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Two Week Italy Itineraries
72 Tours
When do you want to go?
2026
I'm flexible
Passengers
Adults (18+)
Children (0 - 17)
Two Weeks in Italy: Rome, Tuscany & the Amalfi Coast
See Italy’s icons, taste regional food, and enjoy time to explore between guided highlights
Italy suits travelers who want headline sights as well as everyday local life in a single trip, and 11–14 days gives you enough breathing space to enjoy both. You can cover a few key areas without racing through every day, while still setting aside unplanned time to slow down, linger over long meals, and wander on your own. Expect a balanced blend of guided touring and independent exploration, moving from busy city streets to lakes, hills, and stretches of coast. Some trips stay within Italy, while others connect Italy with Austria, Switzerland, France, and beyond. With both group tours and private routes available, it is straightforward to choose the right mix of structure, support, and freedom to explore.
Best 11-14 day itineraries
Best of Italy by Train
Travel from Venice to Rome using Italy's high speed rail network on this 11-day escorted group tour. Enjoy a guided walking tour and gondola ride in the Canal City before moving on to Florence, Cradle of the Renaissance. Venture to Tuscany to see the historic walls of Siena and the medieval towers of San Gimignano, and take in the ancient ruins of Pompeii. Stay for three nights in charming Sorrento, with an included day trip to Capri and an Amalfi Coast cruise. End in Rome, with a guided walking tour and included tickets to the Hop-On Hop-Off bus tour service, plus a farewell group dinner in Trastevere.
Tour Highlights
Venice - Take in the sights of Italy's beautiful canal city on a guided walking tour and enjoy a full day at leisure to visit some of the main attractions
Florence - See the highlights of the city on a guided walking tour and spend a full day sightseeing at leisure
Siena - Visit this famous UNESCO-listed town, known for its narrow streets and picturesque town square
San Gimignano - Marvel at the 14 historic soaring towers of this medieval town and enjoy wine tasting at a local vineyard
Capri - Discover the famous Blue Grotto sea cave (weather permitting), take a boat tour around the island and enjoy free time to explore
Pompeii - Learn the history and tragedy of the most famous eruption in history and learn about the lives of those who lived in Pompeii
Amalfi Coast - Enjoy a cruise along the Amalfi Coast as you marvel at the vibrant colours and stunning views of the seaside towns
Rome - Uncover the highlights of the Italian capital with both a walking tour and a ticket to ride the Hop-On Hop-Off bus
Italian Wonders Rome to Venice Odyssey
Embark on an 11-day adventure from Rome and conclude your journey back in the Eternal City. Dive deep into the timeless charm of Rome with a guided tour of its iconic landmarks, like the Colosseum and the Pantheon. You'll then whisk away to Florence to marvel at Renaissance wonders and stroll through its historic centre. Experience Pisa's famous Leaning Tower, the serene beauty of Cinque Terre, and the glamour of Portofino. Explore the stunning Lakes Region, embrace romance in Verona, and unravel Venice’s canal magic. Visit San Marino's panoramic heights, soak in Perugia’s history, and end with reflections of your exhilarating Italian odyssey.
Venice to Florence, Naples & Rome
PRIVATE TOUR: Experience Venice, Florence, Naples, and Rome on this 11-day tour through Italy. Cruise the Grand Canal, visit Murano and Burano, explore Florence with a hop-on hop-off pass, tour the ruins of Pompeii, discover Capri and the Amalfi Coast, and see Rome’s landmarks with a panoramic bus tour.
