Iconic Florence and Venice Tour with Countryside Culture

Poppy flower field in the beautiful landscape scenery of Tuscany in Italy

What to expect on this itinerary

Enjoy the perfect balance of rural charm and urban thrills on this 12-day tour through Tuscany, Umbria, and Venice. Savory cuisine and local wines provide the refreshment. As you make your way through these regions, expert guides will make sure that you experience what is best of each destination, history, and culture you encounter.

Countries Visited

Italy

Places Visited

Florence, San Gimignano, Montalcino, Pienza, Montepulciano, orvieto, Siena, Venice

Suggested Duration

12 Days

Customizable Itinerary

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Day 1

Florence – In the Tuscan Capital

Nestled in the rolling hills of Northern Italy lies a vibrant town with an artistic past and a mouthwatering array of culinary delights. As the capital of Tuscany, Florence enjoys special prominence among top European travel destinations, but whether or not it earns this distinction is up to you and your leisurely 3-day exploration of this Italian jewel. After a comfortable journey from Rome, you will arrive at your conveniently located hotel well within walking distance of magnificent cathedrals and eateries. You will then have the remainder of the day to relax.

What's Included:

Accommodation
Transfer
Day 2

Florence – The Renaissance Masters

Day 3

Florence – A Tour Through the Ages

Day 4

Fattoria Tregole – Entering the Heart of Tuscany

Day 5

Fattoria Tregole – Tuscan Winemaking

Day 6

Fattoria Tregole – Three Local Legends

Day 7

Fattoria Tregole – The Walled Town of Orvieto

Day 8

Fattoria Tregole – The Charm of Siena

Day 9

Venice – The City of Canals

Day 10

Venice – Along Venetian Waterways

Day 11

Venice – Doge's Palace and Basilica

Day 12

Venice – Ending Your Italian Reverie

Trip Highlights

  • Step into the vibrant atmosphere of Florence, where centuries worth of Renaissance art is proudly displayed for all to appreciate
  • Ponder the patience and skill required to sculpt Michelangelo's towering David on a tour of the Accademia Gallery
  • Amble through the UNESCO World Heritage Site at St. Gimignano, where the intact medieval walls inspires the imagination
  • Sit back and enjoy the rustic charm of an Tuscan farmhouse and winery where you will see a rural side of Italy missed by many
  • Plunge into the darkness of a subterranean wine cave where your nose will be your best guide to find a tasty vintage
  • Ponder Italy's more violent past on a visit to the hilltop town of Orvieto, where the fortified walls still defend against long dead enemies
  • Stroll the breathtaking boardwalk of Venice and enjoy the panoramic views of the Adriatic sea
  • Contemplate the glittering glory of St. Mark's Basilica and the ornate mosaics displayed there

Starting Price

$11,700 per person (excluding international flights)

Your Zicasso trip is fully customizable, and this sample itinerary is a starting place for your travel plans. Actual costs are dynamic, and your selection of accommodations and activities, your season of travel, and other such variables will bring this budget guideline up or down. Throughout your planning experience with your Zicasso specialist, your itinerary is designed around your budget. You can book your trip when you are satisfied with every detail. Planning your trip with a Zicasso travel specialist is a free service.

What's Included

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.

4.9

Verified Traveler Reviews

Based on 76 reviews

Italy Trip Review: Mother & Son 10-Night Vacation, Siena, San Gimignano, Cinque Terre, Monterosso, Venice, Florence

Overall, I think our travel company did a very good job planning our trip. We did have some hiccups along the way but we were able to resolve mostly on our own though. 

A summary:

1) There were problems making the final payment for the trip. We went back and forth a few times before the invoice was correct. This was concerning. 2) I didn't receive the vouchers and final itinerary until the weekend before we were set to travel. An earlier email from months ago which indicated I would receive it within 7-10 days before our departure. I was able to speak with Rose to iron out a few corrections the night before, but I don't enjoy last-minute things like this. This also made it a little bit challenging to plan around the scheduled trips because we didn't have all the start/end times so purchasing tickets in advance for museums, etc. made it hard. 3) I had agreed in an email that we wanted to venture to Siena and San Gimignano but a small group tour was never arranged. While I take some responsibility for this because I didn't read the itinerary carefully to see that it said, "Tour suggestion - visit of Siena & San G..." it was strange that I wasn't asked if we wanted a tour arranged especially because we had other tours booked for us so why not this one? 

