TAILOR-MADE TOURS IN SICILY
PERSONALISED TOURS AND AUTHENTIC TRAVEL EXPERIENCES IN SICILY
Trinakria Tours began offering tailor-made tours to Sicily in 2006.
Over the years we have improved our travel catalog and included other Mediterranean destinations. However, Sicily continues to be our star destination and perhaps one of the most comprehensive options we offer.
Among its attractions are its singular architecture, its unique and varied cultural heritage and outstanding natural features such as volcanoes, mountains, beaches and cliffs found only on the island.
As some say, Sicily is the navel of the Mediterranean, an unrepeatable crossroads of cultures!
CHOOSE ONE OF OUR TAILOR-MADE TOURS IN SICILY
Aeolian Islands
FROM € 735,00 per person
A tour exploring Palermo, the volcanoes and the Aeolian Islands.
Inspector Montalbano Tour of Sicily
FROM € 693,00 per person
An ideal circuit for fans of the Montalbano films.
Sicily at your pace
FROM € 637,00 per person
Sicily at your own pace is a complete tour of Sicily that doesn't neglect any corner of the island.
Rural Sicily
FROM € 677,00 per person
Recommended trip for families and couples with children.
Charming Sicily
FROM € 1.106,00 per person
Ideal for honeymoons and romantic trips around Sicily
Explore Sicily by Travel Style and Duration
There is more than one way to experience Sicily. Whether you are drawn to a particular travel style or deciding how much of the island to include in the time available, explore our dedicated guides and tours to find the approach that best suits your trip.
Choose Your Travel Style
Luxury Sicily Tours
Discover a more refined way to experience the island, with characterful accommodation, meaningful experiences and time to enjoy each place.
Sicily Food & Wine Tours
Explore Sicily through its regional cuisine, wines, local producers and the landscapes behind its culinary traditions.
Sicily Self Drive Tours
Travel independently by car with a thoughtfully planned route, realistic driving times and accommodation arranged along the way.
Choose Your Trip Length
5-Day Sicily Itinerary
Discover what you can realistically experience in five days by focusing on one coherent area of Sicily.
7-Day Sicily Itinerary
Explore Sicily through its regional cuisine, wines, local producers and the landscapes behind its culinary traditions.
10-Day Sicily Itinerary
Connect several regions of Sicily through a longer route with more time for cities, landscapes and local experiences.
WHY TRAVEL WITH US TO SICILY?
Sicily changes character from one area to the next. A route through the Baroque south-east, Mount Etna and the Ionian coast has a very different rhythm from a journey through Palermo, Trapani, the salt pans and western Sicily. We design itineraries that respect these distances and help you choose what genuinely fits the time you have available.
Our private tours of Sicily are created exclusively for your travelling party and are usually organised as tailor-made fly-drive journeys, combining selected accommodation, a hire car and a coherent route. Private guides can be included for archaeological sites and historic towns, together with visits to wineries, food producers, walking routes and other local experiences.
We personally select small hotels, agriturismi, B&Bs and historic properties for their location, atmosphere and connection with the surrounding area. The journeys shown on this page are starting points, which we adapt to your interests, travel dates and preferred pace.
Tell us which side of Sicily you would like to discover and we will prepare a personalised proposal.
Discover what our travellers think…
FREQUENTLY ASKED QUESTIONS
Our private tours are tailor-made journeys created exclusively for you and the people travelling with you. They are not group departures and do not follow a fixed programme.
Most of our travellers choose a self-drive journey: you travel independently in a hire car, following a route designed around your interests, your pace and the time you have available. Flights are booked separately, while we arrange the accommodation, car hire and other services included in your proposal.
Where it adds value, we can include private local guides, transfers, wine tastings, cooking classes and other experiences. A private guide does not normally accompany you throughout the journey unless this has been specifically requested and included.
The itineraries shown on our website are starting points. Every journey is adapted to the traveller, drawing on our first-hand knowledge of Sicily, Sardinia, Puglia, Tuscany and Greece.
All our journeys are fully tailor-made.
We don’t work with fixed programmes or pre-designed packages. Every itinerary is created from scratch, based on your travel style, your interests and the time you have available.
Of course, our experience allows us to suggest routes and ideas that have proven to work well, but these are always adapted and refined for each traveller. No two journeys are exactly the same.
This approach gives you the flexibility to shape the trip around what matters most to you — whether that means a slower pace, specific locations, particular types of accommodation or selected experiences along the way.
In the end, the goal is not to fit you into an itinerary, but to design an itinerary that fits you.
We primarily work with boutique hotels, small historic properties and charming independent stays.
These are places with a strong sense of identity — where architecture, atmosphere and local hospitality reflect the character of the destination. Rather than large resorts or standardised hotels, we look for accommodations that feel authentic, personal and connected to their surroundings.
Depending on the journey, this can include countryside estates, agriturismi, coastal hideaways or small town hotels, always selected for their quality, location and overall experience.
Our goal is not simply to provide a place to stay, but to ensure that each accommodation becomes a natural and meaningful part of the journey.
The planning and booking process is straightforward, with our team supporting you at every stage.
It usually starts with a first contact, where we learn about your travel plans, preferences and timing. Based on this, we prepare a tailor-made proposal, including a suggested route, selected accommodations and any experiences you may wish to include.
Once the proposal is ready, you will receive it in a digital itinerary format, accessible through a private link. This allows you to explore your journey in a clear and structured way — including the route, accommodations, experiences and practical details — all in one place, at your own pace.
You can review the proposal and we refine it together until everything feels right — in terms of itinerary, style and overall experience. When you are ready to proceed, you can confirm the trip by completing a short booking form directly within the itinerary.
Once confirmed, we take care of all the arrangements. Before departure, you will receive all the necessary documents and practical information for your trip.
Throughout the process, you are supported by one dedicated team, ensuring clarity, continuity and a smooth experience from start to finish.
Our car rentals are designed to offer maximum peace of mind and simplicity.
They typically include comprehensive insurance with no excess, so you can travel without worrying about unexpected costs in case of damage. We also include practical elements such as an additional driver and clear, straightforward conditions whenever possible.
Our aim is to avoid the complexity often associated with car rentals, ensuring that everything is easy to understand, well covered and adapted to the journey.
Full details are always provided in your travel documents, so you know exactly what is included before you travel.
Our booking conditions are designed to be clear, transparent and fair.
Once your journey is confirmed, we typically require a deposit to secure the arrangements, with the balance due closer to the departure date. The exact details are always shared with you in advance, so you know exactly what to expect at each stage.
In terms of cancellations, conditions may vary depending on the services included in your itinerary, as many of the accommodations and providers we work with have their own policies.
For this reason, we always explain the applicable terms clearly before confirmation, so you can make your decision with full confidence
We also recommend considering travel insurance, which can provide additional protection in case of unforeseen changes.
Yes — we can include travel insurance in your trip if you wish.
We usually offer comprehensive policies covering both medical assistance and cancellation, tailored to the type of journey you are planning.
We work with trusted providers such as AXA, and occasionally others, selecting options that offer a good balance of coverage, flexibility and price.
As with any insurance, it is important to review the policy conditions carefully, as specific terms and exclusions may apply. We will always provide you with the full details in advance so you can choose the option that best suits your needs.








