Italia
Puglia - Biking Classic
Trip Details
Group Size
4-16 participants
Arrive/Depart
Monopoli / Lecce
Trip Type
Activity Level: Easy-going
30-65 km / 20-40+miles daily
Van supported
Terrain: 2 days are flat; 2 days are gently rolling; 2 days are moderately rolling
Dates
2025 | 2026 |
Apr 2-8 | Apr 18-24 |
Apr 28-May 4 | May 9-15 |
May 12-18 | May 16-22 |
Aug 28-Sep 3 | Jun 6-12 |
Sep 6-12 | Jun 13-19 |
Sep 13-19 | Sep 19-25 |
Sep 15-21 | Sep 26-Oct 2 |
Sep 22-28 | Oct 3-9 |
Prices
Land Cost
US $2,950
Includes 6B/2L/5D
Single Room Supplement
US $750
Bike Rentals
Hybrid or Racing Bikes: US $280
E-bikes*: US $480
Be captivated by the enchanting beauty of this breathtaking coastline. Feel the warmth of the sun as you stroll through terraced citrus groves and vineyards perched high above the shimmering azure sea. Inhale the inviting aroma of freshly baked focaccia as you wander the cobbled lanes of picturesque cliffside villages. Discover the contrast between the refined elegance of Santa Margherita, with its grand villas and stylish boutiques, and the peacefulness of Mediterranean oak forests alive with butterflies, birds and wildflowers. Each evening, savour traditional pasta dishes and the freshest seafood, perfectly paired with a crisp Ligurian white wine.
Highlights
- Small groups and passionate local guides
- Local cuisine in authentic restaurants
- Carefully selected hotels
- Hands-on cookery class with an Italian chef at a traditional trattoria
- Dine à la carte at hidden local restaurants off the tourist trail
- Wine included at welcome and farewell dinners, plus a sommelier-led tasting in Otranto
Package Included
- Expert guides throughout the journey
- Support vehicle during the route
- 6 nights accommodation
- Daily breakfasts, 2 lunches and all dinners except one
- Entry to tastings, selected historical sites and museums
- Detailed GPS routes
- Luggage transport
Not included
- Bicycle hire
Your journey begins at Masseria Casale del Murgese, just 15 km from Monopoli.
The nearest train station is Fasano—if you’re arriving by train from Rome or Bari, it’s the stop just after Monopoli. A short 5-minute shuttle from Fasano brings you to the hotel, where we’ll be ready to greet you. Should you wish to arrive a day early, consider our optional extension with a night in historic Monopoli, where you can stroll to charming restaurants and lively cafés.
Day 1 · Savelletri di Fasano
We’ll meet at our first hotel at 2 p.m., where your guides will assist with bike fitting.
Today’s ride is a scenic loop to Egnazia, a former Roman port city dating back to the 5th century. Discover remnants of the ancient Roman road, a striking acropolis, and other ruins, and enjoy a guided visit to the local museum.
Afterwards, take a refreshing dip in the hotel’s pool and join us for a welcome wine reception before dinner.
Ride distance: 20 km with 53 m gain or 30 km with 130 m gain
Day 2 · Savelletri di Fasano
Today offers a choice of routes, all beginning in the historic coastal town of Monopoli. Explore its vibrant fishing port, 16th-century castle, and charming old town filled with local shops and eateries.
A shorter option winds west through quiet villages, with a lunch stop at one of our favourite local restaurants. For those seeking a longer route with moderate hills, head towards Polignano a Mare and/or Conversano—both known for their rich history and outstanding cuisine.
Dinner tonight is at a popular seafood restaurant beloved by locals.
Ride distance: 50 km (400 m gain), 64 km (500 m gain), or 78 km (570 m gain)
Day 3 · Locorotondo
Today we cycle to the UNESCO World Heritage site of Alberobello, home to over 1,500 iconic trulli—whitewashed stone huts with conical roofs. We’ll meet a local guide for an insightful walking tour followed by lunch.
