Italy Explorer Trips in 2025/2026

Cycle the Full Via Francigena - Aosta to Rome

(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 tours Explorer

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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Naples, Pompeii & Amalfi - 4 days

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

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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Rome & Capri Escape

Trip customizable

Best price guaranteed

Step into the heart of Italy with a journey that blends timeless history and Mediterranean magic. Begin in Rome, where ancient wonders like the Colosseum, Roman Forum, and Vatican City reveal the Eternal City’s unmatched grandeur. Then trade bustling piazzas for the sparkling waters of Capri, an island of elegance and natural beauty. From chic boutiques and lemon-scented lanes to the dazzling Blue Grotto and sweeping coastal views, this escape offers the best of Italy — culture, romance, and la dolce vita — in one unforgettable adventure

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Rome

Duration5 days

From

USD 1,702

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Discover the Best of the Amalfi Coast from Rome

Trip customizable

Best price guaranteed

From the Eternal City to the sun-drenched Amalfi Coast, this journey captures the very best of Italy. Explore ancient treasures in Rome, uncover the ruins of Pompeii, bask in the glamour of Capri, and lose yourself in the charm of Positano. With seamless transfers, curated excursions, and time to explore at your own pace, this itinerary blends history, culture, and Mediterranean beauty into one unforgettable escape. Along the way, enjoy authentic local flavors, breathtaking coastal drives, and the warm Italian hospitality that makes every moment truly memorable

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Rome

Duration10 days

From

USD 3,951

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Amalfi Coast Highlights Tour from Rome

Trip customizable

Best price guaranteed

Discover the best of Italy on this unforgettable 8-day journey from Rome to the breathtaking Amalfi Coast and the enchanting island of Capri. Stroll through the Eternal City’s iconic landmarks, step back in time at the ruins of Pompeii, and soak up the beauty of Sorrento’s seaside charm. Travel to Capri to marvel at the dazzling Blue Grotto and wander its chic streets at your own pace. With hand-picked hotels, expert guides, seamless transfers, and the perfect balance of sightseeing and leisure, this tour invites you to experience Italy’s history, culture, and coastal splendor in one adventure

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english

Destinations

Rome

Duration8 days

From

USD 2,514

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Enchanting Cinque Terre from Milan

Trip customizable

Best price guaranteed

Discover the best of Northern and Central Italy on this 6-day journey. Begin in stylish Milan before traveling to Genoa, a historic port city with a rich maritime heritage. Continue to La Spezia, the gateway to the breathtaking Cinque Terre, where pastel-colored villages cling to dramatic cliffs. With your Cinque Terre Train Card, explore the villages at your own pace, from Riomaggiore to Monterosso. End your adventure in the Eternal City of Rome, where ancient wonders and vibrant piazzas await

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Milan, Rome, Genoa, La Spezia, Cinque Terre

Duration6 days

From

USD 1,365

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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 2,277

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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 3,376

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Icons of Italy: Rome to Milan

Trip customizable

Best price guaranteed

Discover the soul of Italy on this perfectly paced 8-day journey from Rome to Milan. Begin your adventure amid the ancient ruins of the Eternal City, step into the heart of Renaissance Florence, glide through Venice’s enchanting canals by gondola, and cap off your experience in the stylish streets of Milan. With guided tours, scenic high-speed trains, and time to explore at your own pace, this tour offers the ideal blend of cultural discovery, iconic landmarks, and authentic Italian charm. Let Italy’s timeless beauty unfold before you—one unforgettable moment at a time

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Milan, Rome, Colosseum, Florence

Milan, Rome, Colosseum, Florence, Venice

Duration8 days

From

USD 1,868

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A Week in Italy: Rome, Florence & Venice

