Classic Tuscany Tour
There will be plenty of activities and sightseeing: We’ll eat like the locals, learn all about the art & history with our expert local guides, and experience the simple pleasures of exploring the Tuscany region with its incredible scenery and history.
Discover the hilltop towns, the regional cuisine and boutique wineries, get to know local artisans, and experience the Italian lifestyle.
However, we’ve left you some flexibility for free time to just read a book, take a swim, meander the small villages we will be visiting, or do some shopping.
There will be plenty of food, wine, laughter, and opportunities to enjoy some memorable experiences!
Join us this June as we make our way through the Tuscan countryside.
Tour Highlights
- 8 Days/7 Nights
- 7 nights stay in a Tuscan villa farmhouse
- Discover the hidden gems of Florence
- Indulge in several winery tour & tastings
- Visit an ancient olive oil mill with tasting & lunch
- Taste delicious Pecorino cheese with farm tour and tasting
- Shop the vibrant local markets
- Watch local artisan demonstrations
- Sip delicious wines while taking in the views
- It's sunflower season!
$3125.00 USD per person/double occupancy
$500 USD single supplement
Day 1 - Arrival Day/ Benvenuto!
Welcome to Italy!
Group arrives to Rome where your driver & tour escort will meet you.
Stop in Orvieto – a town set atop a tufa plateau in Umbria, for “free time” & lunch. Continue onto the Tuscan countryside.
Check into your accommodations, a farm villa set in the heart of Tuscany.
Free time until group “Welcome” aperitivo and dinner with local wines. (D)
Day 2 - Val d'Orcia & Pecorino Cheese
Today after our breakfast, we will depart for a tour of two of Tuscany’s most famous towns: Montepulciano & Pienza, set in the Val d’Orcia – what many view as the “quintessential” Tuscany.
Along the way, we should be seeing fields and fields of Sunflowers, as now is the season! We'll first stop in Pienza, famous for its Pecorino cheese, and have a tasting.
After lunch, it's off to the steeply sloped town of Montepulciano where you can wander the streets, stop at shops, churches and town squares.
As well, we'll visit an enoteca where we can tour the ancient cellars and have a wine tasting.
Head back to the villa and relax by the pool before dinner. (B, L, D)
Day 3 - Arezzo: Where Life is Beautiful
Visit an elegant local villa set in the countryside for a tour of the villa, learning its interesting history and secrets, followed by a wine tasting.
Lunch at a local “Locanda” or inn.
Then head on to Arezzo, a beautiful medieval town, which has its origins in Etruscan history and later, the Romans.
The town was also made famous in the movie ‘Life is Beautiful’ by Roberto Benigni.
Parts of the city were destroyed during WW2, but many historical buildings remain including the Piazza Grande, a Roman Amphitheater, and the remains of a fortress.
Dinner with local wine. (B, L, D)
Day 4 - Florence & The Renaissance
Full day in Florence. Upon arrival, we will meet our English speaking local guide and enjoy a walking tour of Florence.
Our first stop will be the colorful markets where you can find anything: from a tripe sandwich to a silk scarf!
During the tour our guide will point out famous sites such as the Duomo, Ponte Vecchio, the Uffizi Gallery, Piazza della Signori, Piazza della Repubblica, and more.
We'll learn all about the dark secrets of Florence's famous noble families and artists with this behind the scenes & highlights tour. Enjoy time for lunch on your own.
The afternoon is free for you to shop, visit one of its famous museums such as the Uffizi (Botticelli) or the Accademia (The David), or just soak in the vibrant life of one of the many piazze while having a caffè or spritz. (B, D)
Day 5 - Chianti: Farm Lunch & Wine
After breakfast, we'll depart to the Chianti region – an area of Tuscany made famous by the red wine of the same name.
This is a beautiful region of terra-cotta-roofed towns and winding roads, leading through groves of olive trees, with cypress and endless vineyards stitching sun-dappled rolling hillsides – this is wine country.
We'll visit some quaint villages, have lunch on a local farm and sample some wine. What else would you do in Chianti?
And since we are in Italy, we'll stop for some famous gelato!
Dinner at our villa with local wines. (B, L, D)
Day 6 - Cortona: ‘Under the Tuscan Sun’
Today, depart for Cortona, made famous by Frances Mayes’ book & movie “Under the Tuscan Sun”.
Cortona which also has its roots in Etruscan history, is a quiet and romantic town nestled in the beautiful hills.
It is surrounded by a countryside, in which lavish villas are surrounded by large gardens and hosts many monasteries, churches and monuments.
Back to the villa in the afternoon for some pool and relaxing time.
Dinner with local wine. (B, D)
Day 7 - Local History and Daily Life in Tuscany
Today will be a full day of experiencing the local countryside life.
First we will visit one of the most famous sanctuaries of St. Francis of Assisi. Enjoy a tour with an opportunity to visit the gift shop with items made by the Franciscans such as honeys, chocolates, soap, & liqueurs.
After, visit an ancient olive oil mill operating since the 1400’s with a tour, tasting & lunch with the owner’s family.
Finally we'll stop in a quaint village that hasn't changed since the medieval ages.
We’ll finish the day with a farewell aperitivo and dinner. (B, L, D)
Day 8 - Departure Day
Early morning breakfast at our villa as we say our goodbyes.
We'll board our vans and depart for the Rome Airport (FCO).
Bid Arrivederci to Italy! (B)
This Tour Includes:
- Small group size: no more than 14 guests
- 8 days/7 nights
- Accommodations in a countryside villa set in Tuscany w/pool
- Private transfers from/to Rome airport for the group
- Private tour escort & interpreter
- All breakfasts - Buffet style
- 4 Lunches
- 7 Dinners with local wine
- Private driver/van for all excursions
- All excursions and tours per itinerary
- All private wine and food tastings
- All entrance fees per itinerary
- Private guided walking tour of Florence
- Pre-trip information packet
- All VAT taxes and government fees, gas, tolls, city access licenses & permits, parking and guide fees.
Not Included:
- Airfare
- Any Taxi/Cab fare
- Travel insurance*
- Travel documents & fees: i.e. passport and visas (if required)
- Any telephone, cell, data & internet usage (most hotels have free wifi)**
- Items of a personal nature
- Travel-related expenses outside of the tour itinerary
- Any food or beverage ordered by traveler that is not included in the above itinerary
- Any taxes on personal items purchased
- Optional tips to guides, staff or drivers
* We highly recommend purchasing trip insurance to protect your investment. This is to ensure that you are covered in the event of loss of deposit and cancellation fees, medical emergency or health expenses, personal accident, flight cancellation or delays and to protect your luggage against any loss or damage.
** There is free wifi at our accommodations
8 Days/7 Nights
Where: Florence & Tuscan Countryside
Group size: 6-14 Maximum
Tour Cost: $3125.00 USD per person/double occupancy, $500 USD single supplement
Balance due: 60 Days Prior to Travel
Traveling Solo? We can suggest a roommate so that you avoid having to pay the single supplement!
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