3 Nights – Rome
2 Nights – Siena
2 Nights – Florence
Optional extensions or day trips to Bologna and/or Pisa available.
This itinerary is also available as a self drive itinerary.
✈️ UK – Rome (3 nights): Your first destination is Rome, Italy’s stunning capital, where you have 3 days to explore its incredible, iconic sites. Must-sees include the iconic Colosseum, the Pantheon, a marvel of Roman engineering, Saint Peter’s Basilica, and, of course, the Trevi Fountain. The Spanish Steps are perfect for people-watching, while the Piazza Navona is great for catching a street performer or two. Beyond the main sights, there is plenty to see and do, whether it’s sipping an espresso in a quiet piazza, taking your time to explore side streets, or stumbling across hidden fountains. The Trastevere neighbourhood is particularly lovely at night, with cobbled streets, ivy-covered buildings, and lively trattorias serving classic local dishes. It’s best to book timed tickets for the Colosseum and Vatican Museums in advance, as the queues can become quite busy during peak times.
🚆 Rome – Siena (2 nights): Next, you’ll head north by train to Siena, a stunning Tuscan hill town. The Piazza del Campo, a UNESCO World Heritage Site, is one of Italy’s most beautiful squares and the stage for the famous Palio horse race, a thrilling and historic bareback race on cobbled streets. Siena’s streets are full of hidden gems with charming cafés and tucked-away piazzas. A must-see is the Siena Cathedral, featuring its intricate striped marble façade and spectacular interior, including the Piccolomini Library with its impressive frescoes. Climb the Torre del Mangia for panoramic views of the Tuscan countryside, dotted with vineyards and olive groves.
🚆 Siena – Florence (2 nights): From Siena, it’s a short train ride to Florence, on the banks of the Arno River. Florence is a paradise for art and architecture lovers and is renowned as the birthplace of the Renaissance – the cultural movement that began in Italy in the 14th century and spread across Europe. This can be seen on full display in the city’s world-famous galleries: the Uffizi houses masterpieces by Botticelli, da Vinci, and Michelangelo; the Accademia is home to Michelangelo’s iconic David; and the Palatina Gallery in the Pitti Palace boasts a stunning collection of Renaissance paintings alongside beautiful gardens to explore. For more sights, the Piazza della Signoria is a lively open-air gallery lined with statues, and the Palazzo Vecchio is Florence’s medieval town hall, featuring a fortress-like tower and beautiful interiors. Nearby, the Piazza del Duomo is dominated by Brunelleschi’s magnificent cathedral dome, along with Giotto’s bell tower and the Baptistery of San Giovanni, with its intricate bronze doors. For breathtaking views, head up to the Basilica di San Miniato al Monte, perched on a hill overlooking the city, or climb the Piazzale Michelangelo for great sunset views.
🚆 Optional Extension (Day Trips Also Available) – Bologna (1–2 nights): If you want to extend your holiday, you could spend an extra one or two nights in the lively city of Bologna and soak up its vibrant atmosphere. Famous for its medieval towers, extensive porticoes, and culinary scene, it’s ideal for squeezing in after Florence before heading back home. Wander the historic centre, explore Piazza Maggiore, climb the Two Towers, and make sure you try the local specialities including tagliatelle al ragù (the ‘proper’ version of spag bol!) or tortellini in brodo.
🚆 Optional Extension (Day Trips Also Available) – Pisa (1 night): You could also consider spending a night in Pisa, famous for its iconic Leaning Tower, Cathedral, and Baptistery, all clustered in the Piazza dei Miracoli. A great thing to do is climb the Leaning Tower, which gives you a unique perspective over the piazza’s architecture and the surrounding city and countryside beyond.
✈️ Return – UK: From Florence, Pisa or Bologna, head back to the airport for your flight home — carrying memories of Italy’s history, art and timeless charm.
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Book every time with Dave at eshores always excellent service, wouldn't go anywhere else
We haven't had the holiday yet but the booking process was excellent. Looking to see several of the smaller islands of Greece the suggested itinerary met our requirements exactly. Each location had an option of three different hotels but our in depth research of each island just confirmed that the suggested one was the best.…
Used Eshores earlier this year for a trip to Venice and Florence. Excellent holiday. All arrangements by Eshores were brilliant. Have recently booked another holiday with them. Again, easy to deal with. They take care to ensure everything arranged to your wishes.
Claire at eShores was friendly, professional and creative in setting up a multi-centre holiday over Christmas and New Year, including all international and inter-Caribbean flights. Nothing was too much trouble and our whims and wishes were all taken into account. Ongoing support is excellent. We cannot recommend eShores highly enough.
Good communication, prompt service, love the way the quote is laid out all details are included also with the option of upgrading your hotel. So far so good.
Very friends staff always available to answer my questions re availability and costs . Willing to research my requests and advise possibilities .
We have now used eShores probably 6 times and every time they have been so informative and helpful, thoroughly recommend
Kadie delivers with professional, empathetic and prompt efficiency. She always goes that extra mile, making us feel confident and reassured as oldies with our travelling plans.
Emily was very helpful she gave me different options till I got the right holiday for me abd my family.
Great value and Emily the consultant was both knowledgeable and efficient . Will definately use this Company again
Kadie went over and above and it wasnt her working day she responded to evey email .It was really easy and communication has bern great so far
Having made enquiries about a year ago for a Greek trip we had to put trip on hold. Recenetly we were in avposiitionto book and e shores had held pur original itinerary and were able to update it swiftly. Rob and Cath Pusey excellent
Booked a holiday to Canada with e-Shores. From the first moment we spoke to Hannah, I felt confident that we would achieve the type of holiday we wanted. Hannnah was invaluable in putting together an itinerary that will take us to all the places we want to visit and nothing was too much trouble for…
It is the third holiday we have booked through Claire Smith at e-shores. We give her a budget, wish to fly in or out of different airports, discuss itinerary/journeys to be booked, often by train or ferry, airport transfers, any excursions. She takes time to get to know you and the types of accommodation you…
Third trip booked with Michelle.Excellent service. Lots of patience to get our perfect trip and at a great price.
Booked tours with eshores a few times Andy goes out of his way to plan everything flights hotels transfers everything always done to perfection highly recommend
Great advice & knowledge given by Andy. Nothing to much trouble and we have now planned our perfect 17 nights in Thailand
Wouldn’t do long haul without them now. Hannah is fabulous & always goes above & beyond for me . When there’s a problem . She gets us there . Always peace of mind she’s at the end of the phone . Thank you x
Fabulous Michelle is extremely helpful and very knowledgeable. Have booked several trips with eshores now and always had a fantastic time.
We always use Kadie. She is unbelievably knowledgeable and helpful. Wouldn’t book with anyone else