Celebrate Love with Unforgettable Romantic Getaways
Valentine’s Day proves what we already know deep down: the best gifts aren’t things, they’re experiences. A surprise week away beats another box of chocolates every time. Whether you’re…
Read moreAt 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.
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.

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.

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.

Arrive and transfer to Monopoli for a four-night stay, with time to explore this whitewashed harbor town.
A leisure day to explore Monopoli’s old town and seafront at your own pace.
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.
Join a small group winery tour with food and wine tastings.
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.
Explore Matera’s ancient cave dwellings on a private tuk tuk tour.
Transfer to Lecce for a three-night stay, with a private winery tour and tasting in the Salento countryside along the way.
Join a small group market tour and cooking class in Lecce, with lunch and wine tastings.
Venture out on a small group day trip across the Salento Peninsula to visit the towns of Otranto and Gallipoli.
Transfer to the airport for your flight home.
Prices are subject to change depending on your preferred dates of travel. Price does not include international flights.
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.
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.
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.
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.
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.
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.
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!)
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.

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.
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.


















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