Taste of Italy - 10 Day Tour

Do you want to see the best of Italy? This tour is the perfect mix of Italy’s greatest highlights combined with a taste of real local culture. Guidester’s 10 day ‘Taste of Italy Tour’ is a small-group tour covering the most popular sights in Italy as well as many off the beaten path gems. We will begin in Rome with the must-see sights and experience the Eternal City in all of its glory. Then we head north to the medieval city of Siena to discover the hilltop towns and local wineries of Tuscany. Next, we hit Florence for breathtaking Renaissance art and culture, and, finally end in the quaint, romantic canals of Venice. 

Tour Questions? Talk with the actual tour host, Jack Baumann! Contact Jack at 314-503-7979 or [email protected]

Tour Dates: June 4th-13th, 2019. Unless you are already in Europe before the tour, members will fly out on the 3rd to arrive the morning of the 4th. More on arrival information below under flights and extended stays.

Pricing: $3,950 per person. Airfare not included.  

  • A small, private group of 16-20 – less than half the size of most tour groups!
  • 9 nights luxury accommodation (4-star hotels) (based on double room rates, single room supplement will apply)
  • Full-time travel host with Guidester’s CEO Jack Baumann
  • All transportation and sightseeing via deluxe touring motor coach with the services of a professional driver and guide throughout
  • Personal Guidester custom travel guide
  • Arrival transfer from airport to Rome hotel
  • Full Breakfast daily
  • Welcome dinner in private local Roman home
  • Visits/Admissions: Colosseum, Forum, Vatican Museums, Accademia, Doge’s Palace
  • Vatican private tour
  • Colosseum/Forum private tour
  • Florence historic center private tour
  • Tuscany Chianti private tour
  • Tips and taxes on items included
  • Passport case and portfolio of travel documents

Day 1: Welcome to Italy

You will arrive the morning of the 4th and have most of the day to get settled into your hotel and start exploring Rome. This is where your personal Guidester guide will come in handy. Use your guide to get acquainted with the Eternal City, have a bite to eat, and wander the majestic streets. We’ll have a get-to-know-you meeting at our hotel at 4pm. After an orientation walk through the neighborhood, we’ll jump right in and head over to see the famous Trevi Fountain, Pantheon and Spanish steps. This evening we will enjoy a 3-course Italian dinner at a nearby favorite restaurant.

Hotel: Albergo del Sole Al Pantheon, Rome

Day 2: Vatican City

Today we’ll focus on the splendor and beauty of Vatican City. We have a planned 4-hour private tour that will take us through the limitless art collection at the Vatican Museums, one of the world’s most famous works of art in Michelangelo’s Sistine Chapel and ending in the breathtaking St. Peter’s Basilica where you will have plenty of time to wander through this immense church.

Hotel: Albergo del Sole Al Pantheon, Rome

Day 3: Colosseum and Forum

We’ll have another private tour today with a local guide telling us tales of the larger-than-life Colosseum and the birthplace of Rome; the Forum. After our private tour of the Colosseum and Forum you will have the rest of the day to explore Rome on your own. You will have your custom guide at your disposal which will allow you to better explore parts of the city that interest you the most.

Hotel: Albergo del Sole Al Pantheon, Rome

Day 4: The Heart of Tuscany

Today we head north to Siena in the very heart of Tuscany. Siena is one of Italy’s loveliest medieval cities and the perfect place to explore the wider Tuscan region. We will spend time exploring the city’s majestic architecture and its most famous sites. Siena’s heart is its central piazza known as Il Campo, known worldwide for the famous Palio horse run. A triumph of Romanesque-Gothic architecture, Siena’s cathedral is one of Italy’s most awe-inspiring churches.

Hotel: Hotel Athena, Siena

Day 5: Hilltop Villages and Chianti tour

We’ll spend all day exploring the gorgeous area of Chianti, an area that encompasses a large chunk of Tuscany. Here you will find quaint hamlets, low lying forests, and picturesque countryside. You will have time to walk some of the regions most picturesque hilltop villages such as San Gimignano, and have a chance to taste Chianti wine at a local vineyard.

Hotel: Hotel Athena, Siena

Day 6: Siena to Florence

Private transfer from Siena to the historic center of Florence. Your hotel is located right in the heart of Florence within walking distance to all the city’s most famous sights. Once you get settled into your lovely hotel, you will have most of the day free to explore the magnificent Renaissance city.

Hotel: Plaza Hotel Lucchesi, Florence

Day 7: Florence historic center and David

Today we’ll take a private morning walking tour of the city’s historic center. We’ll visit the stunning pearl-white Duomo, learn about the role Florence played in the great Renaissance that changed the course of history, and finally experience the famous David at the Galleria dell’Accademia with skip-the-line access. Tonight we will walk across the river to Piazzale Michelangelo for a perfect spot to watch the sunset over Florence and the surrounding Tuscan countryside.   

Hotel: Plaza Hotel Lucchesi, Florence

Day 8: Settle into Venice

We head straight to Venice today via a private motor coach. You will arrive in the late morning and have the day free to explore the neighborhood and get a good feel for the city’s many bridges and canals. Your hotel is conveniently located in the historic center of Venice within walking distance of the major sights! Your custom guide will provide numerous recommendations on where to spend your time and how best to navigate the famous lagoon city.

Hotel: Hotel Giorgione, Venice

 Day 9: Venice walking tour

Today we’ll take a 2-hour tour through the quaint canals and piazzas of Venice, stopping in Basilica San Marco, and a private skip the line tour of the famous Doge’s Palace. This evening we will have a get together at a local favorite restaurant where we can reminisce on all the amazing experiences we had over the entire trip!

Hotel: Hotel Giorgione, Venice

 Day 10: Farewell

Breakfast is provided, but there are no group activities today. Private transfer is provided that are flying out this morning. For those that are staying or have a flight outside the transfer window, we can help you with any post-tour planning. Grazie!!

You will need to pay a $250 per person deposit to reserve your place on the tour. Click the link ‘reserve now’ to confirm your place and our tour operator will contact you for deposit. You can also contact us directly at [email protected] or 314-503-7979.

Reserve Now

Passport Information

You will need a valid passport. We recommend renewing or applying for your passport well in advance of travel due to higher wait times for passports in 2019. Passport MUST be valid six months after your final return date. You can find detailed instructions on how to renew or apply for your passport online here through the State Department.


You will want to pack for warm weather, as well as some cooler evenings. Italians also dress to impress so we suggest packing clothes for a few fancy dinners. Comfortable shoes is a must as there will be a lot of walking. Dress shoes also recommended.

Italy in June is fantastic. The summer heat as not yet set in, and the main summer crowds have not yet hit. Most of the areas we will visit will have an average high in June of 81 degrees and an average low of 60.

This tour does not include airfare, so your flight arrangements are completely up to you. Tour will officially begin at the orientation meeting at our hotel in Rome at 4pm on June 4th, 2019 and end the morning of June 13th in Venice.

Some members may elect to add a pre or post stay to the tour. We are happy to work with you to accommodate an additional stay in Italy or wider Europe.

You are welcome to come a day or two early before the tour start date. This will allow you to recover from jet lag as well as spend more time exploring the Eternal City.

Members that wish to take advantage of the tour transfer from the airport to hotel will arrive June 4th between 7am-9am. Some tour members will arrive outside the transfer window and will need to find transportation into Rome city center.

$3,950 per person + airfare

Only a few spots left!

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