Tour

Grand Italy & Sicily - Small Group
from USD 8020

Insight Vacations

Tour Code: SE921M26
Vacation Type: Regional
Brochure:
Duration: 17 Days
Countries: Italy, Holy See (Vatican City State)

Art, food, and scenery combine in this 17-day guided tour through Italy. Revel in Renaissance artwork housed in the Vatican Museums and gaze at Michelangelo’s famous ceiling in the Sistine Chapel. Visit Rome’s iconic Colosseum as a Local Expert shares its history. In coastal Cinque Terre, stop in a fishing village and cruise the rugged Ligurian coast, admiring the colorful homes perched on the cliffs. See statues of Neptune, Hercules and Cacus, and feast on a steak dinner and local wine in Florence. In Sorrento, meet a Local Expert for a cruise to Capri, where you ascend to Capri town for an unapparelled view of the Mediterranean Sea. In the UNESCO World Heritage Site of Alberobello, meet a restaurateur who will share his farm-to-table philosophy and serve you freshly made orecchiette pasta.



Map Grand Italy Sicily Guided Tour 2026

Td Tips

  • Prepaid Gratuities E921 Small Group

Gold Seal Protection

  • Gold Seal Protection

Transfer Airport

  • DEP Chargeable Transfer Hotel to Palermo Airport
  • Departure Transfer Hotel to Palermo Airport
  • ARR Chargeable Transfer Rome Airport to Hotel
  • Arrival Transfer Rome Airport to Hotel

Dining Summary

  • 8 Dinner (D)
  • 16 Breakfast (B)

Choice Highlights

  • Choose between two carefully selected activities
  • Florence: Stand beside Michelangelo's monumental statue, 'David', in the Accademia Gallery, and admire the exquisite technique and absorbing history behind the world's most famous sculpture.
  • Florence: Join your Travel Director on a short walk to a local spot loved by residents. Sample a classic Italian treat and hear how it became a staple of the area. It’s a chance to experience the flavours locals grow up with and return to time and again.

Additional Included Highlights

  • Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert's fascinating commentary.
  • Hotel and restaurant tips are included - you'll never have to worry about how much to give, nor search for foreign currency. We also include all taxes and porterage charges at hotels.
  • We carry your bags for you and promptly deliver them to your hotel door.
  • From time to time, your Travel Director will delight you with an Insight Flourish, which is a local specialty representing the destination.
  • Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available).
  • If your arrival and/or departure flights are as per the itinerary start and end dates, then transfers are available at scheduled times. If your flights are outside these times, or you have booked additional nights accommodation with Insight Vacations, you may purchase transfers or make your own way from/to the airport.

Authentic Dining

  • Rome: Savour dinner at a uniquely Roman restaurant, offering a perfect exploration of Lazio's typical flavours.
  • Florence: Enjoy a traditional Bistecca alla Fiorentina steak dinner paired with delicious local wine, a specialty not to be missed.
  • Alberobello: Savour a freshly prepared Farm-to-Table meal featuring recipes and flavours typical of the region.
  • Palermo: Experience local customs as you delve into tantalising flavours and rustic dishes served with local wine.

Insight Choice

  • Florence: Stand beside Michelangelo's monumental statue, 'David', in the Accademia Gallery, and admire the exquisite technique and absorbing history behind the world's most famous sculpture.
  • Florence: Join your Travel Director on a short walk to a local spot loved by residents. Sample a classic Italian treat and hear how it became a staple of the area. It’s a chance to experience the flavours locals grow up with and return to time and again.

Insight Experiences

Vatican City: Visit the Vatican Museums, witness the genius of Michelangelo in the Sistine Chapel and see St. Peter's Basilica.

Make Travel Matter

Venice: Witness the ancient skill of glassblowing, now practised by precious few masters. Watch artisans create delicate works of art using rare traditional practices. The workshop's artisans teach visitors about the traditional craft of glassblowing and its history which dates back to the 15th century. Every visit helps to support the workshop and the survival of this traditional craft.  This workshop directly supports United Nations Sustainable Development Goal 11: Sustainable Cities and Communities.

