10 Best Italy Multiday Tours in October 2025

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.

Veloce Italia - October 2025

4.6

(9 reviews )

No booking fees

Best price guaranteed

This tour covered all the best spots in Italy, from Rome to Venice. The guide was super helpful, and everything was well planned. I loved every moment!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english

Destinations

Rome, Florence, Venice

Duration5 days

From

USD 1,370

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15% OFF TODAY

Amalfi, Pompeii & Vesuvius - 3 days - October 2025

No booking fees

Best price guaranteed

SMALL GROUP TOUR: Embark on a 3-day journey through history at Pompeii, where the bustling life of Ancient Romans is preserved in time. Marvel at the pastel-coloured houses and steep cliffs along the Amalfi Coast, immersing yourself in the glamour of La Dolce Vita. While Mount Vesuvius may seem calm today, its infamous eruption once reshaped the ancient world. Discover the Montecasino Abbey, majestically perched atop a mountain, serving as a haven for art, culture, and learning in this serene pilgrimage site.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Salerno

15% OFF TODAY

Duration3 days

From

USD 1,865

USD 1,585

Saving

USD 280

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9% OFF TODAY

Tuscany and the Italian Riviera - October 2025

No booking fees

Best price guaranteed

From the rolling hills of Tuscany to the sun-soaked coast of the Italian Riviera, a romantic rendezvous with Italia awaits. Discover regal Turin, surrounded by alpine peaks. Spend a day exploring Cinque Terre’s rugged coastline. Relax with a 3-night stay in a Tuscan village and savor the sprawling vineyards and charming medieval hill towns of the region. Enjoy an interactive pasta-making demonstration. Visit Lucca, encircled by a stunning set of 16th century walls. Explore the iconic sites of Florence and the medieval charm of Greve in Chianti. Throughout your journey, discover a land rich in history, culture, and cuisine.

City sightseeing

Tour Type

Group Tour

Accommodation

Villa, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Tuscany, Turin

9% OFF TODAY

Duration9 days

From

USD 2,749

USD 2,499

Saving

USD 250

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15% OFF TODAY

La Dolce Vita - 11 days - October 2025

No booking fees

Best price guaranteed

COACH TOUR: Take in the best of Italy on this 11-day journey from Rome, looping through Florence, Venice, and the sun-drenched south. Explore ancient ruins in Pompeii, cruise the canals of Venice, and marvel at the Vatican’s artistic treasures. Sip Tuscan wine in Montepulciano, discover Renaissance Florence, and see Pisa’s famous Leaning Tower. In the south, enjoy a formal dinner in Sorrento and a day trip to the glamorous island of Capri. With guided tours, scenic drives and plenty of local flavours, this trip blends history, culture and coastlines—perfect for anyone wanting a deep dive into Italy’s many highlights.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Sorrento, Florence, Bologn

Rome, Sorrento, Florence, Bologna, Venice, Tuscany, Naples, Capri

15% OFF TODAY

Duration11 days

From

USD 3,465

USD 2,945

Saving

USD 520

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Private Mini-cruise Around Gulf Of Naples, 3 Days (klase 50) (on Request) - October 2025

15% OFF TODAY

Super Sales

Private Mini-cruise Around Gulf Of Naples, 3 Days (klase 50) (on Request) - October 2025

Trip customizable

Best price guaranteed

Unwind, have fun, and give yourself over experiencing the thrill of a short cruise with all the luxury of an expert private crew ready to take care of all your needs. Get on board the Klase 50 HT, a prestigious yacht featuring a comfortable and sporty layout, equipped with a dual Caterpillar engine, which allows it to reach the maximum speed of 32 knots, the Klase 50 will satisfy the most demanding guests with its spacious and reﬁned interior and exterior. This intense and immersive three-day private experience will take you from Sorrento to Capri and The Amalfi Coast by sea. Enjoy flawless comfort and total safety.

