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16-Day Italy and Sicily Tour

The Italy and Sicily tour package is a magnificent all inclusive journey through seven Italian regions, including the island of Sicily plus Calabria, Campania, Lazio, Tuscany, Umbria and Veneto. 

The all-inclusive Italy and Sicily trip itinerary visits many of Italy’s UNESCO sightseeing highlights.  This escorted tour of Italy’s UNESCO Heritage sites travels Italy south to north, from Palermo to Venice.


Italy and Sicily Tours Sightseeing Highlights

  • PALERMO – Guided sightseeing, visit the Norman cathedral in Monreale
  • AGRIGENTO – Guided walking tour of the Valley of Temples
  • TAORMINA – Enjoy a walk along Corso Umberto.
  • POMPEII – Guided walking tour of the excavations
  • CAPRI – Funicular ride, guided sightseeing, visit the Gardens of Augustus
  • VENICE ISLAND – Private boat ride; guided walking tour, visit St. Mark’s Square and Basilica, Doges’ Palace, and the Bridge of Sighs; glass blower demonstration
  • FLORENCE – Guided walking tour, visit Michelangelo’s David and Signoria Square; dinner at a local restaurant
  • MONTERIGGIONI – Visit the medieval town and walk on its ramparts
  • ROME – Guided sightseeing, visit the Vatican Museums and Sistine Chapel, St. Peter’s Square and Basilica, and the Colosseum
  • CASTEL GANDOLFO – Guided visit of the Papal Palace and Barberini Gardens
  • CEFALÙ – Visit the seaside town; granita tasting

Italy and Sicily tour includes first-class accommodations.

To review the Italy and Sicily tour daily itinerary click here.


4-Star Italy and Sicily Vacation Accommodations

Palermo 2 Nights – Mercure Centro

Agrigento 1 Night – Dioscuri Bay Palace

Taormina 2 Nights – Caesar Palace Giardini Naxos

Sorrento 2 Nights – Grand Parco del Sole

Rome 2 Nights – Il Cantico

Assisi 1 Night – Cenacolo

La Spezia 1 Night – NH La Spezia

Florence 1 Night – Grand Mediterraneo

Venice 2 Nights – Le Boulevard Lido


The Optionals and pricing listed here are a guideline only and subject to change.

Palermo Day 3

Sferracavallo With Dinner – 60 Euro

Join us for a drive to the coast of Sicily, where we’ll arrive at the quaint fishing village of Sferracavallo. You’ll have the chance to sample Palermitano specialities, accompanied by wine and soft drinks.

A Visit To Cefalu – 36 Euro

Take a drive along the blue coastal highway to the quaint medieval village of Cefalu. You’ll have the chance to stroll from the long golden beaches into the winding Arab streets with your Local Specialist.

Taormina Day 5

Sicilian Dinner and Entertainment – 64 Euro

A fantastic Sicilian evening, you’ll enjoy a dinner of Southern Italian specialities with musical entertainment.
Adult Price: EUR64.0*

Dinner in Castelmola – 75 Euro

Climb by minibus to the heights of Castelmola, above Taormina, to enjoy a tasty Sicilian Dinner with wine and musical entertainment in a characteristic restaurant with some of the best views of this magical part of the island.

Taormina Day 6

Mt Etna, Savoca And The Godfather – 56 Euro

Discover rustic village life with your Local Specialist as we visit Savoca, the Sicilian setting for ‘The Godfather’. Enjoy the stunning views before a visit to Vitelli’s bar, featured in the film and famous for ‘granita di limone’. Later, you’ll journey up Mt Etna, one of the most intriguing volcanoes in the world.

Sorrento Day 8 – 42 Euro

Discover The Isle Of Capri

Experience Capri’s spectacular cliffs, famous turquoise waters and white grotto the best way – by boat! Enjoy a first­class view of this unique coastline. After the cruise, we ascend to Capri town, where there is time to take a stroll in this jet set haven and enjoy a local treat. In case of inclement weather, we’ll take you on a mini bus tour of the island to Anacapri, and visit Villa San Michele.

Neapolitan Dinner and Dance – 60 Euro

Join us for an evening of Neapolitan specialities at one of our favourite family ­run restaurants. While you’re wined and dined,
enjoy a cultural experience performed by local artists who’ll take centre stage and demonstrate the famous Tarantella dance.

