Primetime Emmy
& James Beard Award Winner

  • How else should you live?

    Sicily, East to West

    Oct 19-25, 2025

    ?

    Gelato for breakfast. Evening aperitivos. Leisurely late-night meals: Lean in to the rhythms of Sicilian life with an unparalleled food bounty shaped by the Mediterranean and centuries of conquest and exchange. Many of Italian cuisine’s best-loved dishes are rooted in Sicilian soil—join us for a tour of some of the best ingredients and meals Europe has to offer.

    Katie Parla

    Guide

    Food Writer, Publisher, Raconteur
    Katie Parla

    Gonzalo Gil Lavedra

    R&K Host

    Scout, Poet, Gourmand
    Gonzalo Gil Lavedra

Overview

Sicily, East to West

Gelato for breakfast. Evening aperitivos. Leisurely late-night meals: Lean in to the rhythms of Sicilian life with an unparalleled food landscape shaped by the Mediterranean and centuries of conquest and exchange. Many of Italian cuisine’s best-loved dishes are rooted in Sicilian soil—join us for a tour of some of the best ingredients and meals Europe has to offer. Our weeklong journey moves across the island for a deep dive into the cuisine and the cultures that continue shaping it. From the wine country around Mt Etna to the food markets of Palermo, embrace Sicily’s multi-faceted bounty. Light activity level. Meat-centric itinerary.

  • Italy
  • Oct 19-25, 2025
  • From $11,450
Map
  • Italy
  • Oct 19-25, 2025
  • From $11,450
Sicily, East to West 2 Rooms Left

DISCOVER SICILY:
DAY-TO-DAY ITINERARY

Day
1

Welcome to Sicily

  • October 19  ·  Sunday
  • Relais San Giuliano
  • Via Giuseppe Garibaldi, 280, 95029 Viagrande CT
  • +390959891671
  • Arrive at Catania’s Vincenzo Bellini Airport
  • Private transfer to Relais San Giuliano, an 18th-century noble residence turned boutique hotel at the foot of Etna Park
  • Welcome cocktails and dinner
Day
2

Granita, the gem of Sicily

  • October 20  ·  Monday
  • Relais San Giuliano
  • Via Giuseppe Garibaldi, 280, 95029 Viagrande CT
  • +390959891671
  • A morning with Giovanna Musumeci in the village of Randazzo, a master of traditional granita—that flaky, icy, smooth confection that is one of Sicily’s best-kept secrets.
  • Private lunch at the Etna wine estate of Giralamo Russo with Carmelo Chiaramonte, the charismatic, effervescent Sicilian chef
  • There is no exceptional granita without exceptional fruit, so in the afternoon we’ll visit some of the young producers who give their products to Giovanna. Also: there will be wine
  • Dinner at the 16th-century wine estate Tenuta Rustica, featuring produce from its expansive farmlands
Day
3

Veni, Vidi, Vulcano

  • October 21  ·  Tuesday
  • Relais San Giuliano
  • Via Giuseppe Garibaldi, 280, 95029 Viagrande CT
  • +390959891671
  • Leisurely morning, beginning to mimic Sicilian rhythms of life: a good slow breakfast; a short, dark espresso; good conversation and much relaxation.
  • An afternoon with Salvo Foti, champion of indigenous grape varietals, in his vineyards in Milo. We’ll lunch and walk the volcanic terrain that makes Etna such a prized wine region.
  • Dinner at Quattro Archi, a classic trattoria high on the slopes of Mt Etna
Day
4

Into the Mountains

  • October 22  ·  Wednesday
  • Susafa Resort
  • Contrada Susafa, 90028 Polizzi generosa PA, Italy
  • +393389608713
  • Transfer to Susafa in the Madonie mountains in the heartland of Sicily
  • Leisurely lunch at the Susafa family estate
  • An afternoon swim with mountain vistas and plentiful Sicilian wines
  • Private masterclass on Sicilian baking and traditional grains
Day
5

Cheese, ricotta, cannoli

  • October 23  ·  Thursday
  • L’Hôtellerie
  • Foro Italico Umberto I, 13, 90133 Palermo PA
  • +39 339 5898058
  • An indulgent breakfast, a lazy morning, a slow start toward Palermo
  • Piana degli Albanesi is considered the best place to eat Italy’s pastry staple, the cannolo siciliano—the secret is the extraordinary local sheep ricotta
  • Lunch with the Spera family, multigenerational farmers at Balzo Rosso, with breathtaking views of the Aeolian Sea and an extraordinary dairy that help make the region’s cannoli what they are
  • Into Palermo! Check in at L’Hôtellerie, a boutique hotel built into the city’s ancient Arab walls
  • Dinner at Quattro Mani, a creative trattoria in the heart of the city
Day
6