BeachCruise

Tour Type

Private Tour

Accommodation

Ship Cabin

Age Range

6-99 yrs

Operated in

english

Destinations

Sorrento, Capri

15% OFF TODAY

Duration3 days

From

USD 11,740

USD 9,979

Saving

USD 1,761

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Super Sales

Italy: Tuscany and Umbria Vineyard Walks - October 2025

(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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9% OFF TODAY

Shrines of Italy - October 2025

No booking fees

Best price guaranteed

From the hallowed Basilica of St. Francis to the glorious Sistine Chapel, discover why Italy is a bastion of Catholicism. Spend time at the Basilica of St. Francis in Assisi, the beloved saint’s hometown. Stay two nights in San Giovanni Rotondo. Reflect at the Grotto of Michael the Archangel. Discover the cathedral of Salerno and the abbey of Montecassino. Explore the burial sites of the Catacombs where the early Christians hid and venerated their dead. Attend the weekly Papal audience and receive the blessing given by the Holy Father. Discover Michelangelo’s Last Judgment mural and explore St. Peter’s Basilica. See the world’s most inspirational sites and relics on a journey through the rolling hills and lively cities of Italy.

Art and architecture

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Rome

9% OFF TODAY

Duration11 days

From

USD 2,849

USD 2,599

Saving

USD 250

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Reflections of Italy - October 2025

No booking fees

Best price guaranteed

Embark on a captivating journey that takes you from the piazzas of Rome to the canals of Venice. Discover the rolling hills of the scenic Tuscan and Umbrian countryside. Explore medieval hill towns and visit Assisi, the birthplace of St. Francis. Spend time at a historic winery in the heart of the Chianti region and enjoy a chef-led cooking class with lunch. Discover the masterpieces of the Renaissance in Florence. See glass transformed into exquisite art on Murano Island. Linger in iconic Venice for 2 nights. Journey to the shores of glamorous Lake Como. Encounter a land rich in history, culture, art, and romance.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Milan, Rome

Duration10 days

From

USD 2,949

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All'italiana - October 2025

No booking fees

Best price guaranteed

Short on time, but keen on Italy? This 8-day tour is everything you need; see Rome and Florence on foot with passionate local guides, explore Venice at your own pace on a free day, and marvel at the rolling hills of the Italian countryside and Tuscany’s beautiful Renaissance architecture. Experience Bologna, Siena and FlorenceTerre. From the Colosseum to the Venetian canals, we tick all those must-have boxes. In between, sip Italian wines, dine like the locals and live la bella vita. Bellissima!You can combine this itinerary with a tour of southern Italy.

Cultural, religious and historic sites

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-80 yrs

Operated in

english, spanish

Destinations

Rome, Florence, Venice

Duration8 days

From

USD 1,880

USD 1,824

Saving

USD 56

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Super Sales

Beautiful Puglia and Campania - October 2025

(1 review )

No booking fees

Best price guaranteed

Discover the highlights of southern Italy on the 6-day Beautiful Puglia and Campania tour, tailored for seniors seeking an easy and engaging sightseeing trip. Travel from Rome through Naples and Bari, with hotels, meals, and transport seamlessly arranged. This group tour provides just the right amount of guided activity and free time, ensuring a balanced experience. The USP is its compact yet varied itinerary, making it ideal for travelers who want to enjoy the essence of Puglia and Campania in under a week.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Bari, Brindisi, Naples, Salerno

Duration6 days

From

USD 1,083

USD 1,051

Saving

USD 32

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Super Sales

Italian Roundabout Complete End Rome - October 2025

No booking fees

Best price guaranteed

Italy’s timeless allure awaits seniors on the 20-day Italian Roundabout Complete End Rome tour. Journey in comfort through Genoa, Bari, and Rome, as well as 11 other enchanting destinations, on a city sightseeing trip designed for relaxation and ease. This guided group tour takes you from grand piazzas to historic cathedrals, weaving through the heart of Italy’s culture and culinary heritage. With accommodation, transport, and meals seamlessly arranged, you can simply enjoy each moment—no strenuous walking required. The unique selling point lies in its comprehensive yet leisurely pace, ensuring mature travelers experience Italy’s wonders without rush or fatigue.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Siena, Florence, Genoa, Mi