Tour Highlights
Venice – Cruise the Grand and Giudecca Canals by private motorboat and explore the islands of Murano and Burano with guided visits to a glass studio and lace workshop
Florence – Discover Renaissance landmarks with a Hop-On Hop-Off bus tour covering the city's main attractions
Naples/Pompeii – Explore the ancient ruins of Pompeii with a guided tour through its baths, basilica, and preserved villas
Capri – Visit Anacapri and Capri’s Piazzetta, then take in stunning views from the Augustus Gardens and Via Krupp
Amalfi Coast – Drive along the scenic coastal road with photo stops and stroll through the charming towns of Amalfi and Ravello
Rome – Tour the Eternal City’s landmarks with a panoramic open-top bus, hopping on and off at key historical sites
Explore Italy's Timeless Icons and Charms
Set off from Rome and loop back after 11 days on a sun drenched journey across southern Italy and Sicily. You’ll trace the Adriatic to Bari and Brindisi, explore Lecce’s baroque beauty, and see Alberobello’s trulli and Matera’s cave dwellings – UNESCO gems. Swing through Naples, sail to Capri and pause in Sorrento before crossing to Sicily for Taormina’s views of Etna, Catania’s lively centre and Syracuse’s Ortigia. Expect the Valley of the Temples, Marsala’s salt pans, hilltop Erice and Palermo with mosaic clad Monreale – then an overnight ferry to Naples and a guided Pompeii visit. Finish back in Rome.
Highlights of Puglia from Rome
This 11-day tour of Puglia starts and ends in the Italian capital of Rome, with free time to visit the Colosseum, the Vatican and more. With included train travel to Puglia, explore the relaxed cities of Bari and Lecce, see the traditional trulli houses in Alberobello and discover octagonal Castel del Monte. Learn how traditional pasta is made at a rural farm, visit the UNESCO-listed cave settlements of Matera and wander through the pretty white towns of Locorotondo and Ostuni.
Tour Highlights
Bari - Enjoy a guided tour of the Puglia region's capital city, taking in the Basilica of San Nicola and the central square, Piazza Mercantile
Trani - Admire the whitewashed 12th-century cathedral and delve into the vibrant Jewish quarter in the city known as the 'Pearl of Puglia'
Castel del Monte - See this ancient UNESCO-listed fortress, which is octagonal in shape and shrouded in mystery
Alberobello - Spend two nights in this picturesque town, famous for its conical-shaped trulli houses, made from local Italian limestone
Matera - Explore the historic centre of the city, Sassi di Matera, which is known for its cave dwellings carved into a river canyon
Ostuni - Stroll around this pretty whitewashed town independently, see some of the 3,500-year-old olive trees and taste the local olive oil
Lecce - Join a guided tour of 'Florence of the South' to see the Baroque architecture of the Old Town and Piazza del Duomo main square
Rome - Start and end your journey in the Italian capital, with free time to explore the historic city independently
La Dolce Vita
COACH TOUR: Take in the best of Italy on this 11-day journey from Rome, looping through Florence, Venice, and the sun-drenched south. Explore ancient ruins in Pompeii, cruise the canals of Venice, and marvel at the Vatican’s artistic treasures. Sip Tuscan wine in Montepulciano, discover Renaissance Florence, and see Pisa’s famous Leaning Tower. In the south, enjoy a formal dinner in Sorrento and a day trip to the glamorous island of Capri. With guided tours, scenic drives and plenty of local flavours, this trip blends history, culture and coastlines—perfect for anyone wanting a deep dive into Italy’s many highlights.
Tour Highlights
Rome - Take in the highlights of this historic city, on a Hop on Hop off Bus, including the Trevi Fountain, Spanish Steps and the Pantheon
Florence - Take in the sights of the 'Cradle of the Renaissance', including the beautiful town hall - Palazzo Vecchio
Bologna - Explore the capital of the Emilia-Romagna region, with free time to sightsee independently
Venice - Discover St Mark's Square and Basilica, Doge's Palace and the Bridge of Sighs, and enjoy a glass of prosecco in this famous city
Tuscany - Drive through the picturesque Tuscan wine region and try a glass of local wine over lunch in the town of Montepulciano
Vatican City - Visit this independent country to see the stunning Sistine Chapel and the Vatican's fascinating museums
Pompeii - Enjoy a guided tour of the Pompeii archaeological site and tuck into a real Neapolitan pizza for lunch
Capri - Sail on a rowboat to the beautiful Blue Grotto and enjoy free time to explore one of Italy's most exclusive destinations (visited from late March to October)
Venice to Florence, Naples & Rome (4 Star)
PRIVATE TOUR: Experience Venice, Florence, Naples, and Rome on this 11-day tour through Italy. Cruise the Grand Canal, visit Murano and Burano, explore Florence with a hop-on hop-off pass, tour the ruins of Pompeii, discover Capri and the Amalfi Coast, and see Rome’s landmarks with a panoramic bus tour.
