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Tuscany & Florence Private Florence Private Guides

Private · Florence

The Best of Florence & Tuscany

6 Days Tuscany

The Overview

Overview

If you're looking for a stress-free and completely private way to explore the beauty of Florence and Tuscany, we've got you covered! Our team will take care of everything from start to finish, and show you some of the most breathtaking locations in the region.

Our package includes stays at amazing centrally-located hotels with stunning views, as well as private guides and wine tastings that will make your trip truly unforgettable. Let us show you the best of Tuscany and Florence in comfort and style.

Duration

6 days

5 nights

Starting From

EUR 2,550

Per person for two travelers

Tailored to your departure and group.

"This is a fantastic option for those who wish to explore Florence and Tuscany without the hassle of driving. We take care of everything from the beginning to the end, ensuring that you get to see some of the most stunning locations in this beautiful region and the charming city of Florence." From incredible, centrally located to hotels with wonderful views, to the wonderful private guides and wine tastings you will enjoy throughout this package, let us introduce you to the best of Tuscany and Florence in comfort and style.

Regions
Tuscany
Tour Style
Private
Departs From
Florence
Meeting Point
Airport
Included Meals
Daily breakfast · 3 wine tastings · 1 lunch
Day by day

Itinerary

Follow the route as you read. The map traces each day of the journey, moving with you from place to place.

Tuscany

Chapter 1 · Days 1–6

Welcome to Tuscany

Tuscany is among the most beautiful regions of Italy. The gentle curves and slopes of the land will enchant you. Tuscany is as famous for its wine and cuisine as it is for its landscapes. Wine production focuses on red wines like Chianti, San Giovese, Rosso di Montalcino, Rosso di Montepulciano, Bolgheri, and others. Food is prepared with seasonal…

Explore Tuscany
Day 1

Tuscany, Florence

Arrival in Florence: Private Transfer to Hotel in Florence - Welcome Cocktail at Hotel

  • Wine Tasting
Arrival in Florence: Private Transfer to Hotel in Florence - Welcome Cocktail at Hotel — photo 1 Arrival in Florence: Private Transfer to Hotel in Florence - Welcome Cocktail at Hotel — photo 2 Arrival in Florence: Private Transfer to Hotel in Florence - Welcome Cocktail at Hotel — photo 3 Arrival in Florence: Private Transfer to Hotel in Florence - Welcome Cocktail at Hotel — photo 4 Arrival in Florence: Private Transfer to Hotel in Florence - Welcome Cocktail at Hotel — photo 5

Upon arrival in Florence, whether by airplane or train, our team will wait to greet you and provide you with a private transfer to your hotel.

We have arranged for you to stay at one of Florence's top-rated four-star hotels, located on the Ponte Vecchio Bridge. The area is renowned for its beautiful jewelry shops. It is situated in the heart of Florence, just a 10-minute walk from the Duomo, Boboli Gardens, Santa Croce church (where Michelangelo is buried), and many other delightful streets filled with some of the best shopping opportunities in Italy.

Once you arrive, you will have the remainder of the day to relax and enjoy the enchanting atmosphere of Florence as you prepare for an extraordinary private tour of the city the following day.

You'll spend the night in Florence, and we can't wait for you to experience this magnificent city.

Where we meet Airport
Day 2

Tuscany, Florence

Private Walking Tour of Florence including Accademmia Gallery with VIP tickets

  • Breakfast
Private Walking Tour of Florence including Accademmia Gallery with VIP tickets — photo 1 Private Walking Tour of Florence including Accademmia Gallery with VIP tickets — photo 2 Private Walking Tour of Florence including Accademmia Gallery with VIP tickets — photo 3 Private Walking Tour of Florence including Accademmia Gallery with VIP tickets — photo 4 Private Walking Tour of Florence including Accademmia Gallery with VIP tickets — photo 5

After enjoying an excellent buffet breakfast at the hotel this morning, we'll meet you to start a privately guided tour of historic Florence. Your hotel is in the city's historic center, so everything will be within easy walking distance. However, your guide will bring the history of this incredible city to life and explain in detail its remarkable history, known as the cradle of the Renaissance.

During the tour, you'll visit the Medici doors, palaces, and the stunning marble works throughout the city. You'll conclude your time at the Accademia Gallery, where Michelangelo's David is housed. You'll then have the rest of the afternoon to spend at your leisure. You can visit the Uffizi galleries, which contain numerous other works of art, enjoy fantastic shopping, or walk through the Boboli Gardens. We also offer cooking experiences in Florence and many optional tours. However, trying to do only a little is essential as Florence is like an open-air museum, and there's so much to experience just by walking!