The Grandeur of Palermo

  • October 24  ·  Friday
  • L’Hôtellerie
  • Foro Italico Umberto I, 13, 90133 Palermo PA
  • +39 339 5898058
  • Wake up in one of the most atmospheric port cities on earth: Palermo, a city so beautiful the Phoenicians just called it Flower.
  • Afternoon walk discovering the bustling, buzzing Ballarò market, and the food traditions of sfincione, pane e panelle, pani ca meusa. In every bite, the soul of the city unfolds.
  • Marsala tasting!
  • Last night dinner at Corona Trattoria, a full-throated celebration of the seafood and the culinary life of Palermo
Day
7

Departure

  • October 25  ·  Saturday
  • Palermo
  • One last great Sicilian breakfast
  • Private transfer to Palermo’s Falcone-Borsellino Airport
  • Arrivederci!

What’s Included

  • All breakfasts, lunches, dinners, as well as snacks and beverages between meals
  • Expertise and services of our experienced trip leaders: at least one guide and one host per trip
  • Additional guides and experts from the region
  • Transfers to and from the airport or wherever you are on the day the trip starts and ends
  • Daily Roads & Kingdoms gifts related to the themes, activities and narratives of each trip
  • All gratuities for accommodations, meals, guiding or transport

What’s Not Included

  • International airfare to and from the journey (note: some trips begin and end at different airports)
  • Transfers on days that fall outside of the trip dates
  • Personal bar tabs (when not with the group)
  • Personal laundry or spa services
  • Personal travel insurance

Meet Our Hosts

Katie Parla

Guide

Katie Parla

Food Writer, Publisher, Raconteur

Katie Parla, a native of what she calls the 21st region of Italy (that’s New Jersey), always dreamed of moving to Italy. And now, 20 years after she made the leap, she’s one of the foremost authorities on Italian food and drink, in all its thousand variations. You may have seen her guiding Stanley Tucci around Rome for his CNN show, or perhaps you’ve read one of her many books (the most recent, Food of the Italian Islands, is a banger). Either way, we’re thrilled she’s helping us showcase Sicily.

Gonzalo Gil Lavedra

R&K Host

Gonzalo Gil Lavedra

Scout, Poet, Gourmand

We first met Gonzalo Gil Lavedra in the smoky courtyard behind a family’s butcher shop in the meat-obsessed pueblo of Temozón, Yucatán. Referred to us by Noma chef René Redzepi, Gonzalo had sweet-talked the family into taking us all behind the scenes of some of the best smoked meat in Mexico. His unassuming charm, curiosity, and ability to talk his way into and out of just about anything have made him a perfect addition to the League of Travelers. A resident of Palermo and scholar of Sicilian lore, Gonzalo is an ideal host for this journey.

Where You’ll Stay

Relais San Giuliano

Relais San Giuliano

Etna Boutique Hotel

Relais San Giuliano is a charming 12-room boutique hotel at the foot of Etna Parkat the foot of Etna Park with perks like its “Sabbia Nera” spa with hammam and Jacuzzi. There’s an infinity pool too, of course, encircled by lush gardens. All in all, a perfect place to unwind from the day’s adventures.

Susafa Resort

Susafa Resort

Centuries-Old Farmstead

A 200-year-old Sicilian farmstead turned sustainably minded countryside retreat, Susafa aims to give guests a slice of traditional rural life in Sicily’s heartland. Framed by the Madonie mountains, there’s a cherry orchard and an olive grove and gardens where chefs harvest produce for the restaurant. And of course there’s a pool overlooking the rolling Sicilian landscape.

L'Hotellerie

L’Hotellerie

Palermo Heritage Haven

Built into the ancient Arab walls that have guarded Palermo since the 9th century, L’Hotellerie offers breathtaking views of the sea and Porta Felice, the historic gateway to Corso Vittorio Emanuele. The nearby Kalsa district, once the Emir’s citadel, is now a treasure trove of historic sites like the Church of Santa Maria dello Spasimo and Palazzo Abatellis. Elegantly outfitted with design pieces, restored antiques, and luxury amenities, L’Hotellerie exemplifies Palermo’s legendary hospitality, making it a perfect base in the city Goethe deemed “the most beautiful place in the world.”

  • This trip exceeded anything I could have imagined. Food and sights were incredible. Our hosts were next level.

    Matt P.
    La Vita Siciliana 2023
  • I did not anticipate the extent of our exceptionally curated tastings, the cultural authenticity and immersion of experiences.

    Carrie M.
    La Vita Siciliana 2023
  • The personalities—their commitment to serve us like hosts, hang out with us like friends… I had an absolute blast.

    Traveler
    La Vita Siciliana 2023

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Sicily, East to West 2 Rooms Left
R&K League of Travelers

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