9 Days Air travel time: 8 Days, 7 Nights Land Journey

Treasures of Tuscany with Villa Stay

8 Days: Perfect Balance of City & Country: Historic City Florence,
Villa in Tuscany, Chef Dinners, Hill Towns, Unique Experiences

Meet the Treasures of Tuscany Villa Stay

See Full ItinerarySEE ITINERARY | DATES & PRICES | FAQs | MAKE A RESERVATION

START IN FLORENCE. FINALE FOR A WEEK IN THE TUSCAN COUNTRYSIDE.
We loved starting in Florence... But we found our beat, that gentle rhythm that can only be found under the Tuscan Sunshine... Our Journey continued to amaze with rolling green hills, golden sunlight, vineyards for miles, farmhouses and estates, olive groves and gelatto... We discovered beautiful names of Tuscan Hill Towns like Pienza, Montepulciano and Cortona... And the grand Tuscan city of Siena.

Make It Your Own: Consider our Private Adventure through Tuscany.

On Treasures of Tuscany we know how and where to tour to avoid the crowds and the rush. We're different from the mainstream.

Treasures of Tuscany includes:
  • Florence: Explore the city of Michelangelo, DaVinci and the Medici Family
  • Tuscany: Hilltop villages in Tuscan countryside, 
  • Winery Experiences in Tuscany featuring Journey's unique approach to tastings paired with delicious morsels
  • Hilltowns: Siena, Pienza, Montepulciano, Arezzo
  • Unique Dining: Exclusive to Journey: Our amazing included Dinners feature Unlimited Premium Beverages: Soda & Wine; 10 Meals: 7 Breakfasts, 2 Dinners/Apericene, 1 Tasting/Lunch
  • SPECIAL ACCESS: Skip-the-Long-Line Admissions with special access sightseeing
  • Unique to Journey: No Up-Selling on tour (compare with other tour companies), No Big Buses or Groups
  • Now Journey Tour Captains relate to you, Friendly Italian Expert Guides delight you with their knowledge.
  • Fees, taxes and gratuities excluding the Tour Captain

Daily Itinerary at a Glance

DAY 1: WELCOME TO FLORENCE
DAY 2:
Exploring Florence
DAY 3:
 WELCOME TO TUSCANY, Arrival at Villa
Settle into your beautiful Tuscan villa and savor the serene surroundings.
DAY 5: SIENA
Siena’s medieval charm includes its iconic Piazza del Campo and magnificent Cathedral.
DAY 6: PIENZA •  Winery Experience
Explore the charming hilltop town of Pienza, renowned for its beauty and Pecorino cheese.
DAY 5: The Villa at Leisure • Cooking Class
Relax and unwind with a day to enjoy the villa and its stunning surroundings.
DAY 7: The Villa at Leisure
A perfect day to reflect, relax, and indulge in the villa’s tranquil ambiance.
DAY 8: Departure Day 


Our Complete Day-to-Day Itinerary

The Now Journey itinerary is unique: Small Group. Hand-Picked Villas. No Big Buses. Surprise experiences along the way. No Upselling.


Chapter 1: Florence


DAY 1: WELCOME TO FLORENCE

Make your way to our hotel located in the very heart of Florence. Check-in, freshen up and enjoy time at leisure until our Discovery Walk with your Journey Tour Captain later today. Your rooms are guaranteed ready by 2PM.

Florence is the city of arts and the birthplace of the Renaissance and the family Medici. 

Orientation Walk IconDiscovery Walk: Florence

Your Journey Tour Captain will introduce you to Florence on our Discovery Walk throughout the cobblestoned streets of this beautiful city. 

Journey Dinners IconWelcome to Florence Dinner

Tonight, join your Journey Tour Captain as they welcome you with a variety of regional culinary tastes, beverages and ample portions of fine local wines from Tuscany.

Journey Cuisine is authentically Italian: Family-owned restaurants farm to table
Journey’s approach to dining is unique in the travel world (just like the regions of Italy). We include Premium Beverages (wine, soda and cocktails) and you choose your dinner from the menu. The Italian chefs and families are proud of their delicious dishes which hail from each of the regions in which Journey travels. Tuscan inspired dishes will move you and satisfy you. You will enjoy a variety of dishes featuring pasta, seafood combined plates, vegetable inspired contorni and of course family-inspired dishes. While in Italy we will enjoy locally grown produce where the concept of nostrale, or home-grown, is so evident.

Journey Hotels IconDeluxe Property in Florence

Included in package: 4-Star Grand Hotel Cavour, 2 Nights with breakfast 

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The Medici Family

DAY 2: FLORENCE AND THE MEDICI

Enjoy Florence at leisure or opt for our special tour of Florence focusing on the family Medici.


Sightseeing IconOption Today: Florence and the Medici
Consider joining our Local Guide on a special walking tour to explore the Florentine family, Medici. Florence boasts a variety of fine sights to see, including Santa Maria del Fiore, the Baptistery's Bronze "Gate of Paradise," Giotto's Bell Tower and more, but on this itinerary get ready for everything Medici. This interesting Florentine family affected Italy in a powerful way. Learn all about the family as you discover the Pitti Palace and Boboli Gardens. Delight and inspire while the mystery and romance of the family Medici springs to life all around you. 


A great morning tour allows you to enjoy the afternoon for shopping and sightseeing on your own. The balance of the day is at your leisure. 

