Your itinerary
Day 1
Day 1: Arrive in Rome
Arrive in Rome and settle in. This evening meet your Travel Director and fellow travelers for dinner at a local restaurant featuring Roman specialties.
Meals: Dinner
Day 2
Day 2: Discover Vatican Treasures and the Colosseum
Enter the Vatican Museums and Sistine Chapel with a Local Specialist, then view St. Peter’s. Cross into ancient Rome to see the Circus Maximus and Arch of Constantine and tour the Colosseum; optionally continue to the Pantheon, fountains and piazzas. If Vatican access is unavailable, visit the Capitoline Museums instead.
Meals: Breakfast
Day 3
Day 3: Rome to Pisa: Riviera Bound
Travel from Rome to Pisa. With a Local Specialist explore the Square of Miracles and the Leaning Tower, then continue to Santa Margherita Ligure on the Italian Riviera.
Meals: Breakfast,Dinner
Day 4
Day 4: Monterosso to Portofino: Ligurian Coast
With a Local Specialist visit Cinque Terre; weather permitting arrive by boat to one of its fishing villages. Enjoy time in Monterosso, visit Portofino and cruise the Ligurian coast back to Santa Margherita Ligure.
Meals: Breakfast
Day 5
Day 5: Journey to Baveno and Lake Maggiore
Journey to Baveno on Lake Maggiore and settle in. Optional cruise to Isola Bella to visit the palace and Baroque terraced gardens.
Meals: Breakfast
Day 6
Day 6: Soave to Venice: Northern Italy
Drive past the Soave vineyards and Padua to Venice. Join your companions for dinner.
Meals: Breakfast,Dinner
Day 7
Day 7: Lagoon to Glassworks: Venice in Motion
Cruise by private boat across the lagoon past the Doge’s Palace and Bridge of Sighs to St. Mark’s Square, take a gondola ride and visit a glassblowing workshop.
Meals: Breakfast
Day 8
Day 8: Discover Florence’s Renaissance Squares
Depart Venice via Bologna to Florence. Enjoy free time or choose an Optional Experience to San Gimignano; later savor a Bistecca alla Fiorentina dinner with local wine.
Meals: Breakfast,Dinner
Day 9
Day 9: Florence Craft: Leather, Gold and Sculpture
Choice: visit the Accademia Gallery to see Michelangelo’s David and view the cathedral, bell tower and baptistery including the Gates of Paradise; or join your Travel Director for a walk to a local cafe to sample a typical treat. See Piazza della Signoria and watch leatherworking and goldsmithing demonstrations; optional Tuscan dinner in the evening.
Meals: Breakfast
Day 10
Day 10: Pompeii and Sorrento: Ancient Streets
Travel via Frascati to Pompeii for a guided walk through its preserved streets. Continue along the coast to Sorrento overlooking the Bay of Naples.
Meals: Breakfast
Day 11
Day 11: Cross the Bay of Naples to Capri
Cross the Bay of Naples by jetfoil to Capri with a Local Specialist, explore Capri town and return to Sorrento by funicular. Optional excursion along the Amalfi Coast.
Meals: Breakfast
Day 12
Day 12: Matera to Alberobello: UNESCO Wonders
Head to Matera for a guided exploration of the Sassi cave dwellings and film locations, then continue to Alberobello for two nights among the trulli.
Meals: Breakfast,Dinner
Day 13
Day 13: Discover Trulli Craft and Puglian Flavors
With a Local Specialist explore UNESCO-listed Alberobello’s trulli. Enjoy a freshly prepared Farm-to-Table dinner.
Meals: Breakfast,Dinner
Day 14
Day 14: Gulf of Taranto: Calabria to Taormina
Follow the Gulf of Taranto into Calabria, ferry across the Strait of Messina to Sicily and continue to Taormina for a visit of the Greek Theater with a Local Specialist.
Meals: Breakfast,Dinner
Day 15
Day 15: Sicily’s Countryside: Taormina to Palermo
Morning at leisure by the Ionian Sea or take an optional excursion to Mount Etna. Travel through Sicily’s countryside to Palermo.
Meals: Breakfast
Day 16
Day 16: Explore Palermo Cathedral and Palatine Chapel
Guided visits of Palermo Cathedral and the Palatine Chapel. Optionally visit Teatro Massimo and a historic street market; later dine at a local restaurant with Sicilian wine.
