Your itinerary
Day 1
Day 1: Welcome to the Eternal City of Rome
Arrive in Rome and meet your Travel Director. Enjoy dinner at a local restaurant with your fellow travellers.
Meals: Dinner
Day 2
Day 2: Rome with the Locals
Guided walk with a Local Specialist through Rome’s backstreets and ancient areas. Cross the Tiber and enter the Colosseum.
Meals: Breakfast
Day 3
Day 3: Rome to Capri
Visit Pompeii Archaeological Park with a Local Specialist. Continue to the Bay of Naples and cross by sea to Capri, then up to Anacapri for dinner.
Meals: Breakfast,Dinner
Day 4
Day 4: Capri, the Isle of Dreams
Discover Capri Town with a Local Specialist, then choose to visit the Gardens of Augustus (views of the Faraglioni and Via Krupp) or enjoy a limoncello tasting. Optional: Amalfi Coast cruise to Positano.
Meals: Breakfast
Day 5
Day 5: Pompeii and Alberobello
Travel to Puglia and Alberobello. Explore its UNESCO-listed trulli districts and learn about these unique limestone dwellings.
Meals: Breakfast,Dinner
Day 6
Day 6: The Trulli of Alberobello
Join a Local Specialist to explore Alberobello’s trulli. Optional visit to whitewashed Ostuni. Farm-to-Table dinner in the evening.
Meals: Breakfast,Dinner
Day 7
Day 7: Alberobello at Leisure
Free day to relax or join an optional visit to Polignano a Mare for Adriatic views and a stroll in the historic center.
Meals: Breakfast
Day 8
Day 8: Journey West to Matera
Visit Matera’s Sassi with a Local Specialist. Continue to Grottole for a MAKE TRAVEL MATTER experience exploring the old town and enjoying an aperitif with local snacks.
Meals: Breakfast,Dinner
Day 9
Day 9: To Sicily: Acireale
Travel to the toe of Italy and take the ferry across the Strait of Messina to Sicily, en route to Acireale.
Meals: Breakfast,Dinner
Day 10
Day 10: Taormina
Visit Taormina’s Greek Theatre with a Local Specialist. Optional drive through the national park to Mount Etna.
Meals: Breakfast
Day 11
Day 11: A New Dawn in Sicily
Day at leisure on Sicily’s ‘dawn coast of Europe’. Optional excursion to Syracuse.
Meals: Breakfast
Day 12
Day 12: Agrigento, the Valley of the Temples and on to Palermo
Drive to Agrigento and explore the Valley of the Temples with a Local Specialist, including the Temple of Concordia and Temple of Juno. Continue to Palermo.
Meals: Breakfast
Day 13
Day 13: Palermo and the Golden Age of the Normans
Historian-led walk through old Palermo. Visit the Palatine Chapel in the Palace of the Normans and see Palermo Cathedral. Free time, then dinner with Sicilian wine at a local restaurant.
Meals: Breakfast,Dinner
Day 14
Day 14: Depart Palermo
Departure transfer to Palermo Falcone–Borsellino Airport.
Meals: Breakfast
What’s included
What’s not included
Additional information
Dining Summary
- 7 Dinner (D)
- 13 Breakfast (B)
How You'll Travel
- Business class coach with extended leg room
- Top-rated dining, from farm-to-table to local restaurants
- 4 & 5-star stays
Authentic Dining
- Rome: Savour dinner at a uniquely Roman restaurant, offering a perfect exploration of Lazio’s typical flavours.
- Alberobello: Enjoy 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 Sicilian wine.
Premium Experience
- Rome: Follow in the footsteps of gladiators for a deeper insight into life in ancient Rome when you enter the Colosseum.
Trafalgar Choice
- Capri: Discover the luxuriant Gardens of Augustus with a Local Specialist and admire views of the Faraglioni rocks.
- Capri: Savour the flavours of the island with a tasting of its renowned limoncello.
Roman Welcome Dinner of Lazio Flavours
Taste the city’s character at a neighbourhood restaurant where Roman cooks spotlight seasonal produce and time-honoured recipes. Ease into the journey as you meet your Travel Director and fellow travellers over a relaxed Roman-specialities dinner, from rustic antipasti to hearty pasta and simple, flavour-first classics.
Hear how cucina romana reflects the region’s countryside traditions and lively trattoria culture. In this convivial setting, savour the capital’s evening buzz and the pleasure of a welcoming local restaurant—a warm start to your Italian adventure.
Rome Backstreets Walk & Colosseum Entry
Walk the Eternal City with a Local Specialist and join a guided walking tour through storied lanes to the Trevi Fountain, the Pantheon and Piazza Navona. Trace layers of history as piazzas open to baroque fountains and ancient porticoes in the heart of Rome.