Exclusive IconJourney Experience
Join your Journey Tour Captain for a special sunset viewing over Florence — spectacular. The Tour Captain will organize taxis for the trip up, and those who wish can walk down with the Tour Captain (easy paved environment, not too steep hills).  


Dinner Options: Tonight, optionally join your Journey Tour Captain for dinner after sunset. Or explore at your leisure. 

 

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Into Tuscany: Countryside of Sun & Inspiration

DAY 3: MY VILLA IN TUSCANY


Sightseeing IconToday's Adventure: Into Tuscany
We make our way to the villa estate in Tuscany. Upon arrival, you are treated to a special welcome and tour of the estate. Welcome to the Tuscan countryside.

Later tonight you will enjoy an included dinner on the grounds of the villa prepared by the resident chef.

Journey Dinners IconWelcome Dinner
Enjoy an included welcome dinner on the grounds of the villa by the Journey Chef. Made from scratch dinners are a hallmark of your villa experience. On certain departures we will be residing on a villa resort with other guests and a restaurant(s).

Journey Hotels IconAccommodation in Tuscany
The Villa —  The private villa farmhouse in Tuscany
The authentic Tuscan farmhouse is a producing olive farm with room for 17 guests (but we cap it at 10 guests). Our villa estate is set upon 2.5 acres and is located about 2.8 miles drive from a nearby medieval town relatively unknown to the modern tourist. Each of the bedrooms feature Italian air-conditioning units that are controlled by the guests. The restored farmhouse is well decorated with terracotta tiles, wooden beams and precious, but comfortable furniture. The grounds feature a very nice garden, and multiple areas scattered on the property for relaxation. Dining in the farmhouse along with al fresco options highlight our stay. From April through October the estate's pool provides entertainment as well as stunning scapes of the valley. 

The Villa Resort —  Alternative experiences at a multi-guest villa resort estate. On certain departures you will enjoy residing on a villa estate resort with other guests and multiple rooms and buildings.  

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DAY 6: SIENA

Sightseeing IconToday's Adventure: Discovering Siena
We make our way to Siena to take in a walking tour beginning in the impressive Piazza del Campo, in the heart of Siena. Enjoy a walking tour as we begin in the impressive Piazza del Campo, in the heart of Siena. The piazza is in the shape of the letter "D," and is divided into cloves to mimic the mantle of the Virgin Mary to whom the city honors. The tall tower, or Torre del Mangia, caps the Palazzo Pubblico, Siena's town hall. Then enjoy free time in the city before our included lunch in town. 

Journey Dinners IconSiena Lunch
Enjoy an included and truly delicious lunch in a special position in Siena.

We return late afternoon to the villa for the balance of the day at leisure.  

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DAY 5: LEISURE AT THE VILLA

Enjoy a day at leisure or opt for one of our many optional experiences. 

Orientation Walk IconDiscovery Walk: Exploring the Area
The Villa
No charge to join the Journey Tour Captain for a trip into the nearby town to explore its quaint nooks and crannies. Throughout the day, the Villa Shuttle will transfer you at your leisure.  

The Villa Estate
Today, consider one of our optional experiences —  just inquire with your trip specialist.

Journey Dinners IconTonight’s Dining
The Villa
The Journey Chef will create something spectacular for our dinner or we will dine out - see the villa schedule upon arrival.

The Villa Resort
Optional dining tonight on the estate (reservations required) or perhaps you will venture out in Tuscany. We can help with reservations and round-trip transfers.  

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Pienza: Fields of Elysium

DAY 6: AMAZING PIENZA

Sightseeing IconToday's Adventure: Discovering Pienza
Today, venture to amazing Pienza for a walking tour with our guide, and then free time for lunch. A tiny hole-in-the-wall that bosats excellent local fare and interesting vino (don't forget to try the olive oil). Pienza is also known as one of the filming locations for Gladiator, with the owner of this restaurant's Nonna owning the field of wheat where actor Russell Crowe walked through as Maximus.


We will return to our villa late afternoon.

Journey Dinners IconTonight’s Dining
The Villa
The Journey Chef will create something spectacular for our dinner or we will dine out - see the villa schedule upon arrival.

The Villa Resort
Optional dining tonight on the estate (reservations required) or perhaps you will venture out in Tuscany. We can help with reservations and round-trip transfers.

 

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DAY 7: THE VILLA

Today, enjoy the Villa (or Villa Resort) and its grounds at your leisure. 

We have optional activities for today if you so desire.

Exclusive IconJourney Dinners IconTonight's Dining
The Villa
Meet your Journey Tour Captain for our special celebration tonight. Our days have been filled with new sights, tastes and discoveries - tonight enjoy reflecting on the incredible journey we've had together.

The Villa Resort
Optional dining tonight on the estate (reservations required) or perhaps you will venture out in Tuscany. We can help with reservations and round-trip transfers.
  

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DAY 8: DEPARTURE

Time permitting, enjoy breakfast before catching your transfer to the departing airport OR consider extending to the Amalfi Coast or some other amazing location. 
  

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Our Villa Photos:

Villa Pool
Our Villa Pool
Villa Pool Sunset
Villa Pool at Sunset
Villa Interior
Villa Interior
Villa Kitchen
Villa Kitchen
Villa Bedroom
Villa Bedroom
Villa Fireplace
Villa Fireplace
Villa Interior
Villa Interior
Villa Interior
Villa Interior Hallway