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The Heel of Italy on the Adriatic Coast

From its dramatic beaches along the Adriatic coast to its quiet roads lined by majestic olive trees, Puglia, the “heel of Italy’s boot,” will captivate you with its wild beauty and culinary secrets.

This largely undiscovered region rewards you at every turn, from the ancient trulli dotting the landscape to the awe-inspiring mosaic floor of Otranto’s cathedral. So much more than just a cycling trip, our luxury tour of Puglia overflows with discovery. Enjoy private olive oil and wine tastings, ancient architectural marvels, private historic walking tours and unforgettable archaeological tours, all complemented by sumptuous dining, delicious local wines and luxurious accommodations.  



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6 days | 5 nights
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Start | End

Bari, Italy | Lecce, Italy

Daily Itinerary



Today's Ride:

Masseria il Frantoio to Savelettri
Approximately 19 miles with 500 feet of climbing


After a 45-minute shuttle you'll arrive at Il Frantoio. We’ll take a guided tour of the Masseria and oil press. After the tour, you’ll enjoy a gourmet picnic lunch, featuring local specialties. Your guides will then spend some time familiarizing you to the Trek bicycle you’ll be riding, and make sure that you and your bike are a comfortable fit. Then we take to quiet roads surrounded by olive trees and wind our way through spectacular countryside to our hotel, Masseria Torre Coccaro/Miazza. Wander its beautiful grounds before gathering for an aperitivo and a discussion of the week ahead. You’ll enjoy the first dinner of the trip at the hotel’s own remarkable restaurant that specializes in flavorful, local cuisine prepared with a modern twist.



Masseria Torre Maizza OR Masseria Torre Coccaro
Visit Website

Included Meals:

Lunch | Social Hour | Dinner



Today's Ride:

Savelettri to Alberobello
Approximately 24 miles with 1,660 feet of climbing

Short Option:

Savelettri to Alberobello with Shuttle
Approximately 17 miles

Avid Option:

Savelettri to Alberobello Loop
Approximately 43 miles


After a hearty breakfast, you’ll head out on quiet country roads, surrounded by vineyards, olive trees and the ubiquitous trulli. Take a moment to get an up-close look at one of these ancient stone structures. Back on the bike, you will cycle to Alberobello, home to over a thousand trulli and a UNESCO World Heritage site. Here you can wander the narrow streets and perhaps visit the fascinating Trulli Museum, before sitting down to lunch of your choice. Afterwards, you have the option to shuttle back to the hotel to enjoy the pool or the spa. However, if you are ready to keep riding, your Trek Travel guides have a spin through more quiet roads for you to enjoy. This evening, you’ll learn how to spin your own pizza dough and make the pie of your choice with a trained pizziolo.


Masseria Torre Maizza OR Masseria Torre Coccaro
Visit Website

Included Meals:

Breakfast | Social Hour | Dinner



Today's Ride:

Savelettri to Ostuni
Approximately 27 miles with 1,350 feet of climbing

Avid Option:

Savelettri to Casalabate
Approximately 73 miles


Today you’ll cycle into the stunning region of Salento, enjoying beautiful country roads as you head down the "heel of the boot”. Our first stop is Ostuni, la Città Bianca, a whitewashed village high on a hill with astonishing views of the Adriatic. There are great shops in the old town and narrow, winding streets that are enticing to explore. After uncovering the town’s attractions, enjoy lunch at the trattoria of your choice. Afterward, decide to shuttle directly to the hotel and relax by the infinity pool, or elect to continue cycling as the terrain flattens and you head further south. Tonight’s hotel is Tenuta Monacelli, an ancient farmhouse just a short distance from the coastline that now offers luxurious accommodations amidst ancient olive groves. Tonight you’ll reconvene with the rest of the group for a tasting of the local beers and wines of the region before dining the delicious and inventive fare at the hotel’s restaurant.


