All Italy Tours in September 2027

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Page 2 of 73 Trips in Italy during September 2027 with 735 Reviews

Super Sales

Amalfi Coast: Hike & Kayak - September 2027

(2 reviews )

No booking fees

Best price guaranteed

This was a really great tour of the Amalfi coast. Our tour guide Enrico was amazing and knew so much about the area, restaurants and more! He made sure everyone was ok and had what they needed. Every day we walked to a different town. Be prepared... Hundreds of stone steps.... But all so beautiful!

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Villa, Hut

Age Range

15-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Naples

Amalfi Coast & Campania, Naples, Agerola, Amalfi

Duration8 days

Super Sales

Ultimate Italy - September 2027

(21 reviews )

No booking fees

Best price guaranteed

It was a great experience with many highlights throughout our tour. We particularly enjoyed the many immersive stops (i.e. wine tasting, weaving, truffle hunting, pasta making, etc.) in addition to our guided tours. Our tour guide, was very well versed, knowledgeable, and helpful and provided good insights and tips throughout our trip. I can't imagine someone else doing a better job than she did! The local experts were also on top of their games.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Capri, Perugia, Sa

Rome, Venice, Capri, Perugia, San Gimignano, Florence, Rapallo

Duration12 days

Super Sales

Highlights of Northern Italy - September 2027

No booking fees

Best price guaranteed

The enduring phrase ‘la dolce vita’ (the good life) truly captures the essence of Italy. On this trip, you’ll spend eight days discovering the heart of all things Italian on a culturally rich adventure from the piazzas of Rome to the canals of Venice. Take in the crumbling ruins of Rome, board a scenic train ride to Bologna and discover the maze-like canals of Venice with your local leader. Visit the Leaning Tower in Pisa, learn how to make pasta by hand in Bologna and indulge in delicious local cuisine and a couple (or two) glasses of vino – ah Italia!

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Florence, Bologna

Duration8 days

Super Sales

Rome to Sicily - September 2027

No booking fees

Best price guaranteed

Starting in Italy's 'Eternal City' of Rome, this epic adventure will take you through the Amalfi coastline to Calabria and Sicily over 23 days. Learn about the catastrophic fate of Pompeii, soak up the sunshine in the coastal town of Sorrento and explore the beautiful Amalfi Coast, before heading south to Calabria – a hidden gem for those who stray off Italy’s beaten path. Continue to bustling Sicily, with the volcanic valleys of Mt. Etna, the timeworn streets of Syracuse, the Baroque wonders of Ragusa, the ruins of the Valley of Temples and the rich anti-Mafia history of Palermo. Starring dramatic cliffside villages, clear waters and delicious seafood, this is a chance to experience the highlights of southern Italy.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Guest House, Resort, Hut

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Palermo, Lazio, Civita, Tr

Rome, Palermo, Lazio, Civita, Tropea, Reggio Calabria, Catania, Siracusa, Pompeii, Agrigento, Marsala, Sorrento, Amalfi

Duration23 days

Super Sales

Rome to Southern Italy - September 2027

No booking fees

Best price guaranteed

This 17-day adventure around Italy takes in some of the most ancient sites in European history and shows you the lesser-known countryside, too. With a local by your side, you’ll explore the bustling streets of Rome, then travel through beautiful countryside past villas, vineyards and rolling hills as you visit historical sites like Pompeii, Lecce and the Sassi dwellings in Matera. There’s plenty of free time available to explore the area and take in the sites at your own pace, whether you want to indulge in food and wine or enjoy local experiences.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa, Hut

Age Range

15-99 yrs

Operated in

english

Destinations

Bari, Rome, Trani, Lecce, Albero

Bari, Rome, Trani, Lecce, Alberobello, Matera, Pompeii, Sorrento, Amalfi Coast & Campania

Duration17 days

Super Sales

Classic Dolomites Hikes - Premium Adventure - September 2027

4.9

(24 reviews )

No booking fees

Best price guaranteed

What a wonderful trip ! An exciting walking adventure with a wonderful guide, magnificent scenery , a great group of likeminded hikers and an awesome hotel

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Hut

Age Range

16-99 yrs

Operated in

english

Destinations

Niederdorf, Dolomites, Lago Di B

Niederdorf, Dolomites, Lago Di Braies, Alpe Nemes, Strudelkopf, Brunico, Tre Cime Di Lavaredo, Monte Piano

Duration8 days

32% OFF TODAY

Super Sales

Italy Family Holiday - September 2027

No booking fees

Best price guaranteed

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.

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Amalfi Coast & Campania, S

Rome, Amalfi Coast & Campania, Sorrento, Pompeii, Minori

32% OFF TODAY

Duration8 days

Self-Guided Culinary Package - La Spezia & Cinque Terre - September 2027

Trip customizable

Best price guaranteed

Join us on this three-day tour and get to enjoy a region of Italy known for its mild climate, charming port towns, breath-taking landscapes, and fresh local cuisine. Liguria is home to the UNESCO World Heritage site "Cinque Terre," a majestic and astonishing national park free of vehicular traffic and perfect for romantic getaways and fine culinary experiences. The regional cuisine of Liguria is based on seafood, fresh vegetables and herbs, such as in the famous pesto alla Genovese. In a span of few days, you will be able to explore this region, its history, culture and culinary highlights always taking your time and doing everything at your own pace.

Food tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

9-79 yrs

Operated in

English

Destinations

Cinque Terre and Liguria, Liguri

Cinque Terre and Liguria, Liguria, Cinque Terre, La Spezia, Lerici

Duration3 days

The Heart of the Cilento National Park - September 2027

(2 reviews )

Trip customizable

Best price guaranteed

Thank you so much for making this a GREAT vacation.

