cilento National Park. Here you’ll visit some of the nicest medieval villages in the area, where the traditional way of life is still evident. And you’ll enjoy visiting some of the Cilento’s greatest (but unknown) cultural treasures, like St. Michael’s cave church in Sant’Angelo a Fasanella, the ruins of Roscigno Vecchia and the castle of Laurino. All connected by great well-paved and quiet roads, ideal for cycling.
Your route back to Paestum takes you along great panoramic roads on the slopes of the Alburni Mountains.
Bicycle tours
Amalfi coast tour: positano, amalfi, ravello - September 2027
Join this tour to explore the famous Amalfi Coast and visit its charming surroundings. A coastline of indescribable beauty, this region of Italy features Ravello with its elegant buildings, and pastel-colored Positano, one of the most beautiful villages in the world.
Start with a stop in the charming town of Sorrento, which features fantastic views of the Mediterranean Sea. Make a photo stop and admire the sea village Positano from the top of a hill, before continuing with a visit to the historical town of Amalfi.
Experience southern Italy - its romance, fashion, and laid-back lifestyle. A land of beauty, passion, and myths that inspires poets and artists from around the whole world, southern Italy awaits you.
Walking tours
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Essential Italy - September 2027
Eat your weight in pasta, spend afternoons lazing in the sun, explore the best local hotspots and see one of the Seven Wonders of the World on this 10-day adventure through Italy’s essentials. From Venice to Rome, you’ll be ticking off bucket list sites, forging friendships and making memories. Beach hop around lakes and the sea, sample Tuscan wine, eat your favourite foods in the cities they were born in and soak in more art, history and culture than you can handle. When your bellies, brains and bags are full at the end of this whirlwind Italian experience, say arrivederci to your new travel besties and the trip of a lifetime.
Adventure
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Italian Apennines: Walks & Wildlife - September 2027
5
This trip on Rewilding the Apennines took us on incredible walks to magnificent views that made us feel we were the only people on earth. We had the opportunity to walk within an European old growth forest and see wolves, chamois, deer, a golden eagle and other wild animals (a bear in action on a camera-trap but not real life, unfortunately!). The walks were just the right amount of challenging and we trekked through stunning wilderness with our incredibly knowledgeable guide, Andrea - a former forester, who enhanced our experience with deep knowledge of the trees, animals and forest ecology. One of the days spent with the Rewilding Apennines team helped give an extra level of expertise about the challenges of nature preservation and community education. The meals on this trip were always freshly cooked and delicious!
Trekking and HikingWildlife
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Cycle Tuscany - September 2027
Explore the rolling hills and olive groves of Tuscany on this eight-day cycling adventure from Florence to Pisa. Cycle through small, traditional villages backdropped by mountain views in Barga, then ride the pulsing streets of Pisa to the famed lopsided tower. Visit one of the oldest bakeries in Italy, operating since 1885, for a taste of their delicious biscotti (and maybe an espresso, too) and soak up some of the stunning views of Garfagnana – Tuscany's mountainous escape – with a bike ride through the town. With stops in Vinci and Lucca, too, you’re bound to fall in love with provincial Italy (even more than you were before).
Bicycle tours
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Calabria: Naples to Catania - September 2027
Embark on a journey through southern Italy, from Naples (the birthplace of pizza) to Sicily’s Catania, exploring the best spots along the way. For those seeking to venture off Italy’s beaten path, Calabria offers clear waters and the stalwart fortifications of Tropea, as well as active volcanoes on the Aeolian Islands. With plenty of opportunities to relax and soak up the Mediterranean sun by the seaside, you’ll also take a boat ride to the coves of Toarmina, indulge in local granita and maybe even take a dip in Sulphur springs. This trip promises a blend of culture, nature, history and cuisine – truly embodying the essence of Italy!