Relais La Sommita
Visit Website

Included Meals:

Breakfast | Social Hour | Dinner



Today's Ride:

Torre Rinalda to Otranto
Approximately 37 miles with 312 feet of climbing

Short Option:

Torre Rinalda to Torre dell'Orso with shuttle
Approximately 27 miles


Today, you’ll leave the tranquil surroundings of your hotel after a replenishing breakfast and we’ll take a short private shuttle continuing our journey south to Torre Rinalda. From here we cycle the coastline of the Adriatic, enjoying views of rocky beaches and brilliant blue waters. You’ll head to Torre del’orso, where you can enjoy a dip in the warm waters of the Adriatic before we sit down to lunch at a casual seaside restaurant. Then hop back on your bike for the final few miles along the coast to Otranto. This port city has Greek origins and a range of influences over the centuries, from Roman to Norman to Turkish to Spanish. Otranto’s quiet streets, clean beaches and vibrant dining scene are just part of its charm—the magnificent cathedral and imposing fortress add a palpable sense of history to the mix. Tonight, you’ll stroll through Otranto with Trek Travel’s local guide and savor the multicultural flavors of Puglia. Among other highlights, you’ll discover the hidden meanings of the remarkable mosaic-tiled floor of the 11th-century cathedral, recently declared a UNESCO World Heritage site, Afterwards explore the many local options for dinner—trattorias serving everything from pasta and pizza to freshly caught seafood abound.


Palazzo Papaleo
Visit Website

Included Meals:

Breakfast | Lunch



Today's Ride:

Otranto to Santa Maria Di Leuca
Approximately 33 miles with 1,330 feet of climbing

Short Option:

Otranto to Grotta Zinzulusa
Approximately 25 miles

Avid Option:

Otranto to Santa Maria Di Leuca Return
Approximately 66 miles


This morning, the sea is never out of sight as we make our way along the some of the most breathtaking coastline in all of Italy. To your right, stone fences crafted centuries ago from local limestone adorn windswept fields, while the shimmering clear waters of the Ionian Sea beckon from your left. You‘ll ride all the way to Santa Maria di Leuca, the southernmost tip of Italy, where you are free to explore little charming little town for lunch. Afterwards, jump back on your bike and continue your seaside explorations. You may also choose to shuttle back to Otranto, where you can enjoy a relaxing afternoon in the charming town. This evening we’ll toast our week together as we dine on fresh local seafood and ribbons of homemade pasta paired with the region’s best wines.


Palazzo Papaleo
Visit Website

Included Meals:

Breakfast | Social Hour | Dinner



Today's Activity:



Today, linger over a hot cappuccino and soak in the gorgeous views from the rooftop breakfast terrace, or stroll through Otranto to pick up some last-minute necessities, such as handcrafted pasta or a bottle of your favorite Pugliese wine.


Included Meals:





Explore the city of Rome

3 days | 2 nights

$999 per person

Based on double occupancy.


Italy’s capital city is a must see for any traveler. Rome’s stunning architecture and history, beautifully told through its ruins - provides a glimpse of ancient times amongst the modern bustle and energy of this stunning metropolis.

We feel it’s invaluable to have a local guide in Rome! That’s why we’ve included a unique city tour with a local expert. For your first day your guide will introduce you to Rome’s most famous monuments and help you get oriented in the Eternal City. Then use your 3 day city pass during your stay for fast track entry to St. Peter’s Basilica, the Vatican Museums and the Sistine Chapel, an open bus tour, free public transport, and free entry to your choice of popular Rome attractions such as the Coliseum and Roman Forum.

What's Included:

  • 2 Nights Accommodation at a 4 star property in downtown Rome
  • 1 Trek Travel exclusive city walking tour with a local guide
  • 3 day Vatican and Rome city pass for exploring the city independently
  • List of hand-picked restaurant recommendations
  • Option to add on travel assistance for flights and rail tickets for an additional fee.
  • Gratuities for your guides are not included and are at your own expense and at your discretion.

How to get there

Choose the Rome add-on package before or after your Tuscany, Ride Across Italy, Cinque Terre, or Puglia trip package.

Suggested Area Attractions:

  • Colosseum
  • Vatican Museums
  • Sistine Chapel
  • St. Peter’s Basilica
  • Trevi Fountain
  • Pantheon
  • Roman Forum

Read through our Add On Package FAQs for more information.

Dates & Pricing


We reward our guests with lower pricing and more dates to choose from the earlier you book. Rest assured, once you book your price and date are guaranteed.


