Tuscany & Cinque Terre Tour: The Bountiful Beauty of Italy's West

What to expect on this itinerary
Tuscany and Cinque Terre embody the word Renaissance, which means rebirth. Immerse yourself in towns built to encapsulate the artistic spirit, with rosy brickwork and dreamy paintings decorate the Cathedrals. Vineyards cover the rolling hills and take their nutrients from the diverse soil as fishermen take their daily catch to the morning market to showcase their fresh wares. Trails meander along cliff-sides and plateaus and open to the unforgettable Ligurian Sea. Your tour is custom tailored so you can indulge in bright pesto, climb medieval towers, and enjoy the lasting connection you make with the people and landscape.
Customizable Itinerary
Montepulciano – Arrive in Florence and Travel to Charming Montepulciano
Your flight will descend into the Florence airport, and you will see the lush greenery that surrounds the tarmac. The city rises above the verdant landscape in the distance, bordered by rolling hills along the horizon. Your private transfer will meet you at baggage claim and lead you on a scenic drive through the Tuscan countryside before you arrive at your luxurious villa-style accommodation in Montepulciano. The walled town has preserved its medieval architecture, along with the updates procured during the 16th-century Renaissance. Montepulciano rises above the cypress and oak trees on a limestone ridge that reaches 2,000 feet above sea level.
Small hills and flatland spread across the valley below as the 14th-century Palazzo Comunale borders the western edge of the central piazza. The present Duomo was constructed between the late 16th and early 17th-century over the original parish church. The rough exterior stonework contrasts with the interior Renaissance beauty, including a 15th-century triptych of the Assumption by Taddeo di Bartolo. Your guide will meet you at the hotel after you’ve had a chance to settle in and lead you to a private vineyard outside of town. Wineries encompass approximately 2,500 acres of Sangiovese style grapes known as Prugnolo. The winery you visit was established in the 18th-century and houses the barrels in the same cellar as when the winery began.
The hills reach a height of nearly 1,500 feet above sea level and the change in elevation and sediment allows the vines to absorb the different nutrients from the soil. Your guide will lead you along the vines used to produce Vino Nobile, one of the most celebrated wines produced in all of Italy, let alone Tuscany. The cool air of the cellar preserves the wine, and here you find a tasting table amongst the barrels. Your guide will pour you a sample of the most recent vintage of Vino Nobile that the winery has produced. You will find the aroma of violet and rose petals mixed with cassis as the wild cherry flavor lingers on your palate with hints of cinnamon and white pepper. It is the perfect welcome to the Italian countryside.
What's Included:
Montepulciano – Indulge in the Val d’Orcia and the Town of Arezzo
Siena – Enjoy the Tuscan Scenery and Tour San Gimignano and Siena
La Spezia – Discover Pisa and Trek the Cinque Terre Trail Steps to Corniglia
La Spezia – Relish a Private Cruise Before Touring the Town of Vernazza
La Spezia – Relax On the Trails or Beaches in the Towns of Cinque Terre
Florence – Visit the City of Carrara and Explore the Walls of Lucca
Florence – Depart for Home
Trip Highlights
- Enjoy a relaxing outing on the Mediterranean Sea during a private cruise to bask in the sun or cast a line into the water
- Learn the art of sculpting with hands-on instruction in Carrara, home to Italy’s most famous marble quarries
- Sample one of Italy’s most popular wine varietals near Montepulciano, home to the Vino Nobile
- Discover the enchanting ambiance and scenery of Cinque Terre by traversing a portion of the celebrated cliff-side trails
- Learn the secrets of Tuscan cuisine with a private cooking tour at a farmhouse near San Gimignano
- Witness the elaborate Leaning Tower of Pisa, along with the magnificent history and monuments of the entire city
- Immerse yourself in the Renaissance splendor of Pienza, a town embodying the spirit of artistic and spiritual rebirth in Italy
- View the glinting bronze panels of Ghiberti’s Gates of Paradise located in the Museo dell’Opera del Duomo in Florence
Detailed Description
It’s time to discover that people’s praises of Tuscany and Cinque Terre are more than true, and nothing compares to the majesty of the countryside and splendor of the Ligurian coastline. Your 8-day vacation uncovers the beauty of the Tuscan hills set in the charming villages, vineyards, and villas, while the towns of Cinque Terre radiate vintage charm as they overlook the turquoise waters of the Mediterranean. Your tour begins with your arrival at the Florence airport as your private transfer meets you at baggage claim to escort you to Montepulciano, a hilltop town above Val d’Orcia with hints of Renaissance, Medieval, and Baroque architecture. After an introductory walking tour of the city, your guide will take you to a small winery on the outskirts of town for a welcoming taste of Vino Nobile.