4) Our Cinque Terre tour almost didn't happen because I didn't want to take a car to the LA SPEZIA CENTRALE TRAIN STATION because I had gotten car sick the day before traveling the windy roads. We were able to figure out that we could get to the Centrale station right from the Monterosso train station in just a few minutes. I had emailed the help desk and no one told me that we could do this. The attendant at the hotel wasn't very cooperative the first day we were there and she also didn't speak English very well. Through the magic of the internet, we figured it out though. 

4) We were able to avert disaster on our last day in Venice when our small group tour never materialized. We went to the designated meeting place in advance as instructed but no one was there. I emailed the helpdesk immediately and I was told they were looking into it. I was asked for my cell number (which I had provided before our trip because I was asked to) which I promptly provided again, but no one responded to me so we walked to a tour site we had seen the day before to try and get tickets for a boat tour only to find out that they were not available that day. I cried because I didn't think we'd have a chance to tour the city and that would have been a huge disappointment. After I composed myself, I sent another email (at least 25-30 minutes had elapsed) to Mario asking what the status was and that's when he finally called me. He did offer us a private tour with a guide (who was wonderful) in the late afternoon so we were very grateful for that. 

5) I understand that it was due to COVID, but I was disappointed that we got bumped from our original hotel in Monterosso. The other hotel grew on us but initially, we felt very isolated and the front desk attendant wasn't very friendly at first. Also, the taxi cab rides up and down the windy mountain were harrowing but did make for some good laughs!

5) I had trouble using the emergency number. Each voucher page indicated the Helpdesk number but when I dialed it, I heard a recorded message saying that I either entered the number wrong or that no one was available. I confirmed that the number I dialed was correct but still had a problem. Mario had texted me the number omitting the 001 and when I tapped on the number from the text, it went right through to the help desk. If I wasn't supposed to dial the 001 while in Italy, then the vouchers shouldn't have included the 001 or they could have indicated that when in Italy, the 001 isn't needed. Please don't make assumptions that everyone knows that that is for use in the US only. This was also very stressful and had it been an emergency, it could have been even worse. 

6) Having the land travel and flight desk as two separate entities was sometimes a challenge. It might have been easier to just have one agent do it all but I understand that this may not be feasible. My Zicasso liaison was helpful and I did communicate some of my concerns to her shortly after my trip was booked. 

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Travel Review: Italy, Venice, Florence, Lucca, Pisa, Siena, Culture, Local Wine & Cuisine, Shopping

Wonderful trip that was planned beautifully around our interests and time frame. Private tour guides in Venice, Pisa and Florence were wonderful. And private transportation was fabulous, well planned and always on time.  Especially great was our car and driver from Lucca to Florence with stops at Pisa and San Gimignano and a Tuscan winery. Very pleased. Nadine M.

Travel Company Comments:

Dear Nadine,

Thank you so much for your notes and very useful feedback.

The very best wishes from your travel company. 

