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THE BEST OF TUSCANY & UMBRIA TOUR –  Italy Tours in Small Groups

You may book this Italy tour as a private tour for your group, large or small. Travel Anytime. Inquire.

Tour Prices & Dates       •    Itinerary    • I Reservation Form

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Group Size:  8 to 12 people – Also available for private groups, any size, any travel dates.

Touring: Lucca, Pisa, Cinque Terre, Florence, Siena, San Gimignano, Pienza, Montalcino, Cortona, Spoleto, Orvieto, Perugia, Assisi

Tour Overview: Join one of our upscale Italy small group tours to Tuscany that will also take you to the beautiful countryside of Umbria. This Italy tour, a small group tour, will take you to the Cinque Terre in Liguria.  Enjoy the breathtaking scenery as we travel the peaceful Tuscan & Umbrian countryside in search of world-class art, living history and fine cuisine. We’ll visit such famous sites as Assisi, Siena, Orvieto, Pisa and Florence while also getting off the beaten track to explore small vineyards and hilltop villages.

The accommodations in this upscale escorted Italy tour and their location were carefully selected to give our clients a variety of experience (country inn; 4 Star hotels) while providing elegant and comfortable accommodations.  We have homebases in cities that offer you the most, including an overnight in Florence, a perfect city to end a fantastic trip to Italy.

We are very proud of our “best” Tuscany and Umbria escorted small group tour.  Join us.

Arrival Airport: Florence –  Arrive by noon to meet up with the private transfer to Lucca. Speak with us before purchasing your airline tickets.
Departure Airport:

NOTE:  You may extend your Italy vacation by arriving early in Florence or Lucca, or if you are interested in doing one of our pre- and post-tour extensions.  We can help you make all the travel arrangements.

Possible This Tuscany and Umbria tour has tour extensions to Venice and Rome.





Italy Tour Includes:

  • Eleven days land tour
  • Comfortable, charming and elegant accommodations in centrally located hotels (country inn, 4 Star hotels)
  • Four dinners and two lunches with wine
  • Breakfast daily
  • Walking tours with local expert tour guides to Florence, Assisi, Spoleto and Orvieto
  • Gratuities to local expert guides: Florence, Spoleto and Orvieto
  • Winery tour and wine tasting in Montalcino
  • Services of your Tour Manager throughout the tour
  •  One private airport transfer to hotel in Lucca
  • Transportation to all planned activities
  • Entrance fees to all scheduled museums and sites

Not included:

  • Gratuity to your Tour Manager
  • Airport Transfer on departure day.
  • Gratuity to drivers


Optional 3-Day Venice Tour


  • Accommodations at a 4 Star hotels
  • Breakfast Daily
  • Private Transfer from hotel in Florence to Florence Train Station
  • Guided Walking Tour of Venice
  • Private Transfer (boat) from Venice Train Station to Hotel in Venice
  • Escort Service from Venice train station to the Venice hotel
  • First Class train ticket from Florence to Venice
  • Entrance Tickets to Doge’s Palace and St. Mark’s Cathedral
  • Gratuities to boat driver, local guide

Not Included: 

  • Gratuities to Tour Escort/Manager
  • Airport Transfer on departure day


Optional 3-Day Rome Tour


  • Accommodations at a 4-Star Hotel, 2 nights
  • Breakfast Daily
  • Private Transfer from Rome Hotel to Rome Train Station
  • First Class train ticket from Rome to Florence
  • Guided Tour of Vatican Museum, Sistine Chapel and St. Peter’s Basilica
  • Guided Tour of Ancient Rome
  • Entrance tickets Colosseum and Forum
  • Entrance tickets with reservations to Vatican museum

Not Included: 

  • Gratuities to local guides and drivers
  • Service of Tour Escort





tuscany2Note:  Activities or order of activities are subject to change due to unforeseen closures, etc.  We reserve the right to replace an activity. (B = Breakfast, L = Lunch,  D = Dinner)


Itinerary for the Optional Venice Tour is found at the end of the itinerary below.

