10 Best Italy Multiday Tours in October 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.

Splendid Tour (on Request) - October 2026

15% OFF TODAY

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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 2,395

USD 2,036

Saving

USD 359

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16% OFF TODAY

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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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14% OFF TODAY

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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

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Italy Family Holiday - October 2026

No booking fees

Best price guaranteed

Fall in love with Italy and rediscover the rewards of family travel on this carefully crafted trip for both you and the kids. Over eight days, you’ll journey from the ruins of Rome to the shadow of mighty Mt Vesuvius. Deep dive into the history of the ancient ruins of Pompeii, then sit back and relax with a glass of Sangiovese (while the kids chase wild rabbits) on the farmlands of an agriturismo. Take a daytrip to the island of Capri and redesign family pizza night after learning the tricks of the trade in a cooking demonstration in Sorrento. With all the logistics and essential experiences taken care of, you can treat yourself to some family time on an Italian adventure that does the job, so you don’t have to.

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Amalfi Coast & Campania, S

Rome, Amalfi Coast & Campania, Sorrento, Pompeii, Minori

Duration8 days

From

USD 3,375

USD 3,274

Saving

USD 101

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Southern Italy And Sicily - October 2026

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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

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Best of Italy: Tuscany, Cinque Terre & The Amalfi Coast - October 2026

(8 reviews )

No booking fees

Best price guaranteed

Awesome trip with like-minded travellers . The Tour guides were great! Georgio was the best! Hope to travel again with him!

Local culture

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Florence, Naples, Amalfi Coast &

Florence, Naples, Amalfi Coast & Campania, Cinque Terre, Castellina In Chianti, Sorrento

Duration13 days

From

USD 3,749

USD 3,637

Saving

USD 112

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Italy Bellissimo - October 2026

4.7

(249 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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Jewels of Italy and Milan by Rail - October 2026

(1 review )

Trip customizable

Best price guaranteed

I’ve always loved Italy, but doing it by rail added a special touch. Over eight days, we hit Rome, Florence, Venice, and wrapped up in Milan, all by high-speed train. The pace worked perfectly for me (I’m 58), with fresh city arrivals each morning and comfortable hotels each night The highlights: a hop-on hop-off loop in Rome hit the Colosseum, Pantheon, Trevi Fountain , an optional wine tasting tour that I booked in Florence and Venice’s gondola ride. Everything flowed perfectly well..no dragging suitcases or missed trains. For travelers in our age bracket, this tour blends comfort, culture, and hassle-free travel. If you want Italy’s treasures without the planning headache, this rail tour delivers in a big way.

City sightseeingTrain tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Milan, Rome, Florence, Venice

Duration8 days

From

USD 1,417

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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 1,432

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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

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Jewels of Italy by Rail - October 2026

(1 review )

Trip customizable

Best price guaranteed

Three of us girlfriends decided it was time for an Italian cultural recharge, and we picked the rail tour to hit the highlights with ease. We explored Rome and saw the Coloseum as we opted for an optional tour. Florence was also beautiful. Venice was pure magic. Our shared gondola ride under the Bridge of Sighs (with just six in the gondola) felt cozy and unforgettable . We spent afternoons discovering boutique shops and colorful squares. For us, this tour struck the perfect balance. Relaxed evenings with wine and laughter. The train travel was a breeze, everything was well-coordinated.

Train toursSightseeing Tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice

Duration7 days

From

USD 1,154

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Local Living Italy—sorrento - October 2026

27% OFF TODAY

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Local Living Italy—Sorrento - October 2026

(8 reviews )

No booking fees

Best price guaranteed

Overall, it was an excellent experience with memories and new friends for life.

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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Southern Italy - October 2026

4.8

(40 reviews )

No booking fees

Best price guaranteed

This trip is for you if you're searching for delicious food, helpful guidance, and entertaining company! Excellent use of ten days! As a solo traveler, I really appreciated having my own room because at some other companies, you have to share a room with a stranger. Alessandro was an excellent guide who added much enjoyment to the trip.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english, spanish, portuguese

Destinations

Rome, Taormina, Sorrento, Palerm

Rome, Taormina, Sorrento, Palermo, Agrigento, Ragusa

Duration11 days

From

USD 4,450

USD 4,317

Saving

USD 134

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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

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 7 of 274 Trips in Italy during October 2026 with 5,949 Reviews

See Italy tours by duration

Splendid Tour (on Request) - October 2026

Country Roads of Italy - October 2026

Italian Concerto - October 2026

Italy Family Holiday - October 2026

Southern Italy and Sicily - October 2026

Best of Italy: Tuscany, Cinque Terre & The Amalfi Coast - October 2026

Italy Bellissimo - October 2026

Jewels of Italy and Milan by Rail - October 2026

Amalfi Coast Dream - Small-Group Tour - October 2026

European Trail - October 2026

Jewels of Italy by Rail - October 2026

Local Living Italy—Sorrento - October 2026

Grand Italy & Sicily - October 2026

Southern Italy - October 2026

Page 7 of 274 Trips in Italy during October 2026 with 5,949 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 7 of 274 Trips in Italy during October 2026 with 5,949 Reviews

See Italy tours by duration

Page 7 of 274 Trips in Italy during October 2026 with 5,949 Reviews