Venture next to Val d’Orcia to explore the sensational fields, vineyards, and towns along the valley floor en route to the ancient town of Arezzo. Discover the remarkable Renaissance town of Pienza before you wander through the quiet streets of Arezzo. Travel along the scenic roads of Tuscany to San Gimignano to explore the towers and cobbled streets before your private cooking lesson and lunch at a Tuscan farmhouse. Learn the delicious secrets of the countryside, from fresh produce to the homemade cheeses. In the afternoon, you will enjoy a half-day tour of the captivating medieval city of Siena, which once rivaled Florence for regional supremacy.
Travel next to Pisa to discover the wonders beyond the Leaning Tower. Take a local train from La Spezia to the secluded beaches of Cinque Terre, a collection of five towns located on the Ligurian Sea. Traverse the stairway of Corniglia, the center town, for an initial view of the coastline and the villages. Next day, board your boat in the town of Vernazza for a private cruise on the Mediterranean and cast a fishing line out into the water if you desire.
When you return to Vernazza, relax into the serene view. If you caught a fish, take it to a local restaurant that will be happy to cook your catch with regional flavors. The next day at your leisure to enjoy Cinque Terre as you please as you follow one of the various trails that connect the towns together or visit the Gulf of Poets to see more of the Italian Riviera.
Next, your private transfer will escort you to Carrara, home of Italian marble. Visit the famed quarries, witness the treasured artworks developed by famous masters, or try your hand at sculpting during a private workshop. Continue to the walled city of Lucca for an in-depth tour of the enchanting medieval and Renaissance streets before you arrive in Florence. Extend your vacation to spend more time luxuriating in the pleasures of Tuscany and Italy, but if time is short, your private transfer will greet you at your hotel and escort you to the airport for your flight home.
Starting Price
$3,600 per person (excluding international flights)
What's Included
- Accommodations
- In-country transportation
- Some or all activities and tours
- Expert trip planning
- 24x7 support during your trip
Your final trip cost will vary based on your selected accommodations, activities, meals, and other trip elements that you opt to include.
Verified Traveler Reviews
Based on 1726 reviews
THE BEST VACATION EVER!!!!
I must admit that I was somewhat uncomfortable arranging a group tour to Italy with someone I communicated with only via the Internet and telephone. However, after my first communication with our agent -- I knew that she “had it.” She understood exactly what we wanted to do. She was right-on in both concept and execution.
Our ten-day adventure in Italy began with a private transfer with an English speaking local driver from the Rome airport to our fantastic 3 star boutique hotel located right in the historical center of Rome. During our three days in Rome, we had fantastic private tours of Ancient Rome, the Coliseum, and the Vatican Museums. Extremely knowledgeable, English-speaking guides led all of our tours. Sense of Italy had arranged for VIP, skip the line, priority entrance for all tours -- saving us from long waits in long lines.
After our busy 3 days in Rome, we departed via private van transfer from our hotel in Rome to the Chianti Region of Tuscany. The transfer included stops on the Val D’ Orcia to visit the amazing Villages of Montalcino and Montepulciano. The “light lunch” and wine tasting we enjoyed in Montalcino was one of the highlights of our trip. In Tuscany we stayed 7 Nights in a beautiful, historic villa located on one of the best wine estates of Chianti (Villa Le Corti near San Casciano) where we were met with a fantastic welcome dinner. During our time in Tuscany we were transported by private van from our villa to private tours of Siena, San Gimignano, Florence, Pisa and Lucca. On each of our stops we were met by knowledgeable English speaking guides that clearly were proud of the history of their country, and were anxious to share it. Interspersed in all of this activity were numerous exceptional meals with opportunities to taste (and drink) very fine Italian wines.
