DAY TRIPS FROM ROME · ITALY
The best of Rome, in one place.
The 15 most popular tuscany & montepulciano day trips in Rome, with prices, run times and the booking platform for each. The ones worth fixing your days around, and what each actually gets you once you are through the gate.
Rome to Tuscany day trip: Montepulciano walk, Pienza UNESCO free time, Tuscan farm lunch with Brunello tasting, coach comfort.
Most Popular“The tour guide Barbara and our wonderful driver made the day informative, safe and fun. Thank you for an unforgettable adventure.”
Rome-to-Tuscany day trip packs Florence highlights and Pisa’s Leaning Tower into a tight, bus-powered 14-hour plan with bilingual guidance.
“Amazing tour guide and a very safe driver Guide was patient well informed friendly funny ,warm and friendly”
Ride a prebooked high-speed train from Rome to Florence, then head to San Gimignano for a family winery lunch and wine tasting.
“Today was amazing! We were met at the train station by a rep from Italia iShe walked us right to the platform and gave us specific instructions. When we arrived in Florence, Antonio was waiting for us for our walking tour. He was fantastic! He was full of knowledge and friendly! We later took two…”
High-speed train to Florence and Tuscany wine country. Guided Renaissance walk, family winery lunch and tasting, plus San Gimignano towers.
“Our guide Jessica was excellent and the trip to the vineyards was fantastic”
Guided Siena and San Gimignano day trip from Rome with winery tasting, lunch, and historic sights in a small semi-private group.
“Amazing experience. Theresa was great! She was very knowledgeable and guided us to wonderful stops and spots on our tour. She was excellent and engaging with our children as well. Sienna and San Gimignano were both beautiful and we had a good amount of time in both. The winery lunch and tasting was amazing as…”
Rome to Tuscany in 12 hours: Montepulciano and Montalcino, DOCG tastings, friars refectory lunch, Wi-Fi, and film spots.
“Wonderful day, everything as described, great for those who want to visit Tuscany in one day from Rome.”
A private Tuscany wine day from Rome with Montepulciano, Bagno Vignoni, a Montalcino winery tasting and lunch, plus UNESCO Pienza.
“Got picked up on time don't forget to contact them the day before so they know where to pick you up from We were with 3 other couples and found the very back seat uncomfortable and not a great view out the window the front seats would be the best Loved the first winery we…”
Tuscany & Pitigliano day tour from Rome with hotel pickup, small-group winery tastings, hill towns, and a three-course lunch.
“Outstanding experience went to some very exclusive wineries. Lunch was amazing. Bought wine from both places! You should do this tour.♥️🇮🇹”
Private Montepulciano and Pienza day tour from Rome with hotel pickup, underground cellar tastings, and UNESCO cheese stops.
“Excellent experienced driver who knew the area well. He was very friendly and flexible when we adjusted our end time. The cities of Pienza and Montepulcino were beautiful with friendly people. It was a very relaxing change from the hustle and bustle of Rome.”
Private day trip from Rome to Pienza and Montepulciano in Val d’Orcia with tastings, guided stops, and comfy pickup in a dedicated vehicle.
“Amazing! Alessandro was incredible! If you’re looking to explore Tuscany for a day, look no further. This is the way to do it. He picks you up and brings you back to your hotel in a super spacious, clean, and comfortable Mercedes van. He is a great guide as well and very knowledgeable. Has recommendations…”
Full-day Rome to Tuscany wine tour with tastings at 2 wineries in Chianti and Vernaccia, plus San Gimignano and Florence free time.
“The excursion was a great value and we enjoyed the trip. The guides were helpful and amazing! I definitely recommend to anyone visiting the area.”
Private Tuscany day trip from Rome to Montepulciano and Pienza, Nobile wine tasting, cheese stops, and hotel transfers in 10 hours.
“Very kind guide with excellent recommendations— thank you Gina”
Private Tuscany day trip from Rome with Siena and San Gimignano plus a family winery lunch and wine tasting, with hotel pickup.
“Ahmed was our driver. Fabulous and safe ride to San Giovanni and the winery with lunch was unbelievable. Nothing like what we expected as we have never had this experience in the USA. The pairings with the amazing food!!!! Did I say NOTHING LIKE WHAT WE HAVE EXPERIENCED BEFORE!!! You must try this day trip!!”
Sample classic Tuscan bites and Chianti wines on a Florence food walk from Oltrarno to Santa Croce with family-run tastings.
“Very amazingly currated experience, good food, amazing host totally worth it”
Rome to Siena and San Gimignano for a full-day Chianti wine tour with a cellar visit, 10 tastings, and a local lunch.
“Monica and Luigi were excellent! This was our favorite tour during our stay in Rome. Siena and San Gimignano were interesting and beautiful. The history of Siena is fascinating. Our wine tour and lunch were spectacular - VERY generous amount of different wines and delicious locally sourced food. I would do this again!”
From the Colosseum and the Vatican to the trattorias of Trastevere and the day trips beyond the walls.
