10 Best Italy Multiday Tours in Fall

Fantasia Italiana - Fall tours

Trip customizable

Best price guaranteed

Travelling from eternal Rome and up through the hazy hills of Tuscany, you’ll spend five days sampling the best of Assisi, Siena, Florence, Bologna, Venice, and Montepulciano. Catch the spirit of La Vita Bella as you explore elegant Florentine piazzas, rummage through handcrafted artisanal treasures, sip world-class wines, and float down intimate Venetian canals. Experience a taste of Italy with us!

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice

Duration5 days

From

USD 1,004

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Hilltowns Of Umbria, Self-drive - Fall Tours

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Hilltowns Of Umbria, Self-drive - Fall tours

Trip customizable

Best price guaranteed

Umbria, often called the "Green Heart of Italy," is a captivating region known for its rolling hills, medieval towns, and rich cultural heritage. Explore historic cities like Perugia and Orvieto, savor local wines and chocolate, and enjoy the serene beauty of its countryside dotted with vineyards, olive groves, and ancient castles. Enjoy your adventure through Umbria, discovering its rich history, stunning landscapes, and delightful cuisine!

Art and architecture

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Spoleto, Perugia, Todi

15% OFF TODAY

Duration8 days

From

USD 1,226

USD 1,042

Saving

USD 184

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Italian Roundabout Complete End Venice - Fall tours

No booking fees

Best price guaranteed

For seniors seeking a comfortable yet immersive Italian experience, the 18-day Italian Roundabout Complete End Venice tour is an excellent choice. Starting in Rome and concluding in the romantic city of Venice, this easy-paced sightseeing trip covers Genoa, Siena, Taormina, and ten other must-see locations. With all accommodations, transport, and meals expertly organized, you can relax as you soak up Italy’s art, history, and cuisine. The USP of this tour is its thoughtfully balanced itinerary, allowing guests to savor the country’s highlights at a gentle, enjoyable rhythm.

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Rome, Venice, Siena, Florence, G

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

Duration18 days

From

USD 3,475

USD 3,371

Saving

USD 104

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Best of Sicily - Fall tours

(1 review )

Trip customizable

Best price guaranteed

Sicily was absolutely stunning! The food, the history, and the warm hospitality made this one of our favorite trips ever. Taormina and Palermo were just magical!

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

8-99 yrs

Operated in

english

Destinations

Catania, Sicily

Duration8 days

From

USD 944

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Absolute Italy: Milan to the Amalfi Coast - Fall tours

Trip customizable

Best price guaranteed

Discover the best of Italy on this unforgettable journey, where each day promises a new adventure full of wonders and delights. Enjoy a guided tour of Milan's highlights, including the majestic Duomo. Travel by high-speed train to Venice, the city of canals and romantic ambiance. Explore the captivating towns of Siena and San Gimignano, renowned for their medieval architecture and storied past. Delve into the rich history and ancient wonders of Rome before departing for the breathtaking Amalfi Coast, known for its dramatic cliffs, colorful villages, and azure waters

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Milan, Amalfi Coast & Campania

Milan, Amalfi Coast & Campania, Amalfi, Naples, Venice, Florence, Rome, The Vatican, Sorrento

Duration12 days

From

USD 3,672

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Hiking The Amalfi Coast, Private Tour - Fall Tours

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Hiking The Amalfi Coast, Private Tour - Fall tours

Trip customizable

Best price guaranteed

An exciting eight-day tour to discover the beautiful paths of the Amalfi Coast and Capri. Get deep into the nature of this stunning area and appreciate the breathtaking views of the Gulf of Salerno, Sorrento and Capri. Follow the routes of the coastline isolated from civilization and admire pristine waterfalls, springs and unique plants on the most beautiful trails in Italy.

