Pretty Little Puglia

11 Day (10 nights) from £1,000 per person

What do you picture when you think of Puglia?

Likelihood is, if you haven’t already been, you may be drawing a bit of a blank. Possibly mustering up a fairly generic beach scene. Well, you’re not entirely wrong, Puglia is located in the sunny heel of Italy’s boot, and is a crowd-pleaser for those seeking sun, sea and sand. However, there is also rich history to this southern belle, which has created a wonderfully diverse landscape. On this 11-day tour, you will experience the most picturesque parts of Puglia, including much of it’s dazzling Mediterranean coastline. With a two-night teaser in each location, you’ll get a taste for what sun-kissed Puglia is all about.

This journey will take you through hilltop towns, white-washed narrow streets, UNESCO heritage sites, ancient farmland, medieval settlements, traditional trulli villages and the grand baroque ‘Florence of the South’. All this, packed between the glittering Adriatic and Ionian sea. What are you waiting for?

Day 1 - White-washed wonder

Day 1: Fly into Brindisi airport which is just 35km from the white washed town of Ostuni. You can either get a taxi, train or rent a car and start your adventure. This place is still somewhat of a hidden gem in Puglia, and it’s defensive walls and cute cobbled alleyways make it a great starting point for our Pretty Little Puglia tour. You could be excused for thinking that you are in Santorni, with the sparkling sapphire sea and faded-white little buildings against the streaming sunshine. Enjoy your first night out on the town! Be sure to tuck into some super fresh seafood.


Day 2 - Under your own steam

Today you are free to explore Ostuni old town at your leisure. For budding photographers, expect photo opportunities around every corner! Or, if you’re feeling like putting your feet up on the beach, why not head to one of the nearby beach clubs for the afternoon? We can make plenty of restaurant recommendations for this evening.


Day 3 - Magical Trullis

After breakfast you will head onto the famous trulli town of Alberobello, for a taste of traditional life! You will experience a unique and authentic stay in a local trulli, for the ultimate romantic getaway. These properties are small and cosy, but offer an experience you won’t find anywhere else! Settle in to your home-away-from-home this evening.


Day 4 - Explore more

This morning you will be met by your private driver and taken on a tour of the magical trulli town of Alberobello , also a Unesco World Heritage site. You will be taken on an informative tour of this ancient town, stopping for a delicious wine tasting in enoteca with light lunch.


Day 5 - Monopoli - more than a game!

Today you will head onto the picture-perfect neighbouring medieval port town of Monopoli on the Adriatic Sea, where you will be spending the next couple of nights. Be sure to check out the Baroque Monopoli Cathedral. To help you get your bearings, you will be taken on a guided tour of the historic centre along the coast, with lots of tips and recommendations for your time here. The tour takes about 2 hours, and the rest of the day is free for you to set up camp in a water-front bar with a cocktail in hand!


Day 6 - Do it for the gram...

After breakfast this morning, we would recommend you visit the highly instagrammable Polignano a Mare, known for its beautiful white pebbled beaches, the most iconic one being the Cala Porto beach. It doesn’t get much more idyllic than this! Think white washed houses, limestone cliffs and azure waters. For a dining experience you won’t forget, try the Grotta Palazzese! A restaurant within a waterfront cave…


Day 7 - A spectacular city of stone

Next stop is the UNESCO town of Matera, an ancient cave settlement which will take your breath away! This town is technically in the region of Basilicata (fun trivia eh!). You will be staying in the most unique hotel, nestled in the cave-side overlooking the twinkling lights of the town and limestone rooftops. The views are amazing! We have arranged a walking tour of the Sassi area of this UNESCO World Heritage Site this afternoon, so that you can get a real feel for this special place and it’s wealth of history. There are plenty of food and watering holes on your doorstep. There is also a nearby spa if you are in need of a pamper, which can be booked as an extra.


Day 8 - A step back in time

Today is at leisure to explore spectacular Matera under your own steam. Discover grottos carved out of limestone on the edge of an impressive ravine. Pack a good pair of walking shoes as cars can’t get around the old town, and there are many steep staircases and winding passages. It’s rather a maze, in the best possible way! Prepare for a surreal experience, as you dine in caves, enjoy your aperitivo in caves and even admire some modern sculptures in a cave museum. Take some time out to learn about the history and get a taste for life in the 18th Century.


Day 9 - The bright lights of Lecce

Today you will continue south towards the beautiful city of Lecce, famed for its impressive baroque architecture. Make sure you visit the Piazza del Duomo and the Cattedrale di Lecce which has a double facade and a bell tower. Your hotel is slap bang in the centre of all the old town and all the good stuff! Enjoy this prime real estate and former palace.There are many award winning restaurants here too, so prepare to feast like royalty! We can arrange a special romantic private dinner in a palace, if this is a special occasion trip (for extra cost). Don’t forget cocktail and aperitivo hour, the city comes alive at night!


Day 10 - Baroque brilliance

You may wish to explore the delights of Lecce today, meandering through narrow streets, stumbling upon hidden piazzas, or spending the afternoon in the sun sipping an aperol spritz. There are excellent wine bars too.  Alternatively, you might fancy a day trip to the coastal towns of Ortranto or Gallipoli. Both of these pretty seaside towns offer a great day out from Lecce, with some lovely lunch options too.


Day 11 - Home time

After enjoying a typical almond iced-coffee in a charming piazza this morning, you will head back to Brindisi airport for your flight home. We hope you had a fun-filled and action-packed introduction to the prettiest villages, towns and cities in Puglia!


  • Prices start from £1,000 per person (based on 2 adults  sharing)
  • Accommodation B&B board
  • Excursions and activities as mentioned above
  • All trips are ATOL protected or ABTA bonded to ensure you are fully covered
  • Please note that this price does not include flights, car hire, transfers (unless stated) and any extra meals unless specified in the itinerary.