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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

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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.

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

Door to door, from the moment you land until you fly home. Every transfer on your itinerary is arranged in advance, so there are no tickets to buy and no connections to figure out.

  • 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 tours led by expert local guides
  • Skip-the-line access at key sites
Meals not listed above are yours to enjoy wherever you like. International flights are not included.
PRICING
From $4,490 PER PERSON

Based on six people traveling together

  • 2 people traveling
    $5,690 pp
  • 4 people traveling
    $4,790 pp
  • 6 people traveling
    $4,490 pp
WHY THE PRICE CHANGES
Private drivers and many of your arrangements are priced per vehicle or per booking, not per person. The more of you who travel together, the more those costs are shared, so the lower the price for each person.

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

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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.

Do we need to pay in full when we book?

No. A nonrefundable deposit of 35% is due at the time of booking, with your final balance due 60 days before departure.

What should we look for in a travel insurance policy?

Trip cancellation and interruption coverage, medical coverage and evacuation, and coverage for any pre-existing conditions if relevant to your group.

Is trip design and planning time itself part of the cost?

Yes, particularly for bespoke trips. The time your travel designer spends designing, refining, and coordinating your itinerary is part of the value, not a separate line item.

Do you help if a flight is delayed or cancelled?

Yes, your travel designer is reachable throughout your trip and will work directly with local partners to adjust transfers or reservations if a flight disruption affects your plans.

Is Uber available in Italy?

Only in Rome and Milan, and it operates differently than in the US, but taxis are available. We include private transfers throughout your trip so this is rarely something you need to think about.

Do we work with one travel designer throughout planning?

Yes, one travel designer stays with you from the first conversation through the trip itself.

Is tipping expected in Italian restaurants?

Not in the way it is in the US. A service charge is often already included, and rounding up or leaving a small amount for exceptional service is plenty.

What currency does Italy use, and should we carry cash?

The euro. Cards are accepted almost everywhere, though it’s worth carrying some cash for tipping, and rural towns with fewer card terminals.

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. You’ll also receive your full itinerary, hotel confirmations, guide contacts, and emergency support loaded into your personal travel app before departure.

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’ve been arranging travel across Europe and Africa for 20 years, and more than 92% of our clients come back or refer a friend.

NOT SURE WHERE TO START?

Let us point you in the right direction.

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

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