THE 10 BEST Escorted and Guided Tours and Trips in Italy 2025/2026

Northern Lakes & the Dolomites with Bernina Expres

Trip customizable

Best price guaranteed

Begin in Venice with its timeless charm, then explore historic Verona, the vineyards of Franciacorta, and the scenic beauty of Lake Garda and Lake Como. Ride the famous Bernina Express through the Swiss Alps, uncover Milan’s cultural gems, and journey through the elegant towns of Bolzano, Merano, and Cortina d’Ampezzo. With guided tours, wine tastings, scenic boat rides, and unforgettable landscapes, this immersive itinerary blends Italy’s refined heritage with natural beauty at every turn

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Milan, Venice, Cortina, Dolomite

Milan, Venice, Cortina, Dolomites, Bergamo, Bolzano, Merano

Duration13 days

From

USD 4,715

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Italy’s Lakes & Bernina Express: Small Group Tour

Trip customizable

Best price guaranteed

Experience the best of Northern Italy and the Swiss Alps on this unforgettable 8-day small group tour. Explore the romantic canals of Venice, sip wine in Franciacorta, cruise across Lakes Garda and Como, and ride the iconic Bernina Express through breathtaking alpine landscapes. With guided city tours, scenic boat rides, and wine tastings, this journey blends culture, charm, and natural beauty—perfect for travelers seeking a relaxed yet enriching Italian escape

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

7-99 yrs

Operated in

english

Destinations

Milan, Venice, Bergamo

Duration8 days

From

USD 2,683

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Classic Italy & the Dolomites

Trip customizable

Best price guaranteed

From the historic wonders of Rome, Florence, and Venice to the chic elegance of Milan, discover Italy’s rich culture, art, and cuisine. Travel by train and coach through Bologna, Verona, and Lake Garda, then board the scenic Bernina Express into the Swiss Alps. Explore the enchanting Dolomites, picturesque lakes, and hidden gems like Bolzano, Cortina, and Bassano del Grappa. With guided tours, local tastings, and unforgettable scenery, this immersive itinerary offers the perfect blend of Italy’s classics and natural treasures

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Milan, Rome, Florence, Dolomites

Milan, Rome, Florence, Dolomites, Venice, Bolzano, Merano

Duration13 days

From

USD 5,005

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Italy’s Grand Tour

Trip customizable

Best price guaranteed

Discover world-famous landmarks, medieval towns, and stunning natural landscapes while indulging in Italy’s rich culinary traditions. Explore ancient ruins in Rome, the masterpieces in Florence, and romantic canals in Venice. Journey through the lakes of Como and Garda, ride the scenic Bernina Express through the Swiss Alps, and wander the cultural treasures of Milan, Bolzano, and Cortina d’Ampezzo. With guided tours, regional delicacies, and unforgettable scenic drives, this grand tour offers the very best of Italy—perfectly crafted for travelers seeking a once-in-a-lifetime Italian experience

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Luxury Hotel, Resort

Age Range

12-99 yrs

Operated in

english

Destinations

Milan, Rome, Bolzano, Merano, Do

Milan, Rome, Bolzano, Merano, Dolomites, Florence, Venice, Bergamo

Duration17 days

From

USD 6,093

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Rome & Puglia Discovery: Small Group Experience

Trip customizable

Best price guaranteed

Explore Rome at your own pace before heading south by high-speed train to discover charming whitewashed villages, UNESCO-listed wonders like Alberobello and Matera, dramatic coastal towns, and rich Baroque architecture. With guided tours, authentic regional cuisine, local wine tastings, and stays in handpicked accommodations, this itinerary offers a perfect blend of culture, history, and culinary delights—all wrapped in warm southern hospitality

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-99 yrs

Operated in

english

Destinations

Rome, Puglia, Bari, Alberobello

Rome, Puglia, Bari, Alberobello, Matera, Lecce

Duration11 days

From

USD 3,967

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Timeless Southern Italy: Rome, Sorrento & Puglia