Sorrento Countryside and Farmhouse Meal – 50 Euro

Enjoy a beautiful drive into the Sorrentino countryside, where you’ll explore the gardens of a traditional local farm. During a tour of its lemon, orange and olive groves, your hosts will show you how mozzarella and other cheeses of the region are made. Then you’ll get to try cheeses, salamis and marinated vegetables, washed down with local wine and homemade bread.

Amalfi Coast Day 9

Amalfi Coast and Positano

Come with us for a drive along the famous Amalfi Coast. You’ll have a chance to visit the exclusive artists’ paradise of Positano, which is magnificently positioned on the Mediterranean coast.

Rome Day 10

Piazzas and Fountains of Rome – 33 Euro

Discover the most charming areas in the city with a Local Specialist. Wander through the labyrinth of narrow streets and beautiful squares of Rome’s historic centre, leading to highlights such as the Trevi Fountain and the Pantheon, as well as hidden corners of the Eternal City.

Roman Evening with Dinner – 62 Euro

On this easy-going evening in Rome we visit one of our favourite restaurants, where you’ll enjoy a warm welcome and delicious dinner of local cuisine with drinks and music.

La Spezia Day 12

Sarzana Dinner and Drive – 63 Euro

Tonight we’ll go off the beaten track to the alluring medieval town of Sarzana, a hidden gem. We’ve chosen an elegant dinner venue where you’ll step into an atmosphere brimming with charm and unique character. It’s distinctive ambiance and culinary delights make it a firm favourite with the locals.

Florence Day 13

Dinner and Wine in the Tuscan Hills – 65 Euro

This evening we’ll take a scenic drive to experience a fun and relaxed evening at a friendly, typical restaurant in the countryside. The chef will delight our senses with regional dishes, made with freshly-bought ingredients from the local farmers’ markets. Your delicious meal will be accompanied by excellent wines from the vineyards for which this area is so well known. In short, a Tuscan dream come true in an authentic setting.

Tuscan Dinner at Villa Machiavelli – 68 Euro

Through the Chianti hills, we’ll drive past vineyards to a delightful hamlet. Our destination is the ancient stone house of Machiavelli, where the great political theorist wrote his immortal work, ‘The Prince’. After a welcome drink and a visit of the villa and its wine-cellars, we’ll enjoy the best of Tuscan cuisine accompanied by great music and drinks, including of course, Chianti from the Villa’s own vines.

Venice Day 14 – 76 Euro

Gondolas and the Grand Canal

Join us for a breathtaking cruise by private water taxi along Venice’s Grand Canal. You’ll admire the magnificent palazzi, as well as catching a glimpse of the Rialto Bridge and St. Mark’s Square. Later on, you’ll glide gracefully on a gondola along Venice’s dreamy, narrow waterways.

Venice Day 15 – 38 Euro

Venice’s Secrets and St. Mark’s Basilica

Explore the hidden maze of streets which make up this unique city as your Local Specialist gives you a fascinating insight into Venice’s past and present. You’ll visit the majestic Basilica of St Mark, where you’ll have a chance to view some of the prized trophies looted by the Venetians in their rise to power.


Italy and Sicily Tours Itinerary

Tour Italy’s and Sicily’s UNESCO world heritage destinations including: Greek temples in Agrigento, the ancient Roman city Pompeii, Capri, Byzantine Mosaics in Monreale, Vatican City, Assisi, Cinque Terre, Florence, Rome, and Venice. 

Along your journey you will see two Italian volcanoes; Mt. Etna and Mt. Vesuvius. Tour Sicily’s highlights including Palermo and Taormina. Drive along the Amalfi Coast to the Bay of Naples resort town Sorrento. Cruise acriss the Bay of Naples by jet boat to the splendid island of Capri.

For the price of the Italy and Sicily tour with airfare included from your home city submit the form.

DAY 1 Depart the United States to fly to Sicily overnight

Board your flight and fly overnight to Palermo. The Italy and Sicily tour begins the evening of Day 2 in Palermo.

Day 2 Welcome to Palermo

The multicultural capital of Palermo launches your journey across Sicily and Italy. You’ll have some free time before meeting your Travel Director and fellow travellers for a Welcome Reception and orientation of the city’s attractions, so why not head straight out to explore its fascinating history on your own?

Day 3 Palermo and Monreale

Today begins in with a sightseeing tour of Palermo. Highlights include the beautiful opera house Teatro Massimo, and old ‘La Cala’ harbour.