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Travel Review: Italy Honeymoon, Venice, Siena, Florence, Cinque Terre, Maiori, Rome, Wine Tasting, 14-Day Tour
We went to Italy for our honeymoon and it was absolutely incredible.  It was a 2 week trip that took us to Venice, Siena, Florence, Cinqueterre, Maiori (near Amalfi), and Rome.  We worked with this company and could not have been happier with our selection. Our trip planner was fantastic to work with and did a great job planning our trip.  We were originally skeptical about working with a travel agent as we thought we could plan it all ourselves, but we are so relieved that we decided to work with our trip planner.  It took absolutely all of the stress away from traveling as he took care of it all - from arranging private tours with really great tour guides to door to door transportation across the 6 hotels we stayed in throughout Italy.  He even arranged for several dinners and lunches.  Each time we changed hotels he arranged for a driver to meet us at the hotel to take us to the train station and as we got off each train another driver was waiting for us to take us to our new hotel.  He also provided all of the train tickets.  The greatest thing about working with our trip planner is that he is very responsive.  We had one day where we were worried that some bad weather might disrupt our travel plans, so we reached out to our trip planner via the App and he was able to quickly respond and let us know he would help us out with any changes we'd need to make if weather caused us to miss our original scheduled train.  He stayed in touch throughout the day to check in on us and confirm we were still on schedule.  It was very comforting knowing that our trip planner was so accessible if we needed help.  When a boat tour that our trip planner had arranged for us was cancelled due to rough surf, he refunded the cost of the tour to our credit card within 3 days of us getting back home.  We'd definitely recommend this company to anyone traveling to Italy and will use them again when we return!

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Travel Review: Luxury Italy Tour, Rome, Venice, Verona, Pisa, Florence, Chianti, Siena, Vineyard Tour, Wine Tasting, Cooking Class
Every aspect of our trip was taken care of. Our agent was always in contact by text to make sure everything was OK. We went to Venice (had a tour there and a day trip to Verona by train). From Venice took a train to Florence. We did a private tour of Florence by a very knowledgeable guide as well as an evening trip to Chianti for a vineyard tour with wine tasting. From Florence we had a private taxi take us to Pisa. The driver waited while we had a tour of Pisa. After Pisa the driver took us to Sienna. In Siena we had a Tuscan cooking class. From Siena we took a train to Rome and stayed at the beautiful Hotel there. We had a couple of great tours including the Vatican and Sistene Chapel on one day, and a Colosseum the next. We finished the day with a walking food tour. The next day we took a train to Naples. We were met at the train station by a guide and driver and we took a tour of Pompeii. After a delightful lunch at a small Pompeii vinyard we had a breif tour of Naples and we were dropped off at the train station for our trp back to Rome.We were met at each train station with a driver or guide who either took us on our tour or back to our hotel.Our flight from Amsterdam to Venice was late. When we landed and I took my phone off of airplane mode I already had a text from our agent letting me know that they were aware the filight was delayed and our ride would be waiting for us. Dealing with the travel company made our entire trip as stress free as possible. It was like having somebody in each city who had a tour guide friend that they fixed you up with. Guides were all very good.

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Italy, Switzerland Vacation Review: Zurich, Bern, Florence, San Gimignano, Bologna

Zicasso's travel partner did an amazing job from start to finish. I really enjoyed working with her. She planned a beautiful trip for us and was very open to changes we wanted to make. The guides and drivers she used for our tour in Zurich, Bern, Florence, and San Gimignano were excellent.

We had some difficulty at the end of our trip and our tour operator was a huge help. Due to the snowstorm that hit Munich on December 2 and 3, our flight from Florence to Zurich was canceled and we were rebooked out of Bologna. The airline was going to bus us to Bologna, but said it would be late that evening. I called the weekend emergency number and the travel agent who answered was so helpful. She immediately got us a driver and we were able to go to Bologna and have a bonus vacation day instead of sitting on an airport floor all weekend. We ended up being delayed an additional day in Frankfurt due to missing our connection. We didn't need additional assistance, but it was nice to know the travel team would help us if necessary.

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Travel Review: Luxury Italy Vacation, Rome, Florence, Venice, Sorrento, Siena, Pisa, Isle of Capri

Outstanding trip to Italy!   We did the 3 major cities plus Sienna, Pisa, Sorrento and the Isle of Capri.  Hotels were wonderful, tours were excellent and everything was as good or better than advertised.  Very happy with the customer service, trip planning (without any hard work for me best of all), and the price.  Everything was well organized and ran smoothly.  I would happily book travel with with this agent and this Italy travel company again.   

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Customizable Itinerary

This is a sample itinerary to inspire a personalized trip designed with your travel specialist.

28,000+ Verified Traveler Reviews