Traveling to Tuscany in May 2027? We offer 10+ tours, trips and vacation packages to Tuscany in May 2027. Our Tuscany in May 2027 tour packages and trips have 360+ customer reviews. All the Tuscany May 2027 tour packages and trips are carried out by hand-picked, qualified local and international Tuscany tour operators.
This part of Tuscany was a complete surprise and a total delight. Not only did we have the typical walking through rolling pastureland covered with wildflowers, we also had many walks through shady forests decorated with sun streaming through the new green leaves and over a floor of last years copper leaves before we emerged onto high ridges to enjoy stunning views over still snow clad peaks. A total delight.
Trekking and Hiking
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Excellent trip with free time to explore on your own and plenty of included tour, interesting sights and great step on guides. Our guide, Ben was very, very good. Highly recommend this tour
Excellent trip and very good guide in AJ.
Only negative was hotel in Florence. Good location (change from original hotel) but was tired and cleanliness could have been better. Very cramped solo room 🙁
Highlights were Pienza and Castellina in Chianti. Great hotels, beautiful walks and really good food and wine. 😀
Walking tours
Tour Type
Small Group TourSmall group tours usually have 8-12 participants and maximum up to 18 travelers
Accommodation
Hotel
Age Range
16-99 yrs
Operated in
english
Destinations
Florence, Pisa, San Gimignano, T
Florence, Pisa, San Gimignano, Tuscany, Pienza, Montalcino
I loved seeing everything and hearing all the history. The tour guides were wonderful and knowledgeable. The food and hotels were great. Our tour guide Carlos played music for us on the bus according to which country we were in. He also was able to find a famous guitar players music and played it for a man who was on our trip. It was wonderful music and the musician was great. I would and do recommend it to all my friends.
Sightseeing Tours
Tour Type
Group Tour
Accommodation
Hotel, Villa
Age Range
1-99 yrs
Operated in
english
Destinations
Barcelona, Tuscany, Nice, Genoa
Barcelona, Tuscany, Nice, Genoa, San Gimignano, Costa Brava, Figueres, Marseille
What a beautiful time spent in Tuscany on this trip. This was a wonderful tour. Great accommodations! Fabulous wines and meals. We had a wonderful driver, Brando, who was patient and knowledgeable. This is a trip well worth it. Villa Lecchi was elegant and made us feel very special! Spectacular location in the heart of Chianti hills
Hi Stefania! Sorry to take so long to write back. It has been crazy trying to get back into the swing of things at work after that trip. Italy was amazing!! We absolutely loved it! As for feedback on the trip, we really don't have anything that was negative. We loved everything that was planned! We especially loved how you planned the sites that we went and how the pattern flowed (not sure if you did it on purpose but we think so). Also, thank you for being very accessible to us during the whole planning of the trip. You helped put us at ease and it was very reassuring that we chose the right company. That is all that I can given you that might be considered constructive. The rest I could say would just be compliments on everything else. If I can think of anything else that I think is useful I will definitely email you. Hope all is well, Jane P.S. - Does your company only provide trips for Italy or other countries as well, just wondering for the future :)
Food tours
Tour Type
Private Tour
Accommodation
Hotel
Age Range
6-99 yrs
Operated in
english
Destinations
Rome, Florence, Tuscany, San Gim
Rome, Florence, Tuscany, San Gimignano, Chianti, The Vatican
Discover the Tuscan countryside and culture on this 8-day self-guided walking tour. Through the extensive footpath network of the area, roughly following the traces of the Via Francigena, one of Europe’s most important ‘highways’ in medieval times, you walk from village to village and experience a full immersion in the world-famous Tuscan landscape. The tour is perfect as an introduction to the region and a great choice for people who love museums, galleries and Gothic and Romanesque architecture. You have plenty of time to visit attractions on most of the days.
You will also have time to visit all the beautiful medieval villages and historic towns along the Via Francigena: starting from beautiful Lucca, you’ll pass through Fucecchio, San Miniato, Gambassi Terme, the stunning San Gimignano with its medieval skyscrapers and Monteriggioni, admired by Dante in his Divine Comedy. An optional detour can bring you to beautiful Colle Val d’Elsa and the tour ends in Siena, arguably the most perfectly preserved medieval town in Tuscany. This tour threads together some of the most attractive towns and villages in Tuscany in an eloquent procession.
However, the emphasis of the tour is to enjoy the countryside, the rolling vineyards, the poppies in spring and the wild cyclamen in autumn. The area north of Siena is an amazing landscape of rolling hills, alternating vineyards and forests, while cypresses line the way leading to the distant farmhouses. Walking here is an unforgettable experience and many of the views have barely changed for hundreds of years.
Accommodation and some meals are included. You spend a night in one of the best agriturismos in Tuscany, and the final night in the heart of Siena, in one of the most characteristic little hotels.
This is a moderately easy tour which is suitable for those who have some experience of walking and a good general physical condition.
Trekking and Hiking
Tour Type
Private Tour
Accommodation
Hotel, Hostel
Age Range
18-99 yrs
Operated in
English
Destinations
Siena, Tuscany, Lucca, Altopasci
Siena, Tuscany, Lucca, Altopascio, San Miniato Alto, Gambassi Terme, San Gimignano, Monteriggioni
