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Cycling Holidays

Cycling in Tuscany

From €1199pp
Flights not included
Depart From
Rome, Italy
Departure Date
09 May 2021 - 15 May 2021
Multiple departures from May 2021
7 days
Chianciano Terme
From €1199pp
Enquire Now

What better way to experience the beauty of Tuscany than from the seat of a bike? A mixture of on- and off-road biking awaits on a ride through some of the most gorgeous, yet challenging countryside you’ll find anywhere. Explore beautiful hill towns, stunning lakes, and have the option to soak in thermal hot springs. When you are not riding, take in the view of the rolling Tuscan hills from your hotel rooftop and relax with a glass of wine.

Day 1 Rome

Arrive at any time.

We highly recommend arriving early to experience all that this iconic city has to offer.

Please note that if Vatican City is on your must-see list, we highly recommend purchasing your tickets online several weeks prior to your trip. Same-day entrance to St. Peter's Basilica and the Vatican Museums (including the Sistine Chapel) cannot be guaranteed without advance tickets.

Your Welcome Moment: Meet Your CEO and Group

Your opportunity to meet your CEO and fellow travellers, and learn more about your tour. Opt to join the group for a local meal afterwards. Don't forget to see the notice in the lobby (or ask reception) for the official time and place to meet up with the group.

Optional Activities - Day 1

Trevi Fountain



Built above an ancient water source, Trevi Fountain takes its name from the three streets (tre vie) that intersect at this world-famous fountain. Sculpted from travertine stone, the fountain as we know it today was completed in the 18th century. Work your way through the crowds to toss a coin in (with your right hand, over your left shoulder) for good luck - it's also your best chance to see the fountain's marvelous detail.

Trastevere Visit

Rome 2h-4h

Cross the Tiber river to reach the quaint medieval neighbourhood of Trastevere. This is a great opportunity to escape the crowds and get a glimpse into local life.

Roman Forum Visit


24EUR per person

Even with the bustle of modern day Rome whizzing past on Vespas, you can still lose yourself in the fragmented columns and ancient ruins of this plaza, conjuring images of the rich Romans sauntering by in togas. Please note, this must be booked in combination with the Colosseum Visit and will include a visit to Palatine Hill.

Pantheon Visit


The Pantheon is one of the most famous buildings in Rome. Originally built during the reign of Augustus (27 BC - 14 AD), the building was rebuilt under Hadrian in 126 AD. The roof is still the world's largest unreinforced concrete dome, and it contains a circular opening (an oculus). It is easily one of the best-preserved of all the ancient Roman buildings.

Colosseum Visit


24EUR per person

Enjoy a visit to this famous spot, the scene of many bloody gladiator fights for the entertainment of ancient Rome's aristocracy. Take a tour of the old venue—a UNESCO World Heritage site—and feel free to walk around on your own. No battles, please! Please note that this must be booked in combination with the Roman Forum Visit and will include a visit to Palatine Hill.

Christian Catacombs


8EUR per person

Follow a guide through this ancient underground cemetary.

Borghese Gallery


25EUR per person

Take a visit to the beautiful Borghese Gallery villa to indulge in a rich collection of ancient sculptures, relics, mosaics, and paintings. Pieces from Renaissance masters such as Bellini, Raphael, Bernini can be found here.

Vatican City Visit

Vatican City1h-2h


Get ready to tick something off the bucket list. Visit the smallest country in the world—Vatican City! Stand in St Peter’s Square and be wowed by colossal colonnades, numerous statues, and the obelisk. Opt to take in the magnificence of St Peter’s Basilica, Michelangelo’s Pietá, and the Sistine Chapel while you are in the area.


Below is an example of the hotel we may use in this city. For the actual hotel your specific departure will be using, please check your voucher or the G Adventures App

  • Hotel Stella (or similar)

Day 2 Rome/Chianciano Terme

Enjoy a local Italian breakfast before an orientation walk around Rome. Transfer by train your hotel in the charming hilltop town of Chianciano Terme. Enjoy a local wine tasting in the evening.

Local Train

Rome – Chiusi 2h30m

Climb aboard, take your seat, and get around like the locals do.

Private Vehicle

Chiusi – Chianciano Terme

Settle in and scan the scenery from the convenience of a private vehicle.

Your Foodie Moment: Lunch and Local Wine Tasting

Enjoy lunch in a charming Tuscan town, followed by a wine tasting in one of the village cellars. Learn about local grape varieties and taste some of Tuscany's famous regional wines.


  • Fortuna Resort (or similar)

Meals included:

  •  Breakfast

Day 3 Chianciano Terme

Cycle to the classic Renaissance town of Pienza and get a taste of the quintessential Tuscan landscape. Afterwards, enjoy a Tuscan cooking class.

There is time to relax and wander around the charming Tuscan town before returning to Chianciano Terme. Tonight, roll up your sleeves and learn the secrets of Tuscan cooking in a hands on cooking class.

Please note: a support vehicle is provided for this day.

Cycle to Pienza

Chianciano Terme 4h-5h55km

Considered to be the epitome of a Renaissance town, and rebuilt in this style, the cycle up to Pienza is well worth the reward. Pedal up through the winding paths that cover many of the beautiful Tuscan hillsides and through hill-lined streets before we arrive. The cycling is challenging with some uphill sections.

