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Elegant Resorts




Family-Friendly Florence and Tuscany

For more information, please call our Luxury Travel Specialists on:01244 897 771 Request A Quote

Itinerary Highlights

There is, perhaps, nothing quite as evocative of Italy’s enticing culture and history as the stunning landscapes of Florence and Tuscany. The former, a king of a city and the illustrious birthplace of the Renaissance, is a patchwork of romantic architecture and prestigious galleries fringing the Arno River. The latter conjures up images of rustic charm and sprawling wine regions, offering a hearty dose of authentic rural Italy. Together, a journey across this alluring region offers a seductive combination of Italy’s finest offerings, from sensationally seasonal farmhouse food and timelessly iconic landscapes, to fascinating realms of history and culture.

Ideal for families, this journey from Florence through the heart Tuscany encapsulates the joys of discovering this captivating region on your own terms. With your own hire car, self-driving between your stops enables you to take in the breathtaking sights and savour it all at your own pace, before relaxing in five-star comfort at our hand-picked luxury hotels. Stop for an afternoon picnic under the olive trees, linger in the evening sun or run loose on rolling hills, and experience for yourself why Italy is such a popular destination for families of all ages. Whether whizzing across country roads on Vespas or getting hands on with your food at one of many cooking classes, there is plenty to tempt everyone into giving in to the enchantments of Italy’s infatuating culture.

Luxury City Breaks Culture & History Luxury Family Holidays
Perfect for:

Families seeking the cultural side of Italy

Guide Price:

Prices from £8,560 per family. The price includes flights, transfers and car hire. Based on a family of 4 with 2 children under 12 years old.


Your itinerary at a glance

  • 1
    2 nights Florence, Italy
  • 2
    2 nights Tuscany, Italy
  • 3
    3 nights Stay at L'Andana, Tuscany
Best Time To Travel

  • JAN
  • FEB
  • MAR
  • APR
  • MAY
  • JUN
  • JUL
  • AUG
  • SEP
  • OCT
  • NOV
  • DEC

The climate in Tuscany is generally very mild. The coast and valleys tend to have hotter summers than the hills or mountains although the coast benefits from breezes off the sea for cooler temperatures. April and May as well as October and November are good months to visit Tuscany: when the days are mostly sunny.

Winter offers many mild days but nights are cold, particularly in hill areas. Just dress in layers, to be prepared for shifts between daytime and evening.

Fly to Florence Airport

Take a private car transfer to Belmond Villa San Michele




Florence, Italy

Staying at

Belmond Villa San Michele


Having arrived in the fabulous city of Florence, head to the magnificent Belmond Villa San Michele, where authentic fifteenth century architecture sets the scene for your adventures through the enchantingly cultural landscape of Italy’s finest regions. Your hire car for the week will be delivered to you at the hotel, and from here there is an array of activities to get involved in, so all ages can discover their favourite way to experience traditional Italia! Take a retro jaunt in a three-wheeled Ape Calessino or Vespa and discover the iconic sights of the beautiful historic city, or learn the centuries-old trades of artisans of past greats with sculpting lessons, a tour of a Gelateria or a museum treasure hunt for the whole family. With a dedicated children’s concierge, little ones can have fun in the Smile Club, where they can enjoy a picnic in the woods, learn to cook their favourite recipes with the chef and learn some impressive new Italian phrases!

A small city with a bumper-sized line-up of artistic treasures, Florence is like a living museum. Little wonder it’s a magnet for tourists.

Book tickets in advance for the Uffizi Gallery, stuffed with priceless Renaissance art from giants like Michelangelo, da Vinci and Botticelli. Also to see Michelangelo’s marble statue of David on display at the Accademia Gallery.

Mooch about the piazzas and hidden backwaters brimming with character. Check out the churches of Santa Maria Novella, San Marco and Santa Croce. Admire Brunelleschi’s dome of Il Duomo, a mesmerising edifice of the Renaissance and illustrious city landmark.

Sample classic Florentine food in heaps of quality restaurants and authentic trattorias. Follow fashion in dedicated costume museums and in haute couture boutiques along the Via de' Tornabuoni.

Florence is at her most beautiful at dusk when the sun casts a warm glow over Ponte Vecchio and the terracotta roofs of this totally absorbing city. A time to enjoy aperitivi in a pavement café and socialise over cocktails and finger food.

In just a few days you’ll get to know this city well. Leaving time to seek out the hills of Fiesole and other idyllic haunts of the Tuscan countryside.

