10 Best Italy Multiday Tours in October 2026

15% OFF TODAY

Super Sales

Discovering Rome - October 2026

Trip customizable

Best price guaranteed

Rome is a fabulous mix of history, archaeology, art, religion, and delicious food; and it certainly is the most popular place to visit in Italy. Truth is, Rome is a city that hardly leaves you indifferent. It's the kind of place you either love or hate – and most inevitably love it.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english

Destinations

Rome

15% OFF TODAY

Duration4 days

From

USD 1,347

USD 1,145

Saving

USD 202

View Tour

Highlights Of Northern Italy - October 2026

13% OFF TODAY

Super Sales

Highlights of Northern Italy - October 2026

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 eight days discovering the heart of all things Italian on a culturally rich adventure from the piazzas of Rome to the canals of Venice. Take in the crumbling ruins of Rome, board a scenic train ride to Bologna and discover the maze-like canals of Venice with your local leader. Visit the Leaning Tower in Pisa, learn how to make pasta by hand in Bologna and indulge in delicious local cuisine and a couple (or two) glasses of vino – ah Italia!

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Florence, Bologna

13% OFF TODAY

Duration8 days

From

USD 2,795

USD 2,440

Saving

USD 355

View Tour

Super Sales

Madrid to Rome - October 2026

No booking fees

Best price guaranteed

Lose yourself in three of Europe's most enchanting countries on this 22-day adventure from Barcelona to Rome. Discover Provencal food and world-class wines as you wander through Europe’s high rollers in the French Riviera, and feast on beautiful sights in the cliff-top towns of Cinque Terre. Then, travel in the footsteps of Gaudi and Picasso and taste those local drops and plates of tapas. See flamenco in Seville, explore the grandeur of Alhambra Palace in Granada and visit Sagrada Familia – the largest unfinished Catholic church in the world.

City sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Guest House

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Lake Como, Venice, Gubbio

Rome, Lake Como, Venice, Gubbio, Assisi, Umbria, Florence, Lucca, La Spezia, Asti

Duration22 days

From

USD 8,480

USD 8,226

Saving

USD 254

View Tour

Tuscany Escape, Semi-private Tour - October 2026

15% OFF TODAY

Super Sales

Tuscany Escape, Semi-private Tour - October 2026

Trip customizable

Best price guaranteed

Tuscany is brimming with secluded valleys, magnificent rolling hills and majestic medieval villages boasting bustling restaurants, piazzas and ancient narrow cobble-stoned streets. Its rich landascape is complemented by towns overflowing with Reinassance art and architecture. Proud of its olive oil, there’s acclaimed gastronomy and, perhaps the best-know wine area, Chianti, is stunningly beautiful with gentle hills clocked by olive groves and vineyards and ancient castles and grand palazzi which have been magnificently restored as impressive hotels.

Art and architectureFood tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Florence, Gaiole In Chianti

15% OFF TODAY

Duration7 days

From

USD 1,843

USD 1,566

Saving

USD 276

View Tour

Best of Sicily - October 2026

(1 review )

Trip customizable

Best price guaranteed

Venture on a transformative 10-day odyssey through the enchanting landscapes of Sicily, immersing yourself in the authentic tapestry of Italian life. Indulge your senses in a symphony of flavors, from the finest local olive oils to exquisite wines and succulent fruits harvested from ancient regal estates. Trace the footsteps of proud empires as you wander amidst the haunting ruins that whisper tales of a bygone era. Ascend to hilltop towns, where time seems to stand still, and lose yourself in the surreal beauty of Mount Etna's lunar-like lava fields. This journey promises not just a vacation, but a collection of cherished memories

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, Taormina, Agrigento, Palermo

Duration10 days

From

USD 2,491

View Tour

The Marco Polo - October 2026

Trip customizable

Best price guaranteed

Travel from energetic Rome to Florence, Bologna, and soothingly romantic Venice on this four-day experience. You’ll marvel at Michelangelo’s gift for turning marble into skin as you gaze up at the perfection of the David in Florence, and dare to feed the pigeons in Venice’s St. Mark’s Square. With ample cobblestone alleys to roam, breathtaking monuments and churches to discover, narrow canals to float along, and tiny shops to dip into, you’ll experience the eternal beauty of each city on this unforgettable tour!

