Tuscany · planning
Tuscany Packing List
Cypress shadows, restaurant dinners and pool afternoons.
Tuscany is more dressed-up than people expect — country casual at the villa, sharper than that in Florence and Siena restaurants. Pack for the evenings, not just the days.
Wardrobe by setting
Villa days: linen, cotton, swimwear, espadrilles. Florence dinners: light jacket or smart dress, leather shoes — sneakers and shorts feel out of place in good restaurants. Vineyards: closed-toe shoes (gravel, vine roots), light layers (cellars are cold).
Footwear
Two pairs of comfortable walking shoes (cobblestones), one pair of swim/pool shoes, one pair of dress shoes for dinners. Skip heels — every Tuscan town is cobbled.
What to leave at home
Hair dryer (every villa has one), beach towels (every villa has them), heavy guidebooks (we send a digital itinerary), umbrellas (any tabacchi sells one for €5), formal black-tie (almost never required outside specific weddings).
At a glance
- •Dinner attire: smart casual, leather shoes, no shorts
- •Cobblestone-friendly walking shoes (no heels)
- •Light layers — vineyard cellars stay 15°C year-round
- •Swim, pool towels, hair dryer: provided by the villa
- •Sunscreen + hat: April–October sun is strong
Frequently asked
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Plan your Tuscany trip
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Luxury Villas in Tuscany
What to Do
Curated Tuscany Experiences
Full day (6–8 hours)
Private Wine Tasting & Vineyard Tour
Discover the soul of Tuscan winemaking in private cellars
Half day (4–5 hours)
Hands-On Cooking Class
Master the art of Tuscan cuisine in an authentic farmhouse
Half day (2–3 hours)
Extra Virgin Olive Oil Tasting
Learn to distinguish the liquid gold of Tuscany
From Our Journal
Tuscany Reading & Insights
- 12 min readThe Best Time to Visit Tuscany: A Month-by-Month Guide for 2026From the spring wildflowers to the autumn wine harvest, each season in Tuscany offers something magical. Here's exactly when to go based on what you want to experience.
- 15 min readTuscany Wine Regions: The Complete Guide to Chianti, Brunello & BeyondTuscany produces some of the world's finest wines. From the rolling hills of Chianti to the sun-baked slopes of Montalcino, here's your expert guide to every major wine region.
- 14 min read21 Unforgettable Things to Do in Chianti, TuscanyChianti is far more than wine country. From medieval castles and thermal springs to artisan workshops and sunrise hot air balloon rides, here are 21 experiences that make Chianti extraordinary.
Curated Collections
Plan a Trip Around a Theme
- Wedding VenuesHandpicked private estates in Tuscany and Lake Como suitable for destination weddings: full buy-outs, 12+ guests, vetted vendor network and dedicated planner.
- Family VillasPrivate villas in Tuscany and Lake Como chosen for families: fenced pools, gentle gardens, quiet roads, child-friendly amenities and quick access to gelato.
- Honeymoon StaysIntimate properties for two in Tuscany and Lake Como: private pool or lakefront, panoramic terrace, in-house dining and total privacy.
- Large GroupsEstates in Tuscany and Lake Como that comfortably host 14 or more guests: multiple bedrooms with en-suites, vast living areas, on-site staff.