10 Best Italy Multiday Tours in September 2027

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.

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Highlights of Italy - September 2027

No booking fees

Best price guaranteed

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.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Hostel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, La Spezia, Florence

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Duration8 days

From

USD 1,895

USD 1,562

Saving

USD 333

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Ultimate Italy - September 2027

(9 reviews )

No booking fees

Best price guaranteed

Our overall experience with GAdventures was outstanding. The CEOs leading the tours were extremely knowledgeable of the cities we visited and always ready to help make the tours exciting and fun. We had at least two days in each of the cites which gave us enough time to explore on our own or with new friends we made along the way. I highly recommend GAdventures and we are already looking for another GAdventure tour next year.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Villa, Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Venice, Lake Como, Montepu

Rome, Venice, Lake Como, Montepulciano, Florence, Cinque Terre

Duration14 days

From

USD 3,799

USD 3,685

Saving

USD 114

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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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Jewels of Italy - September 2027

4.3

(52 reviews )

No booking fees

Best price guaranteed

This trip, while short, provides an in-depth discovery of much of central Italy: Rome and the Colosseum, Florence and the David, Pizza, Verona, and Venice featuring a glass blowing demonstration and optional tour to Burano for a truly unique dinner. The tour also provides an opportunity for time on your own to explore on one’s own pace or visit sites of personal interest. In my case, I could visit Peggy Guggenheim’s museum ( with instructions on how best to get there by our guide) in Venice and have dinner in Rome at a restaurant recommend by an Italian friend.

Adventure

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Florence

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Duration7 days

From

USD 1,425

USD 1,256

Saving

USD 170

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Italy Experience - September 2027

(2 reviews )

No booking fees

Best price guaranteed

The comfort level trip allows for the traveller to fully experience Italy as a local with their off the beaten track options but with the convenience of travelling comfort, local guidance and added inclusions.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Liguria, Cinque Te

Rome, Venice, Liguria, Cinque Terre and Liguria, Florence, Perugia

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Duration10 days

From

USD 4,745

USD 3,912

Saving

USD 833

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Best of 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 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.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Cadenabbia, Floren

Rome, Venice, Cadenabbia, Florence, Lucca, Liguria, Asti

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Duration14 days

From

USD 4,690

USD 3,867

Saving

USD 823

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Rome to Amalfi - September 2027

No booking fees

Best price guaranteed

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.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Hut

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Amalfi Coast & Campania, P

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

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Duration8 days

From

USD 2,460

USD 2,148

Saving

USD 312

Instant book available

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Italian Holiday - September 2027

4.7

(175 reviews )

No booking fees

Best price guaranteed

Very well organized from beginning to end

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, The Vatican, Venice, Veron

Rome, The Vatican, Venice, Verona, Florence

12% OFF TODAY

Duration7 days

From

USD 2,125

USD 1,868

Saving

USD 258

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19% OFF TODAY

Best of Italy - September 2027

3.3

(3 reviews )

No booking fees

Best price guaranteed

We highly recommend this Best of Italy tour!!! This tour is a great introduction to Italy and includes the key highlights of this beautiful country. Booking through Bookmundi was easy & the discount appreciated

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Florence, Sorrento, Assisi

Rome, Florence, Sorrento, Assisi, Venice, Lake Maggiore

19% OFF TODAY

Duration13 days

From

USD 4,125

USD 3,345

Saving

USD 780

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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 3,115

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Sicily Food & Wine - September 2027

4.7

(40 reviews )

No booking fees

Best price guaranteed

Sicily is a fascinating treasure trove of history and beauty. This trip allows you to experience the Sicilian way of life using food as a lure to explore its villages, towns and landscape as you move from one side of the island to the other.

Food tours

Tour Type

Small Group Tour

Accommodation

Lodge, Villa, Bungalow, Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Palermo, Taormina, Marsala, Agri

Palermo, Taormina, Marsala, Agrigento, Sicily, Syracuse, Catania

Duration8 days

From

USD 3,525

USD 3,419

Saving

USD 106

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Explore Southern Sicily - September 2027

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Explore Southern Sicily - September 2027

(8 reviews )

No booking fees

Best price guaranteed

Sicily is an extraordinary place and this trip really made me feel I got the most out of it in the time I had.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Palermo, Catania, Syracuse, Agri

Palermo, Catania, Syracuse, Agrigento, Trapani

27% OFF TODAY

Duration8 days

From

USD 2,049

USD 1,490

Saving

USD 559

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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 3,300

USD 3,201

Saving

USD 99

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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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All Italy Tours in September 2027

129 Trips in Italy during September 2027 with 3,433 Reviews

Get a customized trip to Italy in September 2027

See Italy tours by duration

Combine Italy in September with Nearby Countries for an Unforgettable Trip

Highlights of Italy - September 2027

Ultimate Italy - September 2027

Walking the Amalfi Coast - September 2027

Jewels of Italy - September 2027

Italy Experience - September 2027

Best of Italy - September 2027

Rome to Amalfi - September 2027

Italian Holiday - September 2027

Best of Italy - September 2027

Private Tour of Sicily from Palermo - September 2027

Sicily Food & Wine - September 2027

Explore Southern Sicily - September 2027

Cycle Cilento & the Amalfi Coast - September 2027

Walk The Prosecco Hills & Hidden Venice - September 2027

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Food, wine, events and nightlife

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Sightseeing, attractions, culture and history

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Special interests and hobbies

All Italy Tours in September 2027

129 Trips in Italy during September 2027 with 3,433 Reviews

Get a customized trip to Italy in September 2027

See Italy tours by duration