Tuscany On Your Doorstep

  ✨ Your 14‑Day Tuscany Itinerary ✨ Iconic sights, hidden gems, and plenty of time to truly enjoy it all. A two‑week stay in Tuscany gives you the perfect mix of adventure and relaxation. This itinerary blends big‑name destinations like Florence, Siena, Pisa, and Lucca with charming hill towns, coastal escapes, wine country, and a few well‑timed chill days to soak up the Tuscan sun. Every outing is easy and enjoyable thanks to your home base: Villa Tramontalba . Set in the hills and near the sea, minutes walk from beautiful Montescudaio, the villa is perfectly positioned — close to all the major highlights, yet surrounded by beautiful villages and vineyards. It’s the ideal place to explore the very best of Tuscany at a relaxed, luxurious pace. 🌅  Day 1 — Arrival, Settle In & Discover Montescudaio Your holiday begins the moment you arrive at Villa Tramontalba. Take your time settling in — unpack a little, wander the garden, take in the breathtaking views, maybe take a dip...

  Dine Under the Tuscan Stars: The Private Chef Experience at Villa Tramontalba While the wonderful local restaurants of  Montescudaio  are just a short stroll away, there is one experience at Villa Tramontalba that our guests consistently rank as one of their favourites:  The Private Chef Dinner. Imagine a world-class, multi-course Tuscan feast prepared specifically for you, served in the absolute privacy of your own luxury retreat . . .  Welcome to the  Private Chef Experience at Villa Tramontalba . How It Works: You decide, you relax . . . We believe holidays are for relaxation, so that's why setting up your private dinner is a seamless process: The Consultation:  You’ll be put in touch with the chef to discuss your preferences. Whether you want a traditional four-course "Cucina Povera" feast, a fresh seafood extravaganza, or a specific dietary-friendly menu, the choice is yours. You agree the menu and the budget with the chef direct - we simpl...