Art and architectureChill out

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Lazio

Duration4 days

From

USD 923

View Tour

Splendours of Sicily - October 2026

Trip customizable

Best price guaranteed

Stand in awe of the resplendent baroque architecture and UNESCO-designated marvels, each a testament to Sicily's storied past. Immerse yourself in the vibrant local culture, embracing the genuine warmth and enchanting allure of this tranquil Mediterranean haven. Revel in the island's diverse offerings, from its captivating natural landscapes to its profound historical legacy, its culturally rich tapestry, and its gastronomic delights. Indeed, Sicily is a tapestry woven with threads of natural beauty, ancient marvels, vibrant culture, and exquisite cuisine, promising an unforgettable adventure

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

13-99 yrs

Operated in

english

Destinations

Catania, Campania, Sicily, Agrig

Catania, Campania, Sicily, Agrigento, Palermo

Duration8 days

From

USD 1,618

View Tour

5% OFF TODAY

Super Sales

Best of Italy - October 2026

4.8

(174 reviews )

No booking fees

Best price guaranteed

Our guide was very professional and knowledgeable which helped a great deal. It got us to places we never would have gone to by ourselves .

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Assisi

Rome, Florence, Venice, Assisi, Sorrento

5% OFF TODAY

Duration11 days

From

USD 6,250

USD 5,956

Saving

USD 294

View Tour

Splendid Tour (on Request) - October 2026

15% OFF TODAY

Super Sales

Splendid Tour (on Request) - October 2026

(1 review )

Trip customizable

Best price guaranteed

Discover some of the most essential parts of Italy on this five-day cultural trip, beginning with an exploration of the ruins of ancient Pompeii and continuing to the magnificent views of Positano and its surrounding fishing villages.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, spanish

Destinations

Rome, Sorrento, Amalfi

15% OFF TODAY

Duration5 days

From

USD 2,425

USD 2,061

Saving

USD 364

View Tour

14% OFF TODAY

Super Sales

Italian Concerto - October 2026

4.7

(130 reviews )

No booking fees

Best price guaranteed

Great tour at a great price

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Amalfi Coast & Cam

Rome, Venice, Amalfi Coast & Campania, Capri, Florence

14% OFF TODAY

Duration11 days

From

USD 3,925

USD 3,374

Saving

USD 551

View Tour

Southern Italy And Sicily - October 2026

15% OFF TODAY

Super Sales

Southern Italy and Sicily - October 2026

4.4

(108 reviews )

No booking fees

Best price guaranteed

All the options were excellent. The local guides walked at a slow pace giving us time to take pictures. Our guide Alfonso and our driver Tito were great. We would take a tour with them anytime

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Pompeii, Rome, Sorrento, Palermo

Pompeii, Rome, Sorrento, Palermo, Capri, Taormina, Agrigento

15% OFF TODAY

Duration10 days

From

USD 3,575

USD 3,051

Saving

USD 524

View Tour

Super Sales

Italy Bellissimo - October 2026

4.7

(239 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

View Tour

Super Sales

European Trail - October 2026

(1 review )

No booking fees

Best price guaranteed

This tour was so much fun. Learnt a lot, met a lot of new friends, and had a ton of fun. Would highly recommend this tour, and to travel through Europe in general.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Hostel, Resort

Age Range

18-35 yrs

Operated in

english

Destinations

Paris, London, Amsterdam, Berlin

Paris, London, Amsterdam, Berlin, Prague, Vienna, Krakow, Budapest, Ljubljana, Venice, Rome, Florence, Swiss Alps

Duration23 days

From

USD 2,795

USD 2,711

Saving

USD 84

View Tour

15% OFF TODAY

Super Sales

Grand Italy & Sicily - October 2026

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

View Tour

Combine Italy in October 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 October 2026

Page 4 of 124 Trips in Italy during October 2026 with 2,137 Reviews

See Italy tours by duration

Discovering Rome - October 2026

Highlights of Northern Italy - October 2026

Madrid to Rome - October 2026

Tuscany Escape, Semi-private Tour - October 2026

Best of Sicily - October 2026

The Marco Polo - October 2026

Splendours of Sicily - October 2026

Best of Italy - October 2026

Splendid Tour (on Request) - October 2026

Italian Concerto - October 2026

Southern Italy and Sicily - October 2026

Italy Bellissimo - October 2026

European Trail - October 2026

Grand Italy & Sicily - October 2026

Page 4 of 124 Trips in Italy during October 2026 with 2,137 Reviews

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 2026

Page 4 of 124 Trips in Italy during October 2026 with 2,137 Reviews

See Italy tours by duration

Page 4 of 124 Trips in Italy during October 2026 with 2,137 Reviews