10 Best Italy Multiday Tours in October 2027

15% OFF TODAY

Super Sales

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

View Tour

Rome And Tuscan Highlights - October 2027

14% OFF TODAY

Super Sales

Rome and Tuscan Highlights - October 2027

4.8

(49 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

View Tour

15% OFF TODAY

Super Sales

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

View Tour

Super Sales

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

View Tour

Super Sales

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

View Tour

Super Sales

Walking The Amalfi Coast - Summer Edition - October 2027

4.5

(2 reviews )

No booking fees

Best price guaranteed

The trip was fabulous -beautiful places , lovely hotel and friendly warm staff , excellent food wine and our leader Veriano was so kind engaging fun and made the trip even more enjoyable and our group was fabulous. Would go back tomorrow! Highly recommend it!

Trekking and HikingBeach

Tour Type

Small Group Tour

Accommodation

Hotel, Hut, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Amalfi Coast & Campania, Bomeran

Amalfi Coast & Campania, Bomerano, Atrani, Sorrento, Mount Vesuvius, Conca Dei Marini, Naples, Amalfi

Duration8 days

From

USD 2,175

USD 2,110

Saving

USD 65

View Tour

13% OFF TODAY

Super Sales

Splendours of Italy - October 2027

(27 reviews )

No booking fees

Best price guaranteed

Very organized with a professional tour director and Driver!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Florence, Bay Of Naples, A

Rome, Florence, Bay Of Naples, Assisi, Venice, Milan

13% OFF TODAY

Duration13 days

From

USD 2,725

USD 2,361

Saving

USD 364

View Tour

16% OFF TODAY

Super Sales

Contrasts of Italy - October 2027

4.8

(37 reviews )

No booking fees

Best price guaranteed

The attention to the little details was so much appreciated! Amazing once in a lifetime experience!

Cruise

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Venice, Florence

16% OFF TODAY

Duration10 days

From

USD 4,025

USD 3,365

Saving

USD 660

View Tour

Country Roads Of Italy, A Women-only Tour - October 2027

15% OFF TODAY

Super Sales

Country Roads of Italy, a Women-Only Tour - October 2027

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

15% OFF TODAY

Duration16 days

From

USD 7,475

USD 6,342

Saving

USD 1,133

View Tour

15% OFF TODAY

Super Sales

Great Italian Cities - October 2027

4.8

(162 reviews )

No booking fees

Best price guaranteed

It was a beautiful, historic overview of the heart of Italy. Our guide , was fantastic, caring and knowledgeable.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

5-99 yrs

Operated in

english

Destinations

Rome, Munich, Venice, Florence

15% OFF TODAY

Duration10 days

From

USD 2,875

USD 2,449

Saving

USD 426

View Tour

Small Group Tour of Assisi - October 2027

No booking fees

Best price guaranteed

Come to Assisi and explore with a guide the history, art and local traditions of one of the most famous hill towns of Italy. Meet the guide and from there the tour will take you to the old Roman ruins of the local amphitheater, which was reused in the Middle Ages as a quarry for stones to build local houses. You will see how the amphitheatre was turned into a private neighbourhood. From here the view towards the Rocca Maggiore Medieval castle is one of the best in the city. Walk through narrow alleys and medieval squares until you reach Saint Rufino’s Cathedral, Saint Claire's Basilica and the main city square, Piazza del Comune. At the square you will see of the best preserved Roman temple of Italy – Minerva Temple – which is surrounded by imposing medieval government buildings. The tour will then head down to Saint Francis Basilica, which is famous worldwide for its 13th–14th-century frescoes by the best painters of Italy at that time. Among those, the most famous is Giotto.

Walking tours

Tour Type

Small Group Tour

Age Range

5-79 yrs

Operated in

english

Destinations

Assisi

Duration3 hours

From

USD 53

View Tour

Super Sales

Sardinia Adventure - October 2027

No booking fees

Best price guaranteed

Sardinia is a showcase of classic Mediterranean beauty with turquoise seas, pale-gold sands and dramatic rock formations. But with an adventurous spirit and the best tour leader around, you’ll experience its natural wonders from angles most never reach. Staying at a family-run hotel in the Dorgali area, we hike the mighty Gorropu Gorge, cycle through pinewoods to a golden beach (barbecue included), and kayak along the coast to discover sea coves and secret grottoes. Pack your sense of adventure, leave the rest to Sardinia and your tour leader.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

16-99 yrs

Operated in

english

Destinations

Dorgali, Gorropu Gorge, Cala Lun

Dorgali, Gorropu Gorge, Cala Luna, Tiscali

Duration7 days

From

USD 2,100

USD 2,037

Saving

USD 63

View Tour

Super Sales

Journeys: Northern Italy, Venice to Florence - October 2027

No booking fees

Best price guaranteed

Connect with stunning landscapes, rich Italian heritage and delicious food on this 7-day journey through northern Italy. Experience the iconic canals and historic architecture of Venice and soak in the picturesque beauty of the coastal villages of Cinque Terre on the Italian Riviera. Visit the birthplace of the Renaissance–Florence, a city steeped in art and art history.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Florence, Venice, Cinque Terre

Duration7 days

From

USD 2,999

USD 2,909

Saving

USD 90

View Tour

Super Sales

Journeys: Southern Italy, Naples to Rome - October 2027

No booking fees

Best price guaranteed

Bask in the natural beauty and in the incredible food of southern Italy on this 8-day explorative journey from Naples to Rome. Walk in ancient footsteps alongside an archaeologist through Pompeii, a city preserved for centuries by ash and volcanic debris. Follow trails with spectacular views along the Amalfi Coast. Take a foodie walk in Naples and visit a lemon farm in Sorrento before heading to Rome, Italy’s capital to soak in the culture, history and iconic monuments.

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Naples, Sorrento, Amalfi Coast

Duration8 days

From

USD 3,399

USD 3,297

Saving

USD 102

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 2027

Page 3 of 42 Trips in Italy during October 2027 with 2,990 Reviews

See Italy tours by duration

Page 3 of 42 Trips in Italy during October 2027 with 2,990 Reviews

Grand Italy & Sicily - October 2027

Rome and Tuscan Highlights - October 2027

Best of Italy and Sicily - October 2027

Real Sicily - October 2027

Country Roads of Southern Italy and Sicily - October 2027

Walking The Amalfi Coast - Summer Edition - October 2027

Splendours of Italy - October 2027

Contrasts of Italy - October 2027

Country Roads of Italy, a Women-Only Tour - October 2027

Great Italian Cities - October 2027

Small Group Tour of Assisi - October 2027

Sardinia Adventure - October 2027

Journeys: Northern Italy, Venice to Florence - October 2027

Journeys: Southern Italy, Naples to Rome - 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 3 of 42 Trips in Italy during October 2027 with 2,990 Reviews

See Italy tours by duration

Page 3 of 42 Trips in Italy during October 2027 with 2,990 Reviews