Delicious Sicily with Annie B October 2027, 9 nights

For October 2027, I've created a delicious 9-night journey through southeastern Sicily, bringing together everything I loved most about my first group tour, along with some exciting new discoveries. We'll begin in vibrant Catania, exploring the extraordinary volcanic landscape and wines of Mount Etna, before travelling inland to discover the magnificent Roman mosaics of Villa Romana del Casale. From there, we'll spend two nights at a beautiful wine estate, before continuing to the Baroque splendour of Ragusa, where local cooks, farmers and food producers will share their traditions with us. And finally, three glorious nights in Ortigia, one of my favourite places in Sicily. Think bustling food markets, ancient streets, wonderful seafood, extraordinary architecture and plenty of time to explore independently. Along the way, we'll cook, taste, discover and meet the people who make Sicily such a remarkable place to eat and drink. This is the Sicily I want to share with you — generous, authentic, surprising and absolutely delicious.

Overview

Where:

Sicily
Sicily

Duration:

10 day(s)

Dates:

Places are now open for 2027
Monday 4 - Wednesday 13 October 2027

10 days, 9 nights

Price:

5,225€ - 5,855€
Details

Where:

Sicily

Duration:

10 day(s)

Dates:

Places are now open for 2027
Monday 4 - Wednesday 13 October 2027

10 days, 9 nights

Price:

5,225€ - 5,855€
5,225€ per person based on 2 sharing 5,855€ individual occupancy

What to expect

Why Discover Sicily with Annie B?

This is Sicily as I love to experience it — through its food, wine and, above all, its people. I've explored the island, sought out exceptional producers, discovered wonderful restaurants and built relationships with the people who make Sicily so special.

From family kitchens and hidden vineyards to unforgettable meals and extraordinary places, I've carefully put together a journey filled with experiences you simply wouldn't find on an ordinary holiday.

But something surprised me when I returned to Sicily. A couple of the charming hotels I'd stayed in back in 2012 had transformed into glossy five-star luxury properties. Beautiful, yes — but that's not the Sicily I want to share with you. You can stay in a fancy hotel anywhere in the world. What makes Sicily extraordinary is its heart, its soul and the people who live and breathe its traditions.

So I dug deeper. And deeper. It was like peeling an onion — each layer revealing another delicious discovery. The more I explored, the more I wanted to include! Eventually, I realised that the best way to experience this wonderful corner of Sicily was to concentrate on the southeast, giving us time to enjoy the places and people that make it so special.

For October 2027, I've created a delicious 9-night journey through southeastern Sicily.

We begin with two nights in lively Catania, including a day exploring the volcanic slopes and extraordinary wines of Mount Etna. Then we head south, visiting one of Italy's most remarkable archaeological treasures, before spending two nights at a beautiful wine estate. From there, we'll discover the Baroque splendour of Ragusa and Noto, before ending with three magical nights by the sea in Ortigia. Here, in a charming hotel, you can wander through sunlit lanes, browse little shops, linger in cafés and soak up the atmosphere at your own pace.

And the food… my goodness, the food!

Everywhere I ate, I felt I was discovering something new. From irresistible focaccia to the freshest mozzarella, wonderful seafood, pistachios, almonds and aubergines — every meal seemed to bring another revelation.

I adore Spanish food — you know that. But Sicily? Sicily is something else entirely.

Like Andalucía, Sicily has been shaped by centuries of Arab influence. Honey, aubergines, almonds, citrus and pistachios are woven into a cuisine that feels both wonderfully familiar and thrillingly different.

And the wines! Until I began exploring Sicily properly, I had no idea quite how exciting its indigenous grape varieties could be. Catarratto, Nero d'Avola, Carricante, Nerello Mascalese… and those extraordinary volcanic wines from Etna. A whole new world of wine to discover!

This is the Sicily I want to share with you — delicious, layered, surprising, soulful and unforgettable. Not simply a collection of beautiful places, but a journey filled with wonderful people, memorable encounters and experiences I've personally sought out for you.

It will be a busy and delicious adventure, but with a couple of leisurely mornings and two free evenings to enjoy Sicily at your own pace.

Come hungry, curious and ready to fall in love with Sicily!