Your Foodie Moment: Cooking Class

Expand your culinary skills with a cooking class. Learn how to prepare typical Tuscan dishes and enjoy the fruits of your labour.


  • Fortuna Resort (or similar)

Meals included:

  •  Breakfast | Dinner

Day 4 Chianciano Terme

Cycle to the Tuscan hill town of Montepulciano, famous for producing excellent food and wine.

Pedal around the Tuscan hills in today's cycling tour, during which we will stop in the classic medieval hilltop town of Montepulciano.

Cycle to Montepulciano

Chianciano Terme 5h40km

This is the landscape you have dreamed of, with rolling hills, cypress trees, and flower-bedecked villages, and cycling is an excellent way to appreciate it. Though getting up those slopes can be somewhat taxing on legs and lungs, the soul-stirring views are worth it!

Optional Activities - Day 4

Montepulciano Wine Tasting

This region is known for Vino Nobile di Montepulciano (made with Sangiovese grapes), and the Montepulciano red. Step into one of the quaint wine shops on the hill to indulge in a sampling.

Bagni San Filippo Thermal Springs

The Tuscan region is known for natural thermal springs. Take a 30min ride out of town to Bagni San Filippo and find yourself in a picturesque setting of calciferous formations, waterfalls, and natural pools; this scene is made more spectacular by the vivid colour of the water made bright blue by effect of the hot springs meeting the cool river water. Sit back, relax, and be healed.

Piazza Grande Visit

Make your way to the highest point in town to the Piazza Grande, the centre of day to day life in Montepulciano. You'll find some of the town's most impressive architecture, such as the Palazzo Comunale, and Town Hall. Climb to the tower in the Palazzo Comunale for great views of Lake Trasimeno and Val d'Orcia.

Contucci Winery Visit

Sample wines made in the cellars of one of the oldest families in Montepulciano.


  • Fortuna Resort (or similar)

Meals included:

  •  Breakfast | Dinner

Day 5 Chianciano Terme

Enjoy a full-day of cycling in the Tuscan lakes and lunch at a natural oasis.

Please note: a support vehicle is provided for this day.

Cycle to Tuscan Lakes

Chianciano Terme5h60km

Depart by bike in morning in the direction of Lake Chiusi. Stop for lunch at a natural oasis by the Sentieri della Bonifica before returning to the hotel. Pedal around the lake and then follow a cycle path through the beautiful Tuscan countryside to Lake Montepulciano.


  • Fortuna Resort (or similar)

Meals included:

  •  Breakfast

Day 6 Chianciano Terme

Cycle to the beautiful spa town of Bagno Vignoni. Explore the town, opt to soak in the thermal pools, or relax and enjoy the views before returning to the hotel for one final night.

Please note: a support vehicle is provided for this day.

Cycle to Bagno Vignoni

Chianciano Terme6h55km

Cycle out to beautiful spa town of Bagno Vignoni, a popular holiday spot since Etruscan and Roman times. Follow country lanes and gravel paths to reach Bagno Vignoni. There is a support vehicle should you prefer to relax and enjoy the journey.

Optional Activities - Day 6

Local Spa Treatment

Chianciano Terme

30-100EUR per person

Visit a day spa and choose from a number of treatments available, like a full body massage or water treatment circuit with local mineral water that's said to have healing properties.

Art Museum of Chianciano Terme

Chianciano Terme1h-2h


Take a wander through the gallery, featuring over 1000 pieces of art from the 16th century to contemporary.


  • Fortuna Resort (or similar)

Meals included:

  •  Breakfast

Day 7 Chianciano Terme

Depart from the hotel on a group transfer in the morning, arriving into Chiusi Station where the tour ends upon arrival.

Today is the departure day; a group transfer is arranged to Chiusi Station where your CEO can help you book onward travel. Please book onward travel for no earlier than 4pm.

If you wish to stay in Chianciano you are more than welcome to do so, but the transfer is only offered on Day 7. If you wish to depart earlier, we can help organize a transfer at your own expense.

Private Vehicle

Chianciano Terme – Chiusi30m18km

Settle in and scan the scenery from the convenience of a private vehicle.

Departure Day

Not ready to leave? Your CEO can help with travel arrangements to extend your adventure.

Meals included:

  •  Breakfast


Price is per person and includes the following:

  • Meals: 6 breakfasts, 2 dinners (Allow USD215-280 for meals not included.)
  • Transport: Train, private van, walking, cycling
  • Accommodation: hotel (6 nights)
  • Your Welcome Moment: Meet Your CEO and Group
  • Your Foodie Moment: Lunch and Local Wine Tasting, Bagno Vignoni
  • Your Foodie Moment: Cooking Class, Chianciano Terme. All cycling equipment including bicycle and helmet. Cycling in Tuscan countryside including visits to Pienza and Montepulciano. Support vehicle for 3 days.

Please ask us about adding great value:

  • Flights- we'll find the best fares for your chosen departure dates
  • Extra nights
  • Travel insurance
Subject to availability. Terms & conditions apply. Price based on May dates

For more information please call us on 021 427 7094 or 01 696 5135, request a call back using the red button, email info@shandontravel.ie or submit an enquiry through the form below.

Enquire about this holiday

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