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SIGNATURE ITINERARY

Puglia: Where Italy Slows Down & Savors

9 NIGHTS · FLEXIBLE DATES · PRICES FROM $4,490 pp

20 YEARS OF CRAFTED TRAVEL

6,000+ TRAVELLERS SERVED

PERSONALLY VETTED BY OUR TEAM

92% REPEAT AND REFERRAL CLIENTS

Puglia: Where Italy Slows Down & Savors · 9 nights
From · $4,490 pp
ABOUT THIS JOURNEY

For travelers who want to step off the beaten path, eat with locals, swim in crystal-clear water, and discover the most unhurried corner of Italy.


At the heel of Italy’s boot, where each day passes slowly and bathed in light, Puglia has been stealing hearts for centuries. In this enchanting region, whitewashed towns spill towards the sea, cave cities sit older than memory, and seafood is as fresh as the breeze. Across 9 wonderful days, explore dazzling coastlines, rugged mountains, and hidden gems most people overlook. You’ll taste food and wine so rooted in the land that every meal enters your soul. It’s time to discover Europe’s last great undiscovered region. Once you do, you’ll wonder why it took you so long to find it.

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DAYS 1 - 4

Monopoli

In the heart of Monopoli, a warm stay at a boutique hotel awaits you on the water’s edge. It is a town that rewards the wanderer: the freshest catch at the harbor, sun-bleached alleyways, and sandy bays opening into the Adriatic. The beginning days are yours alone to settle in, slow down, and embrace living in the moment. You’ll take a train along the coast to visit Polignano a Mare, strolling its cobbled streets, looking out over the cliffs across dazzling waters, and indulging in a seafood feast. In a coastal excursion, climb aboard a boat to cruise in and out of ethereal sea coves, stopping to dive into the crystal-clear sea. Beyond the waves, Puglia’s vineyards beckon you to savor some of Italy's best, most undiscovered wines. Walk through the grapevines, sip leisurely, and taste food made according to generations-old traditions.

DAYS 5 - 6

Matera

On the fifth day, it’s time to travel inland, but not before seeing the trulli houses of Alberobello. Both quaint and enchanting, it feels as if you’ve entered a fairy tale. In Locorotondo, stroll past whitewashed walls and picturesque flower boxes, then taste Puglia’s most delicious olive oil. Travel back in time to Matera, carved into the cliffside and the third-oldest inhabited city on earth. In a minicar, explore with ease as you zip around its narrow lanes, stopping at Casa Grotto for a moment of ancient history. You’ll also enjoy a meal of local delicacies and wine at a stunning cave restaurant. Before departing, allow yourself to be swept away by Matera at night, as the streets come aglow, impossibly romantic and magical.

DAYS 7 - 9

Lecce

Savor these final days in Lecce, the most beautiful city in southern Italy. En route, you’ll be invited to a private tour of a Salento winery, home to the bold Primitivo grape. Lecce is a revelation with Baroque architecture so extravagant, it feels unreal. Explore the city’s storied past at the grand amphitheater and stunning churches before indulging in a bit of retail therapy. You walk alongside an adored local chef, perusing a market for the freshest ingredients before preparing a gourmet lunch. On the last day, discover the Salento peninsula with Galatina’s art and history and Otranto’s medieval charm. You’ll visit the rocky cliffs of Santa Maria di Leuca and discover Gallipoli, the Pearl of the Ionian Sea, where crystalline waters shimmer in every direction.

DAY BY DAY

The highlights

  • DAY 1

    Arrive and transfer to Monopoli for a four-night stay, with time to explore this whitewashed harbor town.

  • DAY 2

    A leisure day to explore Monopoli’s old town and seafront at your own pace.

  • DAY 3

    Travel by train to the clifftop town of Polignano a Mare for a small group boat tour along its dramatic coastline, then return to Monopoli.

  • DAY 4

    Join a small group winery tour with food and wine tastings.