Includes

Includes

  • 9 nights accommodation
  • 9 breakfasts,  8 lunches &  7 dinners
  • All transportation between locations, activities and cities. EXCEPT for arrival transfers, easy to take a taxi or an Uber from Catania airport into the city. Return will be to Catania airport at noon on departure day

Catania x 2 nights

  • Dinner in Catania
  • Walking & food tour of Catania
  • Etna Hike with guide
  • Etna Winery lunch
  • 2 nights in Asmundo di Gisira hotel

Ragusa x 2 nights

Feudi di Pisciotto x 2 nights

  • Visit to a mozzarella farm & lunch
  • Winery tour & tasting
  • 1 wine pairing dinner
  • 2 lux nights at Feudi di Pisciotto

Ortigia x 3 nights

  • Olive oil farm visit, tasting & cooking class
  • Visit to Noto & Cafe Sicilia
  • 3 nights & 2 dinners
  • 1 x food tour
  • 2 x cultural tours
  • 3 nights at seaside Gutowski Hotel

 

Ragusa with Annie B

Day to day

Welcome to Catania
Day 1
October 4, 2027
  • Arrive in Catania and check into hotel
  • Meet group at 8pm for wwalking food tour with Fernando
  • Overnight Catania
Buying olives at Catania market with Annie B
Explore Etna
Day 2
October 5, 2027

 

  • Departure for Etna.
  • Morning on Etna with our guide
  • Wine pairing lunch and tour at Etna winery
  • Overnight Catania
A bar in Catania
Catania, Roman Ruins & Winery
Day 3
October 6, 2027
  • Depart hotel for UNESCO site Villa Romana del Casale, private  guided visit
  • Local lunch
  • Dinner & overnight at Feudi di Pisciotto
Steam coming out of Etna in Sicily
Wine farm and relaxation
Day 4
October 7, 2027

 

  • After late breakfast depart for lunch at small wine farm
  • Return to F di P for late afternoon pool time
  • Fine dining with wine pairings
  • Overnight Feudi di Pisciotto
Ragusa with Annie B
Mozzarella & Ragusa
Day 5
October 8, 2027
  • Today, we head to Ragusa
  • Visit to a mozzarella farm & lunch
  • Early evening walking tour  of Ragusa
  • Dinner
  • Overnight Ragusa
La Timpa in Ragusa
Cooking Class
Day 6
October 9, 2027

 

  • Cooking class at La Timpa where we make our own Modica chocolate & how to make Ragusa's most famous dish, Scacce Ragusane
  • Free evening to relax or book into Duomo  for a Michelin-starred feast
  • Overnight Ragusa
Dinner at Feudi del Pisciotto
Farm life, Noto & Ortigia
Day 7
October 10, 2027
  • Departure for lunch, tour & cooking at a small farm with charming hosts
  • Stop by Noto for guided tour and a visit to famous Cafe Sicilia
  • Head to Ortigia, checkin and dinner at hotel
  • Overnight Ortigia
Sicilian Cannoli with Annie B
Olive oil tasting, cooking class & relax
Day 8
October 11, 2027
  • Walking food and historical tour of Ortigia with Dario, exploring the markets, sampling as we go along
  • Free afternoon & evening
  • Overnight Ortigia
Visit an olive farm in Sicily with Annie B
Ortigia - culture and Olive Oil
Day 9
October 12, 2027
  • Morning cultural tour of ancient Ortigia, including a visit to Caravaggio's Burial of St Lucy
  • Free lunchtime and afternoon to enjoy everything about Ortigia
  • Evening & dinner at Olive Oil Farm
  • Overnight Ortigia
Almond farming in Sicily with Annie B
Departure from Catania

Day

October 13, 2027
After a relaxed breakfast, we’ll make our way back to Catania airport to arrive after 12.00.

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Frequently Asked Questions


Who is this Sicily tour for?

This tour is for curious travellers who love discovering a place through its food, wine, people and traditions. It will particularly appeal to those who enjoy good company, locally owned establishments and experiences that go beyond the usual tourist itinerary.

You don’t need to be an expert cook or knowledgeable about wine — just interested, open-minded and ready to taste!

What makes this different from an ordinary holiday in Sicily?

I have personally researched and designed every part of this tour, choosing the producers, cooks, winemakers, guides, hotels and restaurants that I believe reveal the real character of southeastern Sicily.

Rather than simply visiting the famous sights, we will meet the people behind Sicily’s food and wine: cooking together, tasting at farms and vineyards and learning about the traditions that have shaped the island.

I will lead the tour throughout, taking care of the arrangements so that you can relax and enjoy every experience.

What are the dates of the tour?

The tour begins in Catania on Monday 4 October 2027 and ends on Wednesday 13 October 2026. It includes 9 nights and 10 days.

We will meet for our welcome dinner in Catania at 8.00 pm on 4 October.

Where does the tour begin and end?

The tour begins in Catania city and ends at Catania Airport.

Guests should make their own way from Catania Airport to our first hotel. Taxis and Uber are readily available, and I will provide full arrival information before the tour.

Our group transport will return to Catania Airport on 13 October, arriving after 12 noon. Please check with me before booking your return flight.

Which parts of Sicily will we visit?

We will explore southeastern Sicily, beginning in Catania before travelling to Mount Etna, Ragusa, Noto, and Ortigia.

Along the way, we will stay at a wine resort and other carefully selected hotels in Sicily’s historic towns.