When we finally were forced to leave Italy, our agent arranged for private transport accommodating our varying departure times from the Florence airport and train station.
Thanks to this travel company and our agent for designing the perfect vacation for our group. The only complaint that I heard was that we ate too much — wow was all the food delicious. I really don’t know how she did it. All of the tours were great — the van drivers friendly and helpful, the guides knowledgeable, and the sites spectacular. Our stay in the villa was a great experience. We were treated royally everywhere. We all marveled at our agent's ability to get us, the vans, the guides, the food and wine, etc. all at the right place at the right time. She is a genius!!!!
Jeff E
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My husband and I just returned from a two-week vacation in Italy. With the help of Zicasso and our travel company, we were able to fit every wish into this short time.
We started out in Rome, then went on to Florence for some amazing history. We then traveled to the Tuscany and Chianti countryside for private cooking and wine experiences. We loved the small villages we explored and the little family-owned wineries and olive farms.
A highlight was staying in a bed and breakfast in Ponzano that overlooked the beautiful olive gardens and countryside. We explored the small villages of San Gimignano, Montepulciano, and Montalcino, and felt like we had discovered authentic local life.
The tail of our trip was spent in the beautiful Lake Como area, with a day trip to Lugano, Switzerland.
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When we inquired about a trip on Zicasso, they told us a few companies would reach out to us with different offers on our desired location. It only took one reply back from this agent for me to know that we would have a more personable experience with this travel agency. (Mainly because he was straight up with us concerning itinerary ideas, especially regarding weather and how it is unpredictable in March. He patiently worked with my fiance and me for quite a while before we approved the final itinerary filled with transportation to and from hotels, private tours (some meant to be small group, but we ended up being only ones), and pre-planned relaxing train-rides. There wasn’t a moment of our trip that we had to worry or even think about- really. Our first stop was Rome, where we spent 3 days. Upon arrival at the airport in Rome, we had a driver waiting for us, which was a huge relief since we were tired and last thing we wanted to stress about was how to get to our hotel. Our local point-of-contact for the agency also called once we arrived to make sure we had everything we needed. He was great! Once we reached our hotel, we slept off the jet-lag and then our holiday started. March is the early beginning of the tourist season, so we were able to do many things without waiting. Not saying it was empty, but we had room on the sidewalks and were in and out of restaurants in no time at all. I also highly recommend planning free days in each city, as you will want to look around for yourself and take your time in certain parts. Even if you spend a week in every city, you always leave feeling like you needed much more time, as there is so much to do and so little time in a day. We spent 3 days/4 nights in Florence. It was in Florence that we were able to easily tour a good bit of what Tuscany has to offer. Through tours our agent set up for us, we visited the beautiful cities of Siena, San Gimignano (Our Favorite), Lucca, Pisa, and the Chianti Region. We tasted sooooo many wonderful wines and privately ate at local restaurants for lunch. We also took a short train ride to Venice for a day trip, as I craved a gondola ride. Everything was planned so perfectly. The minute we stepped off the train in Venezia our guide to get us to our marked location was there with a water taxi to take us to St Mark’s Square. There, she directed us to our gondola and we spent the day wondering around Venice until meeting up back with her and the water taxi to take us back to the train station. After Florence, we traveled to Sorrento (our other favorite!) along the Amalfi Coast. It was magical and the weather was perfect. We had our own boat to visit the grottos (no wait for the Blue Grotto either!) and to the Isle of Capri; and although most of the shops were closed on the isle (early season still), it was beautiful and we were able to relax on the beach. We saw Pompeii and even hiked up Mount Vesuvius. Sorrento was a quaint and charming city and we made friends with quite a few locals. We truly had a wonderful honeymoon and I would recommend this agency to everyone. We could not be happier!
