Discover Tuscany - Castellina in Chianti - Up to -70% | Voyage Privé

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We Love

  • Uncover the tranquil soul of Italy, Tuscany, where you will get to know not only the landscapes of this idyllic region but also its culture and history.
  • Discover Pisa, San Gimignano, Volterra, the Chiani region, Florence, Siena and Lucca with your fantastic tour, taking you to all the must-see's at each destination.
  • Stay in two charming hotels along the way with meals included as per your itinerary, then during your tour, enjoy an alabaster workshop and vineyard visit, the latter of which includes a wine tasting!

Your Destination

Tuscany is possibly the greatest repository of art in the world, from extraordinary paintings and sculpture to frescoes and architectural masterpieces. Visitors to Tuscany come for many reasons. Many come in search of fine art, others to explore the extraordinary countryside. Gourmets and wine buffs descend on Tuscany to enjoy the simple yet wonderful cuisine and wine. Walkers enjoy the mountain paths, cyclists the rolling hills, summer vacationers the sea coast and islands. Students come to learn the beautiful Italian language and culture.

But arguably the most spectacular thing about Tuscany is the breathtaking scenery. Central Tuscany is dotted with medieval hilltop fortresses, vine-planted hillsides and sculptural stands of cypress trees; the northwest and east harbour boast dramatic mountain ranges and fecund forests, and the central and southern coasts feature a garland of islands floating tantalisingly close to a shoreline teeming with wildlife. The range of outdoor activities on offer is equally diverse, contributing to the region's reputation as a repository of grand-slam sights and experiences unmatched anywhere in the world.

Your Itinerary In Brief

3-night stay in a Standard Room at the Grand Hotel Duomo in Pisa 
4-night stay in a Standard Room at the Villa Casafrassi in Castellina in Chianti

Your Itinerary

On this Tuscany experience, you will travel to two charming hotels and enjoy a host of facilities as well as exclusive treats throughout your stay. Along the way, make the most of your location and visit a host of sensational cities and discover incredible sites. 

Day 1: Pisa (Tuesday)
Upon arrival in Pisa airport, you will be transferred to the hotel in Pisa. You will then check in at the hotel and have a meeting with you tour escort in the evening at the hotel. Overnight at the hotel.

Day 2: Pisa (Wednesday) 
After breakfast at the hotel, you will meet with the guide at the hotel for the walking tour of Pisa. Discover the monuments of Pisa, like the Piazza dei Miracoli. Be dazzled by this marvellous square which is dominated by the Cathedral. Admire the celebrated 'Leaning Tower',  a round-shaped Baptistery surrounded by its suggestive columned arcades. From there, you'll head for Piazza dei Cavalieri, the central civic square of medieval Pisa with Italy's academic showpiece, the Scuola Normale Superiore. Pass by the Piazza Dante and Pisa's State University where Galileo Galilei taught, you'll reach the Arno river, flanked by medieval palaces, and the Piazza Garibaldi. In the afternoon, spend  some time at leisure for your own personal visit of the city or enjoy any optional tours. Overnight at the hotel.
Day 3 Pisa - Volterra - San Gimignano - Castellina in Chianti (47 km from Florence - Thursday) 
After breakfast at the hotel, you will depart by private coach to Volterra. One of the most important city-states of Etruscan civilisation, it offers one of the most intact medieval villages of Tuscany, characterised by numerous tower houses, by splendid palaces and last but not least by the Duomo, that houses a surprising number of first rate art ranging from the Middle Ages to the Renaissance. Also known for its alabaster, you will have the chance to visit an alabaster workshop.

Following this you will have free time for lunch in Volterra. You will then depart for San Gimignano, a tiny city that has remained intact through the centuries; situated on a hilltop, it is famous for its numerous towers, frescoes and other art treasures. You will continue your journey to Castellina in Chianti, situated 47 km from Florence. Dinner and overnight at the hotel.

Day 4: Florence (Friday) 
This morning after breakfast,  you will depart for Florence. Upon arrival in the city, you will be transferred to the city centre by public transportation. Enjoy a full day visit to the capital of the Renaissance. Enjoy a guided tour of the Duomo complex: Giotto’s bell tower (exterior visit), the Baptistry (exterior visit) with its bronze doors including the famous Porta del Paradiso and the visit to the Cathedral (exterior visit) with the magnificent Cupola del Brunelleschi.

