Your itinerary
Day 1
Arrive in Alberobello
Make your way to Alberobello, famous for its Trulli houses.
Day 2
Alberobello to Ostuni
Cycle through the lush Valle d’Itria, passing more white-tipped trulli houses on the way. Boasting beautiful coastal views, the route takes you through the famous wine town of Locorotondo, regarded as one of Italy’s most stunning villages. After sampling some of the local sparkling white wine, continue to the white city of Ostuni – so called for the dazzling effect of its whitewashed houses.
Meals: Breakfast
Day 3
Ostuni to Avetrana
Cycle through the colourful Salentinian countryside, characterized by olive groves and red soil towards the medieval towns of Oria and Manduria with their authentic historic centres.
Meals: Breakfast,Dinner
Day 4
Avetrana to Gallipoli
Head to Torre Colimena on the Ionian Sea, then follow the coast alongside a series of beaches and the old coastal towers of Salento. Reach Gallipoli, known as the ‘Ionian Pearl’ with its Old Town situated on a rocky island. Take time to wander the narrow lanes of the historic centre to discover its baroque cathedral, elegant palazzi and enticing restaurants.
Meals: Breakfast
Day 5
Gallipoli to Santa Maria di Leuca
Cycle towards the most southerly point of Salento at Santa Maria di Leuca, where the crystal waters of the Ionian and Adriatic Sea meet. This village is home to one of the most important lighthouses in Italy, as well as numerous villas built at the turn of the century.
Meals: Breakfast
Day 6
Santa Maria di Leuca to Otranto
Pedal along the south coast of the Adriatic Sea, stopping off at the famous Grotta Zinzulusa and the thermal baths of Santa Cesarea Terme. Your final destination is Otranto, the most eastern point of Italy with a stunning cathedral and Aragonese castle.
Meals: Breakfast
Day 7
Otranto to Lecce
Follow the shoreline through olive groves to the Baroque metropolis of Lecce. Known as the ‘Florence of the South’, Lecce is home to over 30 churches, an amphitheatre and a Roman theatre dating back to Emperor Augustus.
Meals: Breakfast
Day 8
Leave Lecce
Make your own way back to the airport for your flight home.
Meals: Breakfast
What’s included
What’s not included
Additional information
Food
Breakfasts are included and consist of a continental-style buffet. However, please note that the typical Italian breakfast are generally light; usually a cup of coffee and a cream-filled or jam-filled croissant.
In Puglia you will find genuine regional cooking that has strong links to the land and the sea. To give you just a small list of the types of food on offer in Puglia: Bread from the Murge, durum wheat pasta, olives, the pasta delicacy Orecchiette served with a sauce of turnip-tops or fresh tomato and sheep’s ricotta-cheese, Cavatelli with pulses, aubergine and parmesan bake, grilled fish and seafood, burrata (soft mozzarella and cream cheese), plus excellent wines. This region is a food lovers paradise and the abundance of delicious vegetables makes it a perfect destination for vegetarians! On this trip there will be many opportunities to taste the best local specialities.
Suggestions of what to do for lunch and dinner are given in the cycling route notes.
Locorotondo DOC Wine Tasting
Sample Locorotondo DOC whites in a cozy enoteca or vineyard setting, discovering blends shaped by limestone soils and coastal breezes. Compare crisp, floral profiles while you learn about Apulia’s native grapes and food pairings.
The tasting deepens the landscapes you ride through—vine rows, masserie, and trulli-dotted hills. This experience is at additional cost and can be booked on tour.
Alberobello’s Trulli Districts (UNESCO) Walk
Explore the whitewashed lanes of Alberobello to admire the UNESCO-listed trulli, conical dwellings clustered in the Rione Monti and Aia Piccola quarters. Stroll past limestone pinnacles and pepper-pot roofs, pausing to photograph doorways framed by geraniums and pale local stone.
Learn how these dwellings were raised using centuries-old dry-stone craft, with symbols daubed in lime and thick walls that keep interiors cool. The atmosphere feels timeless, and viewpoints reveal a rippling sea of cones across the ridge.
Valle d’Itria Cycle: Trulli Lanes & Locorotondo
Pedal quiet country roads through olive groves and vineyards to the white hilltown of Locorotondo. Follow dry-stone walls past orchards and scattered trulli, with wide horizons perfect to pause for photos and reflection on Puglia’s pastoral beauty.
In the historic center, discover lanes arranged in a near-circular plan and balconies bright with flowers. This is the realm of the Locorotondo DOC—crisp whites born of limestone soils—whose viticultural heritage shapes the landscapes you ride through.
Ostuni White City Old Town Walk
Wander the labyrinthine alleys of Ostuni, the “White City”, where sunlit walls blaze against Adriatic skies. Climb towards the cathedral quarter for breezy terraces and lanes scented with rosemary, pausing to soak in the lakeside atmosphere of distant olive-clad hills and sea.
The city’s limewash tradition reflects heat and once served as a sanitary measure. Arched passageways, stone staircases, and small piazzas reveal a blend of medieval structure and baroque flourishes that make Ostuni singularly dramatic.