Trip customizable

Best price guaranteed

From a private arrival transfer in Rome to high-speed train travel between cities, this carefully curated 7-day Italy itinerary blends iconic landmarks, immersive cultural experiences, and stress-free logistics. Discover ancient wonders like the Colosseum and Roman Forum in the Eternal City; stroll through the Renaissance heart of Florence, home to world-renowned art and architecture; and experience the romance of Venice with an included gondola ride through its historic canals. Featuring a thoughtful mix of expert-guided tours and free time to explore the iconic landmarks of Italy

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Venice, Florence

Duration7 days

From

USD 1,285

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Timeless Tuscany: A Tuscan Villa Experience

Trip customizable

Best price guaranteed

Experience the heart of Tuscany with a gastronomic escape at a historic Tuscan villa. This deliciously curated package includes hands-on cooking and pizza-making classes with the warm and welcoming chef, plus a scenic wine tasting at a local farm near San Gimignano. Enjoy time to relax or explore the nearby medieval gems of Siena and Florence, all while staying in a villa once home to popes and princes. With unforgettable meals, charming towns, and authentic Tuscan hospitality, this is the perfect getaway for food and wine lovers seeking a true taste of Italy

Explorer

Tour Type

Private Tour

Accommodation

Hotel, Villa

Age Range

7-99 yrs

Operated in

english

Destinations

Tuscany, San Gimignano

Duration6 days

From

USD 1,652

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Flavours of Tuscany & Cinque Terre

Trip customizable

Best price guaranteed

Experience the best of Italy with this 8-day tour, staying in Rome, Florence, and the charming Monterosso al Mare. Explore Rome’s rich history with a 24-hour Hop-On Hop-Off ticket. Enjoy a scenic half-day tour from Florence to the Chianti region, complete with wine and olive oil tastings. Discover the stunning beauty of Cinque Terre with a 48-hour Train Card. Your journey includes a private airport transfer in Rome and high-speed train travel between cities, offering the perfect balance of guided tours and independent exploration

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Tuscany, Montero

Rome, Florence, Tuscany, Monterosso, Cinque Terre

Duration8 days

From

USD 1,365

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Irresistible Italy: Rome to Venice

Trip customizable

Best price guaranteed

Unveil Italy’s splendor with a 12-day journey through Rome, Florence, La Spezia, Milan, and Venice. Indulge in a wine tasting in Chianti, a private transfer from Rome’s airport, and captivating guided tours of the Colosseum, Roman Forum, and Pompeii. Discover Tuscany’s charm on a coach tour, revel in the scenic Cinque Terre with a 48-hour Train Card and embrace the elegance of Lake Como with unlimited boat trips. Savor a gondola ride in Venice and glide through high-speed train adventures across Italy’s iconic landscapes

Explorer

Tour Type

Private Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Rome, Florence, Venice, Colosseu

Rome, Florence, Venice, Colosseum, La Spezia, Cinque Terre, Milan, Lake Como

Duration12 days

From

USD 3,132

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Combine your Italy Explorer Trips with Nearby Countries for an Unforgettable Trip

Explore Explorer Trips with itineraries going through multiple countries, including Italy

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All Italy Explorer Trips

41 Explorer Trips in Italy

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41 Explorer Trips in Italy

Cycle the Full Via Francigena - Aosta to Rome

Naples, Pompeii & Amalfi - 4 days

Florence, San Gimignano & Siena - 4 days

Rome & Capri Escape

Discover the Best of the Amalfi Coast from Rome

Amalfi Coast Highlights Tour from Rome

Enchanting Cinque Terre from Milan

Italy’s Southern Charm: Rome to Puglia

Italy Unveiled: Discover Italy from North to South

Icons of Italy: Rome to Milan

A Week in Italy: Rome, Florence & Venice

Timeless Tuscany: A Tuscan Villa Experience

Flavours of Tuscany & Cinque Terre

Irresistible Italy: Rome to Venice

Combine your Italy Explorer Trips with Nearby Countries for an Unforgettable Trip

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All Italy Explorer Trips

41 Explorer Trips in Italy

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41 Explorer Trips in Italy