Explore Tuscany Tour: Ancient Towns, Coastlines, Snorkeling & Trekking

What to expect on this itinerary
Step off the beaten path on your custom-tailored luxury vacation for a view of the unparalleled charms of Tuscany. From undulating open valleys to treasured shores, experience an unforgettable journey through the uncharted and overlooked splendors of Elba, Florence, and the surrounding beauty of Tuscany. The Mediterranean sun spreads over the rugged and lush niches of the Island of Elba. Emerald hills and cypress trees expand across the lengths of the horizon. Museums display breathtaking artwork. Ancient villages display remnants of their heritage along cobbled lanes and antique walls.
Customizable Itinerary
Seemingly Known
Culture is the root of all things in Tuscany, emanating from the cobblestone streets and cast across the landscape in vineyards and cypress trees. The emerald hillsides are as much a part of people’s lives as the traditional prosciutto made from boar as well as the unparalleled frescoes decorating secluded churches in medieval villages. When you arrive at Florence International Airport, your private transfer greets you and welcomes you to Italy. Soon you settle into your luxurious accommodation in the heart of Florence’s historic center, where the truth in the cultural base of Tuscany comes to life.
The scent of fresh pastries blends with the savory aroma of simmering sauces. Olive groves grow outside of the city, and the Arno River separates the city center from Oltrarno, connected by a series of bridges; including the Ponte Vecchio, the Old Bridge, lined with goldsmiths and jewelers. Florence has a tangible energy and remains one of the most visited cities in the world. And yet it can maintain pockets of uncharted beauty, alongside the breathtaking art of Michelangelo and Botticelli. The narrow streets of the Oltrarno intertwine sophisticated artisan shops, woodwork and ceramics, and the distinctive traditional flavors of Tuscany. Settling into Florence is emblematic of the surrounding region, filled with endless beauty any way you turn your head.
What's Included:
En Route to the Waters
Inside the Pearl of the Mediterranean
More than Unique
Active Elba
Taking in the Sights
Returning to Renaissance Streets
Back on Track
Trip Highlights
- Enjoy the cool waters of the Mediterranean Sea and the crystal clear view of the seafloor on a snorkel excursion
- Discover secluded beaches around the Isle of Elba, accessible only by sea routes
- Revel in the rugged and lush landscapes of Elba on a trekking excursion that leads you around the historic cities of the island
- Visit Napoleon Bonaparte’s villa overlooking Elba’s coastline
- Explore the quaint streets and powerful ancient walls of the Tuscan town of Volterra
- Wander through the exceptional historical streets and immerse yourself in the charming ambiance of Portoferraio, Elba’s main town
- Witness one of the largest collections of antique armor in the world at a private museum on the hills of Florence
Detailed Description
Discover Tuscany in a way you have never imagined before. On this 8-day customized best of Tuscany tour of the countryside and island life, you will experience luxury, charm, beauty, and a wealth of history of which only Italy can provide. Your journey begins in Florence, upon your arrival at Florence International Airport. Your private transfer greets you and quickly escorts you into the city where you can settle into your centrally located hotel. Become acquainted with Florence, a city known for its Renaissance art and unique ambiance similar to an open-air museum.
The following day, your private transfer will escort you to Volterra, an enchanting medieval town with ancient roots. After your exploration of Volterra, you continue westward to the port city of Piombino, where you board the ferry to Elba, an island paradise that is part of the region of Tuscany. You settle into the quiet town of Marciana Marina. Wake up to the elegant colors of the island with a private tour of Portoferraio and Napoleon Bonaparte’s historic villa.
In the evening, you can board a boat at the marina and venture out to sea for an indulgent sunset cruise around the island’s coastline. The following day, you can relax around the bay of Capo Sant’Andrea, enjoying the sunshine and even snorkeling in the clear waters. Your guide meets you the next day eager to take you out into the water for a private kayak excursion along the coastline, visiting secluded beaches or the graceful lighthouse.
Revel in an active day of hiking around the island, whether it’s exploring villages, archeological sites, or the panoramic views, the day is at your leisure. The next day, your private transfer leads you to the marina, where you board the ferry and return to mainland Italy. The remainder of the day is at your leisure to explore Tuscany, whether visiting medieval villages around Florence, wandering trough Pisa, or visiting unique museums. On your final morning in Tuscany, your private transfer meets you at the hotel and escorts you to Florence International Airport for your flight home.