Salento Coastal Towers Ride & Gallipoli Old Town
Follow the Ionian shoreline past dunes and the watchful silhouettes of Salento’s coastal towers, once guarding against Ottoman raids. Roll into Gallipoli Old Town, perched on an islet and linked to the mainland by a 17th-century bridge.
Within the honey-stoned maze, find the baroque Cattedrale di Sant’Agata, artisan workshops, and a lively fish market by the harbor. Greek-rooted “Kallipólis”—“beautiful city”—lives up to its name in golden light and sea air.
Capo di Leuca Lighthouse & Finibus Terrae Sanctuary
Ride to Italy’s heel and stand where two seas meet at Capo di Leuca. Gaze from the cliff-edge lighthouse over water that shifts in hue between the Ionian and Adriatic, a panorama made for pause for photos and reflection.
Nearby, the Sanctuary of Santa Maria de Finibus Terrae—“end of the land”—recalls ancient pilgrim routes. Wind-carved headlands, wave-cut coves, and villa-dotted promenades frame a headland steeped in myth and maritime lore.
Adriatic Clifftop Ride to Otranto Cathedral & Castle
Trace the dramatic Adriatic road past grottoes and sea-cliffs to Otranto, Italy’s easternmost town. Within the walls, step inside the cathedral (when open) to view the 12th-century mosaic “Tree of Life” under a soaring nave.
Stroll the bastions of the Aragonese Castle and lanes washed in salt air. History resonates here—from Byzantine trade routes to the 1480 siege—set against bright harbors where fishing boats nod at anchor.
Baroque Lecce Highlights & Roman Amphitheatre
Discover Lecce, the “Florence of the South”, where palaces and churches glow in creamy pietra leccese. Admire the lace-like facade of Basilica di Santa Croce and the enclosed drama of Piazza del Duomo, masterpieces of exuberant baroque.
In the center, descend to the Roman Amphitheatre, revealed beneath modern streets, and browse workshops of cartapesta, Lecce’s paper-mâché craft. The city’s elegance and artisanal traditions make an inspiring finale.
Grotta Zinzulusa Guided Cave Visit (Castro)
Join a local guide to explore Grotta Zinzulusa, where stalactites resemble fluttering rags—“zìnzuli” in dialect. Walk boardwalks and chambers echoing with dripstone formations as the Adriatic surges at the cave mouth.
Learn about coastal karst geology, paleontological finds, and pools hosting rare crustaceans. This visit is at additional cost and can be booked on tour, time-permitting during your south Adriatic riding day.
Santa Cesarea Terme Thermal Baths Session
Unwind in the mineral-rich waters of Santa Cesarea Terme, a Belle Époque resort poised above turquoise coves. Choose pools or spa circuits that soothe post-ride muscles and leave time to soak in the seaside panorama.
Thermal traditions here date to the 16th century, harnessing sulfurous springs within coastal grottoes. Access and treatments are at additional cost and may be booked on tour subject to availability.
Capo di Leuca Coastal Boat Cruise & Sea Caves
Set out by boat from the tip of the heel to cruise sea caves carved by Ionian and Adriatic swells. Slip beneath limestone cliffs, swim from the ladder when conditions allow, and savor sunset over the headland.
Crew share legends of Finibus Terrae as light paints grottos cobalt and silver. This outing is at additional cost and can be booked on tour weather-permitting.
Olive Oil Mill Visit & Tasting in Salento
Visit a traditional masseria or frantoio to see cold-press olive oil produced from centuries-old groves. Walk past stone presses and subterranean chambers, then sample regional oils—from delicate to peppery—paired with bread and tomatoes.
Discover how varietals, harvest timing, and milling shape flavor, and why olive culture anchors Salento’s economy and cuisine. This visit is at additional cost and can be booked on tour.
Gallipoli Beach Club Day (Lido delle Sirene)
Swap cleats for sand at an Ionian beach club, with reserved sunbeds and umbrellas on soft, pale shores. Wade into calm water, unwind between swims, and soak in the seaside atmosphere after your coastal ride.
Facilities typically include changing cabins, showers, and a café for light bites. Access and services are at additional cost and can be booked on tour, subject to availability and season.
Lecce Street Food Stroll: Pasticciotto & Caffè Leccese
Taste Lecce’s signature pastries and café culture on a casual stroll, trying pasticciotto with warm custard and the almond-laced caffè leccese. Mingle with locals at counters where the morning buzz never quite fades.
Along the way, hear how baroque stonework and everyday flavors define the city’s rhythm. This culinary sampler is at additional cost and can be booked on tour.
Bike Fitting & Holiday Briefing in Alberobello
Begin your journey with a professional bike fitting and briefing in the heart of UNESCO-listed Alberobello. Meet the local team, review your routes on the navigation app, and fine-tune saddle height and controls so each mile feels smooth and efficient across Puglia’s rolling countryside.
Gain practical tips on road etiquette and scenic waypoints, from vineyard lanes to hilltop villages. This session ensures you start confident and prepared, with advice on hydration stops, photo-worthy viewpoints, and how to make the most of each cycling day.