The Best of Tuscany 4-Day Tour

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The Best of Tuscany 4-Day Tour

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  • 4 Days
  • Small Group Size
  • All year round

A best-of-Tuscany guided tour, from Florence to Pisa and beyond...

Embark on a vibrant 4-day tour of Florence, Tuscany, and Cinque Terre. Start with an evening orientation walk through Florence’s art-filled streets, ending at a top local bar for an authentic aperitivo.

Enjoy a full free day exploring Florence’s historic sites, markets, and gelaterias at your leisure. Travel to Pisa and Cinque Terre for iconic sights and coastal villages.

Conclude with a day tour of Tuscany, savouring Chianti wine tastings and exploring the medieval town of San Gimignano, before bidding farewell in Florence.

Any questions about this tour? Please don’t hesitate to get in touch. Still undecided on what to plan for your Italy trip? Browse more of our Italy Day Tours and Multi-Day Tours in Italy.

Best of Tuscany Price Includes

  • 3 night accommodation in Florence
  • Night walking tour of the city including a welcome drink ( aperitivo )
  • Full day tour to Tuscany and the Chianti region with the visit of the famous Medieval town of San Gimignano
  • Visit of 2 local wineries, up to 9 wine tastings, extra virgin olive oil, balsamic vinegar and more
  • Visit of Pisa and the best of Cinque Terre; Riomaggiore, Vernazza and Manarola
  • Reccommendations on local stores and restaurants where to try traditional food and products
  • Transport required for the day trips
  • Assistance pre departure
  • Full time office support during your stay

Best of Tuscany Tour Highlights

  • No minimum numbers, no worries—your tour is always guaranteed
  • Hassle-Free Experience: We take care of all the details, so you can focus on enjoying your trip.
  • Enjoy two of Florence’s must-see day tours, one in Tuscany and one to Pisa & Cinque Terre, giving you a deeper understanding of the city’s rich history and culture.
  • Great combination of free time to do your own things and group time
  • Expert Local Guides: Benefit from the insights and stories of experienced local tour guides, enhancing your understanding and appreciation of Florence and its surroundings.
  • Connect with other like-minded travelers on select days, sharing experiences and making new friends while maintaining the flexibility to explore on your own.

Best of Tuscany Guided Tour Itinerary

Day 1Welcome to Florence

Check in to your accommodation in Florence from 2:00pm. If you arrive earlier,  store your bags at your accommodation or at our office and enjoy a leisurely stroll around Florence, soaking in the beauty of this iconic city.

Meet your guide at 07:30pm and after a brief introduction to your tour package and the upcoming days, continue for an original and fun orientation walk to experience the city while the sun goes down. During the walk through the city center passing by the Duomo, the ” Ponte Vecchio” and many other major sites, your local tour leader will share with you stories and info about the city and will point out the best spots in town.

The tour concludes on one of Florence’s liveliest streets, known for its vibrant nightlife. We’ll visit a bar acclaimed by locals as the best place for an aperitivo in Florence. Immerse yourself in the Italian lifestyle—relax, socialize with your group, and savor a delicious aperitivo with a drink and local snacks. Stay to experience Florence’s nightlife or head back for a restful evening.

Day 2Explore Florence Your Way

Today is all about exploring Florence on your terms. Wander through bustling local markets, savor authentic gelato at historic gelaterias, and shop for exquisite leather goods. Don’t miss the chance to climb the iconic Duomo for breathtaking views of the city. As the day winds down, head to Piazzale Michelangelo to watch a stunning sunset over Florence—an experience you won’t forget.

 

Optional Activities in Florence

Enhance your Florence adventure with optional activities tailored to your interests. Whether you want to take a hands-on cooking class, enjoy a guided tour of the city’s world-renowned museums and galleries, or discover hidden gems, our team is here to help you make the most of your day.

Day 3Pisa and Cinque Terre

Be ready this is a long day! Meet up with our guide early in the morning to catch the local train to Pisa, home of the must- visit Leaning Tower of Pisa, the Baptistery, Campo Santo and Duomo di Pisa (Pisa Cathedral). Here you will be free to walk around the square and enjoy taking as many funny pictures as your imagination can of the leaning tower. After Pisa we will continue towards the Cinque Terre, famous for their natural beauty, scenic trails, spectacular coast line and sunny beaches. Our first stop will be in Riomaggiore, where after an orientation walk we will stop for an optional light lunch based on local products. After lunch we will continue to the next village filled with boats called Manarola for amazing photos. Our last village will be Vernazza where you will be free to relax on the beach, sunbathe or take a swim before returning back to Florence. Free evening.

Day 4Tuscany Day Trip: Explore, Taste, and Experience the Best of Chianti

Check out your accommodation in the morning but the day is not over yet. A full day trip from Florence to discover Tuscany, the beautiful countryside and taste famous Chianti wine is waiting for you. We will depart at 10:00am which is not too early in the event you wish to sleep a big longer. The first stop will be at a winery where you will taste 4 different type of wines, a 30 year-old balsamic vinegar and the delicious truffle extra virgin olive oil. Here you will learn how to recognize the different flavours and develop your taste buds with a passionate wine producer. We will continue to our second winery located in a stunning area well known for the production of the Vernaccia white wine facing the famous towers of San Gimignano. The wine makers will guide you through the vineyards and the cellars and they will share the secrets of the wine and oil production as well as the best wine and food combinations. In the afternoon you will be free to visit and spend time wandering through the narrow streets shopping in the local shops of the most beautiful medieval town of Tuscany, San Gimignano and check out the tower filled skyline while eating the ice cream from a world-champion gelateria. 

We’ll head back to Florence, arriving around 5:00 PM for a heartfelt farewell.

Details

Meeting Point

You can arrive to Florence whenever it is best for you. Check in time is from 3:00pm but if you arrive earlier feel free to store your bags in the accommodation. Tour will officially start at 7:30 pm.

Departures

Sunday

Accommodation

Multi share dorm (mixed rooms) – Private or Share double/twin room for 2

Additional Info

Whether you’re a solo traveler or with friends, this itinerary is designed to offer you the best of Tuscany with the flexibility to make it your own. Explore at your own pace, knowing that everything has been taken care of for you.

No Minimum Participants Required

Traveling solo often means worrying about whether a tour will have enough participants to run. We guarantee departure regardless of group size, so you can plan confidently, knowing your adventure will go ahead as scheduled. This makes it an ideal choice for independent travelers who appreciate the perfect balance of flexibility and organized activities led by our experienced tour guides.

Designed for Independent Travelers

This tour package is crafted for those who enjoy exploring on their own terms while also maximizing their experience by joining expertly organized day tours and activities. With the support of a knowledgeable local Tour Operator, you’ll have the freedom to explore at your own pace and still immerse yourself in the best that Florence and Tuscany have to offer.

Meet New Travelers & Enjoy Diverse Experiences

Over the course of four days, you won’t be confined to the same group. This allows you to meet new travelers on days 3 and 4, when you’ll participate in our two most popular day tours in Florence. These tours are open to other travelers, providing opportunities to connect with like-minded individuals while exploring the city. 

Are you a solo traveler?

In summary:

  • Enjoy the perfect mix of solo exploration and guided tours
  • Guaranteed departure with no minimum group size
  • Connect with other travelers while maintaining your independence
  • Expertly organized activities that enhance your Florence experience
  • Stress-free travel with all logistics managed for you
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