10 Best Italy Multiday Tours in October 2026

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Country Roads of Italy - October 2026

4.6

(65 reviews )

No booking fees

Best price guaranteed

This tour was a wonderful experience. A nice size at 28 happy people, luxurious coach, amazing driver & guide extraordinaire . Accommodations were very good & often pleasantly out of the ordinary. The optional activities are worth the extra expense. Highly recommend this tour.

Countryside and village visits

Tour Type

Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Monteriggioni, Luc

Rome, Venice, Monteriggioni, Lucca, Sorrento, Todi

16% OFF TODAY

Duration16 days

From

USD 7,895

USD 6,665

Saving

USD 1,230

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Amalfi Coast Dream - Small-Group Tour - October 2026

(1 review )

Trip customizable

Best price guaranteed

Received excellent service and suggestions for a tour we planned for our son and daughter when they toured the Amalfi Coast in August. Hotels were all in great locations close to the action and all excellent 4 or 5 star. Would definitely use or recommend the tour operator to friends or family.

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, Rome

Duration4 days

From

USD 1,431

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Local Living Italy—sorrento - October 2026

27% OFF TODAY

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Local Living Italy—Sorrento - October 2026

(4 reviews )

No booking fees

Best price guaranteed

This was a bucket list trip for me and I highly recommend this tour. It exceeded my expectations. Looking forward to more G Adventures!

Trekking and Hiking

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa, Guest House

Age Range

12-100 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Naples

Amalfi Coast & Campania, Naples, Sorrento

27% OFF TODAY

Duration7 days

From

USD 2,199

USD 1,600

Saving

USD 599

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15% OFF TODAY

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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

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Country Roads Of Northern Italy - October 2026

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Country Roads of Northern Italy - October 2026

4.5

(48 reviews )

No booking fees

Best price guaranteed

Keep the flexibility of the add on activities.

AdventureCity sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Milan, Trento, Lake Maggiore

14% OFF TODAY

Duration10 days

From

USD 4,450

USD 3,841

Saving

USD 609

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Amazing Amalfi Coast - Small-Group Tour - October 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 2,699

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Premium Rome to Venice - October 2026

No booking fees

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

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Naples Escape & Sorrento - Small-Group Tour - October 2026

Trip customizable

Best price guaranteed

Embark from Rome to Naples, uncovering the ancient city's treasures. Visit the legendary site of Pompeii, frozen in time by the cataclysmic eruption of Mount Vesuvius over 2,000 years ago. Continue your journey with a full-day tour to the idyllic Italian island of Capri, and later, unwind in the enchanting town of Sorrento on your Amalfi Coast getaway, with ample free time for independent exploration

Sightseeing Tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

13-99 yrs

Operated in

english

Destinations

Lazio, Naples, Sorrento, Rome

Duration5 days

From

USD 1,553

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Italy: Tuscany and Umbria Vineyard Walks - October 2026

(4 reviews )

No booking fees

Best price guaranteed

This new Geluxe style of traveling was exceptional!! It packed so many activities and excursions during the entire trip! I active hiking along the way was a nice bonus to not only see the beautiful countryside and villages but to earn our multiple wine tastings and delicious food. And what a great way to cap off the trip with a Vespa ride through Rome. This was definitely a highlight! Our CEO Barbara made this trip so memorable with her keen attention to detail, her endless knowledge of the area and her warm spirit! This was our 6th Gadventure trip and Barbara was the best CEO we've ever had!!

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

18-100 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, Umbria

Duration8 days

From

USD 3,999

USD 3,879

Saving

USD 120

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Country Roads Of Southern Italy And Sicily - October 2026

13% OFF TODAY

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Country Roads of Southern Italy and Sicily - October 2026

4.6

(74 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

13% OFF TODAY

Duration14 days

From

USD 5,145

USD 4,492

Saving

USD 653

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Premium Italy in Depth - October 2026

No booking fees

Best price guaranteed

This is your ticket to explore the best of Italy in just 15 days. From the ancient sites of Rome and visiting one of the Seven Wonders of the World – the Colosseum – to 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

Duration15 days

From

USD 9,855

USD 9,559

Saving

USD 296

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Country Roads Of Italy, A Women-only Tour - October 2026

6% OFF TODAY

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Country Roads of Italy, a Women-Only Tour - October 2026

4.7

(3 reviews )

No booking fees

Best price guaranteed

It was great traveling with other women. I felt some days were too busy, especially the miles we went one day for 45 minutes at a spare. Really enjoyed the meals.

Adventure

Tour Type

Group Tour

Accommodation

Hotel, Villa, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, San Gimignano, Luc

Rome, Venice, San Gimignano, Lucca, Parma, Sorrento, Todi, Perugia, Florence

6% OFF TODAY

Duration16 days

From

USD 7,225

USD 6,775

Saving

USD 450

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22% OFF TODAY

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Premium Sicily - October 2026

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 5,975

USD 4,637

Saving

USD 1,338

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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 2026

Page 2 of 35 Trips in Italy during October 2026 with 919 Reviews

See Italy tours by duration

Country Roads of Italy - October 2026

Amalfi Coast Dream - Small-Group Tour - October 2026

Local Living Italy—Sorrento - October 2026

Grand Italy & Sicily - October 2026

Country Roads of Northern Italy - October 2026

Amazing Amalfi Coast - Small-Group Tour - October 2026

Premium Rome to Venice - October 2026

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

Naples Escape & Sorrento - Small-Group Tour - October 2026

Italy: Tuscany and Umbria Vineyard Walks - October 2026

Country Roads of Southern Italy and Sicily - October 2026

Premium Italy in Depth - October 2026

Country Roads of Italy, a Women-Only Tour - October 2026

Premium Sicily - October 2026

Page 2 of 35 Trips in Italy during October 2026 with 919 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 2 of 35 Trips in Italy during October 2026 with 919 Reviews

See Italy tours by duration

Page 2 of 35 Trips in Italy during October 2026 with 919 Reviews