Active and outdoorAdventure

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

6-99 yrs

Operated in

english, spanish, french, german, italian

Destinations

Amalfi Coast & Campania, Naples

Amalfi Coast & Campania, Naples, Valle Delle Ferriere, Sorrento

15% OFF TODAY

Duration8 days

From

USD 3,677

USD 3,125

Saving

USD 552

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From the Canals of Venice to Renaissance-infused Mantua & Milan and Lake Como Extended Stay (port-to-port cruise) - Fall tours

No booking fees

Best price guaranteed

From Venice to Mantua, enjoy a unique cruise through the heart of three Italian regions. The region of Veneto opens its doors and invites you to discover Venice, famous Saint Mark's Square and Doge's Palace, the official residence of Venetian dukes. Lombardy welcomes you next with its breathtaking and varied panoramas. You'll visit unique cities such as romantic Mantua. Wrap up your Italian adventure with an enchanting stay in Milan and Lake Como.

Cruise

Tour Type

Cruise Tour

Accommodation

Hotel, Ship Cabin

Age Range

18-79 yrs

Operated in

english

Destinations

Milan, Venice, Rovigo, Valdaro

Milan, Venice, Rovigo, Valdaro, Mantua, Lake Como

Duration9 days

From

USD 2,603

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Alpine Lakes & Scenic Trains featuring a cruise on Lake Maggiore and scenic trains in Switzerland & Italy - Fall tours

No booking fees

Best price guaranteed

Climb aboard legendary Alpine railways and set out on a journey across the captivating Alpine landscapes of Switzerland and Italy. Ride two legendary train routes – the Glacier Express and the Bernina Pass Train. Relax in some of Europe’s most stunning and exclusive resort villages, including Zermatt, St. Moritz and Lake Maggiore, Italy. Explore Lucerne, the "Swiss Paradise on the Lake.” Ascend Pilatus on a unique excursion along the steepest railway in the world, soaking in the scenery from 7,000 feet above sea level. These are the Alpine views you’ve been dreaming of.

Natural landmarks sightseeing

Tour Type

Group Tour

Accommodation

Resort, Hotel, Villa, Ship Cabin

Age Range

1-99 yrs

Operated in

english

Destinations

Lombardy & the Lakes, Lucerne, L

Lombardy & the Lakes, Lucerne, Lake Maggiore, Zurich, Zermatt, St. Moritz

Duration11 days

From

USD 4,999

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Sicily and Its Isles - Fall tours

No booking fees

Best price guaranteed

Explore Sicily – an island paradise nestled amongst the deep blue waves of the Mediterranean. Sample specialties in Palermo’s colorful food market. Taste organic olive oil and learn how sustainable production methods support opposing the Mafia. Explore Agrigento’s Valley of the Temples (UNESCO) with a guide. Enjoy two nights on the Isle of Salina and visit a traditional caper farm. Spend two nights in Taormina, perched above the Ionian Sea. See Mount Etna from a different perspective on an off-road excursion. Discover how ancient traditions blend into modern society as you travel along Sicily and two of its beloved isles.

Country side and village visits

Tour Type

Group Tour

Accommodation

Resort, Hotel

Age Range

1-99 yrs

Operated in

english

Destinations

Palermo, St Julian's, Cefalu, Sa

Palermo, St Julian's, Cefalu, Salinà, Taormina, Marsala, Agrigento

Duration14 days

From

USD 4,899

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Wine tasting in a typical “masseria” - Fall tours

Trip customizable

Best price guaranteed

Visit to a typical winery in the Apulia region (Southern Italy), a few steps from the Cathedral of Trani and the sea, surrounded by countryside. The winery is located in a beautiful old stone farmhouse "Masseria" in the countryside. You will visit the magnificent vineyards and through a pleasant walk, explore the cellars with wooden barrels where they are stored different types of wine. Some wines take their name from the important medieval castle in this area, Castel del Monte. At the end of the tour there will be a wonderful wine tasting or the characteristic "Moscato di Trani", a sweet dessert wine.

Wine tasting tours

Tour Type

Group Tour

Age Range

5-79 yrs

Operated in

english, german, italian

Destinations

Trani

Duration2 hours

From

USD 32

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Rome, Florence & Venice By Train - 8 days - Fall tours

No booking fees

Best price guaranteed

PRIVATE TOUR: Uncover the main highlights of central Italy on this private tour, travelling between Rome, Florence and Venice by train. Enjoy guided sightseeing in all three cities, visiting highlights such as the Vatican City, Colosseum, Galleria dell'Accademia and St Mark's Basilica. Enjoy an included gondola ride in Venice, taste regional wine in the Chianti region and enjoy lots of free time too, in which to explore at leisure.