You will then have free time at your disposal for lunch. Following this, take a short walk through the historic streets of the heart of Florenc, bringing you to the famous Piazza Signoria, where you can admire the imposing Palazzo Vecchio (exterior) and the beautiful Loggia del Lanzi. The tour then continues with the “Oltrarno” area (left side of the river Arno), famous for its handcraft shops. The Florentine tradition of producing artisan goods has been ongoing for centuries and today remains one of the cornerstones of Florence's visual and social history, as it did in the times of the guilds. Following this, you will have time at your disposal for dinner on your own in Florence. After dinner, return back to the coach by public transportation, and then to the hotel by private coach. Overnight at the hotel. 
Day 5: Castellina in Chianti (Saturday)
After breakfast in hotel, you will get to enjoy a free day at leisure for optional activities or to relax in the comfort of your hotel. Dinner and overnight at the hotel.

Day 6: Chianti region - Siena (Sunday) 
After breakfast, you will depart for a beautiful excursion to delightful hills of the Chianti countryside with an ever changing scenery of vineyards and olive trees. In the morning, stop at a local farm for a visit to the vineyard, to the cellars and for a wine tasting. Upon arrival in Siena, take a guided tour of the old city centre. Enjoy walking along the small medieval streets, admiring the splendid palaces and ending up at the Cathedral where you can visit the splendid interior. The guided tour will conclude in the Piazza del Campo, one of the most beautiful in the world, where you will find the Palazzo del Comune (exterior). Dinner and overnight in hotel
Day 7: Lucca – Pisa (Monday) 
Following breakfast in hotel, you will depart for Lucca, the city that gave birth Giacomo Puccini. This city presents itself today as one of the best preserved historic centres in all of Tuscany. You will start your discovery with the beautiful tree-lined walls that characterises this charming town. The first destination of the guided tour is the Cathedral which houses the famous Volto Santo and the splendid marble funeral monument of Ilaria del Carretto created by Jacopo della Quercia. Walking through the medieval alleys you will reach the majestic Guinigi Tower, a true symbol of Lucca. A few steps from here is the famous Piazza Anfiteatro, by many considered to be the most beautiful square of Lucca. You will then have free time at your disposal for lunch. In the afternoon you will head back to to Pisa. Overnight in hotel.

Day 8: Depart from Pisa (Tuesday)
Following breakfast at the hotel, you will take a transfer to Pisa Airport for your return flight. 

Your Tour Hotels

Our members will stay at the following four-star hotels in a Standard Room with daily breakfast and 3 dinners. 

Grand Hotel Duomo, Pisa

The Grand Hotel Duomo is just a 2-minute walk from Duomo Square and the Leaning Tower of Pisa. Built in the 1960's this  classic hotel offers a welcoming and central retreat, ideal for your stay in Pisa. This hotel features an American bar, a roof terrace with panoramic city views and well appointed rooms. Just a 20-minute walk from Pisa Centrale Railway Station, and 4 km from Galileo Galilei Airport, you will be located on Via Santa Maria, one of the oldest and most characteristic streets in Pisa, ensuring an exclusive position for a comfortable and relaxing stay in the city.

Sleeps up to

Adults Adults Adults
3 Adults
Adults Adults
2 Adults
1 Child

Villa Casafrassi

Next up is the Villa Casafrassi, an 18th-century villa located in a panoramic setting less than 5 minutes’ drive from Castellina in the Chianti region. This converted farmhouse is home to charming rooms decorated in a typical Tuscan style, an inviting outdoor pool and a focus on typical gastronomy served in its restaurant. Surrounded by the rolling hills of Chianti, halfway between Florence and Siena, you will be able to enjoy the spectacular landscapes with its famous vineyards and olive groves. 

Sleeps up to

Adults Adults Adults
3 Adults
Adults Adults
2 Adults
1 Child

Please note: the bed for the 3rd guest sharing is likely to be a sofa bed or camp style bed. If any of these hotels are not available, hotels of a similar standard will be found.

Your Journey in Italy

Flights: The flights included are with either a scheduled or no-frills airline and are subject to live availability and prices can change. You can choose your preferred departure times during the booking process. Please select your flight options carefully as departure and arrival airports may differ.

Transfers: Transportation for the activities included in the itinerary and arrival and departure transfers are included with this offer. 

For inbound transfer arrangements please confirm with your transfer provider when you arrive. Alternatively, please check with the reception of your accommodation. If you still require assistance, please call the transfer provider directly. 

Travel Advice

For the latest travel advice from the Foreign & Commonwealth Office including security and local laws, plus passport and visa information please click here. 

Please note that the advice can change and consumers should continue to check it until they travel. 

Entry Requirements 

You must ensure you have a valid passport to travel on.

If your passport describes you as a British Citizen, you do not need a visa to enter Italy. For non-British citizens, you should check the current entry requirements on the website of the Italian Foreign Ministry.


