10 Best Italy Multiday Tours in September 2027

Walking The Amalfi Coast - Summer Edition - September 2027

9% OFF TODAY

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Walking The Amalfi Coast - Summer Edition - September 2027

(1 review )

No booking fees

Best price guaranteed

The trip was fabulous -beautiful places , lovely hotel and friendly warm staff , excellent food wine and our leader Veriano was so kind engaging fun and made the trip even more enjoyable and our group was fabulous. Would go back tomorrow! Highly recommend it!

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, Atrani, Sorrento, Mount Vesuvius, Conca Dei Marini, Naples, Amalfi

9% OFF TODAY

Duration8 days

From

USD 2,323

USD 2,110

Saving

USD 213

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Premium Sicily and Puglia - September 2027

No booking fees

Best price guaranteed

Explore Sicily and unearth the natural and historical wonders of this scenic island, placed perfectly in the heart of the Mediterranean. Then, cross over to the heel of Italy's boot to find dreamy beaches, inspiring architecture and ancient wonders. This Premium adventure will take you on a deep dive through southern Italy with one of the most experienced locally based leaders to help uncover all the best sights and bites.

Sightseeing Tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Polignano A Mare, Nardò

Palermo, Polignano A Mare, Nardò, Matera, Naples, Marsala, Agrigento, Siracusa, Catania

Duration17 days

From

USD 11,000

USD 10,670

Saving

USD 330

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13% OFF TODAY

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Premium Italy in Depth - September 2027

No booking fees

Best price guaranteed

This is your ticket to explore the best of Italy in just 15 days. From visiting a nobleman at his home in Rome and staying in the rolling vineyards of Tuscany to visiting the site of Pompeii with a local guide, this trip encompasses some of Italy's must-do experiences. You’ll visit ancient monuments, lively cities and sprawling vineyards, indulging in delicious traditional cuisine. Kick back on sparkling coastal beaches, get to know the locals and visit lesser-known spots with your knowledgeable local leader – what more could you ask for?

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Venice, Polignano A Mare, Bari

Venice, Polignano A Mare, Bari, San Gimignano, Florence, Nardò, Matera, Naples, Rome

13% OFF TODAY

Duration15 days

From

USD 10,540

USD 9,201

Saving

USD 1,339

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Rome by golf-cart private tour - September 2027

(4 reviews )

No booking fees

Best price guaranteed

We had a 7 hour private golf cart tour with Eduardo. He took us to see all the sites that we wanted to see. He brought us to unique places we would never of known about. Eduardo was so personable and knowledgeable . I highly recommend this tour!!

Sightseeing Tours

Tour Type

Private Tour

Age Range

1-99 yrs

Operated in

english, german, dutch, italian, spanish

Destinations

Rome

Duration3 hours

From

USD 117

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22% OFF TODAY

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Premium Sicily - September 2027

No booking fees

Best price guaranteed

Explore Sicily and see how much this island in the heart of the Mediterranean has to offer. Join an expert local leader on a fully immersive 10-day Premium journey – with a sprinkling of Arab, Norman, Greek and Roman influence, this region is a hive of history and culture. See intricate mosaics, towering palaces, crumbling ruins and marble-lined laneways. Head out of the main hubs to discover Mount Etna – Europe’s largest active volcano. Taste Genovesi, arancini, local dishes like caponata and cannoli, and take a traditional cooking class to get the most out of Sicily’s celebrated cuisine. With Exclusive Experiences and a gorgeous Feature Stay in the countryside, what are you waiting for?

City sightseeingAdventure

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Catania, Marsala, Agrig

Palermo, Catania, Marsala, Agrigento, Siracusa

22% OFF TODAY

Duration10 days

From

USD 6,240

USD 4,842

Saving

USD 1,398

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22% OFF TODAY

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Premium Puglia - September 2027

No booking fees

Best price guaranteed

Dreamy beaches, inspiring architecture and ancient wonders come together on an eight-day Premium adventure through Italy’s Puglia region. Understated and unbelievably beautiful, this lesser-visited corner of Italy delivers in historical, cultural and natural sights. Begin in the coastal town of Bari, admire unusual trulli buildings in Alberobello, stay in a former palace in Nardo, explore ancient sassi homes in Matera and discover the well-preserved ruins of Pompeii. With a local leader by your side and expert guides joining you along the way, you’ll really get a kick out of this adventure.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Bari, Naples, Polignano A Mare

Bari, Naples, Polignano A Mare, Nardò, Matera

22% OFF TODAY

Duration8 days

From

USD 5,030

USD 3,903

Saving

USD 1,127

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Walks & Food of the Italian Riviera - September 2027

No booking fees

Best price guaranteed

The Italian Riviera still has secrets to share… if you know where to go. One of them is seaside Chiavari, ideally placed between Genoa and the Cinque Terre. From this base, we embark on a well-balanced blend of scenic walks, cultural landmarks and exquisite regional cuisine. You’ll sip wine with world-renowned producers, master pasta and pesto with professional chefs, and hike glorious trails. A free day to visit the Cinque Terre will be a must for most, while the pleasure of staying away from the tourists allows you to enjoy the Italian Riviera in peace.

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Genoa, Chiavari, Cinque Terre, Palmaria

Duration7 days

From

USD 3,000

USD 2,910

Saving

USD 90

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Premium Walking & Hiking on Italy's Amalfi Coast - September 2027

No booking fees

Best price guaranteed

Lace up your hiking boots and set your sights towards the spectacular Mediterranean horizon. This seven-day Premium walking and hiking trip on the Amalfi Coast features the best of the short hikes in the area, and is a nature-lover’s dream! Walk the crater rim of the Mount Vesuvius volcano, say Buongiorno to local farmers along the Pathway of the Gods, take in sweeping panoramic views from the Path of the Lemons, and catch a ferry to the glamorous island of Capri. Then, visit Pompeii to explore the preserved ruins and learn about the history of the area. Spend two nights in in a clifftop hotel, soak up sunsets, eat your weight in delicious Italian food (carbs, anyone?) and get active in one of the most beautiful parts of Italy, if not the world.

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Naples, Capri, Sentiero Degli De

Naples, Capri, Sentiero Degli Dei, Amalfi

Duration7 days

From

USD 5,295

USD 5,136

Saving

USD 159

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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

Page 2 of 22 Trips in Italy during September 2027 with 724 Reviews

See Italy tours by duration

Page 2 of 22 Trips in Italy during September 2027 with 724 Reviews

Walking The Amalfi Coast - Summer Edition - September 2027

Premium Sicily and Puglia - September 2027

Premium Italy in Depth - September 2027

Rome by golf-cart private tour - September 2027

Premium Sicily - September 2027

Premium Puglia - September 2027

Walks & Food of the Italian Riviera - September 2027

Premium Walking & Hiking on Italy's Amalfi Coast - September 2027

Combine Italy in September with Nearby Countries for an Unforgettable Trip

Europe

Asia

South America

Africa

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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

Page 2 of 22 Trips in Italy during September 2027 with 724 Reviews

See Italy tours by duration

Page 2 of 22 Trips in Italy during September 2027 with 724 Reviews