A HOLIDAY THAT FEELS LIKE YOURS
Tailor-made holidays in Puglia, designed by a local
Personalised Puglia itineraries curated by Chiara, born and raised in Salento. Built around the way you like to travel, with handpicked luxury accommodation, authentic local hosts and every detail arranged for you.
Making the Right Choices for Your Puglia Holiday
On a map, Puglia looks simple. In reality, its different areas, distances and endless choices can make planning overwhelming. The challenge isn’t just finding inspiration, but knowing what’s truly worth your time, what you might be missing and how to turn it all into a holiday that works for you.
That’s where I come in.
Whether you’re starting from scratch or already have a clear vision, I make sense of the options for you, guide your decisions and challenge your assumptions when needed. Drawing on my local knowledge, I help you discover places and experiences you might never have found on your own, while making sure your time in Puglia is spent on what matters most to you.
Wake somewhere beautiful
Linger over lunch, take another swim, or stay for the last light over the sea. Meet people you would never have met on your own.
That’s what a tailor-made Puglia holiday is for.
Your bespoke Puglia holiday
The right Puglia for you. I can arrange and book your whole holiday, or just the parts you would like help with.
Accommodation
I work with carefully selected four- and five-star luxury accommodation, from masserie and aristocratic estates to boutique hotels in historic buildings. I consider the location, atmosphere and service, who you are travelling with, and whether the property genuinely suits you.
Experiences
Tailored to your interests and arranged through trusted local partners who welcome you with open arms: a boat trip with lunch, a private estate visit hosted by the family, or a cheese-making workshop at a masseria, and much more.
Private transport
Should you prefer not to drive, I can arrange private drivers for all or part of your holiday.
I arrange the journeys around your plans, so getting from place to place feels easy.
I design each holiday around you: your interests, travel style, budget and pace.
There is no predetermined route to fit into.
I design luxury Puglia holidays for travellers who value authenticity, comfort and peace of mind.
Authenticity
You want to meet local people, experience traditions firsthand and discover places and stories you might never find on your own.
Luxury with Character
You appreciate beautiful places to stay, but want more than luxury alone. You value accommodation with character, time to slow down and enjoy life’s simple pleasures, and access to distinctive places and experiences through genuine local connections.
Peace of mind
You want to know your holiday is in experienced hands. From personally vetted accommodation and trusted local partners to carefully coordinated arrangements, you can relax knowing the details have been taken care of.
How your tailor-made Puglia itinerary comes together
01/
Tell me about your trip
Share your dates, who is travelling, your interests and what you hope the holiday will feel like. You do not need to have the route worked out.
02/
I shape the brief
I review your plans and clarify whether you would like a complete holiday or selected parts. I share my initial advice and the design fee before detailed work begins.
03/
I design your personal Puglia itinerary
I choose places and hosts that suit you, then shape the days around them: when to linger, when to move on, which morning to leave free. I plan around distances, seasons and your way of travelling, check what is possible for your dates with my local contacts, and bring it all together in a proposal that feels like your own Puglia.
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You travel with everything in place
Once arrangements are confirmed, you receive a clear outline of your days, my practical advice and local people ready to welcome you along the way. There is always room to adapt as you go.
CHIARA’S JUDGEMENT
There’s a reason I chose this Puglia for you.
A family with young children needs a different Puglia from a couple celebrating an anniversary. August calls for different days from October. A hotel can look wonderful in photographs and feel wrong once you arrive; another might be the place you never want to leave.
I know when to visit a town, when to leave it for another day, and which route gives you more time where you want to be.
Almost everywhere I recommend, I've been myself, and when the right experience depends on an introduction, I can call on family, friends and local professionals I know.
Local knowledge, better choices
I know the area, the people, the traditions and the language first-hand. That helps me choose the right stays, time your visits and shape a route that gives you more time to enjoy Puglia.
Personally checked, thoughtfully matched
I’ve personally vetted almost all the accommodation providers and experience hosts I recommend, considering the people, service and atmosphere as carefully as the setting.
Local understanding. International perspective.
I understand both the expectations of international visitors and the realities of travelling in Puglia, so you get an authentic holiday with the comfort you expect.
Let me show you my home.
I was born and raised in Salento, in the south of Puglia. After living in Italy, Australia and the United States, I created Tales of Puglia to share it with the people I think will love it most.
What guests say about their Puglia holidays
Tailor-made holiday ideas in Puglia
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Connect with Your Roots in Puglia
Trace your family story and visit the places your ancestors called home
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Honeymoons & Proposals in Puglia
Celebrate your love in exclusive places, from a private dinner to a once-in-a-lifetime proposal.
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Birthdays & Anniversaries in Puglia
Mark a special milestone with a holiday built around food, wine and the arts.
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Corporate Retreats in Puglia
Reward and pamper your team in one of Italy’s most beautiful regions.
The details are ours to hold. The time is yours to enjoy.
Questions about tailor-made holidays in Puglia
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It is a holiday designed around you rather than a fixed itinerary. I take into account your interests, travel style, budget and pace, then bring accommodation, experiences, transport and timings together into one coherent journey.
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No. You only need to share your dates, who is travelling, your interests and what you hope the holiday will feel like. I work out the route and the places to stay.
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Yes. I can plan and book your entire holiday, including accommodation, experiences and private transport, or help with just the elements you need. The only exception is private transport, which I arrange when needed, and only as part of a holiday I am planning for you, rather than as a standalone service.
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Four- and five-star luxury accommodation, from masserie and aristocratic estates to boutique hotels in historic buildings. I have inspected almost all the properties I recommend in person.
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This depends on the season you are travelling in and your requests. If you need more than one room, have very specific requirements such as accessibility, or are travelling between mid June and mid September, I recommend contacting me 12 to 6 months ahead so I can source from a wider pool of available accommodation and experiences. I also take on last-minute requests when my diary allows.
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Yes. I often combine Matera with Puglia holidays. I also work closely with other boutique tour operators managed by locals in Emilia-Romagna, Lazio, Veneto, Umbria, Trentino-Alto Adige, Piedmont, Tuscany, Calabria and Sicily, so you can benefit from trusted local insight wherever your journey takes you.
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Yes. I can organise small events and celebrations during your stay, such as a proposal, an anniversary or a private dinner. Tell me about them at the start, so I can plan them into your holiday.
Tell me how you want Puglia to feel
Tell me what you’d love from your Puglia holiday. I’ll reply personally and explore how we can bring it to life.
Phone
+61 426 106 229