City sightseeing

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Venice, Florence

Duration8 days

From

USD 5,805

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Rome, Venice & the Jewels of Veneto (2027) - Fall tours

No booking fees

Best price guaranteed

Begin your journey in romantic Venice. Treat yourself to a private evening lighting ceremony at St. Mark’s Basilica, explore the colorful facades of Burano, and sail south to discover Chioggia—a charming southern port loved by fishermen, artists, and anyone looking for unique gifts or souvenirs. Complete your spectacular Italian adventure with a stay in Rome, where a local guide will whisk you away to the city’s most charming and historic sites.

River cruise

Tour Type

Cruise Tour

Accommodation

Ship Cabin, Hotel

Age Range

2-99 yrs

Operated in

English

Destinations

Rome, Venice, Burano, Chioggia

Duration11 days

From

USD 5,999

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Venice & the Jewels of Veneto (2027) - Fall tours

No booking fees

Best price guaranteed

This ultimate Venetian vacation is perfected by one unique quality: your stay onboard our floating boutique hotel. Not only will you benefit from an enviable location in Venice, you’ll also find that your hotel transports you to hidden gem towns nearby. Explore the waterfront shops, colorful facades and peaceful canals unique to Burano, Mazzorbo and Torcello. Farther south, discover Chioggia—a charming southern port loved by fishermen. And savor the spectacular wine and cuisines of this region every step of the way.

River cruise

Tour Type

Cruise Tour

Accommodation

Hotel, Ship Cabin

Age Range

2-99 yrs

Operated in

English

Destinations

Venice, Burano, Chioggia

Duration8 days

From

USD 3,499

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A Taste of Tuscany Cycling - Fall tours

No booking fees

Best price guaranteed

This is not just a cycling holiday it is an immersion into local Tuscan life, from wine and oil sampling to hot thermal spa baths and the chance to taste local wines and olive oils. Sample the Vino Nobile of Monepulciano, rich Pecorino cheese in Pienza or take a bath in Roman Bagno Vignoni.

Bicycle toursFood tours

Tour Type

Private Tour

Accommodation

Hotel

Age Range

13-99 yrs

Operated in

english

Destinations

Tuscany, Chianciano Terme, Radic

Tuscany, Chianciano Terme, Radicofani, Cetona, Chianciano Vecchia, Bagno Vignoni

Duration8 days

From

USD 2,180

USD 2,115

Saving

USD 65

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Combine Italy in Fall 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 Fall

Page 26 of 542 Trips in Italy with 7,111 Reviews

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Fantasia Italiana - Fall tours

Hilltowns Of Umbria, Self-drive - Fall tours

Italian Roundabout Complete End Venice - Fall tours

Best of Sicily - Fall tours

Absolute Italy: Milan to the Amalfi Coast - Fall tours

Hiking The Amalfi Coast, Private Tour - Fall tours

From the Canals of Venice to Renaissance-infused Mantua & Milan and Lake Como Extended Stay (port-to-port cruise) - Fall tours

Alpine Lakes & Scenic Trains featuring a cruise on Lake Maggiore and scenic trains in Switzerland & Italy - Fall tours

Sicily and Its Isles - Fall tours

Wine tasting in a typical “masseria” - Fall tours

Rome, Florence & Venice By Train - 8 days - Fall tours

Rome, Venice & the Jewels of Veneto (2027) - Fall tours

Venice & the Jewels of Veneto (2027) - Fall tours

A Taste of Tuscany Cycling - Fall tours

Page 26 of 542 Trips in Italy with 7,111 Reviews

Combine Italy in Fall 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 Fall

Page 26 of 542 Trips in Italy with 7,111 Reviews

See Italy tours by duration

Page 26 of 542 Trips in Italy with 7,111 Reviews