10 Best Italy Multiday Tours in Fall

Cycle the Full Via Francigena - Aosta to Rome - Fall tours

(1 review )

No booking fees

Best price guaranteed

An amazing trip, seeing so many different sides of Italy, the main tourist centres, but the rural villages. Fantastically organised and supported when things went wrong (personal injury). Highly recommend this trip for adventurers.

Bicycle toursExplorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-99 yrs

Operated in

english

Destinations

Rome, Turin, Piedmont & Valle d’

Rome, Turin, Piedmont & Valle d’Aosta, Aosta Valley, Aosta, Berceto, Aulla, Massa, Lucca, San Miniato Alto, San Gimignano, Siena, San Quirico d'Orcia, Radicofani, Bolsena, Saint Bernardo Pass, Viterbo, Sutri, Formello, Verres, Viverone, Vercelli, Vigevano, Pavia, Piacenza, Parma

Duration24 days

From

USD 6,150

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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 1,005

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Tuscan Adventure: Rome To Florence - Fall Tours

22% OFF TODAY

Super Sales

Tuscan Adventure: Rome to Florence - Fall tours

No booking fees

Best price guaranteed

Immerse yourself in the ancient grandeur of Rome and Florence's Renaissance masterpieces on this seven-day Italian adventure. Your CEO (Chief Experience Officer) will lead you through cobblestone streets while you sample local delicacies, sip wine in Montepulciano, and walk in ancient footsteps through the medieval city of Siena. Your heart and your tastebuds will both be equally grateful.

Explorer

Tour Type

Small Group Tour

Accommodation

Villa, Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Rome, Florence, Montepulciano

22% OFF TODAY

Duration7 days

From

USD 1,849

USD 1,435

Saving

USD 414

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27% OFF TODAY

Central & Eastern Europe Explorer - Fall tours

No booking fees

Best price guaranteed

Experience the very best of Central & Eastern Europe on this 15-day guided group tour! Uncover hidden gems, be captivated by vibrant capital cities, indulge in delicious cuisine and see famous historical sights up close. Natural beauty abounds from the Swiss Alps and the Bavarian countryside to the Italian Lake District. Wander the fairytale streets of Vienna, Budapest and Prague. Cruise along the Venice canals, admire Renaissance art in Florence and discover the many highlights of Munich. Explore Bratislava, Neuschwanstein Castle, Melk Abbey and much more on this unmissable journey!

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Munich, Vienna, Budapest, Prague

Munich, Vienna, Budapest, Prague, Innsbruck, Swiss Alps, Lake Como, Montecatini, Venice

27% OFF TODAY

Duration15 days

From

USD 3,185

USD 2,325

Saving

USD 860

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24% OFF TODAY

Italy in Low Season - Fall tours

No booking fees

Best price guaranteed

Looking for a winter escape? Expat Explore’s unforgettable Italy tour packages await! Uncover Northern Italy's ancient history, rich culture and mouthwatering cuisine during low season. Explore the epic sights of Rome, Florence and Venice - the art cities of Italy. Tuck into famous local foods in Parma, Bologna and Tuscany. Discover hidden gems like Ferrara, the UNESCO-listed city and the awe-inspiring Trento, located in the Dolomite Mountains. Marvel at the majestic Italian Lake District, pose with the Leaning Tower of Pisa and style it up in Milan on this affordable tour!

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Rome, Florence, Milan, Trento, V

Rome, Florence, Milan, Trento, Venice, Bologna

24% OFF TODAY

Duration10 days

From

USD 1,720

USD 1,313

Saving

USD 407

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15% OFF TODAY

Super Sales

Discovering Bologna - Fall tours

Trip customizable

Best price guaranteed

Embark on a delightful four-day tour of Bologna, where you'll immerse yourself in the city's rich culinary and cultural heritage. Start your adventure with a cooking class led by a local Cesarina, learning the secrets of traditional Bolognese cuisine. Explore the city's historic and picturesque streets on a guided bike tour, experiencing its vibrant atmosphere and architectural wonders. Discover the excitement of Italy's famous Motor Valley, home to legendary car brands like Ferrari and Lamborghini, with exclusive visits to museums and factories. This tour offers a perfect blend of gastronomic indulgence, cultural exploration, and automotive passion.

Art and architectureExplorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, italian

Destinations

Bologna

15% OFF TODAY

Duration4 days

From

USD 913

USD 776

Saving

USD 137

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Super Sales

Best of Northern Italy: Florence to Venice - Fall tours

No booking fees

Best price guaranteed

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-100 yrs

Operated in

english

Destinations

Florence, Venice, Cinque Terre

Florence, Venice, Cinque Terre, Lake Como

Duration8 days

From

USD 1,999

USD 1,939

Saving

USD 60

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Naples, Pompeii & Amalfi - 4 days - Fall tours

No booking fees

Best price guaranteed

Private Tour: This 4-day private tour takes you from Naples to the ancient, UNESCO-listed ruined city of Pompeii, lofty Mount Vesuvius and the famous Amalfi Coast. Explore pretty and colourful houses perched upon cliffs and enjoy amazing views of the ocean, sure to make you fall in love with this exclusive destination. Enjoy free time in Sorrento to stroll through the picturesque and narrow streets and admire the countless artisan shops, before ending your tour back in Naples.