Starting Price
$3,600 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
- 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 571 reviews
This travel company was incredibly difficult to work with, and I would not recommend them. The travel agent seemed very annoyed when we asked basic questions about our itinerary. For example, the itinerary he sent us did not have the correct number of rooms booked for our party. When I asked him about it, he rudely told me, "Of course I have booked the right rooms". Later, we found out he was working off the wrong itinerary - our final invoice was based on this wrong itinerary and had a much higher amount than we actually owed. When we pointed that out, he went from being annoyed to flat out rude.
We also identified many gaps in transportation and logistics, with the travel agent continuing to be rude when we asked for clarification or support in fixing the gaps. For example, he had us driving a rental car to the Bologna airport at around 3 AM from rural Italy to make an 8 AM flight. We would be driving right through Florence on the way to Bologna. When I asked why we didn't simply take a later flight out of Florence, I was told there were no options to do this. A simple Google search identified several flights out of Florence at a more reasonable time.
We finally had Zicasso step in, and they were incredibly helpful in cleaning up our itinerary. Unfortunately, we still experienced several logistical issues during our trip despite Zicasso's support. For example, we were dropped off by drivers at train stations and were then on our own to figure out how to get to our hotels - all required lengthy walks up hills to access, and my 81-year old father was not able to do that. So we had to find our own transportation or have my dad attempt to walk (not good at all). As another example, my father really wanted to see the Matterhorn. The travel agent said it was an easy "day trip" from our hotel to the Matterhorn. It turned out to be a 3.5 hour drive each way. The driver left us at a train station below Zermatt (town below the mountain) to figure out on our own how to navigate the city of Zermatt. We had no guidance from the travel agency on how to best see the Matterhorn, and Zermatt was another town with steep hills that my dad had to walk through (with a cane) as we tried to figure out how to best see the mountain. Due to the length of the drive to Zermatt from our hotel, we had less than two hours in Zermatt because the travel company had booked us on a 6:15 AM train the next morning to leave Switzerland. It was a wasted day instead of being the wonderful experience my father had hoped for.
The best part of the trip was the hotels, and the travel company gets credit for selecting hotels with wonderful views and great breakfast options. They were not easily accessible from the local towns, so we had to figure out taxis and shuttles to get to nearby sites.
Most of the time, we were left on our own to find our way around. But we did have a guided tour in Florence and a knowledgeable driver that took us to a winery in Tuscany. Both of these guides were amazing, and it would have been nice to have more guided support throughout this trip (especially in Zermatt).
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We had an absolute dream trip to Italy with the help of Zicasso's travel specialist! Traveling as a family of five, we visited Rome, Florence, San Gimignano, Greve, Siena, Cinque Terre, and Venice, along with many beautiful towns and smaller areas throughout the country.
The wonderful vacation rental accommodations were thoughtfully chosen and every detail of our trip was carefully planned. The local tour guides were incredibly knowledgeable and gave us a truly authentic experience. Our private transfers, train transfer, and private tours were efficient, informative, and made traveling from place to place seamless and stress-free.
The communication between all tour guides and transportation providers was great, as was that of each vacation rental host, who contacted us in advance to prepare us for our arrival.
One of our favorite parts of the trip was discovering the smaller, less-touristy areas within the larger cities, places we likely never would have found on our own. We enjoyed exploring Tridente for shopping and Trastevere in Rome for a private pizza-making class (highly recommended), artisan shops, excellent restaurants, and a vibrant nightlife.
Florence was wonderful, but we had the opportunity to travel to a few other areas, such as Siena, Greve, and San Gimignano. We even had a private vineyard tour and chef's meal while in Chianti. A must-see is the walk to the Boboli Gardens across Ponte Vecchio and, on the way back to our apartment, a stop at Piazzale Michelangelo.
While staying in Cinque Terre (Monterosso al Mare), be sure to take a private boat to visit all of the other villages and maybe even snorkel. The water is so clear!
Venice had great history, but we also enjoyed our boat tour to Murano to watch the glassmaking process and Burano, filled with gorgeous multicolored homes and artisan shops.
Every experience felt personal, meaningful, and special.
This trip was truly an absolute dream and we are so grateful to him for helping make our family vacation to Italy unforgettable. We highly recommend him to anyone looking to plan an incredible, seamless, and memorable trip!
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My wife and I consulted with a handful of travel agencies in order to pick the right one for us to curate our dream honeymoon, and I could not be happier with our final decision to trust Zicasso’s tour company with this task.
Our travel agent was amazing throughout the process of building our itinerary, choosing experiences that fit exactly what we were looking for in an Italy honeymoon.