Trekking and Hiking

Tour Type

Private Tour

Age Range

18-99 yrs

Operated in

English

Destinations

Amalfi Coast & Campania, Paestum

Amalfi Coast & Campania, Paestum, Valle Dell'Angelo, Roscigno, Sant'Angelo A Fasanella

Duration9 days

Super Sales

Northern Italy Family Holiday - September 2027

No booking fees

Best price guaranteed

Explore the delights of Italy on a family-focused cultural exploration of the best sights and finest food that Italy has to offer on this eight-day tour of the country’s best. Get exploring in the winding canal maze of Venice, dip your toes in the ocean by the beautiful Cinque Terre coastline, make and taste authentic Italian pesto, savour delicious Tuscan cuisine, get the perfect snap of the Learning Tower of Pisa and try as much gelato as you can (how many flavours can the kids try before you leave?). There’s something for all ages in Italy as you whisk through Venice to Rome on this family escapade – now that’s amore!

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Cinque Terre and L

Rome, Venice, Cinque Terre and Liguria, Pisa

Duration8 days

Highlights of Matera and Apulia Private Tour - September 2027

(1 review )

Trip customizable

Best price guaranteed

Private Tour around Apulia and Matera beyond our expectations .Very good the Hotel in Matera, Dimora di Metello..but also Tenuta Monacelle near Alberobello. Great local guide and meals. I only think you should had add an extra day in Apulia, 5 days are not enough. Anyway excellent tour and service. Very good value for money

Sightseeing ToursFood tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

20-99 yrs

Operated in

english

Destinations

Matera, Puglia, Polignano A Mare

Matera, Puglia, Polignano A Mare, Alberobello, Monopoli, Bari

Duration5 days

Via Francigena: Walk from Lucca to Siena - September 2027

(1 review )

Trip customizable

Best price guaranteed

Discover the Tuscan countryside and culture on this 8-day self-guided walking tour. Through the extensive footpath network of the area, roughly following the traces of the Via Francigena, one of Europe’s most important ‘highways’ in medieval times, you walk from village to village and experience a full immersion in the world-famous Tuscan landscape. The tour is perfect as an introduction to the region and a great choice for people who love museums, galleries and Gothic and Romanesque architecture. You have plenty of time to visit attractions on most of the days. You will also have time to visit all the beautiful medieval villages and historic towns along the Via Francigena: starting from beautiful Lucca, you’ll pass through Fucecchio, San Miniato, Gambassi Terme, the stunning San Gimignano with its medieval skyscrapers and Monteriggioni, admired by Dante in his Divine Comedy. An optional detour can bring you to beautiful Colle Val d’Elsa and the tour ends in Siena, arguably the most perfectly preserved medieval town in Tuscany. This tour threads together some of the most attractive towns and villages in Tuscany in an eloquent procession. However, the emphasis of the tour is to enjoy the countryside, the rolling vineyards, the poppies in spring and the wild cyclamen in autumn. The area north of Siena is an amazing landscape of rolling hills, alternating vineyards and forests, while cypresses line the way leading to the distant farmhouses. Walking here is an unforgettable experience and many of the views have barely changed for hundreds of years. Accommodation and some meals are included. You spend a night in one of the best agriturismos in Tuscany, and the final night in the heart of Siena, in one of the most characteristic little hotels. This is a moderately easy tour which is suitable for those who have some experience of walking and a good general physical condition.

Trekking and Hiking

Tour Type

Private Tour

Accommodation

Hotel, Hostel

Age Range

18-99 yrs

Operated in

English

Destinations

Siena, Tuscany, Lucca, Altopasci

Siena, Tuscany, Lucca, Altopascio, San Miniato Alto, Gambassi Terme, San Gimignano, Monteriggioni

Duration8 days

Self-Guided Culinary Package - Sestri Levante - September 2027

Trip customizable

Best price guaranteed

Join us on this three-day tour of Liguria, one of the most beautiful coastal regions in Europe, is a popular destination for gourmets and active visitors. This region is well known for its wide variety of landscapes within its territory. Its sea and mountains, its gently shaped bays, quiet villages and fine cuisine, as well as the right climate for a peculiar vegetation, are all traits envied by the rest of Italy. In just a few days, you will be able to explore this region, its history, culture and culinary highlights, by always taking your time and doing everything at your own pace along the route, which has been accurately selected for you.

Food toursHoneymoon

Tour Type

Private Tour

Accommodation

Hotel

Age Range

9-79 yrs

Operated in

English

Destinations

Genoa, Sestri Levante, Liguria

Genoa, Sestri Levante, Liguria, Portofino

Duration3 days

Unesco Puglia & Matera wonder holiday package - September 2027

Trip customizable

Best price guaranteed

In 6 amazing days, visit the 3 most beautiful UNESCO sites in southern Italy! Explore Matera, Alberobello and Castel del Monte in addition to the cities of Bari, Ostuni, and Lecce, all in a single organized tour that includes tour guides, hotels, and transfers. Learn more about the culture, history, and region, and recharge your batteries in the open air, while hunting for authentic wonders. This tour is perfect for couples, solo travelers, and for those who prefer a great quality, comprehensive, organized trip. If you would like an unforgettable holiday but without the worry of doing all the organizing, or if you simply don’t want the stress of driving, this holiday is for you! Make it easy on yourself and worry-free. This tour departs from Bari every Saturday and finishes in Lecce.

City sightseeing

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-79 yrs

Operated in

english, italian

Destinations

Matera, Puglia, Bari, Trani, Alb

Matera, Puglia, Bari, Trani, Alberobello, Ostuni, Lecce