10 Best Italy Multiday Tours in September 2026

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Italian Holiday - September 2026

4.8

(154 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

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Duration7 days

From

USD 2,125

USD 1,811

Saving

USD 314

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Tuscany Walks & Chianti Wines - September 2026

4.8

(89 reviews )

No booking fees

Best price guaranteed

The trip had a really good balance of activities, with plently to do while still leaving you time to relax and chill out. Tuscany is so beautiful and Fattoria Voltrona was a great place to stay. I would definitely recommend this trip to my friends.

Trekking and HikingFood tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Siena, Tuscany, Chianti, Pancole

Siena, Tuscany, Chianti, Pancole, Florence, San Gimignano

Duration8 days

From

USD 2,775

USD 2,692

Saving

USD 83

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Europe Jewel - September 2026

4.9

(145 reviews )

No booking fees

Best price guaranteed

This is a fast pace tour so we've seen many points of interests in 11 counties in 14 days. It was well organized and learned some of the countries history, which was very nice. Pascal is such a caring person and excellent driver. He always have that beautiful smile and warm hello whenever he sees you even though he worked for many long hours. Would give him 7 stars out of 5. He goes above and beyond expectations. What an asset forExpat! Matt is very well versed in European history and it is great learning from him. He also kept us well informed so that the tour runs smoothly, which we appreciate very much. Though a couple of the hotels are not up to par, it won't prevent us from touring through Expat in the future. Overall, it was a great experience for us .

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Amsterdam, Ghent, Swiss Alps, Pa

Amsterdam, Ghent, Swiss Alps, Paris, Rhine, Prague, Vienna, Budapest, Ljubljana, Venice, Tuscany

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Duration14 days

From

USD 3,155

USD 2,785

Saving

USD 370

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17% OFF TODAY

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Best of Italy - September 2026

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

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Duration13 days

From

USD 4,125

USD 3,435

Saving

USD 690

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Highlights of Sicily - September 2026

4.6

(78 reviews )

No booking fees

Best price guaranteed

This was a fabulous trip, with a well thought-out itinerary enhanced by a wonderful guide, a great group of people, delicious Italian food and beautiful weather.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Catania, Taormina, Sicily, Viagr

Catania, Taormina, Sicily, Viagrande, Noto, Agrigento, Trapani, Palermo

Duration9 days

From

USD 3,000

USD 2,910

Saving

USD 90

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Highlights of the Dolomites - September 2026

4.8

(93 reviews )

No booking fees

Best price guaranteed

A really great holiday with varied scenary which was fantastic. A great area for walking.

Trekking and Hiking

Tour Type

Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Trentino-South Tyrol, Campitello

Trentino-South Tyrol, Campitello Di Fassa, Rifugio Sassopiatto, Pera, Viel Dal Pan, Forca Neigra, Catinaccio Massif

Duration8 days

From

USD 2,550

USD 2,474

Saving

USD 77

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Grand Journey of Italy - 11 Days - September 2026

(2 reviews )

Trip customizable

Best price guaranteed

Awesome tour, Many fantastic sights throughout the tour, great experience I'll never forget. Well organised and good value for money. Thanks for all you do. We really appreciated it.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Pompeii, Rome, Florence, Venice

Pompeii, Rome, Florence, Venice, The Vatican, Assisi, Montepulciano, Siena, Naples, Sorrento, Tuscany, Bologna, Padua

Duration11 days

From

USD 5,695

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Sicily Food & Wine - September 2026

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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Amalfi Coast Walking - Agriturismo - September 2026

4.8

(93 reviews )

No booking fees

Best price guaranteed

The trip had a varied itinerary. Gennaro the guide was excellent. He had a wealth of knowledge, took great care to include everyone in the group. This meant that everyone enjoyed their trip. Throughly enjoyed myself .