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My family just returned from a ten night trip to Rome and Tuscany planned by this agent and his company. Every aspect of the trip was simply perfect.
I've travelled a fair amount for both work and pleasure over the past forty years, so my requirements are fairly specific. Our agent exceeded all of my expectations in planning this 60th birthday trip for my wife and entire family. Planning started over a year ago with a number of e-mails with our agent describing what we were looking for - punctual drivers, passionate and professional guides, all tickets purchased in advance, coordinating multiple travel schedules. Our travel agent delivered on all fronts.
Our agent suggested an itinerary almost a year ago - an itinerary that we continued to fine tune over time. Throughout that process, he was responsive - never taking more than a day to respond to detailed questions and requests for modifications. He was also the consummate professional, always patient and thoughtful, with suggestions that always improved the final product. Restaurant reservations for lunches and dinners for the entire trip were added to the final detailed itinerary.
We agreed upon four nights in Rome and six in Tuscany. Not one driver was late for a pick-up and the guides ranged from very good to exceptional. All of the drivers and guides coordinated with each other, and all had the necessary tickets to the various sites, providing easy access without standing on lengthy lines. In Rome, special kudos go to our guide for his passionate tours of Vatican City and Ancient Rome.
On the trip to Florence, our driver stopped in Orvieto and our guide provided a fascinating tour of the city. In the afternoon, we stopped at Barbi vineyards for a wonderful tour, lunch and wine tasting. Very intimate, educational and delicious. Probably the best vineyard experience we've ever had. Our wine educator, was wonderful.
The wonders of Florence speak for themselves - and we had a first rate guide in Ulrich. Our driver for the entire stay was personable, professional and punctual - and always in contact with the various guides. Our guide also provided a memorable tour of Pisa and Lucca, offering information about both cities that might not be found in a guidebook. An unexpected mini-concert at Pisa's Baptistry was a real treat. As a newly minted sommelier, our guide joined us for a fabulous lunch in Lucca at Borgo Antico where she continued with her discussion of Lucca and wine.
We had a charming archaeologist and cyclist guide through San Gimignano, Siena and a 10KM hike in the gorgeous Val d' Orcia from from Montalcino to Fattoria La Maggia, where we had a wonderful tour, lunch and wine tasting. It's worth noting that our guide rode the trail the morning before our hike to ensure that it was clear.
One of the highlights of the trip was an evening with a personal chef, caterer and sommelier. We met her at her home where, over a three hour period, she brought her love for food to life. We learned how to cook (and eat) pasta, a delicious chicken and vegetable dish and tiramusu. She is charming.
Bottom line, this was a trip of a lifetime. This travel agent is a patient and good listener and the guides he engaged were passionate professionals who made this such a memorable trip. This travel agent and his company have my families unconditional recommendation - and our gratitude. Grazie mille!
Richard W
October 13, 2017
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Wonderful 10 day trip to central Italy planned by this Italy travel company. We spent the first part of the trip at Castello di Casole in the Tuscan countryside, then Florence and the final part of the trip in Rome. While in Tuscany, we took day trips to Montalcino, Siena, Montepulciano, Pienza, San Gimignano and Greve. We had walking tours in Florence and Rome. our agent at this travel company planned all the details, transfer drivers, tour guides and hotel arrangements. Everything went according to plan and was of outstanding quality. The agency gave us a very detailed package of information with all the relevant details for each day.
Great Vacation
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Trip was very good. Everything was well coordinated and only a couple of hiccups.
