Rest, Play, Reset: an 8-Day Portal to Sicilian Paradise [20-27 May 2026]

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8 days / 7 nights
Language: English & Korean
Catania, Ragusa, Caltagirone, Milo, Cefalù, Castelbuono, Palermo, Mondello, Scopello

8-Day Immersive Experience in Partnership with Cherrien

‍

Discover the Mediterranean's most captivating island through carefully curated experiences that blend ancient culture, artisan traditions, and authentic local connections. From volcanic vineyards to baroque masterpieces, this intimate journey reveals Sicily's true character.

‍

Your Sicily Experience
‍

Distinctive Stays
* Family Farmhouse — Restored estate among ancient olive groves
* Hillside Wine Estate — Sophisticated villa with Etna views
* Seaside Retreat — Elegant coastal villa with Mediterranean charm
‍

Authentic Encounters
‍

* Cooking Class — Traditional recipes in a family kitchen
* Ceramics Workshop — Hands-on creation in historic Caltagirone
* Volcanic Wine Tasting — Private tastings on Mount Etna's slopes
* Olive Oil Experience — From grove to bottle with local producers
‍

Cultural Immersion

Historic Towns:

• Taormina's ancient theater

• Cefalù's Norman cathedral

• Palermo's Arab-Norman palaces

• Ragusa Ibla's baroque masterpieces and plus authentic small villages off the beaten path

Local Markets: Guided street food tours through Palermo's vibrant markets

‍

*Small groups, private transfers, dedicated local stays, and 24/7 support ensure a seamless journey with authentic depth.

‍

For Conscious Travelers

Designed for discerning souls who seek genuine connection over mere sightseeing—where true value lies in authentic experiences, cultural understanding, and meaningful moments.

‍

Ready to discover Sicily's heart?

‍

Sold Out

From

May 20, 2026

To

May 27, 2026

Travelers

6 - 10

Apply NowSold Out

Rest, Play, Reset: an 8-Day Portal to Sicilian Paradise [20-27 May 2026]

8-Day Immersive Experience in Partnership with Cherrien

‍

Discover the Mediterranean's most captivating island through carefully curated experiences that blend ancient culture, artisan traditions, and authentic local connections. From volcanic vineyards to baroque masterpieces, this intimate journey reveals Sicily's true character.

‍

Your Sicily Experience
‍

Distinctive Stays
* Family Farmhouse — Restored estate among ancient olive groves
* Hillside Wine Estate — Sophisticated villa with Etna views
* Seaside Retreat — Elegant coastal villa with Mediterranean charm
‍

Authentic Encounters
‍

* Cooking Class — Traditional recipes in a family kitchen
* Ceramics Workshop — Hands-on creation in historic Caltagirone
* Volcanic Wine Tasting — Private tastings on Mount Etna's slopes
* Olive Oil Experience — From grove to bottle with local producers
‍

Cultural Immersion
‍

Historic Towns:

• Taormina's ancient theater

• Cefalù's Norman cathedral

• Palermo's Arab-Norman palaces

• Ragusa Ibla's baroque masterpieces and plus authentic small villages off the beaten path
‍

Local Markets: Guided street food tours through Palermo's vibrant markets

‍

*Small groups, private transfers, dedicated local stays, and 24/7 support ensure a seamless journey with authentic depth.

‍

For Conscious Travelers

Designed for discerning souls who seek genuine connection over mere sightseeing—where true value lies in authentic experiences, cultural understanding, and meaningful moments.

‍

Ready to discover Sicily's heart?

‍

From

May 20, 2026

To

May 27, 2026

Travelers

6 - 10

Destination

Catania, Ragusa, Caltagirone, Milo, Cefalù, Castelbuono, Palermo, Mondello, Scopello

Trip Detail

Travel insurance
Verified creators
EN & KR
Secure Payment
Local stays
Private Van

What’s included?

7 nights accommodation

7 breakfasts

1 welcome dinner

1 cooking class

1 gourmet lunch with wine pairing

1 street food tour

Local transportation costs

All activities indicated in the itinerary and entrance fees

All tourist taxes

What’s excluded?

