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Siena, Tuscany, Italy

Best of Tuscany

11-day tailor-made self-drive from £2,370 pp incl. flights

Special offer: Early booking savings – Save up to £245pp

Summary

Short description

Between heritage towns, rural romance and culinary delights, experience Tuscany at its authentic best

British Airways Sale

The British Airways Sale is now on, with superb savings to a wide range of worldwide destinations. Book by 25 January 2025.

Highlights

  • Showcase such Tuscan highlights as Florence and Siena
  • Head off the beaten track to the region’s medieval hilltop towns
  • Indulge with Tuscany's world-leading food and wine
  • End with a stay in a Tuscan castle
  • Explore at your own pace with car hire included throughout

In Brief

  • 3 Nights Pisa
  • 1 Night Siena
  • 2 Nights San Casciano dei Bagni
  • 2 Nights Cortona
  • 2 Nights Candeli

About

Recommended for:
Best of holidays | Food & wine | History & culture | October holidays | Self-drive

This comprehensive fly-drive holiday showcases both Tuscany’s famed centrepieces and its lesser-known gems. Indeed, while you’ll take in Renaissance Florence, and Pisa’s leaning icon, you’ll also be treated to Chianti’s vineyard charm and the region’s hilltop medieval towns. And, with car hire included, you’ll enjoy life on the open road alongside stays in boutique properties and the chance to tuck in to the region's famed food and wine. 

Day by day itinerary

Day 1
UK to Pisa

Begin your trip with complimentary airport lounge access before flying to Pisa, collect your car hire and head for your accommodation, situated just ten kilometres from the airport and just a stone's throw from Pisa itself, Bagni di Pisa Palace & Thermal Spa is the perfect retreat for a rejuvenating getaway or a convenient base to explore the enchanting landscapes of Tuscany.

Stay: Bagni di Pisa Palace & Thermal Spa (Superior)

Meals: B

Days 2-3
Pisa and Lucca

Spend two days at your leisure, exploring and discovering the highlights of Pisa and its neighbour Lucca. Make the short drive into Pisa boasting its most iconic monument, the Leaning Tower, enclosed by the exquisite Piazza dei Miracoli, which also houses the impressive Duomo Cathedral, Baptistery. Then make the scenic drive to leafy Lucca. Once a republic capital, its 16th-century wealth survives today in gilded churches and terracotta-capped residences. It’s all watched over by dramatic Renaissance walls and even garden-capped towers. 

Stay: Bagni di Pisa Palace & Thermal Spa (Superior)

Day 4
Siena

Drive south and enjoy a walk through San Gimignano, home to a prestigious collection of frescoes and important works of art, dating back to the 13th and 17th centuries, then its on to one of Tuscany's most beautiful cities Siena. Leaving your car and heading into the city’s historic centre on foot where stepped streets map hilltop contours, bringing you between grand piazzas and the spectacular Italian Gothic cathedral. Siena's heart is its central piazza known as Il Campo, known worldwide for the famous Palio run here, a horse race run around the piazza two times every summer. 

Stay: Athena Hotel, Siena (Superior)

Meals: B

Days 5-6
Fonteverde

This morning head south with recommended stops in Montalcino, buried in the hills of the Val D'Orcia, known for its world famous Brunello di Montacino wine. Continue to Pienza, the birthplace of Pope Pius II. A legacy of Pius, the small village was transformed into a Renaissance city  of palaces, houses and squares. Head south and reach your accommodation Forteverde in San Casciano, a natural spa set in a magical setting of olive groves and vineyards, with unspoilt Tuscan views.

Stay: Fonteverde, San Casciano dei Bagni (Deluxe)

Days 7-8
Montepulciano and Cortona

After breakfast, make the short drive to Montepulciano, standing high atop a hill in southern Tuscany, a medieval town of rare beauty, full of elegant Renaissance palaces, ancient churches, charming squares and hidden corners, boasting panoramas over the Val d'Orcia and Val di Chiana valleys. We recommend sampling one of Tuscany's most renowned red wines Nobile di Montepulciano whilst exploring the region and at your accommodation - a country house dating back to the 1700s. It’s an impressive sight, wrapped in vineyards and olive groves. Within easy reach of Cortona. Rooms are all wooden beams and intricate stonework, carpaccio is served up to sunset views and the spa treatments are superb. You’ll also want to spend some time unwinding on the gorgeous pool terrace.

Stay: Relais La Corte Dei Papi, Tuscany (Deluxe)

Meals: B

Days 9-10
Arno Valley, Chianti & Florence

Drive north to your luxurious 13th century villa accommodation on the banks of the Arno River, a short distance outside Florence. What’s more, its views of 25 acres of gardens are taken in by everything from yoga classes and a fine-dining restaurant and opulent rooms housed in the Villa. The Tuscan countryside extends as far as the eye can see; you’ll also be perfectly poised to explore Florence with its highlights including stops at the Duomo and its stunningly polychromatic façade along with the Ponte Vecchio, a multi-storey bridge that remembers all of the city’s medieval bustle. Lastly, don’t miss out on the Uffizi Gallery, home to a collection of the Renaissance masters.

Stay: Villa La Massa, Chianti (Deluxe)

Meals: B

Day 11
Return to UK

Today make the drive back to Pisa to return your car and make take your flight back to the UK

Map

Pricing

Any element of this itinerary can be adjusted to suit your needs. Just contact us to find out more.

Accommodation rating: Superior Deluxe

11-day tailor-made self-drive
from £2,370 pp incl. flights

Superior / Deluxe

Special Offer

Early booking savings: Save up to £245 pp.

Book by: 31 January 2025

Apr / May / Oct

from £2,370 pp. incl. flights

Jun / Jul / Aug / Sep

from £2,860 pp. incl. flights

Valid for travel: April to October 

Includes:

  • Complimentary UK departure airport lounge access
  • Return flights from UK to Pisa
  • 10 nights accommodation on a BB basis
  • Complimentary selected spa and thermal treatments at Bagni di Pisa and Fonteverde
  • 11 days car hire in a Compact vehicle

Optional extras - can be booked at time of reservation

  • Relais Corte dei Papi - cooking classes / wine tastings / wine tours
  • Villa La Massa - cocktail making classes

Itinerary not valid during Siena Il Palio 29 Jun - 02 Jul / 13 Aug - 16 Aug)


Terms & Conditions

Prices are per person based on two people sharing a twin/double room; prices are subject to availability and possible change; normal booking conditions apply.

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Why book with Wexas Travel?

At Wexas, we specialise in bespoke travel experiences. Our itineraries are just samples of what we can arrange, and can be changed depending on your precise needs, finances and ideas by our experienced destination specialists.

Contact one of our consultants on 020 7590 0796 to discuss how we can tailor your holiday.

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Every step of the way

Every step of the way

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