Tours
We spent 2 days touring with hills and roads, one day with Lucca and one day with his assistant Andreo. These two days were the highlight of our honeymoon trip... read more to Italy. We were very interested in tasting wine, especially from smaller vineyards/wines that we would not be able to get at home. We spent one day in Chianti and the other in Montalcino/Montepulciano. Both Lucca and Andreo were extremely knowledgeable about the area/history and the wines. They picked the perfect places for us to vist and we could not have been happier. They were clearly passionate about showing people around their area. We are already planning another trip to go back. By touring with them we were able to see and do things that we never would have fond on our own. They are wonderful guides and really go the extra mile, even including stopping off at a pharmacy and interpreting for me when I was ill. I cannot say enough good things about them, a trip to this area would not be complete without a tour from Hills and Roads and I cannot wait to go back!
11 July 2011
Transfers
I was emailing off and on with the owner, Luca, for months, and even cancelled some of the specific day trips from time to time, but he was patient and... read more simply changed what I asked.
My wife and I used Hills and Roads for two straight days, and both days we were driven by the very personable and handsome Cristiano (easy ladies, he's married). On the first day he took us to where we wanted to go, which was San Gimignano and Siena. He pointed things out to us along the way, then dropped us off at the front gate of San Gimignano. Even though I did research ahead of time and knew what I wanted to do, Cristiano was very helpful in telling us where to go and what to do to have the best experience. We set a time with him to meet him back at the front gate and when we got there he was waiting for us.
On the way to Siena he made a quick stop off at an old walled city that he thought we'd like. He first took us across the road for a great photo opportunity in a field, before dropping us off at the front of town. It was a very small town and wouldn't take long to explore so Cristiano told us he'd just wait down the hill and look for us to come out. Sure enough, as soon as we got to the road he drove up to get us.
He then took us to Siena and walked with us down to il Campo to explain the layout of everything. He told us to walk down a street he pointed out, when we were done exploring, and he's be waiting there. And once again there he was to open the van door for us.
The next day we needed him to take us to Cinque Terre from Florence and he was a few minutes early again, loaded our bags, and then off we went. We stopped at Pisa on the way, where he explained about the town and the tower before dropping us off in front of where the tower is. About 45 minutes or so we came out and there he was again waiting for us. When we got over the insane up and down hills in Cinque Terre he dropped us off right at the front of our hotel, we settled the bill (he was very intent on making sure we agreed on how many hours we used him), and then dropped our bags at the front door.
He answered a lot of questions about not only history, but what it's like to live in Italy, and anything else you can think of. I even asked him about a certain type of tree I kept seeing and he knew all about that.
Bottom line, there's no way I'm personally driving around Italy, and some places like Siena and San Gimignano can't be reached easily by train. For about 350 euros or so you get someone to take all of the stress away, and it is so worth it. And don't forget to tip him when it's over. For two days we gave him 50 euros total.
2 November 2016
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A group of 8 of us recently went to Italy and I arranged for two private transfers and two full days of private tours with Hills and Roads. We had... read more the good fortune of having Cristiano as our tour guide for all services and we...More
Audrey B
21 July 2018
We were with Hills and Roads (Oct 20 - Oct 24 2018) for 2 days of touring in Tuscany and 2 days transferring from one major city to the next,... read more (with stops in between for touring. Hills and Roads is fabulous! The owner, Luca Garrapa...More
MariMerl2
26 November 2018Maggie Orlando
We had the pleasure of spending a day traveling from Florence to medieval towns, lunch at a winery with tour and a monastery. Luca was our guide and he was... read more fabulous- very informative, personable and eager to tailor the trip to our interests. I cannot emphasize enough the quality of this experience. We will return to Italy and Luca will be the first call we make!!
1 August 2021Andy C
We spent 8 days in Rome and Florence but our two days traveling across Tuscany with Luca was the best thing we did. He picked us up from our hotel... read more in Florence and drove us to each of his hand picked wineries. Each place was unique and we were given private tours and tastings. Views were great, food was great, wine was great and the people we met were great. At the end of the first day he drove us to a hotel in Siena and then picked us up the next morning to see more. At the end of that day he drove us all the way to Rome. You just tell him what kind of experience you want and he will customize the wineries and travel for you. I couldn’t recommend Hills and Roads with Luca more. Wish I could give them 10 stars!!
1 November 2019 - Joseph R
What an extraordinary delight to be introduced to the Tuscany and Chianti countryside by such personable and knowledgeable tour guides at such a reasonable price. we had one day... read more with Christiano, two days with Angela, and one day with Carolina as we toured so many beautiful medieval hill towns starting with a pick up in Bologna and for an incredible tour proceeding through the hills of Chianti to Certaldo with Christiano. Angela then spent two days touring the hills and charming walled hill towns, featuring an exploration of romantic Siena, topped by a visits to Querceto di Castellina vineyard where we had a delicious lunch ( Mama's lasagna was unlike an other ; so delicate and flavorful) and fantastic wines on a brilliantly sunny afternoon in such a picturesque setting surrounded by rolling hills of acres of grapevines. And our hostess, Mary, was so enthusiastic and personable. it was, perhaps, the high light of our trip and why should it not have been as all the ingredients were present to create a lasting memory.