10th - 15th / 6 days / 5 nights
$4299 / Person, $800 / Single OCC. / Stays at Masseria Torre Maizza
Guaranteed *
24th - 29th / 6 days / 5 nights
$4299 / Person, $800 / Single OCC. / Stays at Masseria Torre Coccaro
Guaranteed *
1st - 6th / 6 days / 5 nights
$4299 / Person, $800 / Single OCC. / Stays at Masseria Torre Maizza
Guaranteed *
11th - 16th / 6 days / 5 nights
$4299 / Person, $800 / Single OCC. / Stays at Masseria Torre Coccaro
Guaranteed *
18th - 23rd / 6 days / 5 nights
$4299 / Person, $800 / Single OCC. / Stays at Masseria Torre Coccaro
Guaranteed *
25th - 30th / 6 days / 5 nights
$4299 / Person, $800 / Single OCC. / Stays at Masseria Torre Maizza
Guaranteed *
2nd - 7th / 6 days / 5 nights
$4299 / Person, $800 / Single OCC. / Stays at Masseria Torre Maizza
Guaranteed *
9th - 14th / 6 days / 5 nights
$4299 / Person, $800 / Single OCC. / Stays at Masseria Torre Maizza
Guaranteed *
16th - 21st / 6 days / 5 nights
$4299 / Person, $800 / Single OCC. / Stays at Masseria Torre Maizza
Guaranteed *


Masseria Torre Maizza on Trek Travel's Puglia bike tour

Masseria Torre Maizza

Savelletri Di Fasano, Italy

This elegant oasis is ideally situated in the heart of Puglia. The estate hotel offers excellent hospitality, exquisite attention to detail, and understated elegance. Overlooking the mediterranean sea, this 5 star resort features an Aveda spa and all of the amentities for an exceptional vacation.
Masseria hotel on Trek Travel Puglia bike tour

Masseria Torre Coccaro

Savelletri Di Fasano, Italy

Rated by Conde Nast Traveler as one of the top beach hotels in Puglia 2012, this stunning property is perfectly situated the heart of the region. The estate hotel offers excellent hospitality, exquisite attention to detail, and understated elegance. Overlooking the mediterranean sea, this 5 star resort features a private, heated pool and beautiful gardens.
Hotel Palazzo Papaleo on our Puglia bike tour

Palazzo Papaleo

Otranto, Italy

Palazzo Papaleo is an exclusive five-star luxury hotel in the heart of Otranto, just steps from the renowned cathedral. A stately palace centuries ago, today the hotel provides sumptuous rooms adorned with antique frescoes and modern furnishings. The rooftop terraces afford breathtaking views of the sea and the historic port, while the warm, attentive staff makes you feel right at home.
La Sommita Relais on Trek Travel's Puglia cycling vacation



5 star La Sommità Relais, is discreetly hidden away in the highest part of Ostuni, with a view over endless stretches of olive groves down to the sea and the town’s white rooftops. The interior design of La Sommità, borders between aesthetic minimalism and discreet luxury and offers visitors a sense of complete peace and relaxation. The relais also boasts its own wine cellars and stylish garden restaurant.

What's Included

We Include More

Every moment of a Trek Travel bike trip has more than you could have ever dreamed. More romance. More scenery. More choice. It's the little additions to every Trek Travel cycling vacation that make it truly special. And that’s how we help you create more memories. See more

  • Gratuities for all scheduled special events, restaurants, hotels, local guides and transportation during your trip.
  • Private tours
  • Entrance fees to all group events/activities
  • All luggage transfers
  • All transportation during the trip, including private coaches
  • 5 nights of accommodation
  • In every region we travel, we uncover the area’s best, and most delightful accommodations. On our Puglia trip, you will stay in an elegant villa nestled in beautiful grounds on the edge of town, a secluded historic manor house nestled amid acres of olive groves, and a former palace in the very heart of a seaside port town.
  • Daily breakfast, 3 lunches, 4 social hours, 4 dinners, and all snacks and drinks for each day
  • On our Puglia trip, breakfasts are served buffet-style at our hotels, while lunch ranges from a bountiful picnic of local goodies to casual meals enjoyed at seaside trattorias. Dinner ranges from local osteria fare to fine dining. Generally, Italians dress up for dinner out, and that is definitely the case for our first and last dinner together. You can expect lots of freshly made pasta and, given our proximity to the sea, lots of fresh seafood as well.
  • The knowledge, support, and camaraderie of experienced guides
  • Daily route support
  • The use of Garmin Touring Plus GPS cycling computer
  • Paper route guides also available upon request
  • Comprehensive trip literature and complimentary Trek merchandise
  • The use of a Trek Domane 5.9 carbon road bike with Shimano Di2 electronic shifting, or Trek Domane 5.9 Women’s Specific Design carbon road bike with Shimano Di2 electronic shifting (limited selection), or Trek 7.6 FX Hybrid bicycle
  • Trek Electric Assist XM700+ also available in a limited quantity
  • The use of Garmin Touring Plus GPS cycling computer
  • The use of Trek bike helmets and other gear and equipment to make your ride comfortable
  • Trek Travel water bottles
  • $300 USD off any 2015 5 Series or 6 Series Trek Domane including Project One and the Trek Emonda SL6 and SL8 models.
  • Trek Travel Bontrager RL jersey and cycling socks

Thank your Guides, by tipping

Gratuities for your Trek Travel guides are not included in your trip price. Industry standard is 5-10% of the trip price which will be divided by your guide team. Please tip your guides at your discretion, based on their level of professionalism, guest care and service.