Overall comments:Rome: 4 days in room was perfect, wouldn't want to do more. Can't trust taxis so happy we had drivers and guides. The private guides are the only way to go. We saved hours in lines, had personal feedback and was very cordial and polite. Rome itself is great but it is disappointing to see how much better it could be if the city invested in a few things (toilets!). Again - I'll mention that taxis were there to steal your money. No issues at all with the travel plans and the plans made by zicasso were very good. The boutique hotel was a great choice. Location was excellent, rooms very clean and new. Breakfast was excellent there. In general, all of the hotels we stayed at had a very good breakfast, this is the only way to go as it just takes that meal out of your schedule and starts the day out right. Our biggest snafu was the car rental, we were supposed to have an Audi A3 or equivalent and all the car rental could offer was a ford fiesta... it really took away from our experience in Tuscany to have such a poor automobile on those roads. Again - not zicasso's fault - car rentals are terrible everywhere and in Rome it was very poor service. Our drive and trip to Tuscany was great, we stopped in Orvieto as zicasso recommended and had lunch there - one of the best restaurants during our whole trip. We stayed at the hotel and it was excellent, the food and wine there was excellent - worth staying just for that. It was a little difficult to get to - and a bit of a drive to anywhere from there - but no real complaints and it was worth it to stay there. In all of Tuscany we enjoyed San Gimignano and Pienza the best. We found Siena great but overcrowded, Pienza and San Gimagnano were just as (more) scenic and less hectic. The day trip and guide in Florence was very good but we were glad we only spent 1 day in Florence. This is a personal thing as I understand most people prefer more time in Florence. We really enjoyed Bologna - the food tour was probably the highlight of our trip (the downside is we can no longer eat Parmigiano, Balsamic Vinegar or Prosciutto from any other place, it was THAT much better than anywhere else). We took a day to go to Modena, see the Duomo there (best in all of Italy in our opinion), and we enjoyed the Ferrari museum. I would highly recommend adding Bologna, the food tour and Modena to everyone's trip suggestions.. It is less crowded than the main touristy cities - and just as enjoyable... Loved this part of the trip. The hotel in Bologna was perfectly placed and very very nice, excellent choice.The train to Venice was perfect. The pickup and ride to the hotel was good also. The hotel was ok - but probably the least nice of all the places we stayed. It was very good, just not as nice, more cramped and the breakfast was by far the worst. I equate this to Venice as everything was more expensive and more cramped in Venice. We loved Venice - more than I thought we would. I could see 1 more day in Venice and 1 day less in Rome. Just walking the streets - wonderful!Getting from hotel to airport was good - though it was much further than we'd thought. The airline we used sucks... no way around that - not Zicasso's problem - but flight was 1.5 hours delayed and well - as an airline it isn't very good. I'm still not so sure that taking a full day train ride to get to Puglia wouldn't have been better? (Venice to Naples to Puglia?) Pick up at airport in Puglia was good. The driving service was good - same driver for all our trips in Puglia - but he didn't speak a word of English so that was a challenge. Thank goodness for Google Translate! We had a mix up where we interpreted the itinerary as us having a guide in Alberobello (see itinerary - says private tour - so we were confused). The driver had a friend who gave us a personal private tour of the Trullo homes and some history - that was very nice he arranged that. But it was a little embarrassing and confusing. It could have all been avoided if the driver spoke English as well as the itinerary being more clear.Ostuni and the guide were great. We loved Ostuni as well as Alberobello and the caves. We probably enjoyed those areas more than the renaissance areas of Florence, but that is just us. Note: once we got to Ostuni we told our guide no more going inside churches... at some point - its just another beautiful church - but there is one on every corner in Italy! The Hotel in Puglia is awesome. Seriously this place is amazing. The food was amazing the spa was amazing the service was over the top. What a beautiful part of Italy... We changed our schedule to spend the morning in Bari before catching the train to Rome - we could have easily spent more time there. I probably liked the food in Puglia the best. The focaccia is amazing (just like Grandma made!). In general we loved Puglia though we'd probably have been better served to have a rental car as we were a long way from anything and it would likely have been less expensive than a dedicated driver. We would have had much more flexibility in our schedule and planning if we had our own car. Train back to the Rome train station and pickup was very good - though the Rome train station and driving out of Rome - is never a good experience. The hotel we stayed at our last night was very nice but probably overkill since all we needed was a bed before we caught a flight out. All in all - highly recommend zicasso, they did a great job for this trip. Having guides and drivers on our first trip to Italy - priceless!
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