Meals: Breakfast,Dinner
Day 17
Day 17: Palermo Farewell: Airport Transfer and Goodbyes
Your tour ends with a departure transfer to Palermo Falcone–Borsellino Airport.
Meals: Breakfast
What’s included
What’s not included
Additional information
Dining Summary
- 8 Dinner (D)
- 16 Breakfast (B)
Whats Included NOT IN USE
- Hand sanitizer is freely available on board for you to use throughout the day.
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: Savor dinner at a uniquely Roman restaurant, offering a perfect exploration of Lazio’s typical flavors.
- Florence: Enjoy a traditional Bistecca alla Fiorentina steak dinner paired with delicious local wine, a specialty not to be missed.
- Alberobello: Enjoy a freshly prepared Farm-to-Table meal featuring recipes and flavors typical of the region.
- Palermo: Experience local customs as you delve into tantalizing flavors and rustic dishes served with Sicilian wine.
Trafalgar 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 flavors locals grow up with and return to time and again.
Venetian Glassblowing Workshop Demonstration
Witness glassblowing as a maestro draws glowing honey from a furnace and spins breath into form. Marvel as master craftsmen shape vases and figures using centuries-old techniques guarded by Venice’s artisans.
Learn how sand, fire, and skill combine to create delicate translucence—a living craft whose roots reach deep into the city’s mercantile past.
Sicilian Farewell Dinner in Palermo
Celebrate your journey with regional Sicilian cuisine—perhaps caponata, swordfish, or pasta con le sarde—paired with local wine. Citrus, sea, and spice reflect centuries of Mediterranean influence.
Share memories and toast the journey as Palermo’s spirited ambiance wraps the evening in warmth and island hospitality.
San Gimignano Medieval Towers Excursion
Travel into the Tuscan hills to San Gimignano, where a skyline of medieval towers once signaled wealth and rivalry. Stroll stone lanes between artisan shops and small piazzas.
Admire frescoed churches, town walls, and countryside views that roll toward vineyards and olive groves in this storied hilltop town.
This is an optional experience, available at additional cost and bookable on tour.
Premium Experience
- Vatican City: Visit the Vatican Museums and witness the genius of Michelangelo in the Sistine Chapel.
Cinque Terre Coastal Cruise & Village Visit
Cruise the Ligurian coast to a UNESCO World Heritage Site where pastel houses cling to cliffs and fishing boats bob in tiny harbors. Step ashore in one of the Cinque Terre villages to wander caruggi lanes perfumed with sea spray and basil.
Absorb terraced vineyards and wave-cut coves from the water, then enjoy time to browse, taste, and photograph the pastel fishing villages up close.
Portofino Harbor Visit & Piazzetta Pause
Explore chic Ligurian charm as you visit Portofino, its amphitheater-shaped harbor ringed by colored houses and yachts. The iconic piazzetta invites a languid espresso or spritz while voices drift across the water.
Climb a gentle lane for sea-framed views by Castello Brown, or linger along polished shopfronts where Riviera gloss meets a timeless fishing-village soul.
Lake Maggiore Evening Passeggiata
Join locals for the gentle ritual of la passeggiata along Baveno’s lakeside promenade as dusk settles over the Borromean Gulf. Savor a gelato or aperitivo while boats rock against the quay and the mountains blush in the day’s last light.
This unhurried stroll captures Italian sociability—glances at window displays, greetings with friends, and a lake breeze that invites you to slow your step.
Venice Private Boat Orientation via the Giudecca Canal
Travel by private boat along the Giudecca Canal, where facaded palazzi, campanili, and marble churches rise from the lagoon. Glide past the Doge’s Palace and Bridge of Sighs before the vista opens onto St Mark’s Square.
Hear tales of a seafaring republic as water softly slaps the hull and Venetian silhouettes unfurl—an unforgettable first look at the Serenissima from the water.
Venetian Gondola Ride through the Canals
Glide on a gondola beneath arched bridges and along narrow canals where reflections ripple against ancient brick. Your gondolier’s steady oar sets a quiet rhythm as facades and hidden courtyards slip by.
Soak in Venice’s romantic atmosphere from water level, a timeless vantage that reveals the city’s intimate lanes and softly curving water streets.