Tour Highlights
Venice – Cruise the Grand and Giudecca Canals by private motorboat and explore the islands of Murano and Burano with guided visits to a glass studio and lace workshop
Florence – Discover Renaissance landmarks with a Hop-On Hop-Off bus tour covering the city's main attractions
Naples/Pompeii – Explore the ancient ruins of Pompeii with a guided tour through its baths, basilica, and preserved villas
Capri – Visit Anacapri and Capri’s Piazzetta, then take in stunning views from the Augustus Gardens and Via Krupp
Amalfi Coast – Drive along the scenic coastal road with photo stops and stroll through the charming towns of Amalfi and Ravello
Rome – Tour the Eternal City’s landmarks with a panoramic open-top bus, hopping on and off at key historical sites
Venice & Slovenia to Split
Experience Italy, Slovenia, and Croatia on this 11-day tour. Explore the enchanting cities of Venice, Ljubljana, and Lake Bled in Slovenia. Discover the wonders of Postojna Cave, the picturesque Goriska Hills, and the charming Istrian towns of Groznjan, Motovun, and Rovinj. Visit Pula’s ancient ruins, Trogir’s UNESCO treasures, and the vibrant culture of Split. Enjoy a day trip to the stunning island of Hvar and marvel at the natural beauty of Plitvice Lakes. This journey offers the perfect blend of history, culture, nature, and Mediterranean charm.
Tour Highlights
Venice - Enjoy a scenic ride along the Grand Canal, visit St. Mark’s Square, St. Mark’s Basilica, and Doge’s Palace, and explore the Rialto Bridge and the narrow streets of the city
Murano - Witness skilled artisans creating stunning glass pieces at a local factory and learn about the centuries-old techniques of Murano glassmaking
Ljubljana - Join a morning tour of the riverside Slovenian capital, including the famous Triple Bridge
Lake Bled - Cruise the clear waters of this alpine lake to the sacred island to visit the Church of Saint Mary
Goriska Hills - Enjoy an included wine tasting in the medieval village of Smartno, near the border with Italy
Istria - Hunt for truffles, visit the ancient towns of Groznjan and Motovun, and enjoy oyster tasting at Lim Bay
Plitvice Lakes - Join a 3-hour guided tour of this picturesque region, home to 16 inter-connected lakes
Split - See mighty Diocletian's Palace and other highlights of this Croatian gem on a city tour
Hvar - Discover this laid-back, sun-kissed island on a day trip from Split, with a walking tour and free time to explore
Travel with confidence
Real reviews from our travelers
La Dolce Vita - 11 daysCOACH TOUR: Take in the best of Italy on this 11-day journey from Rome, looping through Florence, Venice, and the sun-drenched south. Explore ancient ruins in Pompeii, cruise the canals of Venice, and marvel at the Vatican’s artistic treasures. Sip Tuscan wine in Montepulciano, discover Renaissance Florence, and see Pisa’s famous Leaning Tower. In the south, enjoy a formal dinner in Sorrento and a day trip to the glamorous island of Capri. With guided tours, scenic drives and plenty of local flavours, this trip blends history, culture and coastlines—perfect for anyone wanting a deep dive into Italy’s many highlights.
Worldwide Touring11I was over all satisfied with the tour- itinerary, food, pace, tour guide and local guides. Pompei was my best experience !
