The Tuscany You Can’t DIY

16.10.2026

A 5-Day Food, Wine & Culture Journey — without rushing, guessing, or tour-bus chaos

2nts FLORENCE + 2nts SIENA 

October in Tuscany is pure magic. The crowds are gone. The light turns golden. Vineyards glow, villages slow down, and every meal feels earned.

This is not a checklist trip, you'll not just see Tuscany
It's about feeling it— through food, people, landscapes, and time well spent.

Slow mornings. Hands-on experiences. Real places, led by locals.

Trip Highlights

  • No guesswork "does it worth?" or planning logistics yourself

  • Access to experiences, producers, artisans people wouldn't find on their own 

  • Balanced pacing: culture + countryside + downtime

  • Designed for travelers who value quality over quantity

  • Small group dynamic that feels like traveling with friends

Who This Trip Is Perfect For 

✔️ Food & wine lovers who want quality over quantity
✔️ Travelers who hate planning but love authentic experiences
✔️ Couples, friends, solo travelers (no awkward vibes)
✔️ People who knows that Tuscany is beyond Florence

🚫 Not ideal if you:

  • Want luxury shopping sprees
  • Prefer ultra‑fast sightseeing
  • Are looking for a budget tour
Accomodations

Florence

We wanted a home base that's both central and calm, and this gem delivers. Located in the heart of Florence, the hotel makes it super easy to walk to the main sights as the Duomo, Ponte Vecchio, and local artisan streets—without the hassle of taxis or long commutes. At the same time, it's tucked away from the busiest tourist crowds, so you can enjoy Florence at a relaxed pace, sip your morning coffee on a quiet street, and come back after a day of exploring to peaceful comfort and stylish rooms.

Siena

Hotel the perfect blend: the tranquility of the Tuscan countryside and the proximity to the historic center of Siena. Nestled on the hills, it provides panoramic terraces with breathtaking views of vineyards and landscapes.

Just few minutes away from Piazza del Campo, it allows you to explore Siena without traffic or crowds.

With an excellent restaurant and a welcoming atmosphere, it represents an ideal stop for an authentic and picturesque experience in Tuscany.

Day-by-Day
Day-by-Day

Day 1 – Florence gentle unpacking

Arrival in Florence (check-in after 3pm).

Time to rest, refresh, and settle in.

In the evening, we meet for a welcome aperitivo followed by our first dinner together, overlooking the city — easing into Tuscany the right way.

Day 2 – Florence Art & Cooking:

Morning with a private guided visit to:

  • Uffizi Gallery

  • Duomo (exterior)

  • Piazza dei Signori (Michelangelo's David)

  • Ponte Vecchio

No rushing. No crowds.

In the afternoon, a hands-on pasta & tiramisù cooking class, followed by dinner with what you've created — recipes included.

Day 3 – Siena & San Gimignano:

Private transfer to Siena with a scenic stop in San Gimignano.

Lunch & wine tasting at family run vinery, featuring local products and countryside views.

Arrival in Siena in the afternoon for a "Secret Siena" walking tour, exploring hidden corners and authentic spots most visitors never see.

Day 4 – Chianti & Val d'Orcia  

A full countryside day by private minivan.

  • Montepulciano: stroll medieval alleys & artisan shops

  • Lunch at a local farm among vineyards

  • Afternoon in Montalcino & Pienza with cheese tasting

Postcard landscapes, slow rhythms, unforgettable flavors.

Day 5 – Free morning & Departure:

Free morning in Siena.

Optional morning suggestions:

  • Perugia

  • Volterra

Depart Tuscany with memories, flavors, and stories that stay with you, or stay longer to explore more about this beautiful country

Travel Inclusions
  • 2 nights @Hotel Art Atelier FIRENZE (double room)
  • 4 breakfast
  • 1 WelcomeAperitivo + RoofTop Dinner (Florence)
  • 1 Uffizzi Private Guided Tour ( +skip-the-line entry)
  • 1 Private Cooking class (only our group)
  • 1 Classic Concert
  • 1 Transfer from Florence to Siena (stop in S.Giminano)
  • 1 wine tasting + lunch in San Giminian
  • 2 nights @Hotel Athena SIENA (Classic double - town view)
  • 1 Secret Siena Private Guided Tour (only our group)
  • 1 Full Day Montepulciano + Pienza + Montepulciano
  • 1 lunch local trattoria Montepulciano
  • 1 cheese tasting in Pienza
  • Transfer from/to Airport ❌NOT INCLUDED
  • FLIGHTs ❌NOT INCLUDED
  • Personal TRAVEL INSURANCE ❌NOT INCLUDED 

Pricing

$ 3,997  per person  (based on double occupancy)

"Travel Solo" supplement available +$1,000

Payment plan:

1️⃣ $997,00 DEPOSIT to SECURE YOUR SPOT

2️⃣ $1,500 due by 5th April, 2026

3️⃣ $1,500 due by 5th July, 2026

Spots are limited to preserve the intimacy of the experience, max 10 guests