Italy

Eating Your Way through Puglia

Discover the heel of the boot of Italy. Puglia boasts golden beaches with crystal-clear waters, intense flavors, and charming villages.

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Overview

Join us for a historical, cultural, and culinary adventure to “the heel of the boot,” one of Italy’s quieter tourist destinations. The Salento Peninsula has hosted many ancient civilizations, including Byzantine Greeks, Romans, Arabs, and Bourbons. Puglia features golden beaches, whitewashed hilltop villages, and Baroque cities such as Lecce and Bari. It is a captivating destination rich in history. This region is also the heart of traditional Italian cuisine and offers many lesser-known delights. From Pane di Altamura, a bread dating back to 1420, to orecchiette with greens, focaccia, and cartellate, we'll enjoy a variety of flavors while taking part in cooking classes and tastings. Wine also plays a vital role, with renowned wines like Nero di Troia, a flavorful red. The scenery competes with the food for enjoyment. We're surrounded by water from the Adriatic and Ionian seas, often with dramatic views. On this trip, we'll visit UNESCO's Alberobello, sail the coast of Salento, and even dine in a cave restaurant in Matera, an experience unique to this region. Are you ready for this journey of complete indulgence?

Highlights

Taste the famed bread of Altamura

Taste the famed bread of Altamura

Wander the gorgeous streets of Baroque Lecce

Wander the gorgeous streets of Baroque Lecce

Tour an iconic home in the Trulli region

Tour an iconic home in the Trulli region

Learn to make fresh mozzarella by hand

Learn to make fresh mozzarella by hand

Visit and taste high-quality olive oil in a centuries old family-run olive mill

Visit and taste high-quality olive oil in a centuries old family-run olive mill

Sail the Salento Coast on a private boat

Sail the Salento Coast on a private boat

Itinerary

Here's a day-by-day itinerary of the trip. Press the "<" and ">" buttons below to scroll through each day.

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LadiesdressedfordinnerPuglia

Welcome to Puglia

Day 1: Sunday, May 9, 2027

Plan to fly into Brindisi Airport (BDS) by 3 pm, jump into a taxi and meet at the pre-trip night hotel, we'll be whisked away to the charming Trulli region to start our trip. There are plenty of daily flights into Brindisi from major European hubs such as London, Zurich, Rome, and Munich. 

Our home for the next few nights is Masseria Camarda, a historic farmhouse nestled amidst centuries-old olive trees and some of Puglia’s most beautiful historic villages. 

Unpack and settle in before we gather in the evening for our first of many apertivos. Apertivo is an Italian tradition enjoyed before dinner consisting of light snacks and wine. It's meant to open up our appetites for the meal ahead, while offering space for conversation and laughter. 

We'll seamlessly transition into a lovely dinner prepared for us by the hotel, made with fresh, local ingredients. It's the perfect introduction to all of the outstanding Italian cuisine we'll enjoy on this trip. 

Included

Welcome Drink & Dinner

Not Included

Flight to Brindisi

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Itria Valley

Day 2: Monday, May 10, 2027

Wake up and soak in the views while we have our first breakfast together at the hotel. Our driver will pick us up mid-morning to begin our adventure through the Itria Valley, famous for its rolling countryside, ancient olive groves, and picturesque whitewashed villages.

Our first stop is Alberobello, a UNESCO World Heritage Site, renowned for its iconic trulli, unique conical-roofed houses. After walking through the village and learning about its significance and history, we'll stop to enjoy lunch at a local taverna. 

We'll continue to explore Locorotondo, with its circular historic center, and Cisternino, known for its narrow alleys and traditional butchers grilling meat in the streets, a gem of authenticity.

We're in for a real treat as we head to visit an olive grove to learn about the process of making olive oil. Our good friend Luigi will introduce us to the wonderful plant that is the olive tree and explain the principles of sustainable farming.

He'll lead us through an olive oil tasting experience, teaching us how to appreciate the health benefits and flavor profiles of high-quality EVOO.

After a long and wonderful day, we'll return to Masseria Camarda for dinner and a restful night's sleep.

Included

All meals

All activities & tours

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Martina Franca & Ostuni

Day 3: Tuesday, May 11, 2027

After indulging in breakfast at our hotel, we'll spend the morning exploring Martina Franca and Ostuni, two must-see towns in Puglia. 