What is included in the price?

The price includes:

  • 9 nights’ accommodation
  • 9 breakfasts
  • 8 lunches
  • 7 dinners
  • Wine tastings and wine-pairing meals included in the itinerary
  • Two hands-on cooking experiences
  • Food, farm and producer visits
  • Guided cultural and walking tours
  • Our guided Mount Etna experience
  • All group transport between the destinations and scheduled activities
  • My organisation and personal guidance throughout the tour

Flights, travel insurance, your arrival transfer from Catania Airport, meals during the three free evenings and personal purchases are not included.

How much does the tour cost?

The price is €5,225 per person based on two guests sharing a room.

Individual occupancy is €5,855 per person.

Please contact me for current availability and details of the deposit and payment schedule.

Can I join the tour on my own?

Absolutely. Many guests join my tours by themselves and quickly feel part of the group. Shared meals and experiences make it very easy to get to know one another, while the individual-occupancy price allows you to have your own room throughout the tour.

How large will the group be?

This is a small-group tour, which allows us to visit independent producers, family-run farms and intimate restaurants that would not suit a large tour group.

It also means that I can remain personally involved throughout and that the group can enjoy a relaxed, sociable atmosphere.

Do I need to be a confident cook?

Not at all. Our cooking experiences are friendly, informal and suitable for every level of ability. They are about learning from Sicilian cooks, understanding local ingredients and enjoying the meal we create together.

Do I need to know a lot about wine?

No previous knowledge is needed. Sicily produces some extraordinary indigenous grape varieties, including Carricante, Nerello Mascalese, Catarratto and Nero d’Avola.

Our tastings and wine-pairing meals will be informative but relaxed, making them equally enjoyable for wine enthusiasts and those who simply appreciate a good glass of wine with their food.

What if I don’t drink alcohol?

You are very welcome to join the tour if you don’t drink alcohol. Wine is an important part of Sicilian culture and several winery visits and paired meals are included, but drinking is never compulsory.

Please let me know before booking so I can discuss whether the itinerary will be right for you and request non-alcoholic alternatives where possible.

Can ew accommodate dietary requirements and food allergies?

Please tell me about any allergies, intolerances or dietary restrictions before booking. I will discuss them with our hotels, restaurants and producers and establish what can reasonably be accommodated.

As this is a food-focused tour involving set menus, small farms and traditional kitchens, not every dietary requirement may be possible. It is therefore essential that we discuss your needs before your place is confirmed.

How physically demanding is the tour?

This is an active culinary tour rather than a strenuous walking holiday, but guests should be comfortable walking for reasonable periods and managing cobbled streets, slopes, steps and uneven ground.

The itinerary includes walking tours and a guided experience on Mount Etna. Ragusa, Modica, Noto and Ortigia are historic places where uneven surfaces and steps are common.

Please speak to me before booking if you have any mobility concerns. I will be completely honest about whether the tour is suitable for you.

Will there be any free time?

Yes. Although this is a wonderfully full itinerary, I have included a couple of later starts and three free evenings.

You will have time to relax at Feudi di Pisscioto & in Ortigia

What will the weather be like in October?

October is generally a lovely time to visit Sicily, with pleasantly warm days and cooler evenings. However, conditions can vary, particularly on Mount Etna, where it may be considerably colder and windier.

Bring comfortable walking shoes, light layers, a warmer jacket and something waterproof. I will send a more detailed packing list before departure.

How often will we change hotels?

This is a journey through southeastern Sicily, so we will stay in several different places:

  • Two nights in Catania
  • Two nights in Ragusa
  • Two nights at Feudi di Pisciotto
  • Three nights in Ortigia

Our transport will carry the luggage between hotels, but I recommend packing as lightly as you comfortably can.

Are flights included?

No. Guests arrange and pay for their own flights to and from Catania.

Please contact me before booking your flights, particularly your return journey, as our group will not arrive at Catania Airport until after 12 noon on Wednesday 13 October.

Is travel insurance required?

Yes. Comprehensive travel insurance is essential and should cover cancellation, medical treatment, personal belongings and any activities included in the itinerary.

I strongly recommend taking out insurance as soon as you pay your deposit.

Could the itinerary change?

Occasionally, circumstances outside my control — such as weather, harvest conditions or a producer’s availability — may require me to change the order or details of an activity.

If that happens, I will always aim to provide an equally special alternative while preserving the character and quality of the tour.

How do I reserve my place?

Please complete the enquiry form or contact me directly by email or WhatsApp. You will always hear back from me personally.

Once we have confirmed that the tour is right for you and that a place is available, I will send you the booking form, terms and conditions and deposit information.

To reserve your place on this unforgettable journey into the heart of Andalusian culinary tradition, please contact us at info@anniebspain.com or whatsapp me.

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