DAY 1:
Arrival & Overnight in Lucca, Welcome Dinner

We will meet you at the airport and our private transfer will take our small group to our hotel in Lucca, the charming, elegant city where we will spend the first three nights of our tour. This ancient Tuscan city is completely enclosed by a well preserved wall, wide enough to hold small parks and a path along the top. The birthplace of composer Giacomo Puccini, Lucca features charming squares, beautiful churches and great shopping.

After check in, you are free to rest or go out and explore the town on your own. We will meet in the hotel lobby at 6pm for our welcome cocktail to welcome you to our fabulous small group tour of Italy to Tuscany, Umbria and Liguria.  We’ll feast tonight on Tuscan cuisine accompanied by great local wine in an excellent restaurant.  (D)


DAY 2:
Day in the Cinque Terre, Overnight in Lucca

Today our small group will tour Cinque Terre in Tuscany and tour its clifftop villages towering above the sea.  We will travel by train to Riomaggiore or take a boat to reach villages not accessible by car.  Walking the path called the Via dell’Amore between the cliff-side villages of Riomaggiore and Manarola, you will be rewarded by fantastic views of the ocean, olive groves, fig trees and vineyards. We will also go to the town of Monterosso, whose verdant hills are dotted with olive groves and grapevines.  Monterosso is more than just a pretty seaside view: we will have fun exploring this lively town.

Return to Lucca late afternoon. Dinner is on your own, though you are always welcome to join us – we’d love your company. (B)


DAY 3:
Morning in Lucca, Afternoon Tour of Pisa, Overnight in Lucca

Today you will spend the morning in Lucca.  You may be able to ride a bike on top of the city wall that surrounds Lucca.  Your guide will lead you on this adventure if you are interested. The shops are open in the morning and all close at lunch time.

Departure Time from hotel lobby: 2:30pm.  Today, Pisa to pay homage to the enormous Miracle Square and its magnificent buildings, church, and baptistery – not to mention the famous Leaning Tower.

Return to Lucca in the late afternoon, where you’ll have free time to explore and dinner on your own.  (B)


florencenightDAY 4:
Florence, Pienza, Overnight in Pienza

Today we continue our tour of Tuscany. Our small group tour will take us to our next hotel in Pienza, a UNESCO World Heritage site and situated in one of the most scenic areas of in all of Tuscany. Pienza is the birthplace of Pope Pius II, who ordered the town to be redesigned into a masterpiece Renaissance city.  Charming Pienza has many specialty stores, including food markets where you can sample pecorino cheese, one of the locally produced delicacies.

En route to Pienza, we will make a stop in Florence for a guided walking tour of city known as the cradle of the Renaissance. We will visit such famous sites as the Accademia, home to Michelangelo’s Statue of David, and the Piazza Della Signoria, Ponte Vecchio, among others.

You will have free time to explore the city and shop for the fine-crafted leather and gold products sold here. Let us know if you are interested in touring Uffizi museum in the afternoon, and we can arrange a visit to this must-see in Florence.

We’ll leave Florence and travel to Pienza, arriving in the late evening. You’re free until dinnertime, when we’ll take you to our favorite restaurant to try a thick, hand-rolled pasta called pici. (B, D)


DAY 5:
Pienza, Montalcino, Wine Tasting, Abbey Sant’Antimo, Overnight in Pienza
This morning we’ll continue our escorted tour of Tuscany.  We will travel through scenic countryside to reach Montalcino, whose acclaimed vineyards produce the world-famous beloved Brunello di Montalcino. Our group will tour a winery renowned for this fabulous red wine and sample some of the fruits of the vine, followed by a group lunch. You will have free time to enjoy this town complete with a fortress and buy some wine to savor later.

In the afternoon, our group will continue  touring Tuscany’s backroads to reach the Romanesque Abbey of Sant’Antimo, an unforgettable 9th-century Benedictine monastery.  It is a simple yet magnificent stone church, set amongst the field of olive trees. We plan to arrive in time to hear the monks, clad in their white robes, chant their prayers in Latin at the altar.

