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Italy - Puglia - Guided Leisure Cycling Holiday

Holiday Highlights

  • Cycling through wonderful landscapes of ancient olive groves, vineyards and stunning coastlines
  • Exploring the UNESCO heritage town of Alberobello and the Baroque city of Lecce
  • Discovering the traditional Trulli houses of Puglia
  • Relaxing each night in comfortable 3* hotels in authentic country towns and villages
  • Beautiful sandy beaches and turquoise seas
  • Meeting friendly locals and tasting traditional Apulian culinary specialities

View Holiday Schedule

Day Description Distance Meals
1 Arrival into Bari Airport - Transfer to Lecce    
2 Lecce to Otranto 34 Miles / 54 Kms Approx. B L  
3 Otranto to Santa Maria di Leuca 35 Miles / 57 Kms Approx. B L  
4 Santa Maria di Leuca to Gallipoli 33 Miles / 53 Kms Approx. B L  
5 Gallipoli to Lecce (Train to Ostuni) 33 Miles / 53 Kms Approx. B L  
6 Ostuni to Alberobello 26 Miles / 42 Kms Approx. B L  
7 Alberobello to Polignano a Mare 30 Miles / 48 Kms Approx. B L  
8 Departure from Polignano - Transfer to Bari Airport   B  

Key: B - Breakfast, L - Lunch, D - Dinner

For more information download our trip notes

Holiday Information

A guided cycling holiday exploring the Apulian region of Italy, located in the southeast in what is commonly known as the heel of Italy’s boot – (and it’s also its best kept secret!)
This interesting and eclectic region is steeped in history and has been governed by the Greeks, Romans and Spaniards over the centuries, each leaving their own distinctive mark, from local dialects and flavoursome cuisine to unique architecture.
Our route starts in Lecce, the “Florence of the South”, heading south along the Adriatic coast and the heel of Italy then looping back up north along the Iolian coast and cross country through ancient olive groves, whitewashed hilltop villages toward Alberobello, a town made up of Trulli houses.
You'll be exploring on 21 gear touring bikes, through a mixture of flat and rolling countryside, mainly on quiet country roads with coastal views.
We also run this tour on a self-guided basis if you prefer to navigate yourselves using route notes and maps.
Just contact us with your preferred starting date and we can check availability for you.

For more information download our trip notes

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Departure Dates:

Prices From:

€1,645 p.p.

Secure your booking
with a deposit

Give us a call on:
+39 3405730355
Drop us an email on:

Holiday Summary

8 days
Estimated flight price:


Bike Hire:
E-Bike Hire:
Single Room:

Holiday Details

Place to place

7 nights hotel accommodation

6 days riding

Breakfast and lunch

Guided with vehicle support

Airport transfers

Customer Photos


Skedaddle News, Views and Holiday Stories

Customer Story: Exploring the ‘heel’ of Italy

Setting off on their first ever cycling holiday, Tom and Gillian didn’t quite know what to expect! Luckily they came to the right place, and with the expert guidance of our team they were able to pick out the trip that was a…

The post Customer Story: Exploring the ‘heel’ of Italy appeared first on Skedaddle Blog.

Last Updated: 27/03/2019

Skedaddle Italia Srl is registed Tour Operator in Italy. Registred No. 406, VAT No. 03592410926. Reg. office: Via Caravaggio 10, Assemini, 09032, Sardinia, Italy

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