  • DAY 5

    Transfer to Matera for a two-night stay, stopping en route for a private day trip through Alberobello and Locorotondo, including a guided tour and an olive oil mill tasting.

  • DAY 6

    Explore Matera’s ancient cave dwellings on a private tuk tuk tour.

  • DAY 7

    Transfer to Lecce for a three-night stay, with a private winery tour and tasting in the Salento countryside along the way.

  • DAY 8

    Join a small group market tour and cooking class in Lecce, with lunch and wine tastings.

  • DAY 9

    Venture out on a small group day trip across the Salento Peninsula to visit the towns of Otranto and Gallipoli.

  • DAY 10

    Transfer to the airport for your flight home.

WHAT’S INCLUDED

Everything taken care of

  • Private drivers for transfers
  • Boutique hotels, carefully chosen, in the heart of each destination
  • Daily breakfast included
  • A winery lunch, and a cooking class lunch
  • Small group and private tours led by expert local guides
  • Skip-the-line access at keys sites
PRICING

Prices from

  • 2 people travelling
    $5,690 pp
  • 4 people travelling
    $4,790 pp
  • 6 people travelling
    $4,490 pp

Prices are subject to change depending on your preferred dates of travel. Price does not include international flights.

COMMON QUESTIONS

Everything you want to know

A selection of questions about this itinerary and planning a trip to Italy. For more, visit our full FAQ page.

How much does a trip to Italy cost per person?

This itinerary starts from $4,490 per person for six travelers, rising to $5,690 for two. Pricing includes boutique hotels, luxury trains, private transfers, and selected dining. International flights are not included.

What is the best time of year to visit Italy?

June and September are ideal months to enjoy both cities and the beach. July is the hottest month, and April to May are the wettest. For cooler temperatures, consider October.

Can this itinerary be customized or extended?

Our signature itineraries are designed to be taken as they are. If you have a specific vision, that’s exactly what our Bespoke Journey service is for. Bespoke trips are built from the ground up around your preferences and are completely customizable.

Is Italy a good destination for a honeymoon?

One of the world’s best! Venice and Positano are among the most atmospheric places on the planet to celebrate a new marriage. This itinerary features a boat tour under the Faraglioni arch to the island of Capri, candlelit dining, and a sunset gondola ride.

What is the difference between a private itinerary and a group tour?

A group tour runs on fixed dates, and you are traveling with other tourists. A private itinerary runs entirely on your schedule, with your group. Every trip we design is for your party only. Some of your individual tours are small-group tours.

What happens if something goes wrong on our trip?

You will be given the phone numbers for each of your drivers and guides to reach them on local time. Our team is available during EST hours. We reconfirm every reservation before you leave to minimize the chance of problems in the first place.

Is there a payment plan?

Your 35% deposit (plus applicable flights) confirms your booking with us. The final balance is due 60 days prior to your departure, and you’re able to pay by credit card or bank transfer. (Pro tip: you receive a 3% discount for paying via bank transfer!)

How much luggage am I allowed to bring?

During your travels, our expectation is that you will have one large (up to 50 pounds) rolling suitcase and one carry-on bag per person. If you have train or ferry travel, we do not recommend exceeding this amount, as it would hinder your boarding and disembarking.

PREFER SOMETHING ENTIRELY YOUR OWN?

We build bespoke journeys too.

When your vision calls for something entirely custom, it deserves to be designed from the ground up. Our bespoke process begins with an unhurried discovery conversation.
WHY TRAVEL WITH US

The details that make the difference

We’ve been there.

Every hotel, tour, and experience we recommend has been personally vetted by our team. We don’t send you somewhere we wouldn’t go ourselves.

Our connections are yours.

Years of relationships with exceptional guides, trusted drivers, and the right people on the ground across Europe and Africa.

Nothing gets left to chance.

Before you travel, we reconfirm every booking, every transfer, and every detail to make sure the pieces fit together exactly as planned.

