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7 Days Air travel time: 6 Days, 5 Nights Land Journey

Tuscan Villa Adventure
With Mark Story

6 Days: Perfect Balance of City & Country: Historic City Florence,
Rustic Tuscan Farmhouse Villa in Tuscany
Exploring the Hill Towns, Wineries and Landscapes of Tuscany

Meet Tuscan Villa Adventure

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

THE TUSCAN COUNTRYSIDE AWAITS YOU!
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 and Cortona... And the grand Tuscan city of Siena. Join your host, Now Journey's Managing Director Mark Story and a very small group of like-minded adventurers on this Journey through Tuscany,

Enjoy this Small Group Adventure or you can make it private, too! Just inquire.
"We loved our itinerary through Tuscany with Now Journey."

The Tuscan countryside captivates with its undulating hills adorned with vineyards and olive groves, creating a mesmerizing patchwork of vibrant green and golden hues under the warm Mediterranean sun.

Your Tuscan Villa Adventure includes:
  • ★ Featuring on your adventure:

     Meet & Greet Transfer upon arrival to Florence or Rome Airports
    • Sightseeing Tours and Admissions, On-Tour Transportation
    • Luggage Portage included
    • Tuscan Countryside: Hilltop villages in Tuscan countryside
    Winery Experiences in Tuscany featuring Journey's unique approach to tastings paired with delicious morsels
    •  Hilltowns: Siena, Pienza, Arezzo
    • No annoying Up-Selling while on tour
    • No Big Buses or Groups, No Long Lines
    • UNIQUE IN THE INDUSTRY DINING: Unlimited Premium Beverages.
    • SMALL GROUP BENEFITS: Small group up to 10* guests of like-minded travelers
    • No Hidden Costs: Fees, taxes and gratuities excluding the Tour Captain

Journey's Perfectly Located Villa & Hotels


OPTIONAL BEGINNING: FLORENCE, 2 Days/2 Nights
EXPLORING THE BIRTHPLACE OF THE RENAISSANCE
Expand the Adventure with this Amazing Adventure

TRIP COMMENCES & FINALE: TUSCAN VILLA RESORT, 6 Days/5 Nights
TUSCANY COUNTRYSIDE IS ALIVE WITH COLOR
Enjoy a grand balance of activity and leisure time to enjoy the villa estate.

OPTIONAL FINALE: AMALFI COAST, 2 Days/2 Nights
SUNSHINE LEMONY AMAZEMENT
You will want to add our amazing 2 Day Finale on the Amalfi Coast!

FIRST THINGS FIRST: Consider our Flight and Early Arrival Options
Your flight to Italy should arrive on Day 1 of the itinerary — this means you should depart your home airport the day prior — your round-trip travel time on this Journey is 7 Days (6 Days, 5 Nights Land). Airfare is not included.

CONSIDER EXPANDING YOUR JOURNEY
Expand the Journey: Many of our travelers arrive a "full day early" to recover from their overnight flight — inquire with us about a pre-tour experience or an overnight hotel room in Florence or Rome.

 

Day-by-Day Itinerary

Tuscany —  The Adventure Begins

DAY 1: WELCOME to your Villa in Tuscany

Sightseeing IconToday's Adventure: Into Tuscany
Meet our driver after clearing customs and enjoy the included transfer 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 our 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. Tuscan cuisine is a celebration of simplicity and quality, characterized by hearty dishes made from locally sourced ingredients. Staples include a variety of bread, beans, legumes, and meats, with iconic specialties like the renowned Bistecca alla Fiorentina, a succulent Florentine steak. The cuisine reflects a harmonious blend of flavors, highlighting the region's rich agricultural traditions and commitment to using fresh, seasonal produce.

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.  

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Let's Get Cooking

DAY 2: ENJOYING THE VILLA

The first full day at the villa is designed for relaxation and enjoyment. Take in the grounds, enjoy our included but optional cooking class, go for a walk, lay by the pool, swim, go into town or just simply, be. But for those who are ready for some special activity, we've provided an optional but included at no extra charge Cooking Experience.

Sightseeing IconToday's Adventure: Cooking Tuscan Style
The Villa
Enjoy learning about the skill of cooking Tuscany-style. Discover the very best of Italy's countryside right with cuisine and wine paired perfectly as you experience our authentic private cooking experience in Tuscany. Enjoy a wine tasting with a sommelier, try fresh Tuscan produce from an organic Tuscan farm and then prepare and eat your Italian meal complete with wine and the dolce.

Journey Dinners IconTonight’s Dining
We’ll be dining in "horse stables" with our Chef —  yeah, you'll want to experience this!
 

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Pienza: Fields of Elysium

DAY 3: 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 boasts 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.

Sightseeing IconToday’s Adventure: Pienza & a Winery in Tuscany
Enjoy a tour and tasting paired with morsels.

Journey Dinners IconTonight’s Dining
The Villa
The Journey Chef will create something spectacular for our dinner. 

 

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DAY 4: 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.

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

Journey Dinners IconSiena Lunch
Enjoy an included (both Deluxe and Classic) 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: Village
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.  

Journey 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.

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DAY 6: DEPARTURE DAY

Where are you off to today? Inquire about a departure transfer if you have not already arranged one.

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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