Otranto Tours in Fall
Planning for a trip to Otranto during Fall? We offer 10+ tour packages to Otranto departing in Fall that have 170+ customer reviews. Operated by our hand-picked, qualified travel experts, you will experience the best of Otranto on your Fall holiday.
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10 Best Fall Tours in Otranto
Join one of these handpicked Otranto Fall tour packages, tailored to the season.
3% Off Today
Puglia is the best of Italy crammed into the heel of the boot: twisted olive trees, World Heritage towns, full-bodied primitivo wine, and sun-kissed beaches. Experience it for yourself, spending two nights in the spectacular cave town of Matera, before wandering among the fairytale trulli homes of Alberobello. There’s also time to sample olive oil in a traditional Apulian farm, explore the white city of Ostuni, visit the medieval coastal town of Otranto, and end in baroque Lecce, known as the Florence of the South.
8 days
Vivid blue seas, sun-baked orchards, and hidden coastal paths await you in Italy’s Puglia region. The Puglia Coastal Walk is an eight-day, easy-paced walking tour created for experienced travelers and seniors seeking gentle exploration and authentic local flavor.
Starting in Otranto and winding toward Lecce, you’ll traverse ancient tratturi and scenic footpaths, discovering caves along the Cipolliane Path, coastal villages, spa towns, and traces of the ancient Messapians. Each day brings a new landscape, from open savannas to olive groves and lush forests. Highlights include a walk to Punta Palascia, Italy’s easternmost point, and the chance to explore Lecce’s stunning baroque architecture.
A standout feature of this tour package is its focus on the region’s culinary delights: savor fresh seafood, sample local gelato, and enjoy evenings in handpicked accommodations where Puglian hospitality shines. The ever-changing scenery, easy walks, and immersive village experiences make this trip a feast for both the senses and the soul.
For those eager to get off the beaten track and discover Italy’s authentic coastal charm, this walking tour is an unforgettable journey.
8 days
3% Off Today
Experience the magical landscapes of southern Italy with the "Cycling Puglia & Matera" trip—a moderate, eight-day bicycle tour designed for travelers keen on blending activity with cultural discovery. Begin in the cave-carved town of Matera and ride through olive groves, along the sparkling coast, and into some of Italy’s most enchanting cities.
Highlights include the fairy-tale trulli houses of Alberobello, Ostuni’s gleaming white streets, seaside Gallipoli, and the baroque wonders of Lecce, often called the Florence of the South. Each day’s route is thoughtfully planned, offering relaxed rides balanced with immersive sightseeing and culinary delights.
What sets this tour package apart is the chance to experience the authentic charm of lesser-known Italy, cycling through landscapes that feel both timeless and vibrant. With all logistics, accommodation, and meals arranged, this trip invites you to uncover southern Italy’s secrets at your own pace.
8 days
Cycle beneath southern Italy’s Mediterranean sun on the "Cycle Puglia" private tour. Over eight moderate-activity days, experienced travelers and seniors will traverse vineyards, olive groves, and ancient towns from Alberobello’s iconic Trulli houses to Lecce’s baroque splendor. The route hugs both the Ionian and Adriatic coasts, revealing lesser-known gems and seaside vistas. With stays in atmospheric hotels—including a traditional Trulli—this self-guided bicycle trip delivers a rich taste of Puglia’s unique heritage and natural beauty. The stand-out feature? An off-the-beaten-path cycling holiday that fuses culture, coastal scenery, and authentic Italian hospitality.
8 days
With more olive trees than people, the \ heel\ of Italy is as relaxed as it is sun-drenched. Spend a week exploring the highlights of Puglia, from the cave dwellings of Matera to the Baroque architecture of Lecce. Our itinerary combines the perfect balance of culture, food and the Adriatic coast.
Matera - Discover the fascinating UNESCO-listed ancient troglodyte Sassi quarter in Basilicata.
Alberobello - Explore the beehive-shaped trulli houses unique to Puglia and sample local wine.
Lecce - Visit the \ Florence of the South\ to see the Baroque and the magnificent cathedral square.