Continue to ancient Rome and step inside the Colosseum, imagining the roar of crowds in the echoing arena. Your guide illuminates imperial power and public spectacle, revealing how this icon shaped the rhythms of Roman life.
Jetfoil Crossing to Capri
Cruise by high-speed jetfoil across the Bay of Naples, skimming over azure waters toward Capri’s soaring cliffs. Sea air, sunlight and the first glimpse of limestone crags set the tone for island life unfolding ahead.
As Capri rises from the Tyrrhenian, admire the dramatic coastline and legendary grottos carved by wind and waves. This swift, scenic approach to the island captures the romance that has lured travellers here since Roman times.
Capri Town Guided Walk & La Piazzetta
Stroll Capri’s chic heart with a Local Specialist, threading elegant lanes to café-lined La Piazzetta and the whitewashed alleys of Capri Town. Hear stories of writers, film stars and islanders who shaped its effortless dolce vita style.
Peek into artisan workshops, perfumeries and classic sandal-makers as bougainvillea spills over stone walls. Between viewpoints and boutiques, soak up the island’s Mediterranean flair where cosmopolitan glamour meets sunlit village charm.
Anacapri Hilltop Views of the Bay of Naples
Gaze from the clifftop enclave of Anacapri across the glittering Bay of Naples. Quiet lanes, painted doors and terraced gardens frame sweeping horizons where sea and sky blur.
From this serene perch, trace the curve of the Sorrentine Peninsula and the dark silhouette of Mount Vesuvius. Linger to pause for photos and reflection, capturing Capri’s luminous light and the timeless theatre of the Mediterranean below.
Gardens of Augustus Terrace Walk (Capri Choice)
Explore manicured paths and perfume-scented terraces in the Gardens of Augustus, Capri’s classic viewpoint above a cobalt sea. From the balustrades, admire the Faraglioni sea stacks and the sinuous line of Via Krupp zig-zagging toward the shore.
Your Local Specialist shares island lore and landscape history as you frame picture-perfect panoramas. This is one of the tour’s included choice experiences; you may select it instead of the limoncello tasting, subject to availability.
Capri Limoncello Tasting (Capri Choice)
Taste Capri’s sunny spirit with a guided limoncello tasting near the buzzing Piazzetta. Learn how island lemons are zested and macerated to create a bright, aromatic digestivo that captures the essence of Mediterranean gardens.
Hear about monastic recipes and family traditions that keep this craft alive, then sip the fragrant liqueur as life hums around café tables. This is one of the tour’s included choice experiences; you may select it instead of the Gardens of Augustus.
Pompeii Archaeological Park Guided Tour
Explore the Pompeii Archaeological Park with a Local Specialist and walk the ancient streets halted by the AD 79 eruption of Vesuvius. Step over original paving stones past villas, bakeries and bathhouses that reveal daily Roman life.
Mosaics, frescoes and forum colonnades emerge from volcanic ash as your guide decodes symbols, trades and social rituals. The city’s haunting preservation offers an intimate window into the rhythms of an ordinary yet extraordinary Roman town.
Alberobello’s Trulli: UNESCO Guided Exploration
Discover the whitewashed lanes and conical rooftops of the Trulli of Alberobello on a guided visit to this UNESCO World Heritage Site. See how dry-stone construction creates domed interiors that stay cool in summer and warm in winter.
Look for decorative pinnacles and chalk symbols said to ward off misfortune. As you weave between huddled dwellings, your guide illuminates peasant ingenuity, communal life and the enduring beauty of Puglia’s most distinctive architecture.
Farm-to-Table Apulian Dinner
Savour a Farm-to-Table dinner showcasing Puglia’s sun-blessed produce—think fragrant tomatoes, wild greens, and silky extra-virgin olive oil. Rustic recipes and handmade pasta reveal the generosity of the region’s cucina povera elevated with seasonal finesse.
Hear how small farms and olive mills shape local identity as you enjoy traditional Apulian cuisine in a convivial setting. The flavours of the Adriatic and the Murgia countryside come together in a meal rooted in place.
Matera’s Sassi Cave Dwellings with Local Specialist
Visit the Sassi of Matera with a guide to uncover labyrinthine lanes, rock-hewn homes and rupestrian churches carved into canyon walls. Hear how residents once shared cisterns and courtyards in this remarkable urban landscape.
Declared a UNESCO World Heritage Site, Matera’s stone architecture charts a journey from prehistoric shelter to cultural renaissance. Atmospheric alleys and chiselled facades tell a powerful story of resilience and renewal.