Round-trip international flights

Personal travel insurance (e.g. flight cancellation, baggage loss, personal health coverage outside the scope of the trip).

Personal expenses and all extras not mentioned above

How it works

Get inspired

Explore upcoming Creator Trips and find the one that speaks to you.

Tell us about you

Fill out a short form — tell us who you are and what matters to you.

Let’s connect

A travel consultant will reach out to make sure it’s the right fit.

Get ready to go

Pay a 30% deposit to reserve. The remaining balance is due 30 days before departure.

Travel with your creator

Get your final itinerary and experience a soulful journey with your creator and a small group of like-minded travelers.

1

Get inspired

Explore upcoming Creator Trips and find the one that speaks to you.

2

Tell us about you

Fill out a short form — tell us who you are and what matters to you.

3

Let’s connect

A travel consultant will reach out to make sure it’s the right fit.

4

Secure your spot

Pay a 30% deposit to reserve. The remaining balance is due 30 days before departure.

5

Travel with your creator

Get your final itinerary and experience a soulful journey with your creator and a small group of like-minded travelers.

Helloooo there

It’s

Cherrien

!

Meet Our Creator!

Hello

it's

Cherrien

Cherrien

Content Creator & Ceramic Artist

Cherrien, a Seoul-based content creator, captures the quiet poetry of everyday life through her thoughtfully curated content. She shares glimpses of her daily Seoul experiences, mindful travels, and ceramic artistry with a signature aesthetic that embraces grace, minimalism, and delicate craftsmanship. Through her lens, ordinary moments transform into visual inspirations that celebrate both the beauty of simplicity and the art of living thoughtfully.

Detail Information

Language:

English & Korean

Favourite Place:

Anywhere with good company

What creator likes:

Ceramics, films, mornings in a new city

Meet our creator!

Cherrien

Content Creator & Ceramic Artist

Cherrien, a Seoul-based content creator, captures the quiet poetry of everyday life through her thoughtfully curated content. She shares glimpses of her daily Seoul experiences, mindful travels, and ceramic artistry with a signature aesthetic that embraces grace, minimalism, and delicate craftsmanship. Through her lens, ordinary moments transform into visual inspirations that celebrate both the beauty of simplicity and the art of living thoughtfully.

Detail Information

Language:

English & Korean

Favorite Place:

Anywhere with good company

What she likes:

Ceramics, films, mornings in a new city

Rest, Play, Reset: an 8-Day Portal to Sicilian Paradise

Day 1

Arrival in Sicily

Welcome to Sicily. You arrive at Catania Airport and check-in at a historic family residence located in an ancient farmhouse and meet your fellow travelers. A delicious Sicilian dinner will be served to help you settle in and feel at home.

Day 2

Ragusa Ibla and Cooking Class

We begin the day slowly, with a Sicilian breakfast and a creative workshop to ease into the rhythm of the week, before heading toward Ragusa Ibla, the pearl of Sicilian Baroque. After lunch in a traditional trattoria, you will visit the beauty of the city center and its many local gems. The day will finish with a cooking class alongside a lovely Sicilian aunt.

Day 3

Olive Oil Discovery, Caltagirone and Ceramics

We start the day slowly, with a Sicilian breakfast and a visit to a traditional frantoio where olive oil is produced and taste one of the most appreciated varieties of organic extra virgin olive oil in the world. The day continues in Caltagirone, Sicily’s capital of ceramics. After lunch and a walk through the historic center, we’ll visit the atelier of a renowned local artist, where you'll take part in a hands-on ceramics class and learn the traditional techniques that have made Caltagirone famous for centuries. Dinner in the farm house with candlelight concert in the family chapel.

Day 4

Wine Tasting and Taormina

In the morning, we set off to visit a renowned winemaker to taste red and white wines produced on the slopes of Etna, the highest active volcano of Europe, accompanied by a gourmet lunch. Later, we will explore Taormina, Sicily’s most iconic cliffside town, where ancient theaters, sea views, and elegant streets create the perfect blend of history and Mediterranean charm.