The rest of the day will be yours to enjoy in Florence!

Day 3

Tuscany, Pisa Tuscany, Lucca

Pisa & Lucca

  • Breakfast
Pisa & Lucca — photo 1 Pisa & Lucca — photo 2 Pisa & Lucca — photo 3 Pisa & Lucca — photo 4 Pisa & Lucca — photo 5

This morning, after a rich, Italian-style buffet breakfast at the hotel, your English-speaking driver guide will meet you to begin your journey into northern Tuscany to enjoy the beautiful cities of Pisa and Lucca, which were, at one time, great rivals of Florence.

We will head first to Pisa, which is famous for its leaning tower in the square of Miracles. Of course, Pisa is touristy, but it's touristy for a reason: It is beautiful and it is a lot of fun to visit Pisa, even if just for the photos! Here, you can have a chance to climb the leaning tower if you wish. However, let us know in advance, as tickets are subject to availability!

Following time in Pisa, we will continue to Lucca, the walled city where you will enjoy free time for lunch and walk through this incredible medieval town.  Lucca is also a fantastic center for shopping, music, and beautiful markets.  You will have time for shopping before we continue to our final destination for the day, Castellina in Chianti, in the heart of the Chianti region, where you will be based for the next three nights at the beautiful Palazzo Squarcialupi, a terrific hotel in the center of town with a swimming pool, overlooking the vineyards.

The rest of the night and dinner will be at leisure. 

Day 4

Tuscany, San Gimignano

San Gimignano Wine Experience

  • Breakfast
  • Lunch
  • Wine Tasting
San Gimignano Wine Experience — photo 1 San Gimignano Wine Experience — photo 2 San Gimignano Wine Experience — photo 3 San Gimignano Wine Experience — photo 4 San Gimignano Wine Experience — photo 5

After a leisurely breakfast at the hotel this morning with plenty of time to relax and enjoy the swimming pool, we will depart through the stunning Chianti wine territory. Our destination is San Gimignano, where we will visit a renowned winery that produces some of the top wines in Tuscany. There, you will savor a fantastic Tuscan lunch paired with wine tasting.

After our time at the winery, we will head to San Gimignano, one of the most beautiful towns in Tuscany. This town offers spectacular views of the valley. You will have some free time to shop around and climb the towers. San Gimignano is also famous for its gelato, so take advantage of the chance to try some of the best in Italy.

In the evening, we will return to Castellina in Chianti for dinner at leisure and overnight at the hotel.

Day 5

Tuscany, Siena Tuscany, Montepulciano Tuscany, Montalcino

Siena

  • Breakfast
  • Wine Tasting
Siena — photo 1 Siena — photo 2 Siena — photo 3 Siena — photo 4 Siena — photo 5

This morning, after a leisurely breakfast at the hotel with plenty of time to relax and enjoy the swimming pool, we will depart for the stunning Siena. Here, you will have a private guided tour and some time at leisure to enjoy and walk around this beautiful city. 

In the afternoon, we will return to Castellina in Chianti for dinner at leisure and overnight at the hotel.

Day 6

Tuscany, Monteriggioni Tuscany, Florence

Return transfer to Florence via Montereggioni

  • Breakfast
Return transfer to Florence via Montereggioni — photo 1 Return transfer to Florence via Montereggioni — photo 2 Return transfer to Florence via Montereggioni — photo 3 Return transfer to Florence via Montereggioni — photo 4 Return transfer to Florence via Montereggioni — photo 5

Good morning! After breakfast, it's time to pack your things as we prepare to leave for Florence. However, if you'd like to go somewhere else, just let us know your desired destination. If we have enough time, we'll stop at Monteriggioni, one of Tuscany's most important fortresses. You'll have the opportunity to walk along its walls before we depart.

If you're not continuing your journey with us, it's time to say "Arrivederci" (until we meet again), but not goodbye to Florence! However, if you'd like to travel south to Rome and the Amalfi Coast or north to Venice or Milan and the Lakes and Dolomite mountains in Italy's incredible north, just let us know. We'll do our best to help you plan your next adventure in Italy!

The details

Inclusions & Exclusions

What's Included

  • Accommodation in superior four star hotels throughout
  • All arrival and departure transfers
  • All entrance fees to sites and museums
  • Daily Buffet Breakfast
  • Internet at All Hotels
  • Tastings of local products
  • Transfers in and out of Florence
  • Transportation in luxury vehicle
  • Visit of Siena and San Gimignano
  • Walking Tour of Florence
  • Wine Estate Visit
  • Private guided tour of Siena

What's Not Included

  • Food and beverages not mentioned in the program
  • Gratuities of any type
  • International Flights
  • Personal Expenses or Extras at hotels
  • City tax fees at the hotels
Your rooms

Where You'll Stay

Hotels are subject to availability and may be replaced with a property of similar standard.

