ancient-architecture-bridge-981686 (1)

Deluxe Kosher Tour
Florence, Siena, Assisi, Spoleto, Orvieto, Pisa
October 18th – 27th 2020

This amazing holiday introduces you to the magnificent natural phenomena, cities, and exciting culture of Umbria and Tuscany.

Umbria and Tuscany are provinces with many contrasts. Cities full of antiquity, culture and sophistication are found in a magical countryside and coastline, bathed in a gentle, sunny climate. Umbria and Tuscany are intrinsically linked with the Middle Ages and Renaissance, so join our adventure as we travel through Italy to Florence, Siena, Assisi, Spoleto, Orvieto and Pisa. Whether you are a seasoned explorer or a first-time visitor, the memories and experiences gathered from this trip will be life changing.

By taking part in our voyage you will be included in a captivating experience, taking you far beyond standard tours of the country. Our innovative itinerary incorporates a mix of excursions to interesting and romantic locations, where you can witness landscapes of unparalleled beauty, breath-taking architectural marvels, and iconic Italian works of art. The 100% kosher tour and careful selection of the very best hotels permits you to travel comfortably and confidently, and your personal tour guide is available at all times to make your trip unforgettable.

Italy welcomes you – discover it with Deluxe Kosher Tours.


Day 1, Sunday October 18th
We depart on our overnight flight to the city of Florence. Enjoy kosher meals and in-flight entertainment during your journey, or read some of our suggested books about Umbria and Tuscany (see below).

Day 2, Monday October 19th                                                Florence
Meet and greet, Orientation

Upon arrival in Florence Airport we are welcomed to Italy by our carefully selected personal Deluxe Kosher Tours tour director, who will bring us to our luxury hotel, the Westin Excelsior, and offer an introduction to Italy and Florence. Florence makes the perfect base from which to discover the glories of Umbria and Tuscany. The splendours of this Renaissance city are numerous, from churches and castles to picturesque streets filled with artisanal shops. Florence is particularly famous for its history as a centre of medieval trade, science, art and theology, which our expert tour guide will explain during our time there.

Day 3, Tuesday October 20th                                               Florence – Siena
Cathedral of Santa Maria del Fiore, Duomo Museum, Baptistery of San Giovanni,
Giotto’s Bell Tower, Siena Cathedral, Piazza del Campo, Biblioteca Piccolomini,
Abbey of St Galgano, San Gimignano 1300 Museum, Castello di Monterinaldi

We set off early for our tour of Florence, beginning at the vibrant heart of the city, the Cathedral of Santa Maria del Fiore. This 15th century UNESCO World Heritage Site is one of Italy’s largest churches, and proudly displays the largest brick dome ever built. After the exquisite decorations and architecture of the building we make our way to the nearby Duomo Museum to learn about the history of Florence and how its medieval buildings were made. Finally, admire the excellent medieval decorations of the Baptistery of San Giovanni before climbing Giotto’s Bell Tower for breathtaking panoramic views of the city.

After lunch we drive to Siena for a walking tour, starting at the ornate Siena Cathedral, where you can appreciate the sumptuous mosaic decorations on the floor and stunning frescoes at the Biblioteca Piccolomini. Then circle around the beautiful Piazza del Campo, one of Europe’s greatest medieval squares. After admiring the immense Torre del Mangia we return to the bus for an excursion to the spectacular Abbey of St Galgano. We continue to the town of San Gimignano, where we can visit the San Gimignano 1300 Museum, an excellent museum with a reconstructed medieval town. If there is time we will drive through Castello di Monterinaldi, where you can learn and experience how they make chianti wine – a speciality of the area. We overnight in the Grand Hotel Continental in Siena.

