10 BEST Italy Small Group Trips & Tours 2025/2026

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Premium Sicily and Tuscany

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Make your way to the Mediterranean to discover all the natural beauty, warm hospitality and cuisine Italy and Sicily have to offer. On this 17-day adventure, you’ll travel from Rome to postcard-perfect Venice. From visiting one of the Seven Wonders of the World – the Colosseum – to driving up the flank of Mount Etna, Europe’s largest active volcano, this trip goes the extra mile to deliver experiences that go beyond the guidebooks. Visit the famous spots like the Spanish Steps and Trevi Fountain, then go off the path to a local’s favourite restaurant. Get ready to tuck into local eats, explore iconic sites and brush up on your ancient history, all with an experienced local by your side.

Sightseeing ToursWalking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Rome, Chianti, San Gimi

Palermo, Rome, Chianti, San Gimignano, Florence, Venice, Marsala, Agrigento, Siracusa, Catania

Duration17 days

From

USD 10,960

USD 10,631

Saving

USD 329

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Super Sales

Premium Sicily and Italy in Depth

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Traverse from top to toe of Italy's 'boot' and explore ancient ruins and iconic sites. Eat your weight in pasta and tuck into giant piazzas as you get lost in Venice and find yourself in the Tuscan countryside. This 24-day trip will take you to all the best spots and teach you all the most important parts of Italian culture – like how to roll pasta like the pros! Visit Mount Etna, as you drive up the northern flank of the volcano and take a walk through the spectacular Valle del Bove. Visit a family-run winery, learn about ancient Pompeii, visit Rome’s famous sites and write home about your three amazing Feature Stays – all with a local leader by your side.

AdventureSightseeing Tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Venice, Palermo, Bari, Nardò, Ma

Venice, Palermo, Bari, Nardò, Matera, Naples, Rome, San Gimignano, Florence, Marsala, Agrigento, Siracusa, Catania

Duration24 days

From

USD 17,095

USD 16,582

Saving

USD 513

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Super Sales

Premium Sicily and Puglia

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Best price guaranteed

Explore Sicily and unearth the natural and historical wonders of this scenic island, placed perfectly in the heart of the Mediterranean. Then, cross over to the heel of Italy's boot to find dreamy beaches, inspiring architecture and ancient wonders. This Premium adventure will take you on a deep dive through southern Italy with one of the most experienced locally based leaders to help uncover all the best sights and bites.

Sightseeing Tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Polignano A Mare, Nardò

Palermo, Polignano A Mare, Nardò, Matera, Naples, Marsala, Agrigento, Siracusa, Catania

Duration17 days

From

USD 11,125

USD 10,791

Saving

USD 334

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Sicilian Fantasy: Small Group Tour

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Journey across the Mediterranean's largest island to sample local olive oils and citrus fruits from ancient royal towns, stand among the ruins of proud empires, and venture across Mount Etna’s otherworldly lava fields. Experience a land where medieval villages cling to mountainsides and twisting lanes invite you to stroll down unexpected paths. There’s nothing like your first taste of Sicily—just pair a local dessert wine with a fresh coastal breeze, and you’ll understand how life is truly meant to be savoured

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

7-99 yrs

Operated in

english

Destinations

Palermo, Taormina, Agrigento, Sicily

Duration7 days

From

USD 1,640

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Super Sales

Premium Italy in Depth

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This is your ticket to explore the best of Italy in just 15 days. From the ancient sites of Rome and visiting one of the Seven Wonders of the World – the Colosseum – to staying in the rolling vineyards of Tuscany to visiting the site of Pompeii with a local guide, this trip encompasses some of Italy's must-do experiences. You’ll visit ancient monuments, lively cities and sprawling vineyards, indulging in delicious traditional cuisine. Kick back on sparkling coastal beaches, get to know the locals and visit lesser-known spots with your knowledgeable local leader – what more could you ask for?

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Venice, Polignano A Mare, Bari

Venice, Polignano A Mare, Bari, San Gimignano, Florence, Nardò, Matera, Naples, Rome

Duration15 days

From

USD 10,715

USD 10,394

Saving

USD 321

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Best of Sicily

(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 1,154

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Super Sales

Italy: Highlights of Sicily

No booking fees

Best price guaranteed

Calling all sun-seeking adventurers! Take an eight-day trip to Sicily and explore dramatic cliffside villages, soak in the Sicilian sunshine and take in the scenic views of clear waters (did we mention the deliciously fresh seafood?). From the volcanic valleys of Mt Etna to the timeworn streets of Syracuse and the Baroque wonders Ragusa, get ready to discover the varied sides of Sicily. Take a step back in time as you explore the ruins of the Valley of the Temples and learn of the rich anti-Mafia history in Palermo. Eat good food, drink local wines and learn about the region with a handy local by your side – there's a reason everybody loves Italy!

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Catania, Syracuse, Agri

Palermo, Catania, Syracuse, Agrigento, Marsala

Duration8 days

From

USD 2,580

USD 2,503

Saving

USD 77

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22% OFF TODAY

Super Sales

Premium Sicily

No booking fees

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Explore Sicily and see how much this island in the heart of the Mediterranean has to offer. Join an expert local leader on a fully immersive 10-day Premium journey – with a sprinkling of Arab, Norman, Greek and Roman influence, this region is a hive of history and culture. See intricate mosaics, towering palaces, crumbling ruins and marble-lined laneways. Head out of the main hubs to discover Mount Etna – Europe’s largest active volcano. Taste Genovesi, arancini, local dishes like caponata and cannoli, and take a traditional cooking class to get the most out of Sicily’s celebrated cuisine. With Exclusive Experiences and a gorgeous Feature Stay in the countryside, what are you waiting for?