Hotel Berchielli

Hotel Berchielli

Tuscany, Florence

Hotel Berchielli is a luxurious 4-star establishment nestled in the heart of Florence. Situated on the picturesque riverfront, the hotel boasts breath...

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Hotel Palazzo Squarcialupi

Hotel Palazzo Squarcialupi

Siena, Castellina in Chianti

The Palazzo Squarcialupi is a 15th-century palace located in the historical center of Castellina in Chianti. It was once a noble residence with agricu...

Discover Property
In their words

Traveler Reviews

Emily and David Davison Travelled with us

My husband and I just took a two week trip to Italy that was planned for us by Eleanor Kinchin-Smith. It was a fantastic trip and we could not have been more thrilled. We worked together with Ele to let her know about our interests and our style of travel. She planned the perfect trip with excellent private guides at all of our sites, professional drivers and lovely hotels. We arrived in Italy with all of our train and ferry reservations made by Ele, with tickets in hand. She was in touch with us daily throughout our trip to make sure that things were going smoothly. She was able to make a few changes to our itinerary as needed. We look forward to working with Ele again on our next trip and have put her in touch with another family member to help plan their trip as well.

Ron and Deb Crosby Travelled with us

Dear Guiseppe and Jesse,

We just returned from our most wonderful vacation to Italy and wanted to first thank you for putting together such a wonderful trip, and second to provide some feedback for the future.

Hotels

1. Hotel Sovestro in San Gimignano was wonderful. The staff were very friendly and helpful and made the first portion of our journey very stress free. They made us feel like we were part of their family. I would recommend it to anyone and would specifically ask for it if we were to make a return visit.

2. Hotel La Baia in Monterosso was nice and it's location was very good especially for us older folks humping luggage from/to the train station.

3. Hotel Lucchesi in Florence- what can I say expect FANTASTIC. The rooftop view at sunset is well worth it. Again very friendly and helpful staff. Would recommend it to everyone.

Wine Tour

Money well spent. We had a great time overall. The driver Mario was OUTSTANDING. He had lots of local knowledge as well as about winemaking. USE HIM AGAIN!!!

The various wineries we visited on tour:

Altesino- fantastic and they were not cheap on their pouring. Great experience.

Azienda Agricola Patrizia Cencion Sloaria- Again a great tour by one of the owner's daughters. We felt like we were the only thing on their mind although there were other customers there. A great way to complete the day.

Again we had a fantastic time and are very appreciative of everything you booked for us. We wish you continued success and if our travels should bring us back to Italy, we know who to call.

Leon and Michele Travelled with us

The trip was great we appreciate all the hard work you and your team invested to make our experience a once in a lifetime trip. We appreciate all the attention to the details in particular Giuseppe spending the time and the focus with us on the road and as we were exploring your great country.

Bob & Sandy Travelled with us

Jesse & Giuseppe,

Sandy and I have been looking through my slides of our trip to Southern Italy. We had such a good time with you and Giuseppe that we wanted to let you know again. You were the best guides ever.

Where you are

Location

Italy Florence

Florence and beyond

6 days through Italy, with every stop chosen by the people who live here.

Where we meet

Airport

Where it starts

Florence

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Good to know

Frequently Asked Questions

Is this a private tour, or will we join a group?

Private. You travel with your own guide and driver, and the only people on the itinerary are the ones you bring with you. Nothing is shared with strangers, and the pace of each day is yours to set.

Can the itinerary be changed to suit us?

Yes. What you see here is a starting point, not a fixed departure. Tell us how long you have, what you love and what you would rather skip, and we will reshape it around you. A slower morning, an extra night somewhere you fell for, a different region entirely.

How do we start planning?

Send us a note using the form on this page, or call us on 1-866-779-2565. A travel specialist replies within one business day, usually with a few questions of their own. There is no cost and no obligation in asking.

Are the hotels shown the ones we will stay in?

Usually, yes. Hotels are subject to availability, and if one is full on your dates we will replace it with a property of a similar standard and tell you before you book. Never a surprise on arrival.

When should we book?

The earlier the better, particularly for travel between May and September, when the best small hotels and the guides worth having are taken first. That said, we have put together beautiful trips at short notice, so ask and we will tell you honestly what is still possible for your dates.

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6 days from EUR 2,550 per person

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