For information about important health advice and any vaccinations required please visit and 

If vaccinations or other preventive measures are required, you will need to visit your health professional at least 8 weeks before your trip. In the event that you are referred to a medical facility for treatment, you should contact your insurance/medical assistance company immediately. 

Please note that passport, visa and health requirements can change. It is every traveller’s responsibility to ensure they have a valid passport, any required visas, and all the necessary vaccinations/health requirements as well as adequate insurance. 

If you are travelling to the EU after 29 March 2019, the UK government recommends that you have six months left on your passport on the date of your arrival to an EU country. You should also check when your passport was renewed.

If you renewed a 10-year adult passport before it expired, extra months may have been added to your passport’s expiry date. These extra months over 10 years will not count towards the 6 months that must be remaining. The UK Government has published a website tool to check the validity of your passport under these rules:

You can renew your passport online or by going to a Post Office with a Check and Send service:

If your passport does not meet the criteria for third-country nationals, you may be denied entry to any of the Schengen area countries. 

Please visit for further information.

Location Information

The address of Grand Hotel Duomo: Via Santa Maria, 94 - 56126, Pisa, Italy
The address of Villa Casafrassi: LOC. Casafrassi, SR 222 Km 51, 53011 Castellina in Chianti (Siena), Italy

In More Detail

Please find practical information about the property and your trip: 

These properties are not accessible to people with reduced mobility. 
Check-in time: 3 pm
Check-out time: before 12 pm

Our price doesn’t include a city/accommodation/tourism tax of 4€ payable locally (this price is a guideline and is subject to change without prior notification).

Please Note: 
Check-in outside the hotel's standard times may incur additional fees. Check out times are subject to change, please check these with the hotel upon arrival.
Schedules and prices are subject to change. 
If the property is accessible to people with reduced mobility, this is subject to availability. To book a room for reduced mobility, please contact our Customer Services Team. 

What's Included

  • 3-night stay in a Standard Room at the Grand Hotel Duomo in Pisa
  • 4-night stay in a Standard Room at the Villa Casafrassi in Castellina in Chianti
  • Breakfast at the Grand Hotel Duomo
  • Half Board at Villa Casafrassi
  • Visit to Alabaster workshop in Volterra
  • Visit to a vineyard, including a wine tasting
  • Tour manager throughout
  • Local guides for the visits to Pisa, Florence, Siena and Lucca
  • Transportation for the activities included in the itinerary
  • Arrival and departure transfer

Not Included

  • Pisa: Cathedral and Baptistry: 7.00€ per person
  • Pisa: Leaning Tower: 18.00 € per person (to be reserved , not refundable)
  • Florence: Baptistry, Giotto Bell Tower, Dome: 18.00 € per person (the Dome of the Cathedral is to be
  • reserved)
  • Florence: Galleria Uffizi: 24.00 € per person
  • The Cathedral in Florence is free entrance and there is no possibility to book the tickets, so since it is crowded
  • and usually takes a long time to get in, the visit with the guide will be just from the exterior (The Dome of the Cathedral instead has to be paid and reserved and it’s included in the 18.00 € pp)
  • Drinks and other meals not clearly mentioned
  • Surcharge for special requests on food, and meals.
  • Entrance fees, visits and guide service
  • Insurance, gratuities and personal expenses
  • Surcharge for public holidays

Your Contract

If you book a package which includes flights, your contract will be with Voyage Privé. The air holiday package(s) shown are ATOL protected by the Civil Aviation Authority. Our ATOL number is 10170.

If you book a package which does not include flights, then ATOL protection does not apply. Your contract will be with the provider of the accommodation and not Voyage Privé. Voyage Privé acts only as agent for the accommodation provider.

Please read our booking conditions before confirming your holiday.

Important Information

If booking as a single traveller, room occupancy is not guaranteed. You may be placed in either a single, double or twin room, based on the availability of the property at the time. 

The location shown on our map is to be used as a guide only and the actual location of the property may differ.

Your contact details may be passed on to the hotel so that they can make contact with you to discuss your booking in advance of your arrival.

You may be asked to provide a credit/debit card deposit on arrival to cover any purchases made in the hotel.

Although we endeavour to provide up to date information we cannot guarantee that all hotel facilities and services will be available during your stay, especially when travelling out of the main holiday periods.

Star rating standards may differ to that of the UK, depending on the country of travel.

The Voyage Privé Promise

  • A unique selection of high-end accommodation
  • Exclusive perks and discounts of up to -70%
  • For all inquiries, refer to our help centre available 24/7
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