Grottole Regeneration Walk & Aperitivo (MAKE TRAVEL MATTER)
Participate in the Wonder Grottole Project on a hosted walk through the village’s historic core. Meet local advocates working to revive crafts, homes and community spaces, and learn how this MAKE TRAVEL MATTER Experience supports Sustainable Development Goal 11.
Conclude with an aperitif with local snacks, hearing stories that connect people and place. Your visit helps preserve village life while celebrating southern Italy’s quieter rhythms.
Strait of Messina Ferry to Sicily
Sail by ferry across the Strait of Messina, watching Calabria recede as Sicily draws near. Sea breezes and swift currents animate a short crossing where legends once loomed large.
Hear of Scylla and Charybdis, the mythical perils said to haunt these waters, then enjoy wide views of the Calabrian and Sicilian coasts. It’s a storied gateway to Italy’s island of sun, mountains and layered civilizations.
Taormina’s Ancient Greek Theatre Visit
Visit the ancient theatre of Taormina, carved from honey-coloured stone and poised high above the sea. Arches frame sweeping views of Mount Etna and the Ionian coast, a stage set worthy of classical drama.
Your Local Specialist reveals Greek foundations and Roman alterations as you explore tiers and passages. The setting and sightlines conjure festivals long past against the luminous horizon of the Ionian Sea.
Valley of the Temples, Agrigento: Guided Exploration
Explore the Valley of the Temples with a Local Specialist to admire golden-stone Doric masterpieces. Walk among the remarkably preserved Temple of Concordia and the clifftop Temple of Juno, where columns rise against olive groves and sea light.
Hear how Greek Akragas flourished, then fell to Carthaginian and Roman rule. Architectural finesse and sacred alignments reveal a sophisticated city at the western edge of the Hellenic world.
Palermo Old City Walk, Palatine Chapel & Cathedral
Join a guided walk with a historian through Palermo’s old quarters to the Palatine Chapel inside the Norman Palace. Step beneath 12th-century gold mosaics that shimmer with Byzantine artistry and Arab-Norman geometry.
Continue to the Palermo Cathedral, where layers of Gothic, Catalan and neoclassical styles reflect centuries of change. Along the way, city stories weave together conquests, courts and the cosmopolitan spirit of Sicily’s capital.
Sicilian Farewell Dinner in Palermo
Celebrate your journey with a Sicilian farewell dinner in Palermo, where sun-ripened vegetables, citrus and island seafood shine. Rustic recipes meet contemporary flair in courses that showcase seasonal island produce.
Toast with regional wines as you share highlights and favourite moments. In a warm local setting, taste the Arab-Norman influences and generous hospitality that define Sicily’s table.
Amalfi Coast Cruise to Positano (from Capri)
Cruise along the Amalfi Coast to postcard-perfect Positano, where pastel houses cling to dramatic sea cliffs. Glide past secret coves and sea arches as the Lattari Mountains plunge into a glittering Tyrrhenian.
Disembark to wander chic lanes and pebble beaches backed by bougainvillea and domes. This excursion is available at additional cost and bookable on tour; timings and sea conditions may affect operation.
Ostuni, the White City Excursion
Venture to Ostuni, the White City, a hilltop maze of lime-washed lanes gleaming against blue skies. Climb to the 15th-century cathedral and balconies overlooking olive-dotted plains rolling to the Adriatic.
Hear how defensive walls and alleys evolved to catch sea breezes and confound invaders while you explore a cool, sunlit labyrinth. This experience is offered at additional cost and is bookable on tour.
Polignano a Mare Cliffside Stroll & Adriatic Views
Discover Polignano a Mare, perched on limestone cliffs above turquoise coves. Follow sea-spray promenades to overlooks of Lama Monachile and find the statue of Domenico Modugno, whose song Volare still drifts on the breeze.
White lanes, sea caves and cliff-hugging terraces create a perfect canvas for photography and a gelato pause. This scenic visit is available at additional cost and bookable on tour.
Mount Etna National Park Drive & Volcanic Landscapes
Ascend into the Mount Etna National Park to encounter ash fields, ancient lava flows and lunar slopes dotted with hardy pines. Weather permitting, short walks reveal the textures and colours of extinct crater rims.
Guides explain eruptions and folklore tied to Europe’s highest active volcano as panoramas open to the Ionian coast. This excursion is available at additional cost and is bookable on tour; conditions may affect access.
Syracuse and Ortygia Discovery
Explore Syracuse and Ortygia, where Greek genius meets Sicilian charm. In the archaeological park, see the grand Greek Theatre and the echoing Ear of Dionysius, a cave famed for its acoustics.
Cross to Ortygia Island to wander baroque piazzas, seaside promenades and honey-stone palazzi. This culture-rich excursion is available at additional cost and bookable on tour.
Operated By
Insight Vacations