Start to finish, our overall experience was seamless. We decided to pack a lot into 10 nights, visiting Tuscany, Venice, Sorrento, and finishing the trip with one night in Rome. The tour company perfectly constructed our itinerary in a way that did not make our experience feel rushed in any of these locations. We had ample time to relax and explore these beautiful places on our own, while also fitting in world-class experiences specific to the region in which we were staying, all hand-selected by the tour company and their local expertise.
Every experience we had was incredible. From a private pasta cooking class and wine tasting in Tuscany to a limoncello tour in a quiet, picturesque village along the Amalfi Coast, each will be an experience my wife and I will never forget.
I would recommend this travel company to anyone visiting Italy for the first time or even those who have been to Italy, but want to experience breathtaking excursions curated by a local team of experts.
Our honeymoon was all we dreamed of and more, and I look forward to having the opportunity to use them for our next adventure.
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We loved everything about our trip to Tuscany. We had great, comfortable hotels as bases to explore the beautiful countryside and towns. Our hotels had kind, welcoming staff. Zicasso's travel company provided helpful suggestions and reserved non-touristy restaurants and enjoyable, interesting activities: eating in Florence, wine tasting in Montalcino, and cheese making in Pienza.
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Thanks for organizing a great trip to Italy for us. We had a great time. The entire experience working with Zicasso's travel company was professional. They were responsive, on top of things, and helped plan and execute a positively memorable trip to Florence, Venice, and Rome.
Hotels: All hotels met our needs. I would rate the hotels across quality of room/property and quality of service on a scale of one to five:
Our hotel in Florence: Quality of room 4/5; Quality of service 5/5.
Our hotel in Tuscany: Quality of room 3/5; Quality of service 4/5.
Our hotel in Rome: Quality of room 5/5 (best room); Quality of service 4.5/5.
Guides and drivers: All guides and drivers did a great job. They were punctual, gave us good information, and were friendly. I want to specially recognize our driver in Florence/Tuscany, our guide on June 26 in Florence, and our guide for the food tour in Rome for doing an exceptional job.
What could’ve been better: Given the hot weather, which is outside everyone’s control, some days felt cramped. In Florence, after the guided tour of Florence, we had the cooking class. As a result, we could not do the planned climb up the Duomo dome. In Venice, if we did it again, we would choose a different location and hotel.
Overall, we ended the trip with very fond memories of Italy. There is so much more to explore in your beautiful country and we will be back. Thanks to the team at the travel company.
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We had the pleasure of working with Zicasso’s travel agents to create the perfect Italian adventure. I had quite a few specific requests, from travel logistics to hotel preferences, and they were incredibly patient and collaborative, offering multiple variations of the itinerary until it matched exactly what we envisioned.
Our journey began in Venice, where we were seamlessly picked up by a private driver, transferred to a water taxi, and dropped directly at our hotel. After a wonderful stay, we were taken by private driver to the train station for our ride from Venice to Florence, our one and only train trip, as we opted (based on their smart recommendation) for private transportation for the rest of our travels to avoid potential delays and enjoy added convenience.
From Florence, we were driven into the Tuscan hills, where we experienced magical wine tastings, vineyard tours, olive oil tastings, and unforgettable meals with wine pairings.
Next, our private driver brought us to Pompeii, where we enjoyed a fascinating tour with our private guide, and then continued on to Rome. In Rome, we loved the private golf cart tour of the city’s major landmarks, as well as a delightful cooking class that was arranged for us; it was a real highlight!
Finally, we traveled by private driver to Sorrento. From there, we had a breathtaking driving tour of the Amalfi Coast, a lemon farm tour, and an amazing day trip to Capri. Every detail was thoughtfully planned and executed.
Summary:
Planning and Itinerary Creation: Zicasso’s consultants made the entire process easy and stress-free. They worked closely with us to perfect the itinerary and were always receptive to changes and feedback.
Hotels: My sister and I requested adjoining rooms and were provided with beautiful family suites throughout the trip. Each hotel was ideally located, comfortable, and well-appointed, with all the amenities we needed.
Transportation: Every transfer was smooth and punctual. The private drivers were professional, friendly, and knowledgeable. (A special shoutout to our driver in Florence/Tuscany – he was the best!)
Communication: Throughout our trip, the travel company’s team was always accessible. Whether we needed to make adjustments or had a question, they handled everything promptly, allowing us to relax and fully enjoy our vacation.
We spent just over two unforgettable weeks in Italy and it was absolutely perfect, all thanks to the hard work, attention to detail, and excellent communication from Zicasso’s travel company! I highly recommend them and would not hesitate to use them again for future adventures.
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