Later, you’ll travel from Palermo to Monreale. Monreale is located on the slopes of Monte Caputo. It overlooks almond, olive and orange groves of La Conca d’Oro. In Monreale you’ll visit the 12th ­century Norman Cathedral, dedicated to the Assumption of the Virgin Mary. The cathedral is famous for its mosaics.

Meals: Breakfast

Optional Tours: Cefalu and Sferracavallo dinner.

Day 4 Travel across Sicily from Palermo to Agrigento

Today the Sicily and Italy tour continues first to Mondello. Here enjoy some time around this pretty resort town. Afterward, journey to Agrigento. There you’ll tour the impressive Greek Valley of the Temples, which date to the Magna Grecia era in the 6th century BC. This evening dinner is included at the hotel.

Meals: Breakfast and Dinner

Day 5 Travel from Agrigento to Taormina

Travel through the vineyards of the southern hills towards the seaside resort of Taormina, your home for the next two nights. Enjoy spectacular vistas and a taste of la dolce vita in this hillside town, with some free time on arrival.

Day 6 Taormina

Spend the day relaxing at your chic Sicilian resort. Dive into the warm Mediterranean waters, shop for exquisite hand-painted ceramics on Corso Umberto or indulge in a mulberry granita. Consider joining an Optional Experience to Savoca, the village made famous by ‘The Godfather’, or Europe’s most active volcano, Mount Etna. This evening, Connect With Locals over dinner at a Be My Guest experience hosted in the Jewish village of Castiglione di Sicilia as you roll up your sleeves to try your hand at making macaroni and end the day with a traditional Sicilian feast dining with the village locals.

Meals: Breakfast and Dinner

Optional Tour: Mt Etna, Savoca And The Godfather.

Day 7 Travel from Sicily to Sorrento with Pompeii Tour

Today your Sicily and Italy tour continues by crossing the Strait of Messina by ferry boat to Italy’s mainland. Then, you’ll trael north through southern Italy’s Calabria region to Pompeii.

Pompeii is a UNESCO world heritage site. The ancient Roman city was covered by volcanic ash by the eruption of Mt. Vesuvius in 65 A.D. For centuries, the city was lost to the world – its rediscovery in the 18th century revealed a time capsule of well­-preserved ruins that provide insight into the Ancient Roman lifestyle. In Pompeii you’ll by joined by a local specialist for a walking tour of the ancient city.

Afterward, the tour continues to Sorrento where we’ll spend the next two nights.

Meals: Breakfast

Day 8 Isle of Capri

Today you’ll travel by jet boat across the Bay of Naples to the Isle of Capri. Upon arrival, you’ll enjoy a guided walking tour of Capri’s charming town. Then, you’ll have time to windowship the equisite made in Italy boutiques. or, spend your time sipping an apertif, indulging in a gelato, while people watching from a cafe in Capri’s center piazzetta. You may also join an optional tour to discover more of Capri.

Afterward, you’ll return to Sorrento. This evening is free to spend at leisure. Perhaps indulge in a local pizza and authentic limoncello in one of the town’s many cafés. Alternatively, there are two optional dinner excursions you may wish to join.

Meals: Breakfast

Optionals: Optional Tour: Discover Capri and two dinner options.

Day 9 Rome

This morning wake up at leisure. Take a stroll around Sorrento.

You may also choose to join an optional tour down the Amalfi Coast to Positano.

Then, depart southern Italy and travel north to the ‘Eternal City’ Rome.

This evening, you will dive into the local Roman culture with an al fresco dinner against the spectacular backdrop of St. Peter’s in Rome. Marvel at Michelangelo’s magnificent 16th­ century frescoed ceiling in the Sistine Chapel and see the array of exquisite artefacts at the Museo Gregoriano Profano, founded in the Lateran Apostolic Palace at the behest of Gregory XVI Cappellari in 1844.

Meals: Breakfast and Dinner

Optionals: Amalfi Coast drive to Positano.

Day 10 Rome – Vatican City and Ancient Roman Colosseum

Rome was once the capital of the world and is a city with an irresistible verve. Join your Local Specialist for a sightseeing tour to admire the city’s iconic and unexpected highlights.

First, head to the Vatican and see Michelangelo’s magnificent Pietà inside St. Peter’s Basilica.

Then, your next stop is Ancient Rome, where you’ll see Circus Maximus and visit the Colosseum where gladiators and slaves once fought to their deaths.

