Tuscany Tours & Holidays

Tuscany is the heart of classic Italy – a landscape of rolling hills, cypress-lined lanes, sun-washed farmhouses and art-filled cities. This central Italian region has something for every kind of traveller. Florence glows with Renaissance masterpieces, Siena charms with its fan-shaped piazza, and Pisa’s famous Leaning Tower stands proudly in the historic heart of the city. Beyond the cities, Tuscany holidays offer a chance to discover the golden fields and vine-covered slopes of the Val d’Orcia, medieval hill towns like San Gimignano and Montepulciano and a coast of quiet beaches and pine forests.

Foodies love the region’s hearty local pastas, charcoal-grilled bistecca alla fiorentina, and premium wines such as Chianti, Barolo and Super Tuscans. The Tuscans are famous for their easy hospitality and deep pride in their artisanal crafts, whether producing emerald-coloured olive oils grown on the rolling hillsides or chiselling pristine Carrara marble.

Travelsphere escorted Tuscany tours are an excellent way to enjoy the region’s best. Our Treasures of Tuscany & Florence tour blends Renaissance icons with honey-stoned towns and time in Chianti country, while The Italian Riviera, Portofino & the Cinque Terre tour showcases pastel harbours, terraced vineyards, and sea-breezy villages on the nearby Ligurian coast.

With expert guides, comfortable transport and well-paced days, you’ll cover more ground on our Tuscany holidays and still have free time for your own discoveries. Whether it’s your first visit or a return trip, Tuscany offers beauty, flavour and culture in every direction.

Tuscany Tour Holidays

  1. FITF Banner 2024

    Treasures of Tuscany & Florence

    This relaxing tour takes in the iconic monuments of Pisa and Florence, beautiful medieval towns, and the stunning vineyards of Chianti.

    • Return flights
    • 7 nights in a 4-star hotel and 13 meals
    • 13 meals: 7 breakfasts, 1 light lunch, 5 dinners

    8 days from
    £1,349
    was £1,499
    Explore
  2. heiqq banner.jpg

    The Italian Riviera, Portofino & the Cinque Terre

    Revel in the glamour and scenic highlights of the Italian Riviera as you explore by road, rail and boat.

    • Return flights
    • 7 nights half-board in a 4-star hotel
    • 15 meals: 7 breakfasts, 1 lunch, 7 dinners and welcome drink

    8 days from
    £1,649
    was £1,849
    Explore

Why choose Travelsphere

  • 60 Years Of Heritage icon 60 years expertise

    For more than 60 years we’ve been creating pioneering itineraries to countries around the world. We listen to our customers to make sure the holidays we provide tick all the boxes.

  • Blue Thumps up sign You’re in safe hands

    From your first enquiry to when you return from your travels, our team are with you every step of the way.

  • Amazing Experiences Icon Authentic experiences

    We do everything we can to make sure you have the holiday of a lifetime, that's why so many incredible experiences are included in each and every one of our holidays

  • Hotel icon Stay somewhere wonderful

    At the end of each day's adventure, relax in the comfort of your accommodation, carefully selected by us as the ideal fit for your stay.

  • Local flavours icon Local flavours

    Tasting local cuisine is a highlight of any holiday. Sample authentic local flavours together as a group and make your own discoveries in local restaurant.

Best Places to Visit in Tuscany

  1. Duomo: Santa Maria del Fiore - Florence. Italy

    Florence

    The birthplace of the Renaissance, Florence dazzles visitors with Brunelleschi’s famous dome of the Cathedral of Santa Maria del Fiore, Botticelli’s masterpieces at the Uffizi art gallery and golden sunsets over the Arno River. Walk across the medieval stone Ponte Vecchio bridge, linger in the city’s café-lined piazzas and wander the artisan workshops of the Oltrarno, where leatherworkers and goldsmiths keep centuries-old skills alive.

  2. Cathedral (Duomo) and the Leaning Tower photographed from above

    Pisa

    Pisa’s most famous attraction, the Leaning Tower, needs no introduction, but don’t neglect the rest of the Piazza dei Miracoli, with its cathedral and the Camposanto Monumentale (a historic cloister with frescoes). A stroll down the Lungarni reveals the pulse of this lively university town. Duck into quiet Romanesque churches to escape the crowds, and if time allows, look out for Keith Haring’s vibrant Tuttomondo mural near the station.

  3. Aerial view of famous medieval San Gimignano hill town with its skyline of medieval towers, including the stone Torre Grossa. UNESCO World Heritage Site. Province of Siena, Tuscany, Italy.

    San Gimignano

    This medieval town is a UNESCO World Heritage Site thanks to its incredibly well-preserved medieval architecture. San Gimignano once had over 70 stone towers that lifted its skyline, but only 14 remain as an echo of the town’s merchant wealth. Come for wide views of the Tuscan hills, the scent of saffron, and a glass of crisp Vernaccia di San Gimignano in a welcoming enoteca (wine bar).

  4. Chianti hills with vineyards and cypress. Tuscan Landscape between Siena and Florence. Italy

    Chianti

    Located between Florence and Siena, the Chianti region is a patchwork of vineyards, olive groves and Tuscany’s iconic cypress-lined lanes. Taste elegant Chianti Classico wines, explore hill towns with old castles and enjoy slow lunches of crostini, pappa al pomodoro (tomato bread soup) and antipasti on sun-washed terraces.

  5. Small town Montefioralle in Tuscany, Italy

    Greve

    In the centre of Greve (the cultural and commercial heart of Chianti) is an arcaded piazza that’s great for people-watching and markets. Wander into a traditional salumerie to sample cured meats, cold cuts, and pecorino, explore a small museum dedicated to wine and stroll to the little hamlet of Montefioralle just above for time-stilled lanes and valley vistas.

