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Florence Luxury Short Break

Florence, Siena & San Gimignano, Italy

Best time to travel
May – Sep
Ideal length
4 nights
Perfect for
From (incl flights)
€1,999 pp

At a glance

  • International return flights from Dublin to Pisa.
  • All private transfers.
  • 4 nights’ luxury accommodation in central Florence.
  • Explore the city's galleries, famous landmarks and boutiques.
  • Enjoy a privately guided tour of the Uffizi Gallery by night and a full day privately guided tour of Siena and San Gimignano.
Let's plan your trip!


Known as the cradle of the Renaissance, Florence is wonderfully preserved with a wealth of Renaissance art and architecture. The birthplace of artists like da Vinci and Botticelli, this suggested itinerary is a celebration of Italy’s marvellous culture and artistic expression. We’ve carefully curated a selection of tailored experiences including a guided tour of the Uffizi Gallery by night as well as an exploration of Tuscany’s hilltop town of San Gimignano and city of Siena.

View all of our luxury holidays to Italy.

Trip Overview

Depart from Dublin to Pisa.

Upon arrival, your driver will be waiting to transfer you to your luxury hotel in the city of Florence where you will spend the next four nights. Begin your Tuscan exploration in Florence, birthplace of the Renaissance and home of Italian art and culture.

Appreciate the brilliance of the Renaissance.

This fascinating city is a haven for culture lovers and its museums are well worth a visit for those interested in Italian art. Why not explore the city on foot, visiting the beautiful Cathedral, passing Piazza Signoria and Palazzo Pitti. To get a true sense of Italian culture, allow us to organise a night at the opera in the centre of Florence.

Discover the masterpieces of the Uffizi Gallery by night.

On a privately guided tour, witness the masterpieces of celebrated artists like Botticelli, Da Vinci, Michelangelo and Rembrandt. You’ll then enjoy a delicious Italian feast in one of our favourite restaurants nearby.

Enjoy a privately guided tour of the Uffizi Gallery
Explore Siena and San Gimignano, two of Tuscany's most picturesque cities.

Both these UNESCO World Heritage Sites are packed with beautiful medieval architecture and fascinating history. Set out on a scenic transfer through the Chianti countryside, arriving in Siena to explore its impressive examples of Italian architecture with your local guide. Visit sites like the Duomo of Siena, Piazza del Campo and Salimbeni Square.

Duomo di Siena
Continue to the beautiful hilltop town of San Gimignano.

Encircled by 13th-century walls, admire the famed towers, ancient medieval homes and the Duomo di San Gimignano, whose 12th-century interiors feature frescoes by the Renaissance painter, Domenico Ghirlandaio.

San Gimignano
Transfer to the international airport for your flight home.

Arrive in Dublin.

Tailoring your holiday

OROKO Itineraries are created with you in mind and no two are the same. These can be used to help plan your trip - or we can design a completely different itinerary to suit you.

Let's plan your trip!

Where to rest your head

Looking for the best accommodation? We've got the contacts

Golden Towers, Florence

Golden Tower Hotel & Spa

Golden Tower Hotel and Spa is a luxury property set in the heart of Florence. As the name suggests, gold is a centre point in the hotel.

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Leone Blue Suites

Leone Blu Suites

Set in the heart of Florence lies the luxury Leone Blu Suites. Housed within a 15th-century medieval building, interiors are a wonderful reflection of Florence’s artistic history.

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Grand Hotel Minerva

Located in the Piazza Santa Maria Novella, Grand Hotel Minerva is in the perfect location to explore the Renaissance city of Florence.

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What people are saying

Conor in OROKO arranged a holiday this summer for us and our four teenage boys. We were unsure where to go and his advice was fantastic! He took over completely after a consultation about our expectations, taking into consideration our boys’ needs too! He most certainly delivered a tremendous holiday for us all – way beyond what we could have done ourselves, with each of our three destinations better than the last. All incredibly located and absolutely stunning!

Everything was done for us – check-ins/five-star transfers/individual bag tags/ferry transfers with all seats pre-booked! Conor was incredibly helpful, patient, knowledgable and open. It made our trip truly memorable from conception to finish and I cannot fathom planning a trip again without OROKO! Thank you for everything we will never forget it!

Valerie & family – Greece, 2022


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