As we were finishing our last tour with Angela, and after we learned that she sang in a band and were obnoxious enough to request a song as she skillfully navigated the narrow roads and oncoming dusk, she sang a beautiful Italian romantic song that just seemed perfect for our 50th wedding anniversary trip. What a delight!
Our final day was with Carolina, equally skilled in driving and a font of historical and political knowledge as she safely continued the tour to its conclusion with a tour of Orvieto, our departure point back to Rome.
And finally there is Luca, who we never met, but who was incredible in the pre trip planning and arrangements. In the end, we placed ourselves in his hands and had no regrets for doing so. Luca was responsive and knowledgeable and the price for everything was very reasonable. Already we have recommended Hills and Roads to several other travelers we met on the cruise back to the States.
4 November 2016AshAmin17
Lovely experience. Private Tuscany Vineyard Tour. Wine tasting, goat cheese tasting were all enjoyed.
9 August 2022Tamara K
Years ago I arranged two separate one week trips from Portland, OR to Tuscany. Now that I am back in Tuscany, it dawned on me that I don't think... read more I spent the time to write a review! I am embarrassed that it has taken me...More
8 November 2019
We were flying into Rome Fiumicino airport on July 19th and needed to get to Siena by early evening. I priced trains and buses, but didn't want to spend another... read more 4 or 5 hours moving luggage after an 8.5 hour flight from Toronto, especially as...More
josephmeschino
2 August 2018 - KWRmom
We spent two days with Luca on our recent trip to Italy and we all agree that they were the highlight of our trip. We were travelling as a... read more family of five (mom, dad and children ages 18, 15 and 12). I had emailed Luca and he planned two days in Tuscany for us. While he offered to change anything that we wanted to do differently, we decided that he knew the area better than we did and we went with his suggestions. On both days, it was an excellent mix of small towns (interesting and medeival, not at all touristy), wineries, and seeing the countryside. We ended the second day with a great tour of Siena. Luca picked us up promptly at our hotel in Florence both mornings and had full days planned. He is knowledgable on many subjects and did an excellent job of covering a wide range of topics. He knows a great deal about the history, culture and agriculture of the area. Luca has worked hard to build his business and find opportunities that allow his clients to get a very real sense of Italy. On both days, we had lunch in private homes. The first day was an excellent meal with Francesca and her husband. We felt as if we had found an Italian grandmother and been invited into her home for a very welcoming meal. The second day, we had lunch at the farmhouse of Stefania. Her warmth and enthusiasm was catching and we will always remember the afternoon that we spent in her home. The food was excellent and we felt as if we had chanced on a hidden gem in the Italian countryside. These are days that we will always remember and when anyone asks what we liked best about our recent trip every one of us talks about touring with Luca.
13 April 2011Backwoodtraveler
We used Luca 10 years ago when we visited for our 20 th with kids in tow with another couple. Amazing way to transfer between cities with a transfer tour!... read more Private wine tasting on our way from Florence to Venice was amazing and we still talk about it today! We are planning on going back once it’s safe to travel and happy to see them still in business and will use them again! It made going from city to city more comfortable and fun.
1 September 2020buzzy730
This is my third tour with Luca 2016, 2019, and May 2022. Each has been perfect and memorable. Luca takes you to interesting places that you would never find... read more on your own or with other tour companies. I consider Luca part of the family. We were a group of 9 and Luca used 2 vans. Christiano drove the second van and he was great too. Don’t look any further. Book Luca today !!!
1 May 2022BEN A
We heard about Lucca through friends and family. Christiano and Lucca drove us all over Tuscany over 4 days. It was amazing. Having a personal driver/tour guide who can take... read more you to wineries, restaurants, hill towns, vistas, and points of interest was amazing. They can...More
22 September 2019 -
We just spent a day with Carlo from Hills and Roads. What an enjoyable day it was with him. They designed a day for us to enjoy parts of Tuscany... read more that is a bit off the normal towns. I am glad we followed their advice...More
Beerbloke
14 April 2019michael b
Luca (of Hills and Roads) coordinated with our group representative via email regarding daily outings from our villa in Lucolena. He sent itineraries, we reviewed them, and he changed... read more per our request. We were interested in non touristy activities, and Luca provided just that. Some highlights: marble quarry tour, tastings- cheese, olive oil, wineries. Many of the tastings were set up privately for us as a group, which made a tremendous difference, offering a genuine personal touch at each location. Each of our tastings were fantastic in their own way. We went truffle hunting with an excellent guide, followed by fabulous truffle lunch. Our days and many evenings were well planned and coordinated by Luca and his staff.
We were driven by Luca, Chris and Angela. We looked forward to spending time with them each day! In addition to sharing great information throughout each trip to and from our locations, all were very safe drivers (a welcome relief for those of us who were nervous about many of the winding roads)
We were all completely thrilled by each and every day Hills and Roads planned for us. We presented a few last minute changes and Luca was very accommodating.
30 October 2016
We did a 6 hour tour with Hills & Roads upon a recommendation from our hotel owner, and had the most wonderful time! We stayed in a more rural... read more area in Chianti and the only options I could find for wine tours started in either...More
ysolovyova
24 June 2018
We very much enjoyed our day with Hills and Roads. Our driver Chris was on time, friendly, and informative. We asked to be taken to two wineries in Chianti region.... read more The first winery, Villa Calcinia, was amazing. We got a tour of the whole property...More
Footprints649762
17 September 2018