Top Rated Highlights

  • Rome: Discover ancient treasures of Rome. See Circus Maximus and the Ancient Forum, where Ancient Roman political life and law courts mingled with open-air markets and shops.
  • Pisa: Your Local Expert will show you the baptistery bristling with marble spines, and the colonnaded bell tower lurching behind the 11th-century cathedral - the famous Leaning Tower in the Square of Miracles.
  • Cinque Terre: Led by your Local Expert, visit the UNESCO World Heritage Site with dedicated time to explore one of the charming fishing villages.
  • Portofino: Visit this elegant fishing village and admire the coloured houses and yachts moored in the harbour. 
  • Lake Maggiore: Experience the charming traditional social ritual of la passeggiata in the Italian Lake District. All across Italy, in cities, towns and villages people leave their houses to gently walk streets, from babies in strollers to the most senior citizens. Savour a gelato or glass of wine along the way and observe, as new romances, new babies and new shoes are all put on display. Note the ever-stylish Italians love to dress up for the occasion so feel free add a touch of flair to your outfit!
  • Venice: Join your Travel Director for an introduction to Venice, exploring its canals, lively squares, and historic landmarks. Discover the city’s unique charm as you navigate its maze of streets and take in iconic sights like St Mark’s Square and the Rialto Bridge.
  • Venice: Glide through Venice’s canals on an iconic gondola ride, passing beneath historic bridges and past elegant palaces. Soak up the city’s romantic atmosphere as your gondolier navigates the tranquil waterways, offering a unique perspective of this timeless floating city.
  • Florence: Join a Local Expert to view the multi-coloured marble cathedral, bell tower and baptistery, adorned by Ghiberti's Gates of Paradise. Visit the political heart of the city, Signoria Square. 
  • Pompeii: Walk with a Local Expert through the cobbled streets of this ill-fated town, frozen in time since the first century.
  • Capri: Cruise by jetfoil to this famous isle through beautiful blue Mediterranean waters.
  • Capri: Explore Capri town with your Local Expert and see the whitewashed houses, winding alleyways, small cafes, fashionable boutiques and artisans studios.
  • Matera: With your Local Expert explore this town that Mel Gibson chose as the setting for his film 'The Passion of the Christ.'
  • Alberobello: Led by a Local Expert, explore this UNESCO World Heritage Site showcasing the Trulli of Alberobello. Circular structures with conical roofs that are domed within, built from local limestone and stacked without using mortar.
  • Messina: Cross the Straights of Messina to Sicily by ferry.
  • Taormina: Visit the ancient Greek Amphitheatre with your Local Expert. Set on a cliff, open to the sky, take your seats and enjoy the view through the crumbling arches to Mount Etna.
  • Taormina: Visit Taormina with a Local Expert and enjoy free time to stroll along Corso Umberto to Piazza IX Aprile.
  • Palermo: Discover the Sicilian capital with your Local Expert. See Pretoria Square and the 16th-century fountain. View the composite architectural styles of the Palermo Cathedral and visit the Palatine Chapel.

Well-being

  • Enjoy the comfort of Insight's luxurious, air-conditioned, 40-seat coach with double the standard legroom and onboard washroom. Our customized luxury coaches are sanitized before the start of your tour and are maintained to very high standards. Physical distancing measures have been implemented on our customized luxury coaches.
  • Hand sanitizer is freely available on board for you to use throughout the day.

  • St. Martin, Rome
  • Best Western Regina Elena, Santa Margherita Ligure
  • Simplon, Baveno
  • Indigo - Sant'Elena, Venice
  • Hilton Garden Inn Florence Novoli
  • Isabella, Sorrento
  • Grand Hotel La Chiusa di Chietri, Alberobello
  • Baia Taormina, Marina di Forza D’Agrò
  • Federico II Central Palace, Palermo
Day 1 Welcome To The Eternal City Of Rome

Welcome to Rome, a glorious city filled with classical antiquities, medieval buildings, Renaissance palaces and Baroque churches. Settle in before joining your Travel Director and get to know your fellow travellers over Roman specialities during dinner at a local restaurant.

Duration: 1 Day

Accommodation: St. Martin, Rome

Day 2 Vatican City And Rome With A Local

Rome is about art, antiquity, piazzas and palaces. Join a Local Expert for an in-depth experience bringing millennia of history to life. Embark on an enriching journey as you explore the Vatican Museums, home to an extraordinary collection of priceless artworks collected by the Popes over centuries. Marvel at Michelangelo's iconic frescoes in the Sistine Chapel, where the election of new Popes takes place, and admire the dome of St. Peter's Basilica. Journey from the Vatican City across the Tiber river to ancient Rome. See the incredible Circus Maximus and the beautifully preserved Arch of Constantine and discover the history, the construction and the legends of the iconic Colosseum on a guided visit. As you stroll with your Local Expert, imagine the gladiatorial battles and roaring spectators around the arena. Later, perhaps continue your exploration of Rome to see the Pantheon and the stunning piazzas and fountains of Rome.

