Best of Italy and Sicily - Trafalgar Tour
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Trafalgar Guided Tour

Best of Italy and Sicily

15 Days 29 Departures
From $4,725 per person

Tour Overview

Ancient history and fabulous food are the cornerstones of this colorful journey through Italy and Sicily. You’ll enjoy local seafood in Sicily, follow the shadow of Mount Etna and admire the Leaning Tower in Pisa’s Square of Miracles.

Tour Summary

Duration15 Days / 14 Nights
OperatorTrafalgar
Departures29 in 2026–2027
Starting From$4,725 pp

Tour Route

Map of your 15-day journey

Best of Italy and Sicily route map

Day-by-Day Itinerary

15 days through your journey

Day 1

Welcome to Palermo

The multicultural capital of Palermo is the launchpad for your journey across Sicily and Italy. You’ll have some free time before meeting your Travel Director and fellow travelers for dinner and orientation of the city’s attractions, so why not head straight out to explore its fascinating streets on your own?
Day 2

Enjoy the Views in Monreale

Join your Local Specialist for a sightseeing tour, which includes the Teatro Massimo and the old La Cala harbor. Later, travel to Monreale on the slopes of Monte Caputo, overlooking the almond, olive and orange groves of La Conca d’Oro. Here you’ll visit the 12th-century Norman Cathedral, dedicated to the Assumption of the Virgin Mary. This evening, you could choose to join an Optional Experience with dinner.
Day 3

Journey to Ancient Agrigento

Take it easy this morning or explore further on the Optional Experience taking in different views of the city. Later, journey onwards to Agrigento to tour the impressive Greek Valley of the Temples, dating back to the 6th century BC, with a Local Specialist. This evening, dinner is served at your hotel.
Day 4

Onwards to Scenic Taormina

Travel through the vineyards of the southern hills towards the seaside resort of Giardini Naxos, your home for the next two nights. Enjoy spectacular vistas and a taste of la dolce vita in this hillside town of Taormina, with some free time on arrival.
Day 5

Taormina Your Way

Spend the day relaxing at your chic Sicilian resort. Dive into the warm Mediterranean waters, shop for exquisite hand-painted ceramics or indulge in a mulberry granita. Consider joining an Optional Experience to Savoca, the village made famous by ‘The Godfather', and Europe's most active volcano - Mount Etna. This evening, join a Be My Guest experience hosted at a beautiful family-owned Sicilian lemon farm overlooking Mount Etna.
Day 6

Travel to Sorrento

Today we cross the Strait of Messina to mainland Italy by ferry, driving north through rustic Calabria and past Salerno to your hotel in Sorrento where you’ll spend the next two nights. Tonight perhaps consider an Optional Experience to explore the famous culinary culture of Southern Italy.
Day 7

Visit the Isle of Capri

Cruise to the Isle of Capri where you’ll enjoy a guided walking tour of Capri town with a Local Specialist. Window-shop along Via Camerelle and watch the beautiful people in the Piazzetta before returning to Sorrento. This afternoon perhaps consider a drive along the famed Amalfi Coast to Positano, a true Mediterranean gem. You will have the evening at leisure to indulge in a little limoncello in one of Sorrento's many cafes.
Day 8

Explore Pompeii’s Ruins and Rome

This morning, explore the UNESCO World Heritage-listed ruins of Pompeii, where a Local Specialist will guide you on an immersive walking tour. Once lost to the world, the city's rediscovery in the 18th century uncovered a time capsule of remarkably well-preserved ruins, offering a fascinating glimpse into the daily life of a Roman city centuries ago. Afterward, journey north along the stunning coastline, heading toward the iconic 'Eternal City' of Rome. In the evening, indulge in the rich flavors of Rome as you savor a selection of signature Roman dishes, each offering a taste of the city's culinary heritage.
Day 9

Explore Ancient Rome

Rome was once the capital of the world and is a city with an irrepressible spirit. Join your Local Specialist for a sightseeing tour, admire the grand exterior of Saint Peter's Basilica. From the Vatican City cross the Tiber river and in Ancient Rome see the Circus Maximus and enjoy a visit to the mighty Colosseum. View the Trevi Fountain on an optional experience discovering piazzas and fountains of Rome with a Local Specialist this afternoon. Spend the rest of the day exploring the city your way.
Day 10

Off to Historic Assisi and Pisa

Today, drive north to the mystical medieval hilltop town of Assisi, most famous for being the birthplace of St. Francis. Join a Local Specialist  for a tour of the Basilica of St. Francis to view its magnificent frescoes and carvings. Later, venture to Pisa to visit the Square of Miracles and view the Leaning Tower that bears this city's name.
Day 11

