Head to the heel of the boot of Italy to discover one of the country's best-kept secrets! Puglia is a region offering some fantastic experiences for cyclists, from stunning scenery to fascinating local culture. Join either our guided tour of the area or navigate yourself on our self-guided holiday, either way, you will get to see the best of the region by bike. Browse our tours of Puglia today to pick your next cycling adventure with Skedaddle.
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Cycling Holidays in Puglia
Destinations (73)
Types of Cycling / Grades (7)
Departure Month
Level of Support
Destinations (73)
Types of Cycling / Grades (7)
Departure Month
Level of Support
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Self-Guided
Puglia - The Beautiful South
Self-Guided Road Bike Tour
Daily departures available. The season prices below are per person and are applicable for all start dates between and inclusive of the stated dates.
2026 29 Mar – 26 Oct (excluding dates from 08 Jun – 31 Aug)
Season 1 – $2565 29 Mar – 07 Jun / 09 Sep – 26 Oct
Season 2 – $2795 01 Sept – 08 Sept
- Savouring the deep red wine of the Salento region and the crisp whites of Locorotondo
- Enjoying the sights of Alberobello, famous for the ‘trulli’
- Exploring the gnarled olive groves in the countryside of Alberobello
- Visiting 2 UNESCO heritage sites; Lecce and Alberobello
- Admiring the Baroque churches of Lecce
- Enjoying the panoramic coastal road between Santa Maria di Leuca and Otranto
Not sure which trip's right for you? Just ask!
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