The regions of Puglia and Basilicata occupy the "heel" of Italy's boot, surrounded by the Adriatic and Ionian seas. Here, ancient Greek and Italian culture mingle in hillside vineyards, olive groves, and whitewashed villages nestled against the blue of the Mediterranean. Pedal through a magical landscape filled with unique conical shaped dwellings known as trulli and the ancient sassi dwellings dug out of hillside rock; enjoy meals prepared with Italian, Greek, and Middle Eastern influence; and discover the warmth and hospitality of Southern Italy's friendliest people. You will also explore the UNESCO world heritage sites of Alberobello and the lovely Alta Murgia countryside. This self-guided cycling tour begins in the quaint port town of Trani, using secondary paved roads with little traffic, over rolling hills and valleys, ending in the stunning whitewashed town of Ostuni.
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• Day 1

  Arrive in Trani. Fit bicycles

  Highlights: Arrival day; tour briefing and bike fitting; visit the Old Town of Trani.

  After arriving in Trani and settling into your hotel, you will be met by our English-speaking local staff for a welcome briefing and personalized bike fitting. For the rest of the day, we recommend exploring this historic and quaint fishing port town on the Adriatic coast.
  Trani is a peaceful town, great for walking and taking in the many wonderful views of the charming harbor. You will also want to visit the cathedral, Cattedrale di San Nicola Pellegrino, set on a dominant position on the edge of the water; the Swabian Castle (Castello Svevo) dating back to 1249, built by the Holy Roman Emperor Frederick II; and the 12th century Ognissanti Church, built by the Templar Knights.
  
  Accommodation: Hotel San Paolo al Convento, or similar.
  

• Day 2

  Ride to Castel del Monte

  Highlights: Alta Murgia countryside; olive groves and vineyards; Castle of Frederick II.

  Your cycling tour begins crossing the gentle hills of the Alta Murgia countryside, a region that has been inhabited and sculpted by various Mediterranean civilizations. You’ll pedal past olive groves and vineyards, until arriving at the Castle of Frederick II. The Holy Roman Emperor left his imprint throughout Southern Italy, and this may be his most amazing architectural accomplishment; the unique and stunning building is now a UNESCO World Heritage Site.
  Tonight’s lodging is at a nearby masseria – a charming countryside farm stay.
  
  Daily distance: 45km (28 miles),
  Elevation gain: +550 m (1804 ft)
  
  Accommodation: Torre di Nebbia, or similar.
  

• Day 3

  Cycling backroads to Gravina di Puglia

  Highlights: Cycle through rocky landscapes; Gravina undergrounds; crypt of San Michele delle Grotte.

  Cycling over rolling hills, with occasional short climbs and very little vehicle traffic, today’s route seems to take you back in time. The town of Gravina di Puglia will be your destination of the day: full of charm and mystery, this walled town dates to the 8th century BC. Its location made it an important settlement since Roman times, with previous influence from other cultures, and it’s famous for its many grava buildings, cut into the rock, as well as the unique network of underground tunnels, cellars, churches and more, all hidden underneath the old town center.
  We recommend a visit to the town city centre and its undersgrounds!
  
  Distance: 47 km (29 miles).
  Elevation gain: +280 m (918 ft)
  
  Accommodation: Il Borgo B&B, or similar.
  

• Day 4

  Altamura and Matera UNESCO World Heritage Site

  Highlights: Altamura Old Town and its famous "pane"; Matera’s "Sassi" dwellings and UNESCO world-heritage sites.

  You will enjoy gentle cycling through valleys to the town of Altamura, famous for the cathedral and old town, as well as the local "pane di Altamura" and focaccia breads made in wood ovens (great for a lunch stop).
  From there, a beautiful countryside cycling takes you to Matera, the capital of the Basilicata region and home to the famous "Sassi" rock dwellings, inhabited since prehistoric times. As with many other southern Italian cities, Matera has been influenced by the presence of various Mediterranean cultures and kingdoms. The ancient and primeval aspect of the old town has also made it a fabulous spot for films, like The Passion of the Christ by Mel Gibson.
  We recommend hiring a local guide for a visit of the town’s highlight and rich history. Inquire for availability and pricing.
  
  For the following two nights, you will stay in a "sassi hotel" with a magnificent view of the old town.
  
  Daily Distance: 46km (28 miles)
  Elevation gain: +390 m (1279 ft)
  
  Accommodation: Hotel Ridola, or similar.

• Day 5

  Enjoy a rest day or explore on a loop ride

  Highlights: Matera old town and surroundings; Murgia Timone; Neolithic cave dwellings and churches; Lake San Giuliano; Crypt of the Original Sin.

  As Matera has so much to experience, you can use the entire day to explore the town at your leisure, or start your day with a loop-ride and continue your visit of Matera in the evening.
  
  For today's optional loop ride, you have two options:
  - This ride will take you to the Murgia Timone, which lies across the Sassi district gorge, up to an amazing panoramic view of the old town of Matera and its sassi. A small park atop protects an amazing collection of Neolithic cave dwellings and small churches carved out of rock.
  - Follow the beautiful road around Lake San Giuliano, a peaceful wildlife reserve for migratory species from Africa - a perfect spot for a picnic! Don't miss a visit to the Crypt of the Original Sin, a captivating rock-hewn oratory showcasing one of the oldest examples of rock art in Southern Italy. It is possible to book a visit to its extraordinary fresco cycle, created five centuries before Giotto, which highlights the characteristics of Benedictine-Beneventan art (8th-9th century).
  Return to Matera for the night.
  
  Optional Rides:
  - First Option: 36km (22 miles); Elevation gain: +340m (1115 ft)
  - Second Option: 40km (25 miles)
  
  Accommodation: Hotel Ridola, or similar.

• Day 6

  Ride to Alberobello

  Highlights: Towns of Gioia del Colle and Noci; the trulli of Alberobello.

  An easy ride with some gentle rolling hills and short climbs takes us closer to the “heel of the boot”, Puglia. On the way, you’ll ride through two beautiful and easygoing towns, Gioia del Colle and Noci, where you can stop for lunch or coffee, stroll the town centers or simply watch local life and people.
  Today’s destination of Alberobello is another trip highlight – its amazing trulli dwellings are also protected as a UNESCO World Heritage Site.
  
  Daily distance: 69km (43 miles)
  Elevation gain: +500 m (1640 ft)
  
  Accommodation: Trulli Holiday, or similar.
  

• Day 7

  Cycle to Ostuni

  Highlights: Ostuni “the white town”

  Cycling over gentle backroads, rolling hills and some short climbs, you will reach Ostuni.
  This architectural jewel is commonly referred to as "the white town”, as the buildings of its old town are completely covered in whitewashed walls. Perched on a hill overlooking the Adriatic, the white buildings contrast against the blue sea, creating a magnificent sight. This is another great town for strolling its cobblestone streets, photographing the coastal scenery and picture-perfect white buildings, and lazing away over dinner.
  
  Daily Distance: 45 km (28 miles)
  Elevation gain: +310 m (1017 ft)
  
  Accommodation: Ostuni Palace, or similar.

• Day 8

  Tour ends in Ostuni

  Highlights: Arrivederci!

  Your bike tour ends in Ostuni after breakfast.
  Spend more time getting to know this city on your own, or if your travel plans allow it, continue on to Bari or Lecce (the baroque Florence of southern Italy!) to explore the heel of Italy.
  
  If you are interested in more cycling, inquire for additional days.
  
  
  PLEASE NOTE : The final itinerary, including hotels and/or activities described here, are subject to changes according to availability. City hotel taxes are not included.