I design intimate, beautifully paced travel experiences — both for private clients and the small-group trips I personally lead. Each itinerary is crafted with intention, comfort, and a touch of luxury, so you can explore the world without worrying about the details.
it's all about
the travel
process
the
Here’s how I create each experience:
- I begin with the destination. I choose places guests have expressed interest in or spots rich with culture, food, and beauty.
- Timing matters. I select dates when the region feels vibrant but not overwhelmed by crowds or extreme weather.
- The villa comes first. A luxurious, comfortable home base sets the tone and determines the number of guests who can join.
- Food + drink anchor the itinerary. Think vineyard tastings, chef-led dinners, markets, and culinary explorations.
- Cultural depth is essential. Museums, historical tours, artisans — experiences that help you understand the soul of a place.
- Transportation is a priority. Seamless, private, high-quality transportation so you never feel rushed or stressed.
Each trip is designed to feel elevated, intimate, and unforgettable.
Italy | lucca, tuscany
A week in the Tuscan countryside, designed for food lovers, wine enthusiasts, and anyone craving a truly immersive Italian experience. This 7-night stay in a private Lucca villa includes daily breakfast, multiple hosted happy hours, hands-on cooking, vineyard dining, guided wine tastings, and curated excursions to Florence and Cinque Terre. With luxurious accommodations, unforgettable meals, and seamless group travel, all you have to do is arrive and enjoy.
greece | Athens & Crete
An elevated Greek escape blending ancient history with barefoot luxury. This 9-night journey begins in Athens with a private guided tour and welcome dinner, then continues to the island of Crete where guests spend a full week in a spectacular seaside villa complete with a private beach, pool, spa amenities, and expansive outdoor living spaces. The experience includes daily breakfast, hosted happy hours, wine, chef-curated meals, and three days of guided excursions—from olive oil tastings and cooking classes to sailing the crystal-clear Cretan coast. Seamless, indulgent, and unforgettable—this is Greece, the Chez Shay way.
Germany & Austria Christmas Markets
Step into a real-life snow globe on this 9-night journey through the most enchanting Christmas markets of Germany and Austria. From the iconic markets of Nuremberg to the alpine charm of Salzburg and the storybook streets of Regensburg, this experience blends festive tradition, rich history, and indulgent seasonal food and drink. Guests enjoy luxury hotels in the heart of the markets, daily breakfast, a hosted group meal each day with beer and wine, private transportation between cities, and unforgettable experiences, including a Sound of Music tour, a Christmas concert at Mirabell Palace, a cooking class, and exclusive access to one of Europe’s most special ticketed markets. Designed for travelers who want the magic without the stress—this is a European Christmas done right.
BEGINNING AT
$7,000 per couple
$4,800 single traveler
BEGINNING AT $4,750 per couple
explore our
upcoming trips
BEGINNING AT
$7,000 per couple
$5,000 single traveler
explore our
past trips
**Spots still available. Contact us to secure your spot! **