Florence Renaissance Walk & Artisan Demonstration
Join a guided walking tour to the Cathedral of Santa Maria del Fiore, Giotto’s bell tower, and the baptistery’s gilded Gates of Paradise. In Piazza della Signoria, view statues that chart civic pride and Medici power.
Step inside a workshop for a leather and goldsmith demonstration, where traditional techniques and Florentine finesse turn raw materials into coveted craft.
Accademia Gallery: Michelangelo’s David (Choice Experience)
Stand before Michelangelo’s David in the Accademia Gallery, tracing marble mastery from tense forearm to watchful gaze. Your expert reveals the politics, faith, and ambition carved into this Renaissance icon.
Encounter Michelangelo’s unfinished Prisoners and appreciate the artist’s process in stone—a dialogue between human will and living rock.
Florentine Treat Tasting Stroll (Choice Experience)
Sample a classic Florentine treat on a neighborhood stroll with your Travel Director, ducking into a local cafe loved by residents. Taste flaky pastries or warm schiacciata as espresso aromas swirl.
Hear stories behind local flavors—from market traditions to family recipes—while everyday Florence unfolds in shopfronts, shrines, and friendly exchanges on the corner.
Pompeii Archaeological Park Guided Walk
Walk the cobbled streets of Pompeii with a Local Specialist, stepping over cart ruts and past frescoed villas and thermopolia counters. The city’s outlines emerge in courtyards, bathhouses, and the Roman forum.
Learn how the 79 CE eruption of Vesuvius sealed moments of daily life in ash, preserving a vivid cross-section of the ancient world.
Capri Jetfoil Cruise & Capri Town Exploration
Cruise by jetfoil to Capri, skimming cobalt seas toward limestone cliffs and the bustle of Marina Grande. Ride the funicular up to Capri town for whitewashed lanes, glossy boutiques, and gardens with sea views.
In the piazzetta and side alleys, Capri’s elegant mood mingles with island traditions that have lured emperors, artists, and film stars for centuries.
Matera’s Sassi Cave Dwellings with Local Specialist
Explore the Sassi of Matera—a labyrinth of cave dwellings, lanes, and rock-cut stairways cascading into a ravine. Step into rock-hewn churches where faint frescoes and incense memories linger in cool stone.
Hear how families lived here until the mid-20th century, and how cinema found powerful landscapes among honeyed tufa and dramatic cliffs.
Alberobello’s Trulli Guided Walk
Discover the Trulli of Alberobello, a UNESCO World Heritage Site of whitewashed houses topped with conical roofs. Duck through rounded doorways to see dry-stone construction layered without mortar.
Look for painted symbols on roof stones and hear how these limestone domes reflect Puglia’s rural ingenuity and centuries-old building traditions.
Strait of Messina Ferry Crossing to Sicily
Cross the Strait of Messina by ferry, feeling the sea breeze on deck as Calabria slips behind and Sicily rises ahead. Currents ripple where myth placed Scylla and Charybdis.
Enjoy shifting views of two coastlines and the Peloritani Mountains, a brief but storied passage linking mainland and island worlds.
Taormina Ancient Theater Visit & Hilltown Stroll
Visit the Ancient Theater of Taormina, carved in amber stone with views of Mount Etna and the Ionian Sea framed by weathered arches. Your Local Specialist reveals Greek foundations and Roman remodelling.
Amble along Corso Umberto to the terrace of Piazza IX Aprile, where bougainvillea, boutiques, and sea light sketch Sicily’s glamorous hilltown mood.
Palermo Cathedral & Palatine Chapel with Local Specialist
Step inside Palermo Cathedral beneath its Gothic-Catalan portico and Baroque dome to read Sicily’s layered history in arches and royal tombs. Then enter the Palatine Chapel, a jewel of Norman-Arab culture.
Marvel at shimmering Byzantine mosaics, carved capitals, and inlaid marble floors—an intimate space where gold, geometry, and light create sacred radiance.
Rome Welcome Dinner at a Roman Trattoria
Meet your Tour Director and traveling companions in a traditional Roman trattoria. Share regional specialties—from cacio e pepe to saltimbocca—while glasses are raised and first stories flow.
Expect warm hospitality, Lazio flavors, and house wine poured with a smile—an easy Roman welcome that sets the tone for the journey ahead.
Florentine Steak Dinner with Tuscan Wine
Bistecca alla Fiorentina takes center stage as you savor a thick-cut, charcoal-seared steak paired with Tuscan red wine. Notes of rosemary, olive oil, and grilled smoke draw you into classic Florentine dining.
In a convivial setting, hear how Chianina beef and local traditions shaped a dish that’s as bold and generous as the city itself.
Alberobello Farm-to-Table Dinner in Puglia
Enjoy a farm-to-table dinner that celebrates Puglian recipes—perhaps freshly made orecchiette, ripe tomatoes, and local olive oil. Each plate reflects the limestone soil, Adriatic light, and time-honored techniques.
Your host shares the stories behind seasonal ingredients, connecting flavors to family gardens, small farms, and coastal markets.
Isola Bella Palace & Gardens Cruise (Lake Maggiore)
Cruise to Isola Bella and tour the Borromeo family’s Baroque palace and terraced gardens rising above the lake. Statues, fountains, and ornamental parterres set a theatrical scene.
Look for white peacocks wandering beneath citrus and camellias while views sweep across the Borromean Gulf.
This is an optional experience, available at additional cost and bookable on tour.
Tuscan Dinner & Wine Evening
Savor Tuscan dishes—from crostini and pappardelle al cinghiale to cantucci e vin santo—paired with regional wines in a welcoming trattoria setting.
Hear how seasonal produce and rustic techniques shape flavors that define the Italian table.
This is an optional experience, available at additional cost and bookable on tour.
Amalfi Coast Panoramic Drive from Sorrento
Journey along the Amalfi Coast on a cliff-hugging road with panoramic viewpoints above coves, terraced villages, and sea cliffs and lemon groves.
Pause for photos where turquoise water meets pastel towns, and learn how this dramatic shoreline shaped trade and tradition.
This is an optional experience, available at additional cost and bookable on tour.
Mount Etna Volcanic Landscapes
Explore Mount Etna, Europe’s highest active volcano, traversing lava fields and crater rims where wind carries the scent of minerals and ash. Guides illuminate eruptions and geology.
Take in high-altitude views over the Ionian coast, and hear how volcanic soils nurture acclaimed wines and orchards.
This is an optional experience, available at additional cost and bookable on tour.
Palermo’s Teatro Massimo & Historic Market
Tour Teatro Massimo, Italy’s grandest opera house, admiring Belle Époque interiors, gilded foyers, and perfect acoustics. Discover the city’s cultural renaissance behind the great facade.
Continue to a bustling historic street market, where abbanniate calls ring above crates of citrus, capers, and spices in a chorus of daily life.
This is an optional experience, available at additional cost and bookable on tour.
Operated By
Insight Vacations
Colosseum Inside Visit & Ancient Rome Panorama
Explore Rome’s imperial might as you step inside the Colosseum, reading stories of gladiators and spectacles in the stone tiers and exposed hypogeum. Your Local Specialist helps the amphitheater’s drama come alive amid sun-warmed travertine and shadowed arches.
Outside, take in the Circus Maximus, the triumphal Arch of Constantine and legendary Palatine Hill—a sweep of monuments that traces Rome’s rise from mythic beginnings to imperial capital.
Pisa’s Square of Miracles & Leaning Tower View
Visit the UNESCO-listed Campo dei Miracoli, where brilliant marble glows around the Leaning Tower of Pisa, the ornate baptistery, and the 11th-century cathedral. Your Local Specialist decodes Pisan Romanesque detail and striking striped facades.
Hear how Galileo’s experiments found legend here, then pause for photos as the tower’s famous tilt frames one of Italy’s most extraordinary monumental ensembles.
Vatican Museums & Sistine Chapel with Local Specialist
Discover papal art and architecture on a guided visit through galleries of classical sculpture, tapestries, and Renaissance masterpieces, culminating in the Sistine Chapel. Gaze up at Michelangelo’s Creation of Adam and the Last Judgment as hushed voices echo beneath the frescoed vaults.
Step into St. Peter’s Square to admire the soaring dome of St. Peter’s Basilica and Bernini’s embracing colonnades—an inspiring window onto centuries of faith, patronage, and artistic genius at the heart of Vatican City.