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Naples, Pompeii, Sorrento

Duration4 days

From

USD 1,745

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Florence, San Gimignano & Siena - 4 days - Fall tours

No booking fees

Best price guaranteed

PRIVATE TOUR: Uncover the highlights of Florence on this 4-day private tour and enjoy 'skip the line' access to the renowned Galleria dell'Accademia. Spend three nights in the Renaissance capital, discover the medieval towers of San Gimignano and the uniquely shaped Piazza del Campo in Siena. Plus enjoy an included wine tasting experience.

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Florence

Duration4 days

From

USD 2,155

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Highlights of Northern Italy: Small Group Tour - Fall tours

Trip customizable

Best price guaranteed

Embark on an unforgettable 8-day small group journey through Northern Italy, from Milan to romantic Venice, with breathtaking experiences along the way. Ride the world-famous Bernina Express through the Swiss Alps, wander the colorful coastal villages of the Cinque Terre, and explore the elegance of Portofino. Indulge in local food and wine tastings in Liguria and Modena, and dive into Italian automotive excellence at the Ferrari Museum. With hand-picked hotels, expert local guides, and unique culinary moments, this tour blends culture, scenery, and flavour for the perfect Northern Italian trip

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

7-99 yrs

Operated in

english

Destinations

Milan, Venice, Liguria, Cinque Terre

Duration8 days

From

USD 3,017

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Northern Lakes, Milan & Cinque Terre with Bernina - Fall tours

Trip customizable

Best price guaranteed

Begin in enchanting Venice, soaking in its canals and signature Venetian flavors, then journey through the romantic streets of Verona and the rolling vineyards of Franciacorta. Take in the beauty of Lake Garda, Lake Como, and Bellagio, where charming lakeside villages meet breathtaking Alpine views. From Milan, board the legendary Bernina Express for a scenic rail journey through the Swiss Alps. Continue to the Ligurian coast to explore glamorous Portofino and the iconic Cinque Terre, before indulging in Modena’s rich motor and culinary traditions

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Venice, Bergamo, Milan, La Spezia

Duration11 days

From

USD 3,944

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Classic Italy & the Italian Riviera - Fall tours

Trip customizable

Best price guaranteed

From the timeless beauty of Rome, Florence, and Venice to the coastal charm of Portofino and the colorful villages of Cinque Terre, discover Italy’s rich cultural heritage, breathtaking landscapes, and culinary delights. Travel in comfort by deluxe coach and high-speed train, enjoy guided visits to iconic sites, sample regional specialties, and ride the legendary Bernina Express through the Swiss Alps. This itinerary blends classic cities, coastal gems, and alpine wonder into one unforgettable Italian adventure

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Rome, Venice, Florence, Milan, L

Rome, Venice, Florence, Milan, Liguria, Cinque Terre

Duration11 days

From

USD 4,382

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Signature Italy - Fall tours

Trip customizable

Best price guaranteed

Experience the best of Italy on this unforgettable 15-day journey. Walk in the footsteps of emperors at the Colosseum, explore Renaissance treasures in Florence, and glide along Venice’s canals. Savor Tuscan flavors, sip Franciacorta wines, and enjoy authentic culinary experiences from Bologna to Modena. Cruise the pristine waters of Lake Garda and Lake Como, ride the legendary Bernina Express through the Swiss Alps, and wander the colorful villages of Cinque Terre and Portofino. With expert guides, handpicked hotels, this is Italy at its most enchanting

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Rome, Venice, Milan, La Spezia

Rome, Venice, Milan, La Spezia, Florence, Bergamo

Duration15 days

From

USD 5,388

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Classic Italy & the Northern Lakes - Fall tours

Trip customizable

Best price guaranteed

Begin in the Eternal City with ancient wonders like the Colosseum before traveling through the hill towns of Assisi and Siena to Renaissance Florence. Savor the flavors of Bologna and glide through the romantic canals of Venice. Discover Shakespearean Verona, sip wine in Franciacorta, and admire the scenic beauty of Lake Garda, Como, and Bellagio. Conclude in Milan with a thrilling ride on the Bernina Express through the Swiss Alps and a guided tour of the city’s iconic landmarks. From medieval towns to alpine peaks, this tour is a perfect blend of Italy’s timeless charm and natural beauty

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Milan, Rome, Florence, Venice, Bergamo

Duration12 days

From

USD 4,016

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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

113 Trips in Italy with 715 Reviews

See Italy tours by duration

Cycle the Full Via Francigena - Aosta to Rome - Fall tours

Fantasia Italiana - Fall tours

Tuscan Adventure: Rome to Florence - Fall tours

Central & Eastern Europe Explorer - Fall tours

Italy in Low Season - Fall tours

Discovering Bologna - Fall tours

Best of Northern Italy: Florence to Venice - Fall tours

Naples, Pompeii & Amalfi - 4 days - Fall tours

Florence, San Gimignano & Siena - 4 days - Fall tours

Highlights of Northern Italy: Small Group Tour - Fall tours

Northern Lakes, Milan & Cinque Terre with Bernina - Fall tours

Classic Italy & the Italian Riviera - Fall tours

Signature Italy - Fall tours

Classic Italy & the Northern Lakes - Fall tours

113 Trips in Italy with 715 Reviews

Combine Italy in Fall with Nearby Countries for an Unforgettable Trip

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All Italy Tours in Fall

113 Trips in Italy with 715 Reviews

See Italy tours by duration

113 Trips in Italy with 715 Reviews