We will return to Pienza, where you will have the evening to explore and have dinner on your own. (B, L)


sienaDAY 6:
San Gimignano, Siena, Overnight in Pienza

In the morning, we will head to San Gimignano, one of Italy’s most well-preserved medieval towns, known for its beautiful towers and a white wine called Vernaccia.  You will have free time to stroll the medieval streets, shop for some unique souvenirs, and photograph the picturesque valley the town overlooks.

From here, our group will travel to historic city of Siena.  We’ll take you for a stroll, equip you with a map, list of sites to visit, and restaurant recommendations before sending you off to explore the town on your own. Siena, a UNESCO World Heritage site, has one of the most beautiful squares in Italy.  The fan-shaped Piazza del Campo has a 14th-century tower and a beautiful cathedral featuring the work of such famous artists as Donatello.

Dinner on your own this evening.  (B)


DAY 7:
Montepulciano, Cortona, Overnight in Spoleto

Today, we will move to Umbria, to our next hotel in Spoleto, our home away from home for the next three nights.  On the way, we will stop in Montepulciano, known for its namesake wine, Vino Nobile di Montepulciano.  The hilltop town features such sites as a fortress, Renaissance buildings, the beautiful church of Madonna di San Biagio, and a cathedral.

We will also travel to Cortona, one of the oldest hill towns and best-preserved Etruscan cities in Tuscany. As you follow Cortona’s meandering medieval walls, you will be treated to magnificent views of vineyards, olive groves and Lake Trasimeno.  As you explore Cortona’s charming medieval streets, it will be clear why it was chosen as the setting for the movie “Under The Tuscan Sun.”  We will arrive in Spoleto late afternoon; group dinner in the evening.  (B, D)


DAY 8:
Morning Guided Tour of Spoleto, Leisure Afternon, Overnight in Spoleto

We’ll sleep in today and start the morning with a guided tour of ancient Spoleto, a beautiful Roman town built atop a mountain on the Flaminia Road.  Spoleto boasts many important Roman structures including its stone wall, theater and bridge, the town is also known for its 14th century fortress.

We will enjoy a group lunch and wine tasting at a very nice wine bar in Spoleto, then you are free to enjoy this charming city and its great churches, museums and medieval piazzas.  (B, L)


umbria2DAY 9:
Perugia, Assisi, Overnight in Spoleto

This morning, our small group tour of Italy will take us to magical Assisi, the hometown of St. Francis, patron saint of the animals. Our guided tour of this spectacular city, built up the steep slopes of Mount Subasio, includes the tomb and Basilica of St. Francis, famous for Giotto’s brilliant frescoes depicting the saint’s life.  We will also travel through time through Assisi’s various historical sites, from the Temple of Minerva and Piazza del Comune, both built two millennia ago, to a thirteenth-century church called Chiesa di Santa Chiara.  Free time and lunch on your own after the tour.

Later, we will drive to Perugia, one of Umbria’s most picturesque and elegant cities with an incredible history. Our tour will include a visit into 16 C. papal fortress which now has one of the Etruscan city gates. We will have a pleasant stroll to take in its treasures and enjoy  some free time at the city’s main street lined elegant shops.  (B)


DAY 10:
Orvieto, Florence, Farewell Dinner, Overnight in Florence

Today, we will move to our next and last hotel, in Florence. On the way, we will stop in Orvieto, an ancient Umbrian hill town dramatically situated atop volcanic tufa rock.  Our guided tour of this charming medieval town features a beautiful Gothic cathedral and chapel where pilgrims and art lovers alike come to see Luca Signorelli’s colorful frescoes vividly depicting the Apocalypse.  Orvieto is just as interesting below ground as it is above, with Etruscan and medieval caves, and the underground remains of an old olive press, for example.  Orvieto florencenight2is also famous for its museums, ceramics, and wines (most notably the Orvieto Classico.)   Enjoy exploring this beautiful town on your own after the tour.

We will have a late departure for Florence, the magical city where you will spend your final night in Italy: a perfect ending to this fantastic small group tour of Tuscany & Umbria.  A farewell dinner is planned. (B, D)


DAY 11:
Departure Day

Prepare for your departure for home.
We will have a transfer take you to the airport in Florence.