Day 4, Wednesday October 21st                        Siena – Assisi
Lago Trasimeno, Basilica di San Francesco, Basilica di Santa Chiara, Rocca Maggiore,
Porziuncola, San Damiano, Eremo delle Carceri

After breakfast we set off from Siena to Assisi, the birthplace of St. Francis, who founded the Franciscan religious order in 1208. We stop for some lovely views of the Lago Trasimeno on the way, and upon arrival check in to the Nun Assisi Relais & Spa Hotel. We then enjoy a tour of Assisi, beginning at the Basilica di San Francesco, the main church of the Franciscan order. The friary boasts a commanding view of the entire town, and after admiring the fantastic frescoes that decorate the complex we continue to the Basilica di Santa Chiara, a church dedicated to Saint Clare of Assisi, the founder of the Order of Poor Ladies. Then ascend to the Rocca Maggiore, a grand 12th century castle perched atop a walled hilltop overlooking the city and surrounding countryside.

After lunch we go to the Porziuncola, a small church within the Basilica of Santa Maria degli Angeli, where the Franciscan movement started in a hut built by Francis himself. Then transfer to San Damiano, a 12th century monastic complex with excellent frescoes, and Eremo delle Carceri, a fortified hermitage where Francis spent a period of his life. The rest of the day may be spent as you like, enjoying the sights and sounds of Assisi.

Day 5, Thursday October 22nd                            Assisi – Spoleto – Orvieto
Villa Fidelia, Giro dei Condotti, La Rocca, Basilica di San Salvatore, Cathedral,
Museo Archeologico Nazionale Di Spoleto

Early in the morning we set off from Assisi and transfer to Spoleto, stopping to see bright and beautiful Villa Fidelia just past Foligno on the way. Upon arrival at Spoleto we enjoy a tour of this ancient city. Spoleto has a fascinating history, from its mythological origins to Roman splendour, and the independent Lombard principality. We start with a walk along the Giro dei Condotti, and are rewarded with beautiful views of the town and the Ponte delle Torri (Tower’s Bridge). Visit La Rocca, a castle that has amazing views of Spoleto and incredible fortified defences. Then descend to Spoleto’s centre, where we enjoy lunch before ambling towards the Basilica di San Salvatore and the Cathedral, two architectural and historical gems found at the Piazza del Duomo. Following this we explore the interesting Roman theatre at the Museo Archeologico Nazionale Di Spoleto, and then return to the bus for our transfer to Orvieto, arriving in the evening to check in to the La Badia di Orvieto hotel.

Day 6, Friday October 23rd                                   Orvieto – Florence
Duomo di Orvieto, Cappella Di San Brizio, Pozzo di S. Patrizio, Cappella del Corporale,
Orvieto Caves, Pozzo della Cava, Torre del Moro, Museo Archeologico Nazionale

We devote the day to exploring Orvieto, one of the most dramatically situated cities in Europe. Built on vertical tuffs of volcanic rock, the landscape has been occupied and worked on for at least 2,800 years, leaving a startling collection of heritage sites and a fascinating history. We begin at the Duomo di Orvieto, which is considered one of the must-see churches in Italy for its stunning gold-and-mosaic Gothic façade and the breathtaking decorations of the Cappella Di San Brizio. Then move to the Pozzo di S. Patrizio, a cave built for the Popes where we can learn about the Etruscan and Roman periods, Middle Ages and Renaissance in Orvieto. We make our way to the Cappella del Corporale, a Gothic church built to celebrate the so-called Miracle of Bolsena in 1263.

After lunch we explore the Orvieto Caves. Over 1200 caves have been dug in the tuff under the city that collectively form a complete underground city with galleries, wells, stairs, quarries, and cellars. We see the Pozzo della Cava (Well of the Cave), before ascending again to Torre del Moro for excellent views of the city. We finish our tour at the Museo Archeologico Nazionale to learn about Etruscan prehistory, before returning to the bus for our transfer to Florence. Upon arrival we check back in to the Westin Excelsior hotel before preparing for the Shabbat.

