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 631 reviews
We had a wonderful trip. We started off dealing with a canceled train on the arrival day due to a strike, but you had back-up train tickets even before we arrived in Rome. The drivers were all on time and very courteous. The drivers in Tuscany and the Amalfi Coast were exceptional. The driver from Naples to Sorrento was very nice and helpful; however, his car smelled of smoke and was not very clean. The hotels in Florence and Rome were great, but the Sorrento hotel was not as nice. You spoiled us with the standards in Florence and Rome.
Our one suggestion for Capri involves time management. While no one can predict the crowds, I would suggest notifying your travelers that getting to Anacapri will take a long time, either by taxi or bus. Our group from the boat took an hour and 20 minutes to get to Anacapri by bus. The trip back to Marina Grande was an hour. There are no direct buses to and from Anacapri and Marina Piccola. My wife and I then walked to Marina Piccola since waiting for a bus would have made us late for the boat. The others in the group waited for taxis in Anacapri and we still beat them back to the boat, even though we walked from Marina Grande to Marina Piccola. Four hours is just not enough time to go up to Anacapri to ride the chair lift and get back. This was the only time we felt rushed during our trip.
We would like to thank you for a wonderful trip and would recommend your agency to others.
See more
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.
See more
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.
See more
The trip was perfect. We only booked everything about two to three weeks prior to our vacation. To make it more difficult, we are a family of five. Zicasso's tour company took care of everything! We didn't have to stress over any details. The hotels were better than expected and the excursions were beyond expectations.
The two highlights for our family (kids 17, 14, and 12) were the private cooking lesson and the private boat tour of Capri and the Amalfi Coast.
The cooking class with a local at her home was a night to remember. (Amazing family and the view was perfection.) Even my kids said it was perfect. We cooked, we ate, we laughed, and had a magical evening, all with the picturesque backdrop of the Amalfi Coast beneath us.
The boat ride was equally spectacular. We enjoyed the day swimming in the sea and touring all of the grottos and legends of the area. I couldn't have asked for a more relaxing way to see the sites.
The trip was a little more than I originally wanted to spend, but was well worth every penny at the end of the day. I've already forgotten the cost, but will savor the memories with my family forever. The tour company really did an excellent job of planning every detail to ensure we had an amazing time. The regular communication and check-ins provided a stress-free vacation.
Another really nice touch was the chaperone to and from the boat docks in Capri to the hotel. She was lovely and extremely helpful. Overall, I was extremely happy with the experience and would reach out to them again when traveling to Italy.
See more
Our Italy trip with Zicasso’s travel partner was nothing short of spectacular! Referred by a friend who had an amazing experience, we decided to give it a try and were not disappointed. Our agent was fantastic, always ready with answers to our questions and providing excellent support throughout our journey.
In Tuscany, we visited beautiful wineries and enjoyed a delightful lunch with the vintners, who were incredibly warm and welcoming. Her attention to detail was evident when she adjusted our plans due to weather changes and even checked in on us when we were slightly delayed for a tour.
Siena was breathtaking and our hotel in Rome was perfectly located, allowing us to walk to all the major sites. One of the highlights was a small boat tour around Capri from Amalfi—perfect weather and stunning waters made it unforgettable. The cooking class on the Amalfi Coast, set on the side of a cliff, was exceptional and having personal tours just for the two of us was an unexpected and delightful bonus.
We can't express enough how much we enjoyed our Italy trip. The travel partner exceeded our expectations and we highly recommend them for a truly memorable experience!
See more
Zicasso’s tour operator planned the most amazing trip to Italy for us! My requirements were culture, romance, and relaxation. She delivered on every aspect. Although we missed our tour of the Vatican due to the Pope's funeral, my husband and I actually attended his funeral!! Our hotel, though planned many months before, was next to the basilica where Pope Francis was laid to rest. Talk about being a part of history!
We stayed in a beautiful converted villa to boutique hotel in Florence; got whisked away through the Tuscan countryside in a vintage Fiat 500; took cooking classes; sipped lovely wine, accompanied by excellent lunches on our winery tours; soaked in Italy's rich culture and museum scene; and even ticked the relaxation box by spending time by the pool, in the spa, and resting on our large deck overlooking the Amalfi coastline.
Every tour guide was extremely knowledgeable and personable, and it was evident they loved their jobs. Between memories of the boat ride along the Amalfi Coast, tips from the cooking classes I have already started using at home, and the cases of wine we are eagerly awaiting delivery of, my husband and I will forever hold Italy in our hearts and la dolce vita it provided us.
Talk with our tour operator; you will be glad you did!
See more