Duration: 1 Day

Accommodation: St. Martin, Rome

Day 3 Pisa And Santa Margherita Ligure

Enjoy a delightful drive to Pisa through rolling countryside dotted with cypress trees, passing vineyards and olive groves. With a Local Expert, view the incredible Leaning Tower in the Square of Miracles from which Galileo is said to have conducted experiments on velocity and gravity. See the splendid cathedral and baptistery, decorated with mosaics and designs in solid marble. Your journey continues to the pretty seaside resort of Santa Margherita Ligure.

Duration: 1 Day

Accommodation: Best Western Regina Elena, Santa Margherita Ligure

Day 4 The Charms Of The Cinque Terre

Head to the famous Cinque Terre, which translates to Five Lands. This UNESCO World Heritage Site is located on a gorgeously wild yet hospitable part of the coastline. With a Local Expert, approach one of the fishing villages by boat (weather permitting). In Monterosso, spend some time exploring the medieval quarter or the popular sandy beach before continuing to the village of Portofino, famed for its colourful houses. Browse the boutiques and stay a while in the cafe bars on the piazzetta, watching the yachts moored in the harbour. Then cruise along the rugged Ligurian coast to your hotel in the resort of Santa Margherita.

Duration: 1 Day

Accommodation: Best Western Regina Elena, Santa Margherita Ligure

Day 5 Lake Maggiore Relaxed Start

Head north to beautiful Lake Maggiore in the Italian Lakes District and the town of Baveno, noted for its narrow cobbled streets and charming square. On arrival, settle into your hotel and take in the magical scenery. In the afternoon, why not join an Optional Experience cruise to Isola Bella to explore the palace and admire the stunning and immaculate Italian style gardens.

Duration: 1 Day

Accommodation: Simplon, Baveno

Day 6 On To Venice Relaxed Start

Your Italy and Sicily tour continues past the Soave vineyards, the city of Padua and on to the canals of Venice. In the evening, enjoy dinner with your travelling companions.

Duration: 1 Day

Accommodation: Indigo - Sant'Elena, Venice

Day 7 Venice And The Magic Of La Serenissima Relaxed Start

Cruise by private boat on a journey of discovery past churches and palaces reflecting the rich architectural history of Venice from the 13th to the 18th centuries. Marvel at the intricate facades and learn about the stories behind these historical buildings. Arrive close to St Mark's Square and stroll along the waterfront, passing the iconic Bridge of Sighs and the majestic Doge's Palace. It was from here that the infamous Casanova made his daring escape. Turn the corner into St Mark's Square and be captivated by the grandeur of the basilica. Afterwards, board a traditional gondola for a serenade along the romantic canals. Join a MAKE TRAVEL MATTER® Experience and witness the artistry of expert glassblowers as they create beautiful, handcrafted glass pieces, preserving centuries-old techniques and traditions.

Duration: 1 Day

Accommodation: Indigo - Sant'Elena, Venice

Day 8 A Scenic Journey To Florence

Bid farewell to Venice and begin your journey to Renaissance Florence. Explore Florence with Insight Choice. Choose to visit the Accademia Museum and see Michelangelo’s David. After, continue on foot to admire the multicoloured marble cathedral, bell tower and baptistery, where Ghiberti’s Gates of Paradise have been recreated in all their glory. Continue into the Piazza della Signoria, still the political heart of Florence and an open-air gallery of Renaissance masterpieces. Spend time gazing at statues such as Neptune, Hercules and Cacus along the front of the Palazzo Vecchio. Alternatively, take a stroll with your Travel Director to enjoy a typical Italian treat in a local cafe. End the day with a traditional Bistecca alla Fiorentina steak dinner paired with delicious local wine, a specialty not to be missed.

Duration: 1 Day

Accommodation: Hilton Garden Inn Florence Novoli

Day 9 Florence, Birthplace Of The Renaissance Relaxed Start

Enjoy a day at leisure to explore Florence. Perhaps join an Optional Experience to explore the hilltop town of San Gimignano?

Duration: 1 Day

Accommodation: Hilton Garden Inn Florence Novoli

Day 10 Ill-fated Pompeii And On To Sorrento

Journey south through the volcanic hills of Frascati to Pompeii, which was buried in A.D. 79 by Mount Vesuvius' catastrophic eruption. Walk with a Local Expert through the preserved cobbled streets for a glimpse into the daily life of civilisation during the Roman Empire. Follow the clifftop road to the resort town of Sorrento, overlooking the Bay of Naples.