  • Airfare and transportation to and from the trip pick-up/drop-off locations
  • Lodging before and after the trip
  • Personal items purchased during the trip
  • Optional activities not scheduled by Trek Travel
  • On select trips some meals are not included. On these trips, Trek Travel invites you to explore the local cuisine at your leisure.
  • Gratuities for your Trek Travel Guides may be given at your discretion in response to their professionalism and leadership.Industry standard is for each individual guest to tip the guide team 5-10% of the trip price.


Trip Changes

Our itineraries are an approximation of our trips. Trek Travel strives to offer each and every guest a vacation of a lifetime on every trip. At times routes, hotels, activities, etc. listed here may change at the discretion of the trip designer or guides to improve the trip experience.

  • Rider Type | 2
  • Average Daily Mileage | 35
  • Terrain | Hilly
  • Average Daily Elevation | 700

On all of our vacations, Trek Travel strives to find quiet, paved secondary roads or bike paths to experience a region; busy roads are avoided as much as possible. Puglia is best suited for our Type 2 Riders. Our Trek Travel guides can also easily accommodate Type 1 Riders, who seek less mileage or fewer uphills, with a boost in the van. Those who wish to ride every mile but are concerned about their physical ability may want to try our electric bike option–you still get a workout but can climb alongside even the strongest rider. Type 3 Riders will enjoy the extra mileage the avid route options offer. The terrain is varied with rolling hills. Hills are short, but can be occasionally steep. We typically cycle along narrow, quiet roads, but surfaces vary, from somewhat rough country roads to smooth, newly paved larger roads. See Itinerary for specific daily ride distance and elevation options.

In springtime, you can expect warm daytime temperatures (70F-80F), with evenings usually 10 degrees cooler. Fall is warmer with daytime temperatures reaching the mid 80s, but evenings remain cooler. Puglia’s seaside location means that it can be hit with the odd cold spell or rain shower. Light layers and a wind/waterproof shell are recommended.

On most Trek Travel trips, we offer non-riding options for riders who want to take the afternoon off, or travel companions who want to spend little or no time in the saddle. Some of these options may need to be scheduled before your trip–please contact one of our Trip Consultants for more information. Expenses and/or related transportation to these activities may not be included in the trip price. See Included In The Trip Price for more information. Some non-riding options on this trip are:

  • Play tennis or golf, or relax poolside at the hotel
  • Explore "la citta bianca," the white city of Ostuni with its narrow passageways and enticing shops
  • Spend a day at the beach and swim in the crystal clear waters of the Adriatic or Ionian seas
  • Tour the cathedral and historic past of Otranto
  • Spend a day in one of the hotel’s luxurious spas

For an additional fee you may request to upgrade to the brand new Trek Emonda SLR with Shimano Di2 Electronic shifting or Bontrager Aeolus carbon wheels for the ultimate riding experience. Contact our trip consultants for more details.

We understand things happen in life and sometimes you have to cancel or change your bike tour. We want to make it as easy as possible to do so and below you will find our timeline. If you ever have a question, just give us a call, 866 464 8735. Read our cancellation policy.

Didn't find what you were looking for? Check out our General FAQs section. You will find answers to all the most common questions that don't necessarily pertain to a specific trip.

Meeting & Departing

How to get there

We suggest that you arrive at least one day prior to the trip start, which will enable you to adjust to the time zone and minimize the risk of missing the trip start due to flight-related delays. We recommend that you fly into Bari airport (BRI), which will involve a transfer at a major European airport, or flying into Rome (FCO) and then taking the train to Bari center.

Bari Train Station | Bari, Italy

Your Trek Travel guides will meet you at the Bari Train Station (Piazza Aldo Moro 51, Bari, Italy) at 11:00 AM on the first day of the trip. We’ll then shuttle 45 minutes to our scenic starting point. Please have your first day cycling clothes and riding gear easily accessible, packed separate from your main luggage. We’ll enjoy an Italian style bistro lunch together. Then we’ll fit you to your bike and begin our day’s ride through the countryside.