Day 7, Saturday  October 24th                                             Florence
Shabbat services, Seudat Shabbat

After Shabbat services, you have a free day to explore Florence. We recommend relaxing in Boboli Gardens, or take a leisurely walk through the Giardino Bardini gardens beside the Villa Bardini or the Botanical Gardens.

Day 8, Sunday October 25th                                 Florence
Uffizi Gallery, Accademia Gallery, Church of Santa Maria Novella, Basilica of San Miniato al Monte,
Ponte Vecchio, Piazzale Michelangelo, Stibbert Museum

Today we enjoy a full day exploring some of the countless splendours of Florence. We begin at the Uffizi Gallery, one of the oldest and most famous art museums of Europe and the world. After exploring the 16th century building, designed by Giorgio Vasari we make our way to the Accademia Gallery to see the original statue of David by Michelangelo. After lunch we admire the vivid colours and harmonious architecture of the Church of Santa Maria Novella and the Basilica of San Miniato al Monte before continuing to the Ponte Vecchio, an iconic bridge that offers great photo opportunities. Circle around the Piazzale Michelangelo to view charming villas on our way to the Stibbert Museum. This unique Egyptian-style temple is nestled in a beautiful English garden, and contains a museum filled with medieval armour and art.

Day 9, Monday October 26th                                                                Pisa
Piazza dei Miracoli, Leaning Tower of Pisa, Pisa Cathedral and Baptistery,
Camposanto Monumentale, Chiesa di Santa Maria della Spina,
Basilica Romanica di San Piero a Grado, Mercato Centrale

We embark early for our excursion to Pisa on the shores of the Tyrrhenian Sea. This ancient centre of culture and science is unashamedly proud of its iconic leaning tower, but contains many other wondrous sites which we visit during the day. We start at the Piazza dei Miracoli, one of the finest architectural complexes in Italy (or even the world!). Here we can visit the famous Leaning Tower of Pisa, spectacular Cathedral, with beautiful decoration inside and outside, and nearby Baptistery. We take a walk along the hallway of the Camposanto Monumentale, large indoor cemetery, before lunch. In the afternoon we visit the elegant Chiesa di Santa Maria della Spina and the Basilica Romanica di San Piero a Grado before returning to Florence. The rest of the day can be spent as you wish, though if you wish to do some more shopping we recommend visiting the Mercato Centrale. In the evening we reunite for our last meal together.

Day 10, Tuesday October 27th                            Florence
After breakfast we transfer to the airport for our return flights home.

Suggested Reading

  • Brunelleschi’s Dome – Ross King
  • The House of Medici – Christopher Hibbert
  • The Hills of Tuscany – Ferenc Máté
  • Under the Tuscan Sun – Frances Mayes
  • The City of Florence – R. W. B. Lewis
  • Saint Francis – Robert West
  • Living in a Foreign Language: Memoir of Food, Wine, and Love in Italy – Michael Tucker
  • A Room with a View (1986 Film)
  • Under the Tuscan Sun (2003 Film)



$7995  based on double occupancy (two to a room)*

$6995 LAND ONLY (no air fares included, domestic or international – please call us to discuss what extra airfares will be required)

Single Supplement — $2895

This fantastic tour has been carefully crafted to minimise the cost of attendance. This price includes:

  • Round-trip airfare from New York, London or Tel Aviv – call for airfare from other cities
  • All transport within Italy
  • An English-speaking, experienced tour guide/chauffeur
  • Full board accommodation in deluxe hotels for entire trip
  • 3 Kosher meals daily
  • All admissions as per itinerary


  • Visa fees as required
  • Health and Travel Insurance
  • International airport fees
  • Budget for extra snacks, gifts, or other expenses of a personal nature
  • Any other services not specified


Florence Westin Excelsior
Siena  Grand Hotel Continental
Assisi Nun Assisi Relais & Spa Museum
Orvieto La Badia di Orvieto





You can send your inquiry via the form below.

Price From USD 11,000 USD $ 6,995/person
Total $ 6,995 USD

Trip Types



go back to top button