(Scheduled At The End Of Tuscany-Umbria Plus LiguriaTour)

Day 1

Arrival in Rome, Ancient Rome Tour, Overnight in Rome

Our driver guide will meet you at the airport upon arrival and take you to your hotel in Rome.  After you check in and have lunch, you will have a guided tour of Rome.  Rome’s fascinating history will come alive as our excellent tour guide shows Rome’s Colosseum, forum, arch of Constantine and more.  (If your flight does not allow you do this guided tour on your arrival day, this tour can be scheduled on Day 2)

A short walk from your hotel are some of Rome’s most beautful squares:  Piazza Navona, Pantheon and Campo dei Fiori. Have lunch in Campo dei Fiori, either at a take-out place called Forno for slices of pizza and such or at a restaurant called La Carbonara for a great selection of pastas.  The end of your guided tour will leave you in the Pantheon square, where you may sit at one of the cafes facing what some of us believe is the most beautiful ancient structure in Rome.


Day 2

Private Tour of Vatican With Expert Tour Guide, Overnight in Rome

Our tour guide in Rome will pick you up at the hotel early in the morning for your guided tour of the Vatican museum, Sistine Chapel and St. Peter’s Basilica.  At the end of the Vatican tour your guide will take you to Trevi fountain for a photo op and continue onto your final destination, The Spanish Steps, where our guide will leave you. Consider lunch at Ristorant Alla Rampa, on Piazza MIgnarelli, around the corner from the Spanish Steps.  Taxi stand is by the obelisk should you decide not to walk back to your hotel.

Day 3

Last Day in Rome

Explore on your own and prepare to depart for your next destination.


(Scheduled After The Tuscany-Umbria Plus LiguriaTour)

Day 1

Arrival in Venice, Venice Walking Tour: St. Mark’s Square, The Duomo, Doge’s Palace, Bridge of Sighs and More, Doge’s Palace, Overnight in Venice

You will take the train from Florence to Venice.   Our tour escort will meet you at the airport and take you to your charming hotel in Venice via a private boat.  After you check in and lunch, you will have a guided tour of Venice’s St. Mark’s Square, the Basilica and Doge’s Palace.   See the ancient political and administrative center of the Republic of Venice, the Doge’s Palace -the seat of the government including the prison and the famous Bridge of Sighs and St. Mark’s Basilica with its gold mosaics.


Day 2  

Leisure Day,  Overnight in Venice

You are free to explore Venice on your own.  Explolre without any specific destination in Venice can be very rewarding.  You’ll experience many different neighborhoods, see how people live and come across great restaurants outside the tourist track.  We suggest a quick visit to Peggy Guggenheim museum.  The museum is in a mansion, her old home on the Grand Canal.  It is located in a nice and quieter part of Venice.

NOTE: Request a private water taxi from your hotel concierge for your flight tomorrow. It is best to inquire/reserve particularly if your flight is very early in the morning.. (B)


Day 3

Last Day in Venice, Prepare for Your Flight Home

Have breakfast and enjoy Venice one last time.  (B)



“Ning, we really enjoyed our second trip with your company. The trip is well planned, from delicious meals to nice, well-run hotels with attentive service. Our group was delightful. Everyone was glad to take a suggestion and go with it. We thoroughly enjoyed each other’s company and even scheduled dinners together when they were not planned.

Raffaele, our guide, did a wonderful job at shepherding us through cities, towns, villages and countryside. Raffaele is quite knowledgeable and truly enjoys talking to people. He has a great sense of humor and shared his relationship with his family, which gave us a insight into the Italian family life.  He also kept us moving and so we never were bored.

We all loved having beautiful and lively Lucca as a home base for three days. It is beautiful and has an active night life. Our visit to the small village of Pienza was also a nice change of pace from busy Lucca and the other cities we visited. The visit to the winery there was great…we ate fresh figs off their tree, tasted wine and bought some for home. York, our guide from the vineyard, was knowledgeable and pleasant. He helped us appreciate the challenges of wine making. Thanks for a great trip.” — Brad and Louise Eisenbrey, Tuscany and Umbria Group Tour