Italian Grand Odyssey Rome to Venice - 11 daysKick off your Italian adventure in Rome with a mix of guided tours and free time to discover must-see sites, from the Colosseum to Trastevere�s lively streets. Over 11 days, you�ll journey through iconic landscapes�heading north to Florence for Renaissance masterpieces and continuing to Venice for a classic gondola experience. Enjoy leisurely days in historic Perugia, the serene streets of Assisi, and the sun-kissed beauty of Capri. The tour winds through Pompeii�s ancient ruins, scenic Sorrento, and vibrant Naples, before returning to the eternal city of Rome, brimming with new memories and experiences.Worldwide Touring11Me and my family enjoyed every day the history the food the people such a wonderful place for a holiday It was hard as my family were the only English speaking passengers so didn’t really feel included or make friendships
Italian Grand Odyssey Rome to Venice - 11 daysKick off your Italian adventure in Rome with a mix of guided tours and free time to discover must-see sites, from the Colosseum to Trastevere�s lively streets. Over 11 days, you�ll journey through iconic landscapes�heading north to Florence for Renaissance masterpieces and continuing to Venice for a classic gondola experience. Enjoy leisurely days in historic Perugia, the serene streets of Assisi, and the sun-kissed beauty of Capri. The tour winds through Pompeii�s ancient ruins, scenic Sorrento, and vibrant Naples, before returning to the eternal city of Rome, brimming with new memories and experiences.Worldwide Touring11The 3 staff who were supporting me as a female solo traveller and who was the only English speaker in the group were fantastic and all went out of their way to ensure I felt safe and included. They were friendly and knowlegable and gave me other idea's in how to spend my free time.
La Dolce Vita - 11 daysCOACH TOUR: Take in the best of Italy on this 11-day journey from Rome, looping through Florence, Venice, and the sun-drenched south. Explore ancient ruins in Pompeii, cruise the canals of Venice, and marvel at the Vatican’s artistic treasures. Sip Tuscan wine in Montepulciano, discover Renaissance Florence, and see Pisa’s famous Leaning Tower. In the south, enjoy a formal dinner in Sorrento and a day trip to the glamorous island of Capri. With guided tours, scenic drives and plenty of local flavours, this trip blends history, culture and coastlines—perfect for anyone wanting a deep dive into Italy’s many highlights.
Worldwide Touring11Venice, Capri and Positano were my favorites. Although, the Vatican was outstanding as well. Everyone should see the Sistine Chapel. The food was outstanding, and our tour guide, Sabrina, was absolutely amazing! She went above and beyond her job for us with my 86 year old father. The public toilets do not have seats (you have to squat) and you have to pay 1 EURO. The hotels were great, they had seats. :) I did not enjoy the coffee there, but then again I don't really like expresso coffee. I prefer a mild blend, which they do not have. The crowds and traffic were outrageous.
La Dolce Vita - 11 daysCOACH TOUR: Take in the best of Italy on this 11-day journey from Rome, looping through Florence, Venice, and the sun-drenched south. Explore ancient ruins in Pompeii, cruise the canals of Venice, and marvel at the Vatican’s artistic treasures. Sip Tuscan wine in Montepulciano, discover Renaissance Florence, and see Pisa’s famous Leaning Tower. In the south, enjoy a formal dinner in Sorrento and a day trip to the glamorous island of Capri. With guided tours, scenic drives and plenty of local flavours, this trip blends history, culture and coastlines—perfect for anyone wanting a deep dive into Italy’s many highlights.
Worldwide Touring11The best bit , Stephano, everything was so well organised, all with good humour. Nominating him for sainthood, I’m sure he managed a few miracles!
Best of Italy by Train - 11 daysTravel from Venice to Rome using Italy's high speed rail network on this 11-day escorted group tour. Enjoy a guided walking tour and gondola ride in the Canal City before moving on to Florence, Cradle of the Renaissance. Venture to Tuscany to see the historic walls of Siena and the medieval towers of San Gimignano, and take in the ancient ruins of Pompeii. Stay for three nights in charming Sorrento, with an included day trip to Capri and an Amalfi Coast cruise. End in Rome, with a guided walking tour and included tickets to the Hop-On Hop-Off bus tour service, plus a farewell group dinner in Trastevere.Worldwide Touring11First time to Italy. We REALLY loved Venice and Florence the best and the daily guides that assisted our tour director. The churches/ architecture and all that was shared was fantastic. The pace was just a tad fast to enjoy some things and really soak it in. I was looking forward to Amalfi/ and Capri the most and it ended up being our least favorite. Still wonderful, but my suggestion is to only do one of those for 1 day and allow 1 free day in Sorrento which I wish we had a chance to explore. Its a lot of boat time, 2 days in a row and CROWDED.