Day 5

Cefalù and Castelbuono

After breakfast, we head north to Cefalù to explore its historic center, Norman cathedral, and seaside promenade. In the afternoon, we continue to Castelbuono, a charming village in the Madonie mountains known for its slow pace and local delicacies. We end the day at a former monastery turned wine estate, where we’ll enjoy the sunset with the view of Aeolian Islands (Alicudi and Filicudi) and settle in for the night.

Day 6

Palermo, street food and Mondello

We arrive in Palermo and dive into a street food tour through Ballarò and Il Capo, tasting, walking, and soaking up the city’s raw beauty. In the afternoon, we reach Mondello, settle into a historic villa, and toast the day with a Sicilian aperitivo overlooking the bay.

Day 7

Scopello and the sea

We head west to Scopello, a tiny village suspended between cliffs and sea. We explore the ancient tonnara, and enjoy a long lunch with a breathtaking view over the Faraglioni. In the afternoon, we board a boat to glide along the dramatic coastline, then return to our villa in Mondello as the sun begins to fade.

Day 8

Slow Morning & Farewell Lunch

We ease into the final day with a slow morning. We gather for a farewell lunch to share stories, smiles, and a final taste of Sicily. In the afternoon, we assist with transfers as you head toward the airport of Palermo — carrying with you new friendships and vivid memories.

Day 9

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Trip ltinerary

Find trips that fit a flexible lifestyle

Arrival in Sicily

Welcome to Sicily. You arrive at Catania Airport and check-in at a historic family residence located in an ancient farmhouse and meet your fellow travelers. A delicious Sicilian dinner will be served to help you settle in and feel at home.

Day 1

Ragusa Ibla and Cooking Class

We begin the day slowly, with a Sicilian breakfast and a creative workshop to ease into the rhythm of the week, before heading toward Ragusa Ibla, the pearl of Sicilian Baroque. After lunch in a traditional trattoria, you will visit the beauty of the city center and its many local gems. The day will finish with a cooking class alongside a lovely Sicilian aunt.

Day 2

Olive Oil Discovery, Caltagirone and Ceramics

We start the day slowly, with a Sicilian breakfast and a visit to a traditional frantoio where olive oil is produced and taste one of the most appreciated varieties of organic extra virgin olive oil in the world. The day continues in Caltagirone, Sicily’s capital of ceramics. After lunch and a walk through the historic center, we’ll visit the atelier of a renowned local artist, where you'll take part in a hands-on ceramics class and learn the traditional techniques that have made Caltagirone famous for centuries. Dinner in the farm house with candlelight concert in the family chapel.

Day 3

Wine Tasting and Taormina

In the morning, we set off to visit a renowned winemaker to taste red and white wines produced on the slopes of Etna, the highest active volcano of Europe, accompanied by a gourmet lunch. Later, we will explore Taormina, Sicily’s most iconic cliffside town, where ancient theaters, sea views, and elegant streets create the perfect blend of history and Mediterranean charm.

Day 4

Cefalù and Castelbuono

After breakfast, we head north to Cefalù to explore its historic center, Norman cathedral, and seaside promenade. In the afternoon, we continue to Castelbuono, a charming village in the Madonie mountains known for its slow pace and local delicacies. We end the day at a former monastery turned wine estate, where we’ll enjoy the sunset with the view of Aeolian Islands (Alicudi and Filicudi) and settle in for the night.

Day 5

Palermo, street food and Mondello

We arrive in Palermo and dive into a street food tour through Ballarò and Il Capo, tasting, walking, and soaking up the city’s raw beauty. In the afternoon, we reach Mondello, settle into a historic villa, and toast the day with a Sicilian aperitivo overlooking the bay.