We'll explore Martina Franca's historic center with its winding alleys, whitewashed houses, and grand piazzas, including the UNESCO-recognized Basilica di San Martino. Then, we'll visit Ostuni, 'The White City,' known for its whitewashed buildings, hidden cafes, artisan shops, and views of the Adriatic Sea. 

After lunch, we'll have the pleasure of meeting Sara, a local cheese artisan who will explain the various steps it takes to transform fresh milk into delicious mozzarella, ricotta, caciocavallo, and many other types of cheese.

Sara will expertly create "pasta filata", which we'll take and shape into our own fresh balls of mozzarella. Can you think of anything more delicious? She'll then guide us through a tasting of the cheeses she produces at her farm, both new and aged. 

We'll put all of this fresh mozzarella to good use tonight, don't fret. A local pizzaiolo (pizza chef), Gigi, will guide us in the preparation of pizza. We'll learn how to hand-stretch dough and garnish our pizza with local Pugliese ingredients. We'll share our masterpieces over a glass of wine or two and toast to another lovely day together.

Included

All meals

All activities & tours

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Matera - Walking tour

Day 4: Wednesday, May 12, 2027

Today, after breakfast, we'll check out of our hotel and head about two hours west to Matera, one of the most distinctive cities in Italy. 

Once we arrive, we'll explore the town on foot with an experienced local guide. As one of the world’s oldest continuously inhabited cities, it's famous for its ancient cave dwellings, known as the Sassi di Matera

We'll stroll through the picturesque streets of this UNESCO World Heritage Site, visit the stunning rock-hewn churches, and enjoy breathtaking views from the Belvedere before pausing for lunch at a local eatery. 

After lunch, you'll have free time to wander the town and explore all it has to offer. Pick up a handmade souvenir, enjoy an afternoon pick-me-up at a local cafe, or simply relax at the hotel rooftop bar. 

We'll be staying at Palazzo della Fontana for the next couple of nights, an urban hotel nestled right in the heart of town. Named after the iconic Ferdinandea Fountain located mere steps from the hotel, it's an ideal base for us that offers all of the comforts we could need. 

We'll reconvene for dinner this evening at one of the local cave restaurants, a unique experience that's an essential part of any Matera visit.

Included

All meals

All activities & tours

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Altamura - Bread Workshop & Gin Experience

Day 5: Thursday, May 13, 2027

After our choice of a sweet or savory breakfast spread at the hotel, we'll continue our Italian culinary adventure. 

Our first stop is Altamura, a hillside town known for its traditional durum wheat bread, pane di Altamura. Here, we'll visit a legendary local bakery to discover how the local bread is made and savor fresh creations. Bread produced here is a designated protected designation of origin (PDO), similar to Champagne, halloumi, and kalamata olives, to name a few.

We'll stop and enjoy lunch, making sure to sample some of the delicious bread. 

Next, we'll meet with local distillers, Angela and Fabia, who will share their journey as master distillers and introduce us to gin. They harvest botanicals from Alta Murgia National Park, dry them, and process them into spirits for sale. We'll sample their Gins and Amaro, and craft a Gin & Tonic to enjoy alongside a light apertivo.

You'll have the evening to yourself to explore the iconic caves around Matera, many of which have been preserved and are open to the public. Enjoy dinner on your own or with new friends. Your guide has plenty of recommendations for local spots if you need inspiration. 

Included

Breakfast & Lunch

All activities & tours

Not Included

Dinner

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Lecce

Day 6: Friday, May 14, 2027

We'll bid farewell to Matera today and head off to Lecce, a two-hour drive east. On our journey, we'll stop in Grottaglie, a small town notorious for its unique ceramic creations. This is the perfect spot to pick up any handcrafted souvenirs. It's a ceramic lover's dream!

From there, we'll finish the drive to Lecce and check into our 5-star hotel, Baglioni Masseria Muzza Resort & Spa. This luxe resort offers elegant yet rustic suites, a pool overlooking the Salento countryside, and a beautiful spa. 

Unpack and settle in before we gather for a walking tour of the "Florence of the South". While Lecce is known for its architecture featuring remnants of a Roman amphitheater and medieval structures, the true gem of the town is its vibrant Baroque architecture, crafted from local golden sandstone.