The short route leads directly to Locorotondo, known as the “Balcony of the Itria Valley” for its panoramic views. Sample local white wines at the Cantina Sociale, featuring over 1,000 vintners.
A longer route takes in the scenic Bosco delle Pianelle Nature Reserve.
Tonight we dine at a beloved local trattoria—try the house-made pennette with spicy tomato sauce, or grilled lamb chops with cheese and wild herbs.
Ride distance: 42 km or 65 km
Day 4 · Ostuni
Begin the day with a ride to Martina Franca, an elegant town with Baroque piazzas, winding alleyways, and ancient stone walls. You’ll pass through peaceful olive groves and vineyards, with a stop in Cisternino for lunch or coffee in one of its excellent cafés.
We finish in Ostuni, the famed “White City” whose Moorish-style architecture and maze-like streets were built to confound invaders.
This evening, take part in a hands-on cooking class at a local restaurant—and enjoy the fruits of your labour at dinner.
Ride distance: 36 km or 64 km
Day 5 ·Otranto
We begin with a local train transfer to Squinzano, then set off along the shimmering Adriatic coast. Stop for lunch in the beachside town of San Foca before continuing to Otranto—the easternmost point in Italy.
Rich in Greek, Byzantine, Roman, and Aragonese heritage, Otranto is a true gem of the region.
Our hotel, Masseria Bandino, lies just outside town and features extensive grounds and a large pool.
Dinner tonight is at your leisure—Otranto offers an abundance of excellent restaurants to explore.
Ride distance: 70 km (flat)
Day 6 · Otranto
We’ve saved the best for last: a stunning coastal ride to Santa Cesarea Terme, a tranquil retreat with dramatic cliffs and graceful 19th-century villas. There are ample opportunities to swim along the way.
Adventurous cyclists may choose to continue all the way to Santa Maria di Leuca at the tip of Italy’s “heel” for a century ride.
Prefer to return early? You can visit the impressive Castello Aragonese in Otranto or unwind by the pool.
In the evening, we’ll enjoy a wine tasting led by a local sommelier, followed by a celebratory farewell dinner at the hotel.
Ride distance: 34 km, 60 km, or 100 km
Day 7 · Departure
We provide a morning shuttle to Lecce train station, arriving by 10 a.m. for your onward travel.
Please note: Ride distances and elevation may vary slightly depending on hotel selections for your departure.
Casale Murgese, Savelletri di Fasano
This elegant historic estate is set amidst peaceful farmland with sweeping views of the Adriatic Sea. Each guest room is individually styled, and the property features an inviting infinity pool and a restaurant offering al fresco dining. A serene and sophisticated base to begin your journey.
Sotto Le Cummerse, Locorotondo
Nestled in the heart of Locorotondo’s old town, Sotto Le Cummerse is a charming collection of suites set among traditional whitewashed buildings and winding cobbled streets. Staying here offers a unique experience of authentic Apulian village life, with history and beauty on your doorstep.
Hotel La Terra, Ostuni
Housed within a 13th-century palace beside St. Peter’s Benedictine Monastery, this family-run hotel blends historic grandeur with modern comfort. Located in the centre of Ostuni, it boasts panoramic views, a refined restaurant, and a cosy bar carved from stone—a delightful place to relax after a day of exploration.
Masseria Bandino, Otranto
Once a 17th-century manor house, this tranquil retreat lies within five hectares of pristine pine forest on the edge of Otranto. The property features spacious rooms, a new spa (opened in 2022), and a large outdoor swimming pool. Surrounded by olive groves and citrus trees, it’s perfectly situated near the beaches of Salento.
Pre-trip Extension in Monopoli
US $495
Includes two nights stay at Palazzo Indelli, transfer to hotel on arrival from Bari or Monopoli, 1/2 day walking tour, and transfer to Casale del Murgese for the start of the trip
Post-trip Extension in Lecce
US $595
Includes two nights stay at Risorgimento Resort and 1/2 day walking tour