10 Best Italy Multiday Tours in September 2027

Super Sales

Walking the Amalfi Coast - September 2027

4.7

(426 reviews )

No booking fees

Best price guaranteed

Basically a perfect week in a beautiful part of the world, good food, great companions, great walks, excellent guide, great weather and fantastic views and experiences...

Trekking and HikingBeach

Tour Type

Small Group Tour

Accommodation

Hotel, Hut, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Bomeran

Amalfi Coast & Campania, Bomerano, Amalfi, Pompeii, Naples

Duration8 days

From

USD 2,175

USD 2,110

Saving

USD 65

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Private Tour of Sicily from Palermo - September 2027

4.8

(4 reviews )

Trip customizable

Best price guaranteed

This is our first private tour and I must say it met all our expectations. Our driver/guide Carlo took very good care of us, told us informative and amusing stories along the way and took us to wonderful restaurants. He made sure all our needs our taken cared of. In Sicily especially I think the private tour is a big advantage as there are many places where only small vehicles can go through. We made the right decision in choosing this tour.

City sightseeing

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

20-99 yrs

Operated in

english

Destinations

Palermo, Catania, Taormina, Sici

Palermo, Catania, Taormina, Sicily, Agrigento, Marsala, Monreale

Duration8 days

From

USD 3,131

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Super Sales

Cycle Cilento & the Amalfi Coast - September 2027

4.7

(99 reviews )

No booking fees

Best price guaranteed

Amalfi coast is one of the most dramatic coastline in the world and this well organised Exodus Trip will guide you on bike along the coastal road all the way to the end (Termini). There are great do-able climbs, long descents, fantastic scenery, great food, great temples and most beautiful gardens - i.e. just about perfect!

Bicycle tours

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Minori

Amalfi Coast & Campania, Minori, Palinuro, Casalvelino, Paestum

Duration8 days

From

USD 3,075

USD 2,983

Saving

USD 92

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Super Sales

Walk The Prosecco Hills & Hidden Venice - September 2027

4.8

(77 reviews )

No booking fees

Best price guaranteed

Walking on this holiday is varied and well within most people's grasp. Aside from the rolling hills of Prosecco vineyards it includes forest walking and following along side a river. The hotel is most comfortable with large airy bedrooms and updated bathrooms which do not detract from the historic building. It sits within its own grounds including a large swimming pool and a bookable spa. The village of Soligo is small with 3 cafe's and a small shop which stocks a wide range of biscuits, soft drinks and bottled water. There is one sure thing about this holiday and this is you will not go hungry. Lunches are freshly made by the local shop and will keep you going during the walks. The hotel food is second to none and the other resturants we eat at also supplied delicous food. The highlight of this trip is Prosecco in all its forms. I learnt a lot about how the wine was made and how to tell one bottle from another.

Trekking and HikingFood tours

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

18-99 yrs

Operated in

english

Destinations

Venice, Treviso, Pieve Di Cadore

Venice, Treviso, Pieve Di Cadore, Cison Di Valmarino, Asolo, Conegliano, Pieve Di Soligo

Duration8 days

From

USD 2,820

USD 2,735

Saving

USD 85

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Rome, Florence & Tuscany Family Adventure - September 2027

(3 reviews )

Trip customizable

Best price guaranteed

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

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, San Gim

Rome, Florence, Tuscany, San Gimignano, Chianti, The Vatican

Duration8 days

From

USD 7,671

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Private Gourmet Wine Tour in Tuscany - September 2027

4.5

(2 reviews )

Trip customizable

Best price guaranteed

What a beautiful time spent in Tuscany on this trip. This was a wonderful tour. Great accommodations! Fabulous wines and meals. We had a wonderful driver, Brando, who was patient and knowledgeable. This is a trip well worth it. Villa Lecchi was elegant and made us feel very special! Spectacular location in the heart of Chianti hills

Food toursWine tasting tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

22-89 yrs

Operated in

english, german

Destinations

Tuscany, Chianti, Florence, Sien

Tuscany, Chianti, Florence, Siena, Pisa

Duration4 days

From

USD 2,828

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11% OFF TODAY

Super Sales

Cycling in Sicily - September 2027

4.6

(54 reviews )

No booking fees

Best price guaranteed

This was one of my best Exodus Holidays. This was my first cycling one with Exodus and I can highly recommend this trip.

Bicycle tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Syracuse, Modica, Marzamemi, Noto

11% OFF TODAY

Duration8 days

From

USD 2,698

USD 2,401

Saving

USD 297

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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

From

USD 10,425

USD 10,112

Saving

USD 313

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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

From

USD 3,150

USD 3,056

Saving

USD 95

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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

From

USD 2,296

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Super Sales

Italy Coast to Coast by E-bike: Puglia to Amalfi Coast - September 2027

(4 reviews )

No booking fees

Best price guaranteed

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

Tour Type

Small Group Tour

Accommodation

Hotel, Hut, Resort, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Sorrento, Monopoli, Matera, Cast

Sorrento, Monopoli, Matera, Castelmezzano, Monte Sant'Angelo, Paestum, Salerno

Duration8 days

From

USD 4,350

USD 4,220

Saving

USD 131

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27% OFF TODAY

Super Sales

Premium Rome to Venice - September 2027

No booking fees

Best price guaranteed

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

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Chianti, Florence

27% OFF TODAY

Duration8 days

From

USD 5,245

USD 3,816

Saving

USD 1,429

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Super Sales

Italian Apennines: Walks & Wildlife - September 2027

(4 reviews )

No booking fees

Best price guaranteed

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

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Rome, Pescasseroli

Duration6 days

From

USD 2,550

USD 2,474

Saving

USD 77

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Super Sales

Premium Sicily and Tuscany - September 2027

No booking fees

Best price guaranteed

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

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Rome, Chianti, San Gimi

Palermo, Rome, Chianti, San Gimignano, Florence, Venice, Marsala, Agrigento, Siracusa, Catania

Duration17 days

From

USD 10,715

USD 10,394

Saving

USD 321

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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

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Alternatively, explore tours that are exclusively just Italy and Spain, Germany and Italy or France and Italy.

All Italy Tours in September 2027

22 Trips in Italy during September 2027 with 724 Reviews

See Italy tours by duration

Walking the Amalfi Coast - September 2027

Private Tour of Sicily from Palermo - September 2027

Cycle Cilento & the Amalfi Coast - September 2027

Walk The Prosecco Hills & Hidden Venice - September 2027

Rome, Florence & Tuscany Family Adventure - September 2027

Private Gourmet Wine Tour in Tuscany - September 2027

Cycling in Sicily - September 2027

Ultimate Italy - September 2027

Classic Dolomites Hikes - Premium Adventure - September 2027

Highlights of Matera and Apulia Private Tour - September 2027

Italy Coast to Coast by E-bike: Puglia to Amalfi Coast - September 2027

Premium Rome to Venice - September 2027

Italian Apennines: Walks & Wildlife - September 2027

Premium Sicily and Tuscany - September 2027

22 Trips in Italy during September 2027 with 724 Reviews

Combine Italy in September with Nearby Countries for an Unforgettable Trip

Europe

Asia

South America

Africa

North America

Oceania

Polar

Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

Air tours, road trips and transfers

Beach, romance, getaways and relaxation

Special interests and hobbies

All Italy Tours in September 2027

22 Trips in Italy during September 2027 with 724 Reviews

See Italy tours by duration

22 Trips in Italy during September 2027 with 724 Reviews