Rome, Siena, Florence, Genoa, Milan, Verona, Venice, Perugia, Bari, Brindisi, Naples, Salerno, Taormina, Palermo

Duration20 days

From

USD 3,793

USD 3,679

Saving

USD 114

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Super Sales

Cycle Tuscany - October 2025

No booking fees

Best price guaranteed

Explore the rolling hills and olive groves of Tuscany on this eight-day cycling adventure from Florence to Pisa. Cycle through small, traditional villages backdropped by mountain views in Barga, then ride the pulsing streets of Pisa to the famed lopsided tower. Visit one of the oldest bakeries in Italy, operating since 1885, for a taste of their delicious biscotti (and maybe an espresso, too) and soak up some of the stunning views of Garfagnana – Tuscany's mountainous escape – with a bike ride through the town. With stops in Vinci and Lucca, too, you’re bound to fall in love with provincial Italy (even more than you were before).

Bicycle tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

14-99 yrs

Operated in

english

Destinations

Florence, Pisa, Vinci, Barga, Ca

Florence, Pisa, Vinci, Barga, Castelnuovo Di Garfagnana, Lucca

Duration8 days

From

USD 2,835

USD 2,750

Saving

USD 85

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Super Sales

Sicily and Eolic Islands - October 2025

No booking fees

Best price guaranteed

Sicily and Eolic Islands invites mature travelers to discover the wonders of Palermo, Agrigento, Taormina, and Milazzo over 8 relaxed days. This guided city sightseeing tour provides all the comforts—accommodation, transport, and meals—so you can focus on sampling local delicacies and admiring ancient sites. For those seeking a serene Mediterranean getaway, the tour’s unique appeal lies in its combination of Sicily’s history with the tranquil beauty of the Eolic Islands.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Milazzo, Taormina, Agrigento

Duration8 days

From

USD 1,271

USD 1,233

Saving

USD 38

View Tour

15% OFF TODAY

Highlights of Puglia From Rome - 9 days - October 2025

No booking fees

Best price guaranteed

This 9-day tour of Puglia starts and ends in the Italian capital of Rome, with free time to visit the Colosseum, the Vatican and more. With included train travel to Puglia, explore the relaxed cities of Bari and Lecce, see the traditional trulli houses in Alberobello and discover octagonal Castel del Monte. Learn how traditional pasta is made at a rural farm, visit the UNESCO-listed cave settlements of Matera and wander through the pretty white towns of Locorotondo and Ostuni.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Bari, Alberobello, Matera

Rome, Bari, Alberobello, Matera, Lecce

15% OFF TODAY

Duration9 days

From

USD 4,345

USD 3,693

Saving

USD 652

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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 2025

Page 10 of 278 Trips in Italy during October 2025 with 4,798 Reviews

See Italy tours by duration

Page 10 of 278 Trips in Italy during October 2025 with 4,798 Reviews

Veloce Italia - October 2025

Amalfi, Pompeii & Vesuvius - 3 days - October 2025

Tuscany and the Italian Riviera - October 2025

La Dolce Vita - 11 days - October 2025

Private Mini-cruise Around Gulf Of Naples, 3 Days (klase 50) (on Request) - October 2025

Italy: Tuscany and Umbria Vineyard Walks - October 2025

Shrines of Italy - October 2025

Reflections of Italy - October 2025

All'italiana - October 2025

Beautiful Puglia and Campania - October 2025

Italian Roundabout Complete End Rome - October 2025

Cycle Tuscany - October 2025

Sicily and Eolic Islands - October 2025

Highlights of Puglia From Rome - 9 days - October 2025

Combine Italy in October with Nearby Countries for an Unforgettable Trip

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Food, wine, events and nightlife

Adventure and sport

Wildlife, landscapes and nature

Boat tours, water sports and marine wildlife

Sightseeing, attractions, culture and history

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Beach, romance, getaways and relaxation

Special interests and hobbies

All Italy Tours in October 2025

Page 10 of 278 Trips in Italy during October 2025 with 4,798 Reviews

See Italy tours by duration

Page 10 of 278 Trips in Italy during October 2025 with 4,798 Reviews