If you will be late for the pick-up or are going to miss it altogether, please inform your guides. You will receive an email a week before the trip start with their names and contact details. If you cannot reach them, please call our first hotel, Masseria Torre Maizza (+39 080.482.78.38) or Masseria Torre Coccaro (+39 080.482.78.38), and leave a message with your expected arrival time and contact details.Taxis from the Bari airport or train station are readily available.The ride to our trip start will take approximately 45 minutes and will cost between 80 euros and 120 euros.

Lecce Train Station | Lecce, Italy

You will say farewell to your guides at 9:30 AM at the Palazzo Papaleo. You’ll then take a private shuttle to the train station in Lecce, arriving at 10:30 AM. Please allow adequate connection time for any ongoing travel to accommodate possible traffic delays.

Before: BARI, Italy

Bari is Puglia’s capital and is now one of the south’s most prosperous cities. Once a haven for gangsters and ne’er-do-wells, the city today is surprisingly chic and upscale. Be sure to wander through “Bari Vecchia,” the captivating medieval old town. Here the tiny streets are bustling with cafes, restaurants and boutiques, and beautifully restored churches line inviting piazzas. Or, take a few minutes stroll into “new town” and check out the designer boutiques on Via Sparano da Bari.We recommend the following accommodations for your pre-trip hotel:

Mercure Villa Romanzzi Carducci Bari

This large hotel, complete with pool and gardens, is near the train station. Modern amenities and a welcoming staff make this an ideal base from which to explore Bari.

Via Giuseppe Capruzzi 326 | +39 080 542 7400 | | ~$125

Parco Dei Principi Hotel Congress & Spa

The large hotel in the central district features a green area which incorporates an historic fortified farm-house that borders the building. Clean rooms, accommodating staff and full amenities make this a welcoming place to stay in Bari.

Prolungamento Viale Europa, 6 +39 080 539 48 | | ~$120

Palace Hotel Bari

The personal touches, attention to detail and customer service of this large establishment give it the feeling of a boutique hotel. Enjoy its central location and its exclusive roof garden restaurant. 64 rooms.

Via Lombardi 13 | +39 080 521 6551 | | ~$125

After: LECCE, Italy

Lecce is the crown jewel of Puglia. It’s a graceful, cosmopolitan and high-spirited university town, packed with upscale cafes, boutiques and antique shops. There’s a well-preserved historic center, and the local stone used to construct the flamboyant, intricate baroque architecture dazzles you with its cream and gold tints. Lecce’s got it all—warm, welcoming locals, great shopping, lively bars and the most magical evening “passeggiata,” where the entire town seems to empty onto the streets to greet neighbors and friends. We recommend the following accommodations for your post-trip hotel:

Hotel Patria Palace

Each of the 67 rooms in this five-star hotel is personalized and unique, featuring traditional frescoes and modern comforts. This 18th century palace, centrally located in Lecce, is truly a special place to stay and is recognized as one of the top hotels in the region.

Piazzeta Gabriele Ricardi | +39 083 224 5111 | | ~$200

Mirage Bed and Breakfast

Located in the heart of the historical district of Lecce is the Mirage. If you enjoy intimate surroundings and a focus on welcoming environments, this will be a good choice for you. The historic building was originally constructed as a palace in the 10th century.

Via 47° Reggimento Fanteria 12 I | +39 083 238 7069 | | ~$425

Hotel Delle Palme

The hotel offers spacious, elegant rooms with all amenities. The 96-room hotel is a short distance from the historical center and the train station.

Via Leuca, 90, 73100 Lecce | +39 083 234 7171 | | ~$95

* Hotels listed above are local properties we love. We do not have special rates available.

Experience It

Similar Trips

Trek Travel Difference

Our Bikes

Our unrivaled selection of Trek Bikes sets the bar for quality and comfort. From the full-carbon, ultra smooth Trek Domane 5.9, to the comfortable Trek 7.6 FX Hybrid–both included in the trip cost, to our numerous upgrade options, you deserve the best ride on your vacation.

Our Guides

Our guides are trained to make your trip magical. They aren't just experts in riding; they're trained in delivering uncompromising service in ways you won't believe. We know that it's the unexpected surprises that make a trip magical. That's why our guides pride themselves on anticipating your needs before you ask.

Your Day. You Decide.

Our vacations are built to deliver the ultimate in flexibility, from extreme relaxers to hard-core roadies. You pick your mileage, itinerary and experiences. We take care of the rest.