City sightseeingAdventure

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

15-99 yrs

Operated in

english

Destinations

Palermo, Catania, Marsala, Agrig

Palermo, Catania, Marsala, Agrigento, Siracusa

22% OFF TODAY

Duration10 days

From

USD 5,975

USD 4,637

Saving

USD 1,338

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15% OFF TODAY

Best of Italy's North & South - 13 days

No booking fees

Best price guaranteed

SMALL GROUP TOUR: Embark on a 13-day small group tour from Rome that takes yoHotel Sheraton Rome Parco de' Medici, Viale Salvatore Rebecchiniu around the heel of Italy to the north and the home of the renaissance. Discover the ancient city of Pompeii, frozen in time by the eruption of Mount Vesuvius. Traverse rural Puglia and experience the allure of Trani, Lecce and Alberobello. Then head north to the beauty of Venice's canals and architecture, explore the picturesque scenery of Lake Garda before ending the tour in Milan.

Walking toursCity sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Villa

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Verona, Ariano Irpino, Pad

Rome, Verona, Ariano Irpino, Padua, Milan, Lecce, Salerno, Bologna

15% OFF TODAY

Duration13 days

From

USD 7,635

USD 6,490

Saving

USD 1,145

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9% OFF TODAY

Walking In Sicily

4.9

(16 reviews )

No booking fees

Best price guaranteed

The tour was expensive and we were in a mediocre hotel with flaky internet. But the tour leader was exceptional in all areas. Her presentations were faultless, her interest beyond compare and nothing was ever too much trouble for her. An excellent part of the holiday Would l travel with Explore again? Probably not they're too expensive. Without Lara's input l'd be asking for a refund.

Walking tours

Tour Type

Small Group Tour

Accommodation

Hotel, Resort, Villa

Age Range

16-99 yrs

Operated in

english

Destinations

Catania, Giardini Naxos, Mount E

Catania, Giardini Naxos, Mount Etna, Lipari, Taormina, Syracusa

9% OFF TODAY

Duration8 days

From

USD 2,210

USD 2,010

Saving

USD 200

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15% OFF TODAY

Puglia, Pompeii & Amalfi - 6 days

No booking fees

Best price guaranteed

Small Group Tours: Embark on a 6-day small group tour through irresistible Italy. Explore the ancient city of Pompeii, frozen in time by the eruption of Mount Vesuvius. Experience the glamour of the Amalfi Coast with its pastel-hued villages, chic boutiques, and stunning sea views. Discover the rural delights of Puglia, including Trani, Lecce and Alberobello. Hike to the crater of Mount Vesuvius and uncover the rich history of this remarkable region. It's an unforgettable Italian adventure that captures the essence of la dolce vita.

Cultural, religious and historic sites

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

18-80 yrs

Operated in

english

Destinations

Rome, Naples, Lecce, Salerno

15% OFF TODAY

Duration6 days

From

USD 3,485

USD 2,962

Saving

USD 523

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Upgraded - Walking Italy: Rome & Umbria

4.3

(3 reviews )

No booking fees

Best price guaranteed

A very pleasant and enjoyable holiday with great accommodation, views ,walks and guides. Enrico our rep was fantastic. Friendly, funny and engaging. A brilliant ambassador for EXPLORE. Would have no hesitation in going with them again. Thank you.

Walking toursCity sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel, Resort

Age Range

16-99 yrs

Operated in

english

Destinations

Rome, Colosseum, Umbria, Montefa

Rome, Colosseum, Umbria, Montefalco, Assisi, Spoleto, Orvieto

Duration8 days

From

USD 4,010

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Best of Sicily (Small Group Tour)

(1 review )

Trip customizable

Best price guaranteed

Everything we expected and more. Everything was perfecto.

Food toursCity sightseeing

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

10-99 yrs

Operated in

english

Destinations

Palermo, Catania, Taormina, Syra

Palermo, Catania, Taormina, Syracuse, Sicily, Mt Etna, Noto, Island Of Ortigia, Agrigento

Duration8 days

From

USD 4,690

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Italy Small Group Tours: Discovering Matera

15% OFF TODAY

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Discovering Matera

Trip customizable

Best price guaranteed

Matera is a small jewel carved out of the mountains. Time seems to have stood still in the city of Basilicata, where the surrounding landscape is not unlike a painting. Matera, which in past years has captivated photographers and filmmakers, including Henri Cartier-Bresson, Pier Paolo Pasolini and Mel Gibson, has a unique charm. A complex beauty that can only be understood when walking around the narrow alleys of the historic center and the houses carved out of the tuff. The layers of history and the delicate relationship with the surrounding nature make it an amazing open-air museum.

Art and architecture

Tour Type

Small Group Tour

Accommodation

Hotel

Age Range

6-99 yrs

Operated in

english, italian

Destinations

Matera

15% OFF TODAY

Duration4 days

From

USD 881

USD 749

Saving

USD 132

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All Italy Small Group Trips

Page 4 of 59 Small Group Trips in Italy with 630 Reviews

Create your custom-made trip to Italy

Page 4 of 59 Small Group Trips in Italy with 630 Reviews

Premium Sicily and Tuscany

Premium Sicily and Italy in Depth

Premium Sicily and Puglia

Sicilian Fantasy: Small Group Tour

Premium Italy in Depth

Best of Sicily

Italy: Highlights of Sicily

Premium Sicily

Best of Italy's North & South - 13 days

Walking In Sicily

Puglia, Pompeii & Amalfi - 6 days

Upgraded - Walking Italy: Rome & Umbria

Best of Sicily (Small Group Tour)

Discovering Matera

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 Small Group Trips

Page 4 of 59 Small Group Trips in Italy with 630 Reviews

Create your custom-made trip to Italy

Page 4 of 59 Small Group Trips in Italy with 630 Reviews