Spend the rest of the day exploring Rome at leisure. There is also an optional tour of Rome’s piazzas and fountains and an optional dinner with entertainment.

Meals: Breakfast

Optionals: Piazzas and Fountains of Rome and Dinner with Entertainment.

Day 11 Assisi

Today, you’ll depart Rome driving north to the Umbria region, often called Italy’s green heart. There, you’ll visit Assisi, the birthplace of St. Francis of Assisi. Assisi is a classic medieval hilltop town. Umbria is known for its medieval towns surrounded by fields of flowers.

In Assisi you be joined by a local specialist who will give you a tour of the Basilica of St. Francis. Inside, you’ll view its magnificent frescoes painted by Giotto. Tonight, you’ll stay in a fully renovated old Franciscan monastery.

Meals: Breakfast and Dinner

Day 12 Pisa and La Spezia

Today you’ll travel north from Umbria into Tuscany. The first stop is Pisa. Upon arrival in Pisa you’ll visit the Field of Miracles. There you’ll see its most famous sight and iconic image, Leaning Tower of Pisa.

Afterward, you’ll take a short drive north to La Spezia. Located in Liguria on the coast, it is sometimes called ‘Pearl of the Tyrrhenian Sea’. This evening you have time at leisure to stroll around the town and enjoy the authentic Ligurian cuisine. Alternatively, join an optional dinner excursion to Sarzana.

Meals: Breakfast

Optionals: Dinner excursion to Sarzana

Day 13 Cinque Terre and Florence

Today begins with an excursion to the Cinque Terre. The Cinque Terre is a series of five centuries-old seaside villages. The towns cling to rugged cliffs that plunge into the Ligurian Sea.

Afterward, continue to Florence, the birthplace of the Renaissance. Florence as a vibrant republic under the rule of the dynamic Medici family. Their love for art and antiquities created one of the world’s most cultural cities.

Upon arrival in Florence you have leisure time to see the sights on your own. Florence is also famous for its authentic Tuscan cuisine. Alternatively, you have the option to join one of two optional excursions to the Tuscan hills for dinner.

Meals: Breakfast

Optionals: Dinner and Wine in the Tuscan Hills or Tuscan Dinner at Villa Machiavelli

Day 14 Florence and travel to Venice

This morning you’ll enjoy a walking tour Florence’s historic center. Your local tour guide will take you to see Florence’s sightseeing highlights. The tour includes seeing the magnificent marble Duomo, Santa Croce Basilica, Ponte Vecchio and Piazza della Signoria. feature on your walking tour with a Local Specialist through Florence’s grand boulevards and narrow lanes.

Afterward head north from Florence to Venice, the ‘Queen of the Adriatic’. Upon arrival in Venice consider joining an optional excursion down the Grand Canal.

Meals: Breakfast

Optionals: Gondolas and Grand Canal Cruise

Day 15 Venice

Today’s Venice tour begins with an authentic glassblowing demonstration. The Venetian craftspeople are famous worldwide for their glassblowing art. You’ll watch how the master craftspeople shape the molten glass into the exquisite pieces that adorn homes all over the world.

Next, embark on an orientation cruise by private launch to the gateway of Venice, St. Mark’s Square, which Napoleon once called the ‘drawing room of Europe’. There you’ll see the Doge’s Palace, St. Mark’s Cathedral and the Bridge of Sighs, where prisoners would have one last look at their beloved city before facing imprisonment.

Afterward, you have the rest of the afternoon at leisure to explore more of Venice. Or, consider an optional experience, discovering the secrets of St Mark’s Basilica.

Tonight, you’ll join your fellow travelers for a Farewell Dinner and toast to shared memories that will linger long after the evening ends.

Meals: Breakfast and Dinner


Day 16 Journey Home

Today your Sicily and Italy trip ends in Venice.

For more vacations to Italy and Sicily click Sicily tours packages.

To book your Sicily and Italy Tour Package call 800.227.1577 or submit the form

* When all-inclusive Italy vacation prices are quoted to include airfare the price includes fuel surcharges, airport taxes, Italy airport transfers and fees. All prices are per person based on twin occupancy. Italy tours with air & land tour prices apply from the gateway airport. Prices will vary from alternative gateway airports or cities and may be higher. The total price will be emailed to you prior to any deposit being required. Airline baggage fees may apply. Please review all terms and conditions before booking.