10 Best Italy Multiday Tours in September 2026

Accommodations

BudgetSimple stays with essential amenities. Typically guesthouses, hostels or hotels rated below 3 stars — clean, no-frills, and great for value-conscious travelers.
Mid-rangeComfortable and reliable 3-star stays. Expect private rooms, en-suite bathrooms, and solid amenities — a great balance between comfort and cost.
PremiumUpscale 4-5 star hotels and lodges. Enjoy high-end service, refined comfort, and premium locations — ideal for travelers seeking extra indulgence.

Amazing Amalfi Coast - Small-Group Tour - September 2026

Trip customizable

Best price guaranteed

Journey southward to the Gulf of Naples, making a stop at the UNESCO-listed ruins of Pompeii, preserved since the catastrophic eruption of Mount Vesuvius in 79 A.D., over 2,000 years ago. Next, embark on a ferry ride to the captivating island of Capri, a jewel of the Amalfi Coast, for a day of unforgettable exploration. Revel in the charm of Positano, adorned with vibrant cliffside villas and breathtaking scenery. This itinerary prioritizes ample free time, providing the ideal approach to discovering the wonders of the Amalfi Coast

Countryside and village visits

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

13-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Sorrent

Amalfi Coast & Campania, Sorrento, Campania, Positano, Rome

Duration5 days

From

USD 2,700

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6% OFF TODAY

Rome & the Amalfi Coast - September 2026

No booking fees

Best price guaranteed

From Rome to the rocky cliffs of the Amalfi Coast, take in the best of southern Italy. Uncover classic Rome’s myriad treasures and discover Pompeii’s ruins. Explore the breathtaking scenery of Italy’s coastline, from the dramatic beauty of the Amalfi Coast to the charms of seaside Sorrento. Stop at a winery for a taste of Lacryma Christi, learn how homemade cheese is made, and sip homemade limoncello. Featuring stays in two of Italy’s most beloved locales, experience the country’s renowned food, culture, history, and landscapes.

BeachChill out

Tour Type

Group Tour

Accommodation

Resort, Hotel, Villa

Age Range

1-99 yrs

Operated in

english

Destinations

Rome, Amalfi Coast & Campania, Amalfi Coast

6% OFF TODAY

Duration10 days

From

USD 4,399

USD 4,149

Saving

USD 250

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Best Of Italy And Sicily - September 2026

15% OFF TODAY

Super Sales

Best of Italy and Sicily - September 2026

4.7

(55 reviews )

No booking fees

Best price guaranteed

The Hotel were ok but did not cater to the tourist. The rooms did not have the use of the fans and found the air stagnant. A little air moving would helped. The Hotel in Sicily in Jiardini Naxos, Caeser palace, found the hotel desk determinitly unhelpful.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Palermo, Assisi, L

Rome, Venice, Palermo, Assisi, La Spezia, Florence, Monreale, Agrigento, Taormina, Sorrento, Capri, Vatican City

15% OFF TODAY

Duration15 days

From

USD 5,225

USD 4,422

Saving

USD 803

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Via Ferrata Guided Hike and Climb - September 2026

4.8

(5 reviews )

No booking fees

Best price guaranteed

Outstanding Accommodation, guide and scenery. The climbing was challenging and our guide was superb.

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Hut

Age Range

18-99 yrs

Operated in

english

Destinations

Trentino-South Tyrol, Tyrol, Nie

Trentino-South Tyrol, Tyrol, Niederdorf, Tre Cimene, Sextner Rotwand, Fondo Savio, Rif Lorenzi, Punta Fiammes

Duration7 days

From

USD 2,300

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15% OFF TODAY

Super Sales

Discovering Syracuse - September 2026

Trip customizable

Best price guaranteed

A tour of Siracusa, located on the southeastern coast of Sicily, offers a rich blend of ancient history, stunning architecture, and vibrant local culture. Climb the magnificent Mt Etna volcano, taste some local culinary delights and discover the historic center of Syracuse and Taormina during this short four-day tour.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Syracuse

15% OFF TODAY

Duration4 days

From

USD 822

USD 699

Saving

USD 123

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Super Sales

Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks - September 2026

(3 reviews )

No booking fees

Best price guaranteed

The "Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks" tour really lived up to its name and my expectations. In one short week we travelled to all these places to experience its beauty, nature, food and culture. We indeed had unforgettable walks with everyone, our incredible CEO Francesco and amazing fellow tour members. I highly recommend this tour!

