10 Best Italy Multiday Tours in October 2027

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Italy Bellissimo - October 2027

4.7

(226 reviews )

No booking fees

Best price guaranteed

Amazing variety of experiences, excellent tour guide and local specialists. I also loved that Trafalgar supports local artists and family run farms. A highlight for me was the Make Travel Matter experience with the weavers.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Capri, Assisi, Venice, Montecatini Terme

Duration11 days

From

USD 3,305

USD 3,206

Saving

USD 99

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15% OFF TODAY

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Grand Italy & Sicily - October 2027

4.7

(77 reviews )

No booking fees

Best price guaranteed

It covers so many areas in Italy We got exposed to so much history and culture

Wine tasting tours

Tour Type

Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Palermo, Sorrento, Capri

Rome, Palermo, Sorrento, Capri, Alberobello, Giardini Naxos, Santa Margherita, Portofino, Lake Maggiore, Venice, Florence

15% OFF TODAY

Duration17 days

From

USD 8,250

USD 6,993

Saving

USD 1,257

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Highlights of Matera and Apulia Private Tour - October 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 2,310

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Unesco Puglia & Matera wonder holiday package - October 2027

Trip customizable

Best price guaranteed

In 6 amazing days, visit the 3 most beautiful UNESCO sites in southern Italy! Explore Matera, Alberobello and Castel del Monte in addition to the cities of Bari, Ostuni, and Lecce, all in a single organized tour that includes tour guides, hotels, and transfers. Learn more about the culture, history, and region, and recharge your batteries in the open air, while hunting for authentic wonders. This tour is perfect for couples, solo travelers, and for those who prefer a great quality, comprehensive, organized trip. If you would like an unforgettable holiday but without the worry of doing all the organizing, or if you simply don’t want the stress of driving, this holiday is for you! Make it easy on yourself and worry-free. This tour departs from Bari every Saturday and finishes in Lecce.

City sightseeing

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-79 yrs

Operated in

english, italian

Destinations

Matera, Puglia, Bari, Trani, Alb

Matera, Puglia, Bari, Trani, Alberobello, Ostuni, Lecce

Duration6 days

From

USD 2,523

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Rome And Tuscan Highlights - October 2027

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Rome and Tuscan Highlights - October 2027

4.7

(51 reviews )

No booking fees

Best price guaranteed

I chose this trip because of the 6 nights in Tuscany - Montecatini Terme. Cinque Terre, Lucca, Siena and San Gimignano were highlights of this tour. The food for the special dinners was amazing. Rosella and Massimo kept things on track. Organizing and coordinating tickets, transportation (2 ferries, train and bus) and firsthand knowledge of the areas visited was well exhibited by Rosella. The specialty tour guides were knowledgeable and added extra flair to the excursions. Enjoyed the trip immensely.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Montecatini, Florence, Vin

Rome, Montecatini, Florence, Vinci, San Gimignano

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Duration9 days

From

USD 2,750

USD 2,357

Saving

USD 393

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Best of Italy and Sicily - October 2027

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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27% OFF TODAY

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Premium Rome to Venice - October 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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Amalfi coast tour: positano, amalfi, ravello - October 2027

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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Northern Sicily: Islands & Volcanoes - October 2027

(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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Essential Italy - October 2027

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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Highlights of Sicily - October 2027

(4 reviews )

No booking fees

Best price guaranteed

Great tour I would do it again. Sicily has many interesting places to see. People are especially nice and food and wine was very tasty.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Palermo, Agrigento, Trapani, Cef

Palermo, Agrigento, Trapani, Cefalu, Lipari, Catania, Syracuse

Duration14 days

From

USD 3,949

USD 3,831

Saving

USD 118

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Cycle Tuscany - October 2027

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Best price guaranteed

Explore the rolling hills and olive groves of Tuscany on this eight-day cycling adventure from Florence to Pisa. Cycle through small, traditional villages backdropped by mountain views in Barga, then ride the pulsing streets of Pisa to the famed lopsided tower. Visit one of the oldest bakeries in Italy, operating since 1885, for a taste of their delicious biscotti (and maybe an espresso, too) and soak up some of the stunning views of Garfagnana – Tuscany's mountainous escape – with a bike ride through the town. With stops in Vinci and Lucca, too, you’re bound to fall in love with provincial Italy (even more than you were before).

Bicycle tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

14-99 yrs

Operated in

english

Destinations

Florence, Pisa, Vinci, Barga, Ca

Florence, Pisa, Vinci, Barga, Castelnuovo Di Garfagnana, Lucca

Duration8 days

From

USD 2,835

USD 2,750

Saving

USD 85

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Real Sicily - October 2027

3.9

(7 reviews )

No booking fees

Best price guaranteed

Laid back, great people, awesome add ons, and great guide.

AdventureSightseeing Tours

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-35 yrs

Operated in

english

Destinations

Catania, Sicily, Taormina, Syrac

Catania, Sicily, Taormina, Syracuse, Cefalu, Palermo

Duration8 days

From

USD 1,601

USD 1,553

Saving

USD 48

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Country Roads of Southern Italy and Sicily - October 2027

4.6

(65 reviews )

No booking fees

Best price guaranteed

It’s a wonderful itinerary however going to Rome and not visiting the San Pedro Basilica makes the itinerary less attractive.

Adventure

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Palermo, Catania, Taormina

Rome, Palermo, Catania, Taormina, Capri, Alberobello, Matera

Duration14 days

From

USD 6,225

USD 6,038

Saving

USD 187

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Combine Italy in October 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 October 2027

Page 4 of 97 Trips in Italy during October 2027 with 3,007 Reviews

See Italy tours by duration

Page 4 of 97 Trips in Italy during October 2027 with 3,007 Reviews

Italy Bellissimo - October 2027

Grand Italy & Sicily - October 2027

Highlights of Matera and Apulia Private Tour - October 2027

Unesco Puglia & Matera wonder holiday package - October 2027

Rome and Tuscan Highlights - October 2027

Best of Italy and Sicily - October 2027

Premium Rome to Venice - October 2027

Amalfi coast tour: positano, amalfi, ravello - October 2027

Northern Sicily: Islands & Volcanoes - October 2027

Essential Italy - October 2027

Highlights of Sicily - October 2027

Cycle Tuscany - October 2027

Real Sicily - October 2027

Country Roads of Southern Italy and Sicily - October 2027

Combine Italy in October 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 October 2027

Page 4 of 97 Trips in Italy during October 2027 with 3,007 Reviews

See Italy tours by duration

Page 4 of 97 Trips in Italy during October 2027 with 3,007 Reviews