Someone picks up the phone.

While you’re away, we’re available. If something shifts, we handle it so you don’t have to.

Your time is the point.

We take care of the complexity so you can be fully present from the moment you arrive.

NOT SURE WHERE TO START?

Let us point you in the right direction.

Tell us about your travel style, your crew, and what lights you up. We’ll match you with a journey that feels like it was made just for you.

THE PEOPLE BEHIND YOUR TRIP

Meet the team

Every WAC journey has a dedicated travel designer and a whole team working in the background. From booking suppliers, reconfirming every transfer and reservation, preparing your travel documents, and making sure nothing is left to chance, we’ve got you covered.

Hilary Altman

FOUNDER & CEO
I match travelers with their dream places. The best trips are fun, life-changing, and leave you connected to the world and each other in new ways.

Sharon Albin

DIRECTOR OF OPERATIONS
I love experiencing new things and helping others do the same. Morocco has my heart, with its amazing mix of landscapes, architecture, art, and people.

Chrissy VanScoten

HR & BUSINESS DIRECTOR
Life is short and there’s so much world to soak in. Egypt was a lifelong dream, and finally seeing it only made me want to explore even more.

Christine Turoczi

TRAVEL DESIGNER
Travel has always been part of who I am. I love helping people turn dream trips into unforgettable memories they’ll cherish for a lifetime.

Grace Campagna

PRODUCT MANAGER
I studied history, so I love researching places. Finding hidden gems in ancient cities and staying in historic hotels are my favorite parts of travel.

Kimberly Espinosa

TRAVEL DESIGNER
I love speaking the language with locals. Rome is my favorite city for its energy and magic, and it’s where I befriended an artisan who makes mirrors!

Kristin Harwood

PRODUCT EXECUTIVE
Travel is about unexpected moments, like kids blowing bubbles in Innsbruck’s main square at sunset. Everyday life around the world inspires me.

Grace Monteleone

CLIENT CONCIERGE
Travel takes me out of my routine to experience new sights, cultures, and foods. Italy, my motherland, will always be my favorite place to return to.

Katie Watson

PRODUCT EXECUTIVE
Malta is my favorite hidden gem, with sea, history, culture, and food at an affordable price. Make time for the Silent City of Mdina and Valletta!

Julie Koenig

BOOKING AGENT
Travel is an endless adventure. I’ve fallen for India’s people, Italy’s in-the-moment attitude, and Japan’s mix of old and new. Tokyo has my heart!

Sera Lewis

BOOKING AGENT
I love how travel connects you to places and people. Chania, Greece is my favorite spot, but my best memories come back to the people I’m with.

Kelley Ko

PRODUCT EXECUTIVE
As a self-proclaimed foodie, local cuisine is a big part of why I travel. Japan has some of the best food, and its cities stay rooted in tradition.

Gabriela Coffey

PRODUCT EXECUTIVE
My parents instilled a love of travel in me as a baby. My favorite place is Orvieto, Italy, where I studied abroad and became a true ‘local.’

Joy Cunanan

BOOKING ASSISTANT
Seeing clients happy makes this job rewarding. Kind strangers who helped me in Taiwan and Singapore showed me what makes travel so special.

Emma Wallace

PRODUCT EXECUTIVE
In Genoa, a pesto class host told me her dream was to visit New York, where my sister lives. It reminded me that we’re all living someone’s dream.

Venice King

ACCOUNTING ASSISTANT
Travel introduces me to people I’d never meet otherwise. On one trip, our local guide became our friend and even invited us to his daughter’s baptism!

Faye Canillo

OPERATIONS ASSISTANT
My favorite place is Siargao, our first-ever family trip. The beaches were beautiful, but the memories we made together are what I’ll always cherish.

Sarah Kanavos

PRODUCT EXECUTIVE
I lived in Andalucía for two years and made friends from all over the world. Now I help others plan trips that build connections like the ones I made!
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