2026

SICILY

THE EXPERIENCE

Come along on a beautifully curated journey through Sicily—where art, history, cuisine, and coastal charm unfold in layers. We begin in Palermo, Sicily’s vibrant capital, where centuries-old cathedrals and glittering mosaics meet lively markets and hidden courtyards. We'll unwind, explore, and ease into the island’s rhythm as we discover its rich artistic heritage and culinary treasures.

We’ll be immersed in Sicily’s storied past—from Greek temples and Norman chapels to Baroque piazzas and Arab-influenced design. Along the way, we’ll savor unforgettable meals, sip local wines, and connect with Sicily’s vast agricultural heritage and enduring artisan traditions.

An Intro to the Magestic Kingdom of Sicily

October 9-16, 2026

October 18-25, 2026 - Full

$10,700

We will shake off our jet lag and acclimate in Palermo where we will experience its sensory feast layered with Arab, Norman, Byzantine and Spanish influences. Palermo is famed for its unique Arab-Norman architecture which is now under UNESCO designation. Chaotic yet soulful, we will witness theatrical daily life in their open air markets, (Palermo is a street food capital) Archeological riches and gorgeous, crumbling palaces.

From there, we continue along the coast to Siracusa, where ancient Greek theaters meet elegant seaside promenades.

This journey is designed to celebrate the best of Sicily—for those who enjoy beauty, culture, and a little indulgence. Though we won't see all the island has to offer in our given time, what we do experience will be unforgettable.

Are the dates you wanted to book unavailable? Join our waitlist.

*Please note, the final itinerary will be sent 60 days prior to our departure.

WHAT’S INCLUDED

  • 7 days / 7 nights single occupancy in various locations

  • Select curated dinners and lunches 

  • All guided tours, cultural experiences, museum and other entries

  • All local transportation as pertains to the program

  • Gratuities for drivers and guides during included touring (extra is at your discretion)

  • Curated shopping opportunities with expert recommendations

WHAT’S NOT INCLUDED

  • International airfare to and from Italy, as well as any applicable visa fees, border charges, or local tourism taxes

  • Airport arrival and departure transfers

  • Premium beverages, such as cocktails, and additional wine

  • Optional excursions, personal purchases, and spa or wellness treatments

  • Gratuities for airport transfers, porters, and housekeeping staff

  • Required trip insurance

  • Expenses related to itinerary changes due to circumstances beyond our control, including flight delays, cancellations, or natural events

WHY TRAVEL TO SICILY WITH US?

  • Intimate Group Size – Limited to small groups for meaningful access and a relaxed, enriching pace

  • Beautifully Curated – Every stop, guide, and experience chosen for its authenticity and soul

  • Unmatched Access – Boutique style with insider perspective, far from the crowds

Venice & Asolo

From the grandeur of the Grand Canal to the hillside serenity of Asolo, this is a journey of beauty, taste, and timeless inspiration—woven through two of Italy’s most captivating destinations.

Looking for a trip later in 2026?

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