Featherbee Escape No. 02​
Discovery Trip | Last week of May | 8-10 Guests
Tuscany, Italy
MAY 21-29, 2026
TUSCANY DISCOVERY TRIP
HOSTS DEREK RONSPIES + CAT BIGGAR
We’re inviting just 8 to 10 of our most trusted guests to join us...
This is not a packaged tour group following a guide with headsets and matching badges.
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This is how we travel when we are exploring a region deeply. When we are sourcing. When we are building something new.
Long tables in the hills. Conversations with winemakers and artisans. Kitchens, studios, gardens, and unexpected doors opening.
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This is Tuscany the way we experience it.
WHAT A DISCOVERY TRIP REALLY IS...
You travel with us as we scout a destination in real time.
We stay in design-forward boutique hotels and accommodations.
We test kitchens.
We meet the chefs, artists, hoteliers, wine makers, and farmers.
We walk properties that may become future Featherbee locations.
You are behind the scenes of our process.
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We organize every introduction. Every tasting. Every table. Every transfer. Every door that quietly opens because of who we are and how we travel.
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You simply show up and take part as much or as little as you like.
WHY TUSCANY?
Pure Inspiration.
Sitting at the intersection of vineyards, cuisine, and culture
Layered flavors built from land and season
Architecture that feels both ancient and quietly modern
Design rooted in proportion, texture, and restraint
Rolling hills, vineyards, and thermal waters within reach
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It’s visually intoxicating.
It’s culinary gold.
It’s endlessly inspiring for those who care about art, beauty, and the way things are made.
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And May gives us warmth, long evenings, and green hills before the height of summer.
photo credit:: taste mag - Preserving Tuscan Ceramic Traditions
THE EXPERIENCE
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Boutique accommodations:: hand-selected for design + service
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A private Black Goat Supperclub hosted by Cat +Derek exclusively for this group
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Hand-selected local chefs and restaurants (no generic reservations)
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Visits with multiple winemakers, producers and designers
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Nature walks and sourcing experiences
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Time in Florence, Medieval Towns and the Tuscan Hills
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Space for creating, exploring, and stillness
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Tuscany Group size: 8-10 guests only
(Our Escapes are always just 8–12 persons, just like our supperclubs. Intimate by design.)
Discovery Pricing — up to 60% below future Escapes.
Built in real time. Experienced in real time.
FEATHERBEE ESCAPES
This is for independent travelers.
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We won’t hold your hand — but we will open the right doors.
Expect walking, stairs, uneven streets, and one light hiking day. Expect up to three different stays.
Expect warm days and cool nights.
Bring curiosity. Bring flexibility. Leave control at home.
That’s when it gets good.
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THE WAY YOU DREAM TO TRAVEL
WHAT’S INCLUDED
8 Nights Accommodation
Design-forward boutique hotels and private residences all with private ensuite.
Up to 3 properties to fully experience Tuscany and its surroundings.
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Culinary Experiences
Most meals (some Michelin Level!) + beverages included.
*Occasionally one meal per day left open for personal exploration.
Private Black Goat Supperclub — exclusively for this group.
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One Spa Service
A restorative treatment, just for you.
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Experiences / Excursions
We have carefully sourced a few exciting exclusive daytime excursions included in your experience (participation is never mandatory).
Such as...Private vineyard visits, Sommelier-led tastings, Olive oil experiences and behind the scenes surprises.
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Private Transportation
Transport between accommodations.
Available transportation on demand.
Walking experiences.
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Guest Welcome Basket
Curated essentials and delights just for you.
(We travel thoughtfully.)​​​
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What we Know...
We believe in transparency — even in discovery.
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✔ All-inclusive price (excluding flights, personal shopping, gratuities, and optional free-time meals)
✔ Arrival + departure dates are confirmed
✔ Transportation throughout the week included
✔ If arriving separately, accommodation details provided in advance
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What Makes this a Discovery Trip
The itinerary is revealed daily.
We move with intention — but not rigidity.
Be prepared for one light hiking outing.
Be prepared for warm days and cool evenings.
Packing guidance:
– One hiking-ready outfit
– One (or more)dressy-casual dinner outfit (not black tie)
– Comfortable walking attire
– A sense of humor, style and curiosity always encouraged
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Energy + Emotion​
​Designed for curious, design-minded travelers...
For those who trust the process.
For those who prefer depth over volume.
For those ready to experience travel the way it's meant to be.​
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Insurance + Responsibility​
Because Discovery Trips move thoughtfully and involve multiple locations, comprehensive travel and medical insurance is required.
Each guest is responsible for securing appropriate coverage prior to departure.
We believe in adventure — responsibly.
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