Sightseeing Tours

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Florence, Cinque Terre, Chianti

Duration7 days

From

USD 1,899

USD 1,842

Saving

USD 57

View Tour

27% OFF TODAY

Super Sales

Premium Tuscany - September 2026

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 maybe even 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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Italian Escape And Sicily - September 2026

8% OFF TODAY

Super Sales

Italian Escape and Sicily - September 2026

No booking fees

Best price guaranteed

This one swings you from Rome to Naples, the home of pizza and gateway to Pompeii, before gliding along the dreamy Amalfi Coast. After falling for Capri and postcard pretty Positano, it's time to head to Sicily for a week of dreamy beaches, incredible food and endless ancient history. This Italian adventure has a little something for everyone.

Adventure

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Sicily, Cefalu, Palermo, N

Rome, Sicily, Cefalu, Palermo, Naples, Amalfi Coast, Catania, Taormina, Syracuse

8% OFF TODAY

Duration13 days

From

USD 2,845

USD 2,629

Saving

USD 216

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Amalfi coast tour: positano, amalfi, ravello - September 2026

Trip customizable

Best price guaranteed

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

Tour Type

Group Tour

Age Range

5-79 yrs

Operated in

english, italian

Destinations

Amalfi Coast & Campania

Duration1 day

From

USD 317

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Super Sales

Northern Sicily: Islands & Volcanoes - September 2026

(4 reviews )

No booking fees

Best price guaranteed

Well, I'm a science teacher and I got to see LAVA, like ACTUAL LAVA spewing from the top of a volcano! We got to spend time in places that are far enough out in Italy that it did not feel overly touristy. What I love about all G trips are the adventurous travelers who take these tours. This is my third tour with G and everyone comes to them with a sense of fun and adventure. Also, we were on Mt. Etna for a rare event- cloud rings coming off the top. It made international news and we saw it in person!

BeachVolcanoes

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Palermo, Catania, Cefalu, Lipari

Duration7 days

From

USD 1,899

USD 1,842

Saving

USD 57

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Super Sales

Essential Italy - September 2026

No booking fees

Best price guaranteed

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

Tour Type

Small Group Tour

Accommodation

Hostel, Guest House, Hotel

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Venice, Lake Garda, Parma

Rome, Venice, Lake Garda, Parma, La Spezia, Florence

Duration10 days

From

USD 1,895

USD 1,838

Saving

USD 57

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Country Roads Of Tuscany & Central Italy - September 2026

17% OFF TODAY

Super Sales

Country Roads of Tuscany & Central Italy - September 2026

4.9

(24 reviews )

No booking fees

Best price guaranteed

Great way to see the true Italy

Museum and gallery visits

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice

17% OFF TODAY

Duration9 days

From

USD 2,995

USD 2,492

Saving

USD 503

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Sicilian Secrets - September 2026

Trip customizable

Best price guaranteed

Immerse yourself in the island's rich tapestry of history, from renowned archaeological sites to hidden gems nestled within picturesque towns. Delve into the heart of Sicilian culture, savoring its world-renowned cuisine, and wander through the labyrinthine streets where tradition meets modernity. Experience the warmth and authenticity of local life, allowing you to truly absorb the essence of this Mediterranean paradise. By the end, you'll carry with you the sensation of having lived a lifetime on this serene island

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

13-99 yrs

Operated in

english

Destinations

Campania, Sicily, Lazio, Catania

Campania, Sicily, Lazio, Catania, Agrigento, Palermo

Duration6 days

From

USD 1,432

View Tour

Super Sales

Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria - September 2026

(4 reviews )

No booking fees

Best price guaranteed

I loved my trip with G Adventures to Italy! The hiking, visits to wineries and delicious food made it a memorable trip. I would love to return to Italy with G Adventures again!

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

18-100 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, Umbria

Duration10 days

From

USD 4,999

USD 4,849

Saving

USD 150

View Tour

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 10 of 327 Trips in Italy during September 2026 with 6,356 Reviews

See Italy tours by duration

Amazing Amalfi Coast - Small-Group Tour - September 2026

Rome & the Amalfi Coast - September 2026

Best of Italy and Sicily - September 2026

Via Ferrata Guided Hike and Climb - September 2026

Discovering Syracuse - September 2026

Tuscany to Cinque Terre: Wines, Villages & Unforgettable Walks - September 2026

Premium Tuscany - September 2026

Italian Escape and Sicily - September 2026

Amalfi coast tour: positano, amalfi, ravello - September 2026

Northern Sicily: Islands & Volcanoes - September 2026

Essential Italy - September 2026

Country Roads of Tuscany & Central Italy - September 2026

Sicilian Secrets - September 2026

Italy: Florence to Rome, Walking the Vineyards of Tuscany and Umbria - September 2026

Page 10 of 327 Trips in Italy during September 2026 with 6,356 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 2026

Page 10 of 327 Trips in Italy during September 2026 with 6,356 Reviews

See Italy tours by duration

Page 10 of 327 Trips in Italy during September 2026 with 6,356 Reviews