Trip customizable

Best price guaranteed

From the Eternal City of Rome to the sun-kissed shores of Sorrento and the enchanting island of Capri, the adventure continues across Puglia’s most iconic treasures—Alberobello’s Trulli, Matera’s ancient cave dwellings, Lecce’s baroque elegance, and the coastal charm of Otranto and Monopoli. With a mix of guided sightseeing, cultural experiences, and culinary delights, this 12-day tour offers the perfect balance of discovery and leisure through Italy’s most captivating southern landscapes

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

12-99 yrs

Operated in

english

Destinations

Bari, Rome, Lecce, Sorrento, Cap

Bari, Rome, Lecce, Sorrento, Capri, Alberobello, Matera

Duration12 days

From

USD 4,337

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Italy’s Southern Charm: Rome to Puglia

Trip customizable

Best price guaranteed

Discover Italy’s timeless charm on this 7-day journey from the Eternal City to the Adriatic coast. Begin in Rome, where ancient history and vibrant street life converge, then head south to explore the ruins of Pompeii and the coastal beauty of Sorrento and Capri. Dive into the flavors and energy of Naples before crossing the country by high-speed train to the charming city of Bari, where Romanesque architecture and seaside strolls await. A perfect blend of culture, history, and local life—crafted for the curious traveler

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Bari, Rome, Colosseum, Pompeii

Bari, Rome, Colosseum, Pompeii, Capri, Naples

Duration7 days

From

USD 2,299

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Italy Unveiled: Discover Italy from North to South

Trip customizable

Best price guaranteed

Begin in Venice, where romantic canals, grand palaces, and lagoon islands set the stage. Continue to Florence, the cradle of the Renaissance, where masterpieces and architecture await around every corner. In Rome, step into the heart of ancient empire with skip-the-line access to the Colosseum. Head south through the ruins of Pompeii to reach Sorrento, your base for discovering Capri and enjoying the best of the Amalfi Coast lifestyle. Conclude your adventure in Naples and Bari, where vibrant street life, historic treasures, and authentic southern cuisine complete your Italian escape

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Bari, Venice, Florence, Rome, Co

Bari, Venice, Florence, Rome, Colosseum, Sorrento, Capri, Naples

Duration11 days

From

USD 3,409

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Rome & Live Like a Local in a Tuscan Villa

Trip customizable

Best price guaranteed

Experience Italy like never before with a stay at the historic Villa Casagrande, where rolling vineyards, timeless villages, and authentic Italian living await. This immersive journey blends comfort and culture—enjoy guided tours of Florence and San Gimignano, hands-on cooking classes, wine tastings, and free time to unwind in the villa’s gardens or by the pool. More than a tour, it’s your chance to live like a local in the heart of Tuscany from Rome

Explorer

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Tuscany, Lucca, San Gimignano

Duration9 days

From

USD 2,372

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Best of Puglia: Small Group Tour

Trip customizable

Best price guaranteed

Discover the heart of Puglia on a perfectly paced tour that blends history, charm, and culture. From the lively streets of Bari to the fairytale Trulli of Alberobello, the cave city of Matera, the elegant baroque towns of Lecce and Martina Franca, and the coastal gems of Otranto and Monopoli — this immersive experience showcases the best of Italy’s hidden south. With UNESCO sites, whitewashed hilltowns, and panoramic Adriatic views, this is Southern Italy at its finest

Explorer

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

12-99 yrs

Operated in

english

Destinations

Bari, Alberobello, Lecce

Duration8 days

From

USD 3,024

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Italy Guided And Escorted Tours: Simply Italy Reunion 35 To 45

8% OFF TODAY

Super Sales

Simply Italy Reunion 35 to 45

No booking fees

Best price guaranteed

Welcome to 15 days of pure Italian travel immersion with your squad of awesome 35-45 year old travellers. Covering Rome, Florence, Milan, Venice and beyond, this one brings you the blissful best of this soul-stirring country. Explore Rome's historical highlights, travel through the streets of Michelangelo's Florence, indulge in some authentic pasta on the Amalfi Coast. Stop by to see the stooping slopes of Sorrento in the breezy winter or the picture perfect Positano for your summery soul. And that's just an aperitivo. Beauty, romance and all the pasta you can fit in; the good life just got even better. That's amore!