Duration: 1 Day

Accommodation: Isabella, Sorrento

Day 11 Capri, The Isle Of Dreams

Meet your Local Expert and cross the Bay of Naples to reach the beautiful Isle of Capri, a rock rising sheer from the Mediterranean! For 2,000 years, Capri has beckoned visitors from Tiberius Caesar to Gracie Fields. Arriving at the Marina Grande by boat, ascend to Capri town. Explore the narrow alleyways and descend to the port by funicular railway for the return to Sorrento. Later, perhaps explore the Amalfi Coast?

Duration: 1 Day

Accommodation: Isabella, Sorrento

Day 12 Sassi Di Matera And Alberobello

After breakfast, discover two UNESCO World Heritage Sites. First, visit Matera for an in-depth guided exploration of the extraordinary Sassi, ancient troglodyte dwellings and churches dug out of the rock. These are the most extensive example of their kind in the Mediterranean and were inhabited by about 20,000 people up until the 1950s. Matera was also used as the setting for the film 'The Passion of the Christ'. Continue to Alberobello, the second UNESCO World Heritage Site, and your home for the next two nights.

Duration: 1 Day

Accommodation: Grand Hotel La Chiusa di Chietri, Alberobello

Day 13 The Trulli Of Alberobello Relaxed Start

Admire another of Italy's record number of UNESCO World Heritage Sites with a Local Expert. The trulli of Alberobello are circular structures with conical roofs that are domed within. They are built from local limestone and stacked without using mortar. In the evening, delight at the freshly prepared Farm-to-Table dinner. Savour a traditional meal and discover regional life through its local cuisine.

Duration: 1 Day

Accommodation: Grand Hotel La Chiusa di Chietri, Alberobello

Day 14 Alberobello To Sicily

The local roads will take you south, following the shores of the Gulf of Taranto to the mountainous Calabria region. Travel along the Purple Coast to the very 'toe' of Italy and board your ferry bound for Sicily. According to ancient legend, it was here at the Straits of Messina where the twin whirlpools of Scylla and Charybdis carried unwary seafarers away to their doom. After disembarking, continue to Taormina. Join a Local Expert for a visit to the Greek Theatre, graced with the most spectacular of backdrops.

Duration: 1 Day

Accommodation: Baia Taormina, Marina di Forza D’Agrò

Day 15 The Dawn Coast Of Europe To Palermo Relaxed Start

Relax this morning on the stunning Dawn Coast of Europe or choose to join an optional experience to majestic Mt. Etna, Europe's highest active volcano, where you’ll journey through dramatic volcanic landscapes and enjoy spectacular panoramic views. Later, travel through Sicily’s beautiful countryside as you make your way to the vibrant capital city of Palermo, rich in history, culture and architectural splendour.

Duration: 1 Day

Accommodation: Federico II Central Palace, Palermo

Day 16 Palermo, Capital Of Sicily

Explore with your Local Expert who will show you the highlights of the capital. Venture inside the cathedral of Palermo and appreciate its composite architectural styles. Next, head to the amazing Palatine Chapel in the Palace of the Normans. From the honey-coloured walls glowing in the sun on the outside, enter a world of glittering ancient mosaics on the inside. Enjoy the rest of your day at leisure exploring this fascinating city. This evening, join your travelling companions and Travel Director at a local restaurant for an unforgettable dinner of delicious local cuisine and wine.

Duration: 1 Day

Accommodation: Federico II Central Palace, Palermo

Day 17 Depart Palermo

Your grand tour of Italy draws to an end. Departure transfers arrive at Palermo Falcone–Borsellino Airport.

Duration: 1 Day

Departs On Returns On Single OccupancyTwin RoomTriple Room Definite Departure  
Fri, 10 Apr 2026 Sun, 26 Apr 2026 USD 9,555USD 8,475USD 8,245
Request a Quote
Fri, 15 May 2026 Sun, 31 May 2026 USD 10,105USD 9,025USD 8,795
Definite Departure
Request a Quote
Fri, 05 Jun 2026 Sun, 21 Jun 2026 USD 9,935USD 8,475USD 8,245
Request a Quote
Fri, 26 Jun 2026 Sun, 12 Jul 2026 USD 9,385USD 8,295USD 8,065
Request a Quote
Fri, 24 Jul 2026 Sun, 09 Aug 2026 USD 9,290USD 8,250USD 8,020
Request a Quote
Fri, 07 Aug 2026 Sun, 23 Aug 2026 USD 9,445USD 8,395USD 8,165
Request a Quote