Sightseeing ToursVolcanoes
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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Premium Sicily and Tuscany - September 2027
Make your way to the Mediterranean to discover all the natural beauty, warm hospitality and delicious cuisine Italy and Sicily have to offer. On this 17-day adventure, you’ll travel from iconic Rome to postcard-perfect Venice. This trip combines culture, cuisine and natural beauty to unveil the very best of most people’s favourite European gem. From visiting a nobleman at his home in Rome during an exclusive tour to driving up the flank of Mount Etna, Europe’s largest active volcano, this trip goes the extra mile to deliver experiences that go beyond the guidebooks. So, get ready to tuck into local eats, explore iconic sites and brush up on your ancient history, all with an experienced local by your side.
Sightseeing ToursWalking tours
Barletta historic tour shore excursion - September 2027
Discover Barletta starting with a visit to the medieval castle of the eleventh century, founded by the Normans and expanded by the Spanish in the sixteenth century.
Among the sculptures preserved in the castle, you can visit the bust of Emperor Frederick II Hohenstaufen of Swabia limestone, dating from the thirteenth century.
Next, visit a historic winery, called the "House of Poison", is the building now known as the "Winery of the Challenge".
It was here that was launched the challenge to a duel from 13 italian knights vs 13 French knights, fought in the countryside of the neighboring town of Trani.
After the winery, you will discover the Cathedral of Santa Maria Maggiore of the twelfth century, the most important church in Barletta.
The cathedral is divided into two parts, the front is typically Romanesque architectural style of the twelfth century, while the final part is of Gothic architectural style of the fourteenth century.
The tour will end with a visit outside the palace of baroque architecture called "Della Marra" with paintings of the painter Giuseppe De Nittis and the visit of the bronze giant named Heraclius next to the Basilica of the Holy Sepulchre.
Walking tours
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Walking The Amalfi Coast - Summer Edition - September 2027
4.5
The trip was fabulous -beautiful places , lovely hotel and friendly warm staff , excellent food wine and our leader Veriano was so kind engaging fun and made the trip even more enjoyable and our group was fabulous. Would go back tomorrow! Highly recommend it!
Trekking and HikingBeach
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Premium Sicily and Puglia - September 2027
Explore Sicily and unearth the natural and historical wonders of this scenic island, placed perfectly in the heart of the Mediterranean. Then, cross over to the heel of Italy's boot to find dreamy beaches, inspiring architecture and ancient wonders. This Premium adventure will take you on a deep dive through southern Italy with one of the most experienced locally based leaders to help uncover all the best sights and bites.
Sightseeing Tours
Alberobello's trulli: walking tour - September 2027
4
Alberobello guided tour will start from the Aia Piccola, UNESCO World Heritage Site, in the heart of the city of the trulli.
Trulli are traditional houses built entirely of stone without mortar or cement.
Every year thousands of tourists can see the old city and visit the trulli with the tools of rural life in the early 1900s.
The visit will take place in the historic center through a path in the narrow streets of the historic center, with a visit to the trulli and neighborhoods of Aia Piccola and Monti.
You will visit the ancient church of St. Anthony, the only church in the world to the shape of trullo, opened to the public in June 1927.
You'll find the inside of the Sovereign Trullo (housed in the museum) where you can see the decor typical start of the century 1900s.
Declared a italian national monument in 1923, was so named because it houses the Blessed Sacrament and the relics of St. Cosmas and Damian, the patron saints of the city.
During the visit will visit the local craft shops with shopping and a relaxing break.
Walking tours
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Best of Italy Family Holiday - September 2027
Fall in love with Italy and rediscover the rewards of family travel on this carefully crafted itinerary designed with both you and your kids in mind. Dip your toes in the ocean by the beautiful Cinque Terre coastline, make and taste authentic Italian pesto, savour delicious Tuscan cuisine and get the perfect snap of the Leaning Tower of Pisa. Journey from the ruins of Rome to the shadow of Mt Vesuvius and watch the kids light up as your local guide brings history back to life. Sit back and relax with some Sangiovese while the kids explore the farmlands of an agriturismo, take a pizza class in Sorrento, then go on a relaxing daytrip to Capri. With all the logistics taken care of, it’s easy to treat yourself to some family time full of sunny days, sparkling coasts and local food.