  6. Piazza del Anfiteatro in Lucca

    Lucca

    In Lucca, watch the locals cycle the tree-topped ramparts of the city’s Renaissance walls. Within, you’ll find Romanesque churches, mellow palazzi ideal for people-watching over an espresso and hidden gardens. Lucca is known for its music, so sit in a shady piazza for a slice of buccellato cake and listen to Puccini arias floating from rehearsal rooms.

  7. Downtown Siena skyline in Italy

    Siena

    Siena is a Gothic gem built around the shell-shaped Piazza del Campo, all warm brick and bold black-and-white stripes. Admire the Duomo’s marbled interior and Piccolomini Library frescoes, then climb the Torre del Mangia for sweeping views. You could visit Siena and Montalcino as an optional excursion while on our Treasures of Tuscany and Florence tour.

  8. View of the medieval Italian town of Montalcino. Tuscany

    Montalcino

    Montalcino looks out of the vineyards and silvery olive groves from its hill perch above the Val d’Orcia. Sip premium Brunello wines in cosy cellars, wander the lanes of honey-colored stone and enjoy big views from the fortress. It’s peaceful, postcard-perfect Tuscany.

  9. Aerial view on the comune of Monteriggioni in Tuscany

    Monteriggioni

    Monteriggioni sits on its hill like a round stone crown. Once a sentinel on the Via Francigena, this beautifully preserved town now keeps watch over travellers in search of timeless Italian charm, with mellow squares, walkable crenellated walls and neat lanes with countryside views.

  10. Montecatini alto, Tuscany, Italy

    Montecatini

    Montecatini Terme showcases Belle Époque style, with elegant Liberty-era spas, palm-filled parks, and grand cafés. Ride the vintage funicular to Montecatini Alto for hillside views and medieval streets, then return for a leisurely passeggiata and perhaps a restorative spa treatment before a slow dinner.

  11. Vinci in der Toskana, Italy

    Vinci

    Vinci, the birthplace of artist and polymath Leonardo da Vinci, invites slow exploration. Visit the Museo Leonardiano to discover the master’s groundbreaking inventions, then stroll through olive groves and vineyards leading to his childhood home. It’s a contemplative and inspiring corner of Tuscany, surrounded by stunning scenery.

Key information about Tuscany holidays

Where is Tuscany?

Tuscany is a popular region in central Italy on the country’s west coast, along the Tyrrhenian Sea. It stretches roughly from Pontremoli in the north to Pescia Romana in the south.

What is Tuscany famous for?

The Tuscany region is famous for a number of reasons.

Florence and Tuscany are considered the birthplace of Renaissance art and architecture. Many artists worked there, including Leonardo da Vinci, Michelangelo and Sandro Botticelli. Other notable regional artists include Filippo Lippi, Domenico Ghirlandaio and Giotto. Art lovers today can explore world-class museums like the Uffizi Gallery in Florence, and admire public art in the region’s many churches.

Tuscany offers classic Italian scenery – rolling hills, cypress-lined roads and beautiful historic hill towns and villages.

Tuscany produces some of the world’s finest red wines, including ruby-red Chianti and the prestigious Brunello di Montalcino.

How long is the flight to Tuscany?

From London, a direct flight to Pisa airport in Tuscany takes about 2 hours and 15 minutes.

As part of the Travelsphere experience, your Holiday Director will be on hand to ensure a smooth and stress-free experience.

Which UK airports fly direct to Tuscany?

Most major UK airports fly directly to Pisa/Tuscany. See individual tours for more details.

Which is the best month to visit Tuscany?

Tuscany can be at its best when visited between April and June or September and October. Expect pleasant weather and fewer crowds.

In the Spring, the mild temperatures make exploring its cities and rolling countryside more enjoyable, and the wildflowers that dot the landscape are in full bloom.

In Autumn, the days are still warm and sunny, but cooler evenings are perfect for relaxing in local restaurants for dinner. Enjoy the grape and olive harvests, and watch the leaves on the vines turn various vivid shades.

What should I pack for my trip?

Layers are a good option for your trip to Tuscany. Breathable fabrics such as cotton and linen help keep you cool by day, while a light jacket or sweater helps ward off the slight evening chill. This region enjoys plenty of sunshine, so SPF, sunglasses and a sun hat are a must. Pack comfortable walking shoes for cobbled streets and hills.

Where is the nicest part of Tuscany?

This depends on your own preferences, but many people love the countryside between Florence and Siena, including the Val d’Orcia. Expect rolling hills, vineyards and the classic cypress-lined roads.

What are some of the must-see sights in Tuscany?

There are many sights to enjoy in Tuscany, including:

  • Siena Cathedral – One of Italy’s finest examples of Romanesque and Gothic architecture, with stunning stained glass windows.

  • Leaning Tower of Pisa – One of the most famous buildings in Europe, the tower is iconic and impressive – don’t forget to take a photo in the classic pose!

  • Chianti vineyards – Sip some of Italy’s most prestigious red wines in one of the world’s most famous wine regions. Many vineyards offer tasting experiences.

  • Cappella Brancacci, Oltrarno – Admire the colourful, detailed frescoes that decorate the walls of the Florentine Church of Santa Maria del Carmine.

  • Abbadia a Isola - A peaceful medieval hamlet with a 10th-century abbey and sandy stone walls.

What currency is used in Tuscany?

The Euro. Cards are widely accepted, and ATMs are common in towns and cities. Cash can be useful for small tips and market purchases.

Do I need a visa for this tour?

British passport holders can visit Italy visa-free for up to 90 days. Before leaving on your Travelsphere guided tour, check that your passport is valid for the duration of your trip and meets the current UK and EU entry requirements.

We recommend checking the latest FCDO (Foreign, Commonwealth and Development Office) guidance before you travel.