Staying at

Belmond Villa San Michele


A 15th century Franciscan monastery with amazing views of Florence and boasting a façade by Michelangelo – Belmond Villa San Michele, fully restored and voted one of the world's most beautiful hotels, promises a rare experience indeed. There can be no more quintessential Italian experience, than a stay here, especially if you opt for the Michelangelo Suite, the Limonaia Suite or the  Garden Suites. Alternatively, splash out and treat yourself to a stay at Villa Limonaia for a true villa-within-a-villa experience. Chianti, the Medici Villas, San Gimignano, Siena, the breathtaking Tuscan countryside with its picture-book villages and, of course, the Renaissance splendour of Florence, with its museums, churches, art galleries and designer shopping, are all on your doorstep.

  • Type:Luxury Hotel
  • Summary:Originally a 15th century Franciscan monastery
  • Feature:Learn about Italian cuisine at the superb cookery school
  • Rooms:45 rooms & suites
  • Location:Italy
  • Nearest airport:Florence Airport
Find Out More

Drive from Florence to Rosewood Castiglion del Bosco in Tuscany

Continue with your hired car and drive though scenic roads to your next Tuscan retreat.




Tuscany, Italy

Staying at

Rosewood Castiglion del Bosco


Gazing out across the magnificent rolling hills of rural Tuscany, with its enchanting countryside and pretty towns and villages overflowing with Renaissance art and architecture, it’s easy to see why this region has become such a popular luxury holiday destination.

Out in this spectacular location, Rosewood Castiglion del Bosco offers a charmingly idyllic base from which to delve into the pastoral wonders of rural Italy. Continuing with your hire car, the country roads are entirely yours to explore, and days spent letting children loose on uninhibited open fields will guarantee to tire out even the most excitable infants and restless youths. Taste the rustic life with the hotel’s cooking school or wine tasting experience, or get the most of the fresh air with nature walks and nature trails, allowing all who join a chance to discover the most beautiful corners of the estate.

Staying at

Rosewood Castiglion del Bosco


Rosewood Castiglion del Bosco is set within the heart of the stunning Tuscan countryside of the UNESCO World Heritage Natural Park, Val d’Orcia, surrounded by rolling hills, swathes of lavender plants and immaculate vineyards. Dating back about eight-hundred years, it is one of Italy’s oldest and best-preserved estates and comprises the ruins of a castle, a medieval church and the original village hub, the 'Borgo’. It’s here, in the original buildings, that you’ll find the guest rooms and suites, each one brimming with Tuscan charm and authentic character, while the villas are converted farmhouses that feature antique furniture, artisanal pieces and modern comforts.

Those who appreciate outstanding natural beauty, incredible cuisine and good wine will find this stunning retreat heavenly. The peaceful estate boasts a spa, heated swimming pool, an historic Brunello winery, cooking school and organic kitchen garden, as well as two delightful restaurants where you can indulge on classic Italian dishes. The SPA at Rosewood Castiglion del Bosco offers exclusive treatments with a holistic approach, developed by the renowned specialists, La Prairie, and using Rosewood Castiglion del Bosco's own, naturally derived bodycare line. There is also a state-of-the-art fitness centre and fitness activities available such as hiking, biking and yoga. Golfers will also be enthralled by the estate's private golf club and its Tom Weiskopf-designed, eighteen-hole course, which has to be one of the most picturesque places to play.


  • Type:Luxury Hotel
  • Summary:A centuries-old estate set in a picturesque Tuscan valley
  • Feature:A historic Brunello winery and private golf course
  • Rooms:23 rooms & suites and 11 villas
  • Location:Italy
  • Nearest airport:Florence Airport
Find Out More

Continue on in your private hire car to L’Andana, Tuscany




Stay at L'Andana, Tuscany


Still in Tuscany, head out towards the coast to your final stop, L’Andana. At this countryside retreat, delight in the peaceful natural paradise, and savour the serenity as you lounge by the swimming pool or take a stroll through the beautiful gardens. Surrounded by gently rolling hills carpeted in olive groves and vineyards, this is the time to indulge in relaxing spa treatments at the ESPA spa and make the most of authentic, freshly prepared cuisine. The estate also boasts its own golf course, with a professional instructor available for both adults and children, while the picture-perfect Tyrrhenian Sea awaits just a few kilometres away, where you can find yourself a boat trip to discover the number of pretty inlets, bays and islands nearby.

Drive to Pisa International Airport

Drive and return your hire car to Pisa International Airport.

Fly from Pisa International Airport back to London

Make an enquiry for this itinerary from one of our expert Luxury Travel Specialists

Request A Quote or please call our Luxury Travel Specialists today on: 01244 897 771

Independent Reviews

Although our awards and long history stand testament to our success, independent reviews from our clients via Feefo further support our unrivalled travel experiences.

Elegant Resorts have achieved an average score of 4.9 / 5 based on 273 independent reviews.

We are proud to have been awarded the Feefo Gold Service award. This independent seal of excellence recognises businesses for delivering exceptional experiences, as rated by real customers. Trusted Service is awarded only to those businesses that use Feefo to collect genuine ratings and reviews and achieve an overall score of 4.5 or more.