Day 6

Scopello and the sea

We head west to Scopello, a tiny village suspended between cliffs and sea. We explore the ancient tonnara, and enjoy a long lunch with a breathtaking view over the Faraglioni. In the afternoon, we board a boat to glide along the dramatic coastline, then return to our villa in Mondello as the sun begins to fade.

Day 7

Slow Morning & Farewell Lunch

We ease into the final day with a slow morning. We gather for a farewell lunch to share stories, smiles, and a final taste of Sicily. In the afternoon, we assist with transfers as you head toward the airport of Palermo — carrying with you new friendships and vivid memories.

Day 8

Day 9

Espeeria Dining Tables

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Frequently asked questions

Frequently Asked Questions

Testimonials

I do believe, even more strongly now, that it's the people who make a trip. So thank you so much for such an incredible experience!

Guest, <Rest, Play, Reset> in Sicily May 2026

It brought together a group of like-minded people from all over the world. We became instant friends. Most of us are major introverts, yet we immediately felt comfortable and found so much to relate to, even though we all live very different lives.

Guest, <Rest, Play, Reset> in Sicily
May 2026

Most of all, I really enjoyed making pizza together and sharing it with everyone at the beautiful accommodation in Noto. There was more than enough food, so it felt really generous and fun. I don't think I'll ever forget those memories.

Guest, <Rest, Play, Reset> in Sicily
May 2026

This is the kind of amazing European trip I could never have planned on my own.

Guest, <Savouring Provence>
June 2026

It was really the best holiday in a while with so lovely people. Everything went well, beautiful places, good food, best organisation. Thank you so much!

Guest, <Savouring Provence>
June 2026

It was a trip where I could truly feel Espeeria's thoughtful attention to detail in every aspect of the experience. Thank you for creating such an amazing program and making it all possible.

Guest, <Savouring Provence>
June 2026

일주일동안 너무 멋진 세계를 맛보게 해주셔서 감사합니다. 행복해서 눈물이 차오르던 순간들이 많았어요.

Guest, <Muguasu’s Provence Diary>
June  2026

I loved how much community and friendship it fostered between a group of strangers.

Guest, <Summering Provence>
July 2026

The vibes and the conversations were amazing. I appreciated how open the hosts were and how supportive they were in talking about different areas of life.

Guest, <Golden Hour> in Sicily
May 2026

I told literally everything to my friends!

Guest, <Golden Hour> in Sicily
May 2026

I do believe, even more strongly now, that it's the people who make a trip. So thank you so much for such an incredible experience!

Guest, <Rest, Play, Reset> in Sicily May 2026

It brought together a group of like-minded people from all over the world. We became instant friends. Most of us are major introverts, yet we immediately felt comfortable and found so much to relate to, even though we all live very different lives.

Guest, <Rest, Play, Reset> in Sicily May 2026

Most of all, I really enjoyed making pizza together and sharing it with everyone at the beautiful accommodation in Noto. There was more than enough food, so it felt really generous and fun. I don't think I'll ever forget those memories.

Guest, <Rest, Play, Reset> in Sicily May 2026

This is the kind of amazing European trip I could never have planned on my own.

Guest, <Savouring Provence> , 2026

It was really the best holiday in a while with so lovely people. Everything went well, beautiful places, good food, best organisation. Thank you so much!

Guest, <Savouring Provence> , 2026

It was a trip where I could truly feel Espeeria's thoughtful attention to detail in every aspect of the experience. Thank you for creating such an amazing program and making it all possible.

Guest, <Savouring Provence> , 2026

일주일동안 너무 멋진 세계를 맛보게 해주셔서 감사합니다. 행복해서 눈물이 차오르던 순간들이 많았어요.

Guest, <Muguasu’s Provence Diary> , 2026

I loved how much community and friendship it fostered between a group of strangers.

Guest, <Summering Provence> , 2026

The vibes and the conversations were amazing. I appreciated how open the hosts were and how supportive they were in talking about different areas of life.

Guest, <Golden Hour> in Sicily, 2026

I told literally everything to my friends!

Guest, <Golden Hour> in Sicily, 2026