Enjoy Colorful Cinque Terre and Florence

A short drive north takes us to La Spezia, known as the 'Pearl of the Tyrrhenian Sea'. Join a Local Specialist to visit Cinque Terre, a series of centuries-old seaside villages clinging impossibly to rugged cliffs that plunge into the Ligurian Sea. Continue later to Florence, once a vibrant republic under the rule of the dynamic Medici family, whose love for art and antiquities created one of the world's most cultural cities.
Day 12

Experience Renaissance Florence

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 historic streets. Explore at your own pace this afternoon, enjoy a shopping spree or a cappuccino in a local cafe, or discover the legacy of Florence's rulers on an Optional Experience to Palazzo Vecchio. This evening, consider a delicious dinner in the famed Tuscan countryside.
Day 13

Journey to Venice

Begin your day with an Optional Experience to the Accademia, where you’ll see Michelangelo’s ‘David’ and delve deeper into the art of the Renaissance. Later, journey north through Emilia-Romagna to Venice, the 'Queen of the Adriatic'. Settle into the Italian way of life in your free time with a passeggiata (stroll), a cocktail, or an Optional Experience to the island of Burano with dinner included.
Day 14

Cruise the Canals of Venice

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'. See the Doge's Palace, St. Mark's Basilica and the Bridge of Sighs, where prisoners would have one last look at their beloved city before facing imprisonment. Next, witness the centuries-old craft of glassblowing. Your unforgettable MAKE TRAVEL MATTER® Experience helps keep alive this delicate tradition for which Venice is justifiably famous, and you’ll watch in awe as masters of their craft shape molten glass into the exquisite pieces that adorn homes all over the world. The rest of the afternoon is yours to explore more of the sights or consider an Optional Experience, navigating the city's elegant canals aboard a traditional gondola. Tonight, join your fellow travelers for dinner and toast to shared memories that will linger long after the evening ends.
Day 15

Farewell Venice

For now, it's a fond ciao Venezia as you say goodbye to new friends and prepare to depart for your journey home.

Departure Dates & Pricing

29 departures available

Departure DateEnd DateStatusPrice Per Person
Aug 6, 2026 Aug 20, 2026 Available $4,725per person Get Quote
Aug 27, 2026 Sep 10, 2026 Available $5,375per person Get Quote
Sep 3, 2026 Sep 17, 2026 Available $5,211per person Get Quote
Sep 10, 2026 Sep 24, 2026 Available $5,795per person Get Quote
Sep 17, 2026 Oct 1, 2026 Available $5,108per person Get Quote
Sep 24, 2026 Oct 8, 2026 Available $5,795per person Get Quote
Oct 1, 2026 Oct 15, 2026 Available $5,108per person Get Quote
Oct 8, 2026 Oct 22, 2026 Available $6,075per person Get Quote
Apr 8, 2027 Apr 22, 2027 Available $5,450per person Get Quote
Apr 15, 2027 Apr 29, 2027 Available $4,905per person Get Quote
Apr 29, 2027 May 13, 2027 Available $5,175per person Get Quote
May 6, 2027 May 20, 2027 Available $5,355per person Get Quote
May 13, 2027 May 27, 2027 Available $5,355per person Get Quote
May 20, 2027 Jun 3, 2027 Available $6,150per person Get Quote
May 27, 2027 Jun 10, 2027 Available $5,950per person Get Quote
Jun 3, 2027 Jun 17, 2027 Available $4,995per person Get Quote
Jun 10, 2027 Jun 24, 2027 Available $5,550per person Get Quote
Jun 17, 2027 Jul 1, 2027 Available $4,995per person Get Quote
Jun 24, 2027 Jul 8, 2027 Available $5,495per person Get Quote
Jul 22, 2027 Aug 5, 2027 Available $4,973per person Get Quote
Aug 19, 2027 Sep 2, 2027 Available $4,973per person Get Quote
Aug 26, 2027 Sep 9, 2027 Available $5,085per person Get Quote
Sep 2, 2027 Sep 16, 2027 Available $5,355per person Get Quote
Sep 9, 2027 Sep 23, 2027 Available $5,950per person Get Quote
Sep 16, 2027 Sep 30, 2027 Available $5,950per person Get Quote
Sep 23, 2027 Oct 7, 2027 Available $5,355per person Get Quote
Sep 30, 2027 Oct 14, 2027 Available $5,895per person Get Quote
Oct 7, 2027 Oct 21, 2027 Available $5,306per person Get Quote
Oct 14, 2027 Oct 28, 2027 Available $5,895per person Get Quote

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