8 days
15% Off Today
Step into a sun-drenched world of history and charm on the "Apulia & Lecce, Self-drive" tour, thoughtfully crafted for senior travelers who appreciate a relaxed pace. Over 8 leisurely days, journey through the heart of southern Italy—stroll the enchanting alleys of Martina Franca, marvel at the unique Trulli houses in Alberobello, and be captivated by the ancient wonders of Matera. Unwind in the baroque splendor of Lecce, explore Otranto’s magnificent cathedral, and soak in Bari’s old-town ambiance. The primary activity—self-guided sightseeing—ensures you explore at your own rhythm, making every discovery personal and unhurried. The tour's standout feature is the flexibility and comfort of self-driving, paired with premium accommodations and curated local experiences, promising an Italian getaway as memorable as it is effortless.
8 days
3% Off Today
Experience southern Italy’s storied landscapes on the "Cycling the Heel of Italy - Matera to Lecce" tour, a 12-day self-guided adventure for experienced travelers. Ride from UNESCO towns like Matera and Alberobello through the Salento plain, whitewashed villages, and along coastal routes where the Ionian and Adriatic seas meet.
Each day brings a new blend of history, architecture, and culinary temptation, with stays in charming 3- or 4-star accommodations. Highlights include Putignano’s ancient carnival, Gallipoli’s island old town, and Otranto’s gateway to the East.
The tour’s unique selling point is its comprehensive route—covering major historical centers, natural wonders, and unforgettable seaside landscapes—making it the ultimate cycling exploration of Puglia’s heel.
12 days
15% Off Today
Set your own pace as you explore Puglia’s enchanting villages with the Puglian Villages Tour, Self-drive. Over eight leisurely days, wind through scenic countryside, historic towns like Lecce and Martina Franca, and the lively streets of Bari. This relaxed, self-guided trip is ideal for seniors who relish independence and flexibility. Indulge in regional delicacies, discover UNESCO World Heritage sites, and experience the warmth of Puglia’s hospitality. The real USP: the freedom of a self-drive adventure paired with handpicked cultural and culinary highlights, allowing you to immerse yourself fully in the region’s authentic charm.
8 days
Discover Otranto in a walking tour of 2 hours.
Gateway to the East , built on the sea .
The city tour will take you to discover the Norman Cathedral , consecrated in 1088, a work of Count Roger I adorned later (about 1163), by Bishop Jonathas , with a mosaic floor , It has a rose window and side portal of 1481. The interior , a basilica with ship and two aisles , contains columns said to come from a temple of Minerva and a fine mosaic pavement of 1166 , with interesting representations of the months , Old Testament subjects and others . Bones and relics of the Martyrs of Otranto , who perished in the 15th-century siege surround the high altar . The church Has a crypt supported by forty-two marble columns . The same Count Roger founded a Basilian monastery Also here , Which , under Abbot Nicetas , Became a place of study , the ITS library was nearly all bought by Bessarion .
After seeing the cathedral you will visit the Church of St. Peter and Castle , reinforced by Emperor Frederick II and rebuilt by Alphonso II of Naples in 1485-1498 . It has an irregular plan with five sides , with a moat running along the Entire perimeter . In origin it had a single entrance , reachable through a draw- bridge. Towers features three cylindrical ones and a bastion called Punta Diamante ( "Diamond 's Head "). The entrance sports the coat of arms of Emperor Charles V.
2 hours
3% Off Today
Embark on a self-guided journey across Southern Italy with the Walking in Puglia: From Lecce to Matera tour. Designed for experienced travelers who appreciate culture and cuisine, this easy-paced, eight-day trekking trip invites you to explore Lecce’s baroque architecture, the iconic trulli of Alberobello, and the historic cave dwellings of Matera. Stroll along picturesque coastlines, through rolling farmlands, and enjoy time sampling traditional food in charming towns. The unique selling point: the flexibility to discover Puglia’s beauty at your own relaxed rhythm, savoring both landscapes and flavors.
8 days
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Top Otranto Tour Activities for Fall
From bicycle tours to art and architecture and others, here are some popular tour activities in Otranto with departures in Fall.
Otranto Fall Tour Types
Discover Otranto Fall tours in your way! Choose from group tours, private experiences, solo adventures, or guided and escorted tours.
Get a customized trip to Otranto in Fall
Plan a multi-country or regional adventure across Otranto in Fall, with help from a local expert.
Alessandra GalassiTravel Expert in Italy
Danilo CataniaTravel Expert in Italy
Enrico Maria MalacarneTravel Expert in Italy
Elena KyrimiTravel Expert in Greece & Italy
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