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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01706 753 636
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Amazing service
We travelled with eShores to Andalucia last year, and Emily did an amazing job of compiling an itinerary with good but affordable hotels - we would heartily recommend each one that she chose for us, and all the arrangements between cities worked beautifully. This year we have gone back to her for another holiday and…
This is my second holiday with eshore. The service I received was excellent. Kelly was very professional, understood all my requirements and booked a fantastic holiday for us. It was a very pleasant experience dealing with Kelly and definitely recommend friends to book holidays with her. A real 5 star service.
As always, our go-to girl came through with a fab itinerary for our very last minute booking to USA. Kadie arranged another 3 city break and made sure everything fitted in with our requirements. Always use eShores for our bespoke long distance travels and they never fail to provide excellent service.
eShores is a fantastic company for crafting tailor made itineraries. I have just booked my fourth trip with them, this time to Colombia. Gavin was exceptionally helpful and nothing was too much trouble in meeting my wishes even though it requred a lot of back and forth adjustments. If this is anything like my previous…
Matt Got us everything we wanted for our USA trip
I have yet to take the holiday so I can't comment on the hotels and transport provided etc but Nick was very helpful with the booking. Despite me asking numerous questions he sorted out exactly what I asked for within my budget. Thank you
So far our experience with eShores has been great. Of course the real test will be when we are on holiday so hopefully this will continue :)
Nick did exactly what I asked for, was prompt and helpful. Couldn't have asked for anything more.
We had been recommended eshores by a friend who had holidayed in Croatia. We phoned and then used email to communicate with Chris Eaves who made the whole process very easy. He adjusted the holiday to exactly how we wanted it and was very speedy in his replies. We are hoping the holiday goes as…
The trip has been planned with our requirements fulfilled and also given options to change where we wanted. Looking forward to the trip and hope that all goes as smoothly as the booking side
So this is my second time using eshores and I won’t be going anywhere else to book my future holidays. I gave Claire a horrible job in finding what I needed and kept changing the brief but she persevered and found me the best holiday. I’m going in September and can’t wait. I’ll be back…
Excellent prompt service from Michelle. Hotels she suggested all look amazing and the itinerary for the four areas of Italy looked perfectly planned .
Nick was very understanding in as much as we did flex the itinerary quite a bit before booking and we have a holiday package which more than meets our needs.
Great and friendly customer service from Andy, as before. Andy always goes out of his way to find a holiday that matches our requirements.
Excellent service again from Dave. Having booked with e shores on a number of occasions they now understand our parameters. Price, days types of hotels etc.
Having dealt with eShores for several years, and with Dave Felton in particular, the latest holiday arranged by the Company was done smoothly, professionally and to our total satisfaction. Well done and keep up the great service.
Talked with Dave asking for assistance to finf flights for my sister and injured niece from Edinburgh to Perth in W.A. avoiding the Middle East. Dave again came up trumps with flights to suit and at a good price. First class service much appreciated.
Our holiday with Eshores was excellent. Hannah went above and beyond getting us exactly what we wanted and suited us. We couldn’t recommend them enough. The holiday was excellent and all the hotels (this was a multi centre holiday) were well situated particularly the Aston Kona by the sea on The Big Island it truly…
Quick and easy to contact and arrange a basic holiday in Europe. Good price too.