Dinner tonight features typical Leccese cuisine, rooted in rural home cooks' recipes. Expect fresh vegetables and seafood from the Ionian Sea. Dishes include 'ciceri e tria’ (fried tagliatelle with chickpeas), 'polpette di melanzane' (fried eggplant balls with basil and mint), and 'orecchiette con cime di rapa' (pasta with anchovies and turnip greens).

Included

All meals

All activities & tours

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Salento Coast

Day 7: Saturday, May 15, 2027

After breakfast at the hotel, we'll depart for a morning boat ride along the stunning Salento coastline, where crystal-clear waters and breathtaking cliffs create a truly unforgettable experience.

After taking in the beauty of the coast, we'll dock for lunch at Lo Scalo di Novaglie, a charming seaside restaurant offering freshly caught seafood-based dishes. 

This afternoon, we'll head off on a nice leisurely, guided walk through the gorgeous town of Otranto, known for its stunning beaches, historic old town, and rich cultural heritage. 

The iconic Aragonese Castle and the Cathedral with its famous mosaic floor reflect centuries of history. Stroll along the picturesque seafront, explore the medieval alleys, and admire the breathtaking views of the Adriatic.

Included

All meals

All activities & tours

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Galatina & Gallipoli

Day 8: Sunday, May 16, 2027

This morning we'll set off to explore the side of Lecce we haven't seen yet. We'll cross the Pilgrim's Way, an ancient route used by pilgrims traveling to the Holy Land, on our way to Strada Romana and Via dell'Olio.

Strada Romana, named for its Roman origins, is a historic road that connected the city to Puglia. Today, it’s lined with buildings and sites showcasing Lecce’s Roman heritage. We'll follow this with a walk down Via dell’Olio, known for olive oil shops, to experience local culture and flavors. These streets tell Lecce’s story, blending history and lively present, and offer a delightful city journey.

Later, we'll drive southwest towards the little town of Galatina and the once fortified village of Gallipoli, perched on the Ionian Sea, stopping to visit the colorful fish market and stroll its narrow whitewashed streets.

We'll enjoy a late lunch and wine tasting at Masserie Le Stanzie. This agricultural farm is a diverse operation featuring orchards, olive groves, vineyards, a garden that produces seasonal vegetables, and livestock, including cattle and sheep. 

The owners will give us a tour of the farm before offering a focaccia-making workshop, followed by a wine tasting. All of the ingredients come straight from their property; you can't get fresher than that! 

Take this evening to wander Lecce one last time, indulge in an Italian sweet treat, or sip on local wines while you watch the world go by. We'll toast to our last night in Puglia and the beautiful journey we've been on this week with a wonderful farewell dinner. 

Included

All meals

All activities & tours

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Departure Day

Day 9: Monday, May 17, 2027

Sadly, our time in Italy together has come to an end. After breakfast, we'll transfer to the Brindisi airport for your onward travels. 

We'll exchange pictures and phone numbers and promise to stay in touch with all the new friends we've made along the way. Until next time...

Included

Breakfast

Group airport transfer

You'll Be Staying Here

Masseria Camarada

Masseria Camarada

Masseria Camarada is a charming countryside retreat set among olive groves and rolling fields in the heart of Puglia. This beautifully restored estate blends rustic elegance with modern comfort, offering serene courtyards, inviting rooms, and farm-to-table dining that celebrates local flavors. 

Palazzo della Fontana

Palazzo della Fontana

Palazzo della Fontana is a quietly elegant boutique hotel tucked into Matera’s historic center along the peaceful pedestrian street Via La Vista. The intimate hotel offers just 12 contemporary-designed rooms, each cozy yet stylish, with comforts like smart TVs, plush beds, kettles with tea selections, and fast complimentary Wi-Fi.

Baglioni Masseria Muzza Resort & Spa

Baglioni Masseria Muzza Resort & Spa

Baglioni Masseria Muzza Resort & Spa is an elegant countryside escape just moments from the Adriatic coast. Set within a beautifully restored masseria, the property features sun-drenched courtyards, olive groves, and sweeping countryside views.

