edited by joli

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Thinking about a long weekend somewhere in October. Maybe Italy? Somewhere we haven't been.
Good time of year for Italy. A couple of things to know first — would you rather a city base or somewhere slower, with small towns and drives in between? And how many nights — three, four?
Sketching out the brief
Slower. Four nights.
Reply to JOLI…
New trip···
Thinking about a long weekend somewhere in October. Maybe Italy? Somewhere we haven't been.
Good time of year for Italy. A couple of things to know first — would you rather a city base or somewhere slower, with small towns and drives in between? And how many nights — three, four?
Sketching out the brief
Slower. Four nights.
Reply to JOLI…

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How it works
01

Describe your trip

A quick conversation to start. Your taste profile learns and sharpens with every trip you plan.

02

Get a complete plan

An itinerary with handpicked stays, restaurants, and experiences — matched to what you told us.

03

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Swap a hotel, add a day, ask for a quieter dinner. JOLI edits the plan with you, before and during the trip.

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Stays

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Dining

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Experiences

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Day 01 · Ostuni

Arrival, into the valley

Pick up the car at Bari, an hour through the olive groves, and a long pool waiting.

Day 02 · Locorotondo

The white city, on foot

The hilltop circle of Locorotondo before the heat, lunch with the brothers.

Day 03 · Otranto

To the sea

Drive south to the Salento. A converted lighthouse at the edge of the cove.

Day 3 · Valle d'Itria
Can we swap Alberobello for something quieter? Crowds aren't really our thing.
JOLI

Try Locorotondo or Cisternino instead — circular hilltop towns in the same valley, none of Alberobello's coach traffic. Cisternino has the fornelli pronti butcher-rotisseries for lunch, which is the better meal anyway.

Perfect. Swap it.
Day 3 updated
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Our philosophy

Like a friend who's been everywhere.

JOLI is the travel concierge that learns your taste. The more you travel with it, the sharper it gets — building a picture of how you like to move through the world, so every plan feels less like a search result and more like a recommendation from someone who knows you.

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The work

Taste is a form of currency. The work of curation — the reading, the visiting, the saying no to ninety-nine things — is the art of the edit.

A solitary swimmer in a geothermal pool set into the hills of Iceland — a quiet morning, no one else around.
Iceland. A pool no one else was using.
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