Walking toursFood tours

Tour Type

Small Group Tour

Accommodation

Resort, Villa, Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Naples, San Lazzaro, Amalfi, Capri

Duration8 days

From

USD 2,070

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Explore Southern Sicily - September 2026

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Explore Southern Sicily - September 2026

(4 reviews )

No booking fees

Best price guaranteed

Great for the value

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

22% OFF TODAY

Duration8 days

From

USD 2,149

USD 1,667

Saving

USD 482

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Best of Italy - September 2026

No booking fees

Best price guaranteed

Be whisked away into the beauty and history of Italy when you journey to Venice, Florence, and Rome. Journey to the wine-producing Romagna countryside for a relaxing two-night stay in a wine resort, and visit the Republic of San Marino, an enclave state of Italy. See how gondola oars are crafted before cruising the canals of Venice on one yourself. Witness a performance of Vivaldi’s famous Four Seasons in the city he lived in. Explore Orvieto, an ancient Etruscan hilltop city. Try your hand at making Italian culinary classics before sitting down to dinner. Discover Rome’s artistic masterpieces. Come along with us and embrace the history, culture, art and romance of this incredible country.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Venice, Romagna, Florence

Duration12 days

From

USD 3,899

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Cycle Cilento & the Amalfi Coast - September 2026

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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10% OFF TODAY

Italy's Treasures Art, Food & Wine of Italy - September 2026

(1 review )

No booking fees

Best price guaranteed

The tour was great from beginning to the end. The tour guide was awesome , very professional and courteous.The itinerary was filled with great experiences which were memorable. I would highly recommend this tour.

Food toursWine tasting tours

Tour Type

Group Tour

Accommodation

Villa, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Venice, Lombardy & the Lakes, St

Venice, Lombardy & the Lakes, Stresa, Italian Riviera, Tuscany

10% OFF TODAY

Duration12 days

From

USD 5,149

USD 4,649

Saving

USD 500

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Tuscany Walking and Wine - September 2026

4.9

(9 reviews )

No booking fees

Best price guaranteed

Want to explore Tuscany without a rushed itinerary? Want a small group? Want to hike to wineries and hill towns? Stay in interesting hotels that are hundreds of years old? A wine and food buff? Then this is for you. I had a great time on this trip. Had a full day in Sienna and a nice orientation tour of Florence (I spent a few extra days) Plus to get to visit lesser known towns that the big companies overlook. My favorite was Pienza. A nice little town that also had my favorite hotel and great places to eat. And yes, we tasted wonderful Italian wines, as well as the best cold cuts and cheeses I’ve ever tasted. And did I also mention hiking to wineries and hill towns? Wonderful sights, with spectacular views. One hike it rained towards the end, but that didn’t dampen our spirits.

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Florence, Pisa, San Gimignano, T

Florence, Pisa, San Gimignano, Tuscany, Pienza, Montalcino

Duration8 days

From

USD 2,830

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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

View Tours

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

All Italy Tours in September 2026

Page 2 of 266 Trips in Italy during September 2026 with 6,298 Reviews

See Italy tours by duration

Italian Holiday - September 2026

Tuscany Walks & Chianti Wines - September 2026

Europe Jewel - September 2026

Best of Italy - September 2026

Highlights of Sicily - September 2026

Highlights of the Dolomites - September 2026

Grand Journey of Italy - 11 Days - September 2026

Sicily Food & Wine - September 2026

Amalfi Coast Walking - Agriturismo - September 2026

Explore Southern Sicily - September 2026

Best of Italy - September 2026

Cycle Cilento & the Amalfi Coast - September 2026

Italy's Treasures Art, Food & Wine of Italy - September 2026

Tuscany Walking and Wine - September 2026

Combine Italy in September with Nearby Countries for an Unforgettable Trip

Page 2 of 266 Trips in Italy during September 2026 with 6,298 Reviews

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 2026

Page 2 of 266 Trips in Italy during September 2026 with 6,298 Reviews

See Italy tours by duration

Page 2 of 266 Trips in Italy during September 2026 with 6,298 Reviews