From May to September
6690 Euro for Two Travelers
9 Days


Experience Tuscany, known all over the world for its picture perfect countryside with its wine and extra virgin olive oil. Explore backstreets like the ‘Via del Amore’ in beautiful towns such as Pienza.  The medieval hill town of Montalcino for ‘Brunello’ Lovers. Montepulciano with its Nobile wineries in the historical centre and artisanal stores. Cortona for shopping and syrah wines.  Of course you can not miss the medieval town of Siena famous for its horse race ‘Il Palio’ set twice a year in the Piazza del Campo.


Continue to South Western Tuscany to discover the Maremma known as the ‘Wild West of Tuscany’ for its rugged mountainous valley that lead to the sea. Relax at the exclusive resort and Spa located a few kilometers from Castiglione Dell Pescaia surrounded by this rugged country side that looks over the largest of the lava domes in the Amiata. Savour local seasonal fair and enjoy tastings at prestigious estates including Le Mortelle by Marchesi Antinori and Elisabetta Geppetti's famous Morellino di Scansano Riserva. The Terroir of wines in the area of the Maremma includes 


After relax days at inland we arrive at your exclusive resort to enjoy views of the Tuscan Archipelago’s and visit the Etruscan Coast line. The resort is located close by Porto Ercole. Enjoy and relax the beautiful atmosphere in front of the Tuscan Ocean.

Day 1: Arrive in Montalcino

Transfer from Florence to Montalcino. Enjoy lunch at a local winery in Chianti Classico. Continue to Siena for a guided tour of the city centre to visit the main sites including the Cathedral and Piazza del Campo where the famous horse race ‘Il Palio’ is held twice a year. Enjoy drinks and dinner at your Hotel. 

Overnight in Montalcino


Day 2: Montalcino
Visit the medieval town of Montalcino. Arrive at the medieval fortress where you will find one of the best wine bars of Brunello Wines. Our wine expert will give you some knowledge about the local wine that you can also taste.
Be sure to visit the ‘Caffe Fiaschetteria Italiana’ founded in 1888 by Ferruccio Biondi Santi founder of Brunello wine. In front of the square you will also find Montalcino 564 a prestigious linens and fabric store. Enjoy a visit to the ancient Profumeria Italian situated in the main square since 1582.  You can find a selection of Artisanal creams and soaps and perfumes all made on site. 
Enjoy lunch at a top wine bar where you can taste the typical pasta found only in Montalcino called ‘Pinci’.   Enjoy a degustation of selected Rosso and Brunello di Montalcino.  
After lunch visit a boutiquet winery for a tour and tasting.

Overnight in Montalcino 


Day 3: Montepulciano & Pienza
Arrive at the highest town of Tuscany famous for Vino Nobile of Montepulciano. As you walk through the historical centre you will see many of the nobile palaces where important families lived and stored their wines.
Visit one of the most impressive antique wine cellars in the world. Huge Slovinian Oak and medium sized french oak barrels line the ancient rooms situated below a Nobile palace that dates back to 1562.  Experience breathtaking views from the look out point near Piazza Grande before free time to shop and sight see as you stroll down the windy road toward the main entry at Porta delle Farine where you will meet your Chauffeur Driver. 
Enjoy lunch at a quaint medieval village where you can enjoy great views and local flavors with an impressive wine selection. An ideal option would be a plate of hand made pici pasta - localy made hand rolled spaghetti served with a wild boar sauce or fresh tomato, basil and garlic served with a couple of glasses of Nobile di Montepulciano.  
Continue to the charming hill town of Pienza. The pleasant scent of fresh pecorino cheese lingers through the windy roads of the town centre. You can taste the pecorino cheese at the local stores. Enjoy free time to shop and sight see.

On your way back to Montalcino visit a local pecorino cheese producer. Meet the owners and enjoy a tour of their organic farm where you will have a chance to taste a selection. 

Overnight in Montalcino


Day 4: Transfer to L’Andana & Morellino di Scansano

Enjoy a late breakfast and chauffeur pick up to arrive at your accommodations in Castiglione della Pescaia. 

Upon arrival settle in your rooms and enjoy lunch on the Estate
After lunch relax