Hosts

Cheri Kendrick

Cheri Kendrick

Cheri, who lives on the idyllic island of Utila, Honduras, finds her peace amidst serene waters and lush tropical gardens, cultivating a profound connection with nature. She thrives on immersive travel experiences that explore diverse cultures, gastronomy, and horticulture, with safaris being her ultimate favorite getaway. 


As the Operations Manager at Girls' Guide to the World, she leverages her extensive background in tourism and hospitality to expertly plan wellness retreats, transform chaos into harmony, and lead teams with finesse. Cheri's passion for enriching experiences and her commitment to well-being make her a driving force in creating unforgettable journeys.

Price

Reserve Your Spot

Reserve Your Spot

We're not quite ready to publish this trip, but you can reserve your spot with a FULLY REFUNDABLE deposit of $250.

$250

The Heel of the Boot of Italy

Puglia

Dreamlike bays, stone villages, olive groves, wilderness, unique architecture, and four UNESCO sites, each one more fascinating than the next. Puglia has been named the "most beautiful region in the world" and for good reason. Scattered across the seashore and hilltop villages lie cathedrals, castles, whitewashed houses, and flowered balconies. Puglia's captivating charm and delicious rustic food should not be missed. 

Puglia

What's Included

What's Included

All meals (except where indicated), including beer, wine, or cocktails with dinner

Visit to a legendary bakery to discover how local bread is made

Guided tour of the historical center in Lecce

Pizza making experience with a pizzaiolo

Private boat cruise on the Salento coast

All guides, experts and entry fees

Guided walking tour of Otranto

Local cheese-making experience

Lodging at unique hotels

A small group experience

Visit to Sassi di Matera

Walking tour of Alberobello

Tour of an olive oil farm

All in-country transport

Gin distillery experience

Focaccia workshop

Wine tastings

Additional wine, beer, or spirits beyond what is offered at meals.

Travel and Medical Insurance (required)

All personal souvenir purchases

International Airfare to Italy (and Brindisi)

Reviews

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Puglia was more than I imagined. Beyond beautiful! The friendships and memories that were made will last a lifetime. I can't wait to do another trip.

Rebecca W-Houston Texas,USA

FAQs

The trip officially starts on May 9, 2027. If you’re traveling across an ocean to reach Italy, consider arriving a day or two early to allow time to relax and adjust to the local time zone. 


If you would like to arrive early or stay an extra day at the end of the trip, you can purchase these options in the Add Ons section.

Fly into Brindisi Airport (BDS). If you plan to see more of Italy, you can fly to any other major airport and take a short flight to Brindisi. Many major European hubs also fly here, so you should have plenty of options when planning your travel. If you need assistance, let us know what we can do to help. 


Other nearby airports include Bari (BRI, 120 km) and Dubrovnik (DBV, 196.4 km). We'll only provide transfers to our accommodation on May 9 from Brindisi airport, so if you fly into a different city or on a different day, you will be responsible for arranging transport into town.

We'll have a Zoom call about 8 weeks before the trip starts to discuss important logistics and give you packing guidance. In the meantime, here is a great website that we love that will help you with packing and travel trips. 

The weather in Puglia in May is dry and warm. It's the start of the summer season with an average high temperature 71°F. Evenings are mild, the sea is now nudging 55°F and it's one of the driest months with only 1.5" of rain falling over a handful of days. 

Beginning in late 2026, travelers from visa-exempt countries—including the U.S., Canada, and Australia—will need an ETIAS permit to visit most of Europe.


No action is needed just yet. As we get closer to the launch date, likely several months in advance, we’ll share all the details on how to apply. Feel free to reach out with any questions!

We require that everyone traveling with Girls' Guide be able to walk 3–5 miles per day unassisted comfortably, and without difficulty, can navigate stairs, uneven streets or paths, and occasional steep terrain. Most of our trips require this level of physical mobility and fitness, especially when visiting historic towns and landmarks where vehicle access is limited and walking often offers the best experience. 


Additionally, some of the 4 and 5-star boutique or historic hotels we stay in do not have elevators and may require climbing stairs to get to your room or access other facilities in the hotel.

Visit our Frequently Asked Questions (FAQ) page to see answers to most other questions about traveling with Girls' Guide to the World. 

Inquire about this trip

Eating Your Way through Puglia

Italy· Departs on May 9, 2027 · 9 Days

$12,795/pp