City sightseeing

Tour Type

Group Tour

Accommodation

Hotel, Villa

Age Range

18-35 yrs

Operated in

english

Destinations

Rome, Naples, Amalfi Coast, Flor

Rome, Naples, Amalfi Coast, Florence, Cinque Terre, Milan, Venice

8% OFF TODAY

Duration15 days

From

USD 3,306

USD 3,046

Saving

USD 260

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Puglia Express: 5 Days of Southern Charm

Trip customizable

Best price guaranteed

Begin in Bari and transfer to the Itria Valley for a warm welcome and dinner. Explore the Grotte di Castellana, the trulli houses of Alberobello, and the “white city” of Ostuni. Visit Lecce, the “Florence of the South,” and the historic treasures of Otranto. Experience the unique Sassi neighborhoods of Matera before concluding your adventure in the Bari area. Enjoy a perfect blend of history, culture, and stunning landscapes throughout this unforgettable tour

Explorer

Tour Type

Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Bari, Itria Valley

Duration5 days

From

USD 1,378

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35% OFF TODAY

Classical Sicily - 8 Days

Trip customizable

Best price guaranteed

Embark on an unforgettable adventure through Sicily, where ancient history, stunning landscapes, and exquisite cuisine await you. Start in Catania, a city with a UNESCO-listed historical center featuring original Baroque architecture. Discover the archaeological marvels of Syracuse and the charming Baroque treasures of Noto before delving into the captivating Ragusa Ibla and Modica. Admire the Valley of the Temples in Agrigento, taste the renowned Marsala wines, and walk along the historic Salt Road. Explore the impressive Norman Cathedral in Monreale and the diverse attractions of Palermo. Experience the allure of Cefalù and conclude your journey with a visit to Europe’s highest volcano, Mount Etna, and the picturesque town of Taormina. Immerse yourself in Sicily’s rich heritage, from the Greek theater with views over Giardini Naxos bay to the UNESCO-listed sites and delectable local dishes. End your exploration back in Catania, cherishing the memories of a remarkable journey through Sicily’s cultural and natural wonders.

Art and architecture

Tour Type

Group Tour

Age Range

4-99 yrs

Operated in

english, italian, spanish

Destinations

Sicily, Catania, Noto, Piazza Am

Sicily, Catania, Noto, Piazza Amerina, Marsala, Palermo

35% OFF TODAY

Duration8 days

From

USD 2,400

USD 1,560

Saving

USD 840

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Italy Guided And Escorted Tours: Country Roads Of Southern Italy

15% OFF TODAY

Super Sales

Country Roads of Southern Italy

4.7

(19 reviews )

No booking fees

Best price guaranteed

Nice tour and excellent tour leader-

Adventure

Tour Type

Group Tour

Accommodation

Hotel, Resort

Age Range

5-99 yrs

Operated in

english

Destinations

Rome

15% OFF TODAY

Duration9 days

From

USD 3,150

USD 2,689

Saving

USD 461

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All Italy Guided Tours

Page 24 of 417 Guided and Escorted Trips in Italy with 6,836 Reviews

Northern Lakes & the Dolomites with Bernina Expres

Italy’s Lakes & Bernina Express: Small Group Tour

Classic Italy & the Dolomites

Italy’s Grand Tour

Rome & Puglia Discovery: Small Group Experience

Timeless Southern Italy: Rome, Sorrento & Puglia

Italy’s Southern Charm: Rome to Puglia

Italy Unveiled: Discover Italy from North to South

Rome & Live Like a Local in a Tuscan Villa

Best of Puglia: Small Group Tour

Simply Italy Reunion 35 to 45

Puglia Express: 5 Days of Southern Charm

Classical Sicily - 8 Days

Country Roads of Southern Italy

Page 24 of 417 Guided and Escorted Trips in Italy with 6,836 Reviews

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 Guided Tours

Page 24 of 417 Guided and Escorted Trips in Italy with 6,836 Reviews

Page 24 of 417 Guided and Escorted Trips in Italy with 6,836 Reviews