Best of Italy by Train - 11 daysTravel from Venice to Rome using Italy's high speed rail network on this 11-day escorted group tour. Enjoy a guided walking tour and gondola ride in the Canal City before moving on to Florence, Cradle of the Renaissance. Venture to Tuscany to see the historic walls of Siena and the medieval towers of San Gimignano, and take in the ancient ruins of Pompeii. Stay for three nights in charming Sorrento, with an included day trip to Capri and an Amalfi Coast cruise. End in Rome, with a guided walking tour and included tickets to the Hop-On Hop-Off bus tour service, plus a farewell group dinner in Trastevere.Worldwide Touring11Liked the small group, Sara, the packed itinerary, the private transfers, luggage service, breakfast included, business class train, 2 x free days, hotels (except Rome) all great! Thats why i use On the Go! Didnt like the hotel in Rome very much. Some activities in the middle of the day were too hot. Understand its hard but at times but at times thought the itinerary could have been altered. Sara gave fantastic suggestions on places to visit but the day before is too late as already have the next day
Best of Italy by Train - 11 daysTravel from Venice to Rome using Italy's high speed rail network on this 11-day escorted group tour. Enjoy a guided walking tour and gondola ride in the Canal City before moving on to Florence, Cradle of the Renaissance. Venture to Tuscany to see the historic walls of Siena and the medieval towers of San Gimignano, and take in the ancient ruins of Pompeii. Stay for three nights in charming Sorrento, with an included day trip to Capri and an Amalfi Coast cruise. End in Rome, with a guided walking tour and included tickets to the Hop-On Hop-Off bus tour service, plus a farewell group dinner in Trastevere.Worldwide Touring11The itinerary for the tour was excellent. I was hoping to see many sites on foot. The tour covered many popular destinations. The group got along well. There was a mix of English/French speaking folks. Graziella in particular was a fantastic leader, I would highly recommend her to anyone. Unfortunately, we were visiting while Italy was going through a heat wave. So, as much as I like walking to seeing the sites, the heat was almost unbearable at times.
Italy 11-14 day itineraries at a glance
Trip and guiding style
Italy trips in the 11–14 day range come in both group and private formats, with guiding that can be fully guided, part guided, semi-independent, or self-guided depending on the itinerary. Many include guided city tours in key destinations, then leave you with flexible time to walk, browse shops, and eat at your own pace.
Accommodation
Places to stay vary by trip, and you can see the details on each itinerary. Options include 3 star hotels, 3-star hotels, 3-4 star hotels, 4 star hotels, 4-star hotels, 4 star hotels (upgrade available), Upgraded 4-star hotels, 4-5 star hotels, 4-5 star hotels, 3-5 star hotels, 3-5 star hotels, 3-4 star hotels & cruise ship, and Hostels. Due to supply, a similar place may be used on some dates.
Trip pacing
An 11–14 day Italy trip typically combines major sightseeing with travel days, so you should expect the occasional early start and, on some routes, longer drives or rail legs. Pace and free time vary by trip, from faster itineraries that cover more ground to slower routes that stay longer in fewer places.
More 11-14 day tours itineraries
ItalyVenice to Florence, Naples & Rome (4 Star +)
Starts in ItalyVenice & Slovenia to Split (Superior)
Frequently asked questions
What can you see in Italy in 11 to 14 days?
Around 11 to 14 days suits the classic Italy circuit plus the south. Routes link Rome, Florence, Venice and Tuscany with Pompeii, Sorrento and Capri. The extra days reach beyond the headline cities.
Is 11 to 14 days enough to see Italy?
Two weeks covers the headline cities and a stretch of the south at a steady pace. Rome, Florence and Venice anchor most routes. A fuller tour with Sicily can run longer.
Are 11 to 14 day Italy tours guided?
They come as semi independent, partially guided, fully guided and self guided trips. Group, larger bus, private and budget formats are offered. A guide covers the main sites on guided departures.
What types of Italy tour last 11 to 14 days?
This band includes group tours, larger bus tours, private tours and budget options. There are around 78 of them. Routes link the cities and the south.
How big are the groups on these Italy tours?
Group size reaches up to around 65 on the larger bus trips, with smaller and private options. The activity level is easy to moderate. The pace varies by route.
