10 Best Italy Multiday Tours in October 2027

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Best of Italy - October 2027

3.3

(3 reviews )

No booking fees

Best price guaranteed

We highly recommend this Best of Italy tour!!! This tour is a great introduction to Italy and includes the key highlights of this beautiful country. Booking through Bookmundi was easy & the discount appreciated

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Florence, Sorrento, Assisi

Rome, Florence, Sorrento, Assisi, Venice, Lake Maggiore

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Duration13 days

From

USD 4,125

USD 3,435

Saving

USD 690

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Rome, Florence & Tuscany Family Adventure - October 2027

(3 reviews )

Trip customizable

Best price guaranteed

Hi Stefania! Sorry to take so long to write back. It has been crazy trying to get back into the swing of things at work after that trip. Italy was amazing!! We absolutely loved it! As for feedback on the trip, we really don't have anything that was negative. We loved everything that was planned! We especially loved how you planned the sites that we went and how the pattern flowed (not sure if you did it on purpose but we think so). Also, thank you for being very accessible to us during the whole planning of the trip. You helped put us at ease and it was very reassuring that we chose the right company. That is all that I can given you that might be considered constructive. The rest I could say would just be compliments on everything else. If I can think of anything else that I think is useful I will definitely email you. Hope all is well, Jane P.S. - Does your company only provide trips for Italy or other countries as well, just wondering for the future :)

Food tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, San Gim

Rome, Florence, Tuscany, San Gimignano, Chianti, The Vatican

Duration8 days

From

USD 7,718

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8% OFF TODAY

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Italian Intermezzo - October 2027

4.7

(65 reviews )

No booking fees

Best price guaranteed

This tour is the BEST way to see all the infamous spots in Italy, plus local hidden gems, at a reasonable cost and if you are short on time (we had a school break time limitation). It covered everything! We budgeted for the add-ons, especially those with meals, but you could choose to have more free time if you wanted. The food was extraordinary, the bus was roomy and immaculately clean, our driver Antonello was superb, and our Travel Director Anneleis was amazing! She was so talented at integrating the tour highlights, guests, keeping it fun even in the rainy weather, knowledgeable, and able to troubleshoot anything to ensure we had the best experience of a lifetime!! I would love to go back and explore Southern Italy next. The hotels were elegant (only one was just "OK" only because it was in need of some renovations) and the service with our luggage, tipping, etc. was seamless. I highly recommend the Italian Intermezzo tour and Insight Vacations. Favoloso!

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Milan, Rome, Venice, Florence

8% OFF TODAY

Duration8 days

From

USD 3,225

USD 2,973

Saving

USD 252

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5% OFF TODAY

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Treasures of Italy - October 2027

4.8

(88 reviews )

No booking fees

Best price guaranteed

It was a fast paced trip. It is a bit difficult staying only one night in a few places, just the logistics of packing up several nights and having everything ready for the next day is challenging. But, that being said I thoroughly enjoyed seeing so many things through out Italy. That inconvenience was minor in comparison to the amount of ground we covered.

Museum and gallery visits

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice

5% OFF TODAY

Duration11 days

From

USD 5,125

USD 4,894

Saving

USD 231

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16% OFF TODAY

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Grand Italian Experience - October 2027

4.8

(75 reviews )

No booking fees

Best price guaranteed

So much to do! Don't muss out on the additional dinners. Some are spectacular.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Dolomites, Lake Maggiore

Rome, Dolomites, Lake Maggiore, Viareggio, Florence, Puglia, Amalfi Coast & Campania, Naples, Assisi, Venice

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Duration17 days

From

USD 5,750

USD 4,802

Saving

USD 949

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Ultimate Italy - October 2027

(30 reviews )

No booking fees

Best price guaranteed

It was a great experience with many highlights throughout our tour. We particularly enjoyed the many immersive stops (i.e. wine tasting, weaving, truffle hunting, pasta making, etc.) in addition to our guided tours. Our tour guide, was very well versed, knowledgeable, and helpful and provided good insights and tips throughout our trip. I can't imagine someone else doing a better job than she did! The local experts were also on top of their games.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel, Lodge, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Capri, Perugia, Sa

Rome, Venice, Capri, Perugia, San Gimignano, Florence, Rapallo

Duration12 days

From

USD 10,850

USD 10,525

Saving

USD 326

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15% OFF TODAY

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Wonders of Italy - October 2027

4.7

(95 reviews )

No booking fees

Best price guaranteed

Very laid back and easy with two days in most places and a good quantity of free time. Fantastic tour director who kept her flock in control. Driver was phenomenal and a pleasure to talk to. As always there is too much to see and remember so picture taking is essential.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Lucca, Florence, Venice, Assisi

15% OFF TODAY

Duration11 days

From

USD 3,075

USD 2,606

Saving

USD 469

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6% OFF TODAY

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Italian Escapade - October 2027

4.8

(76 reviews )

No booking fees

Best price guaranteed

It was a very busy itinerary but in knew it would be in order to see so many wonderful sites in Italy! Fantastic trip!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Sorrento, Capri, Florence

Rome, Sorrento, Capri, Florence, Lake Maggiore, Venice, Assisi

6% OFF TODAY

Duration13 days

From

USD 6,795

USD 6,407

Saving

USD 388

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5% OFF TODAY

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Best of Italy - October 2027

4.8

(171 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

5% OFF TODAY

Duration11 days

From

USD 5,795

USD 5,514

Saving

USD 281

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14% OFF TODAY

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Italian Concerto - October 2027

4.7

(123 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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Southern Italy And Sicily - October 2027

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Southern Italy and Sicily - October 2027

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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Italy Bellissimo - October 2027

4.7

(224 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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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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Rome And Tuscan Highlights - October 2027

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Rome and Tuscan Highlights - October 2027

4.8

(48 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

14% OFF TODAY

Duration9 days

From

USD 2,750

USD 2,357

Saving

USD 393

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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

22 Trips in Italy during October 2027 with 1,476 Reviews

See Italy tours by duration

22 Trips in Italy during October 2027 with 1,476 Reviews

Best of Italy - October 2027

Rome, Florence & Tuscany Family Adventure - October 2027

Italian Intermezzo - October 2027

Treasures of Italy - October 2027

Grand Italian Experience - October 2027

Ultimate Italy - October 2027

Wonders of Italy - October 2027

Italian Escapade - October 2027

Best of Italy - October 2027

Italian Concerto - October 2027

Southern Italy and Sicily - October 2027

Italy Bellissimo - October 2027

Grand Italy & Sicily - October 2027

Rome and Tuscan Highlights - 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

22 Trips in Italy during October 2027 with 1,476 Reviews

See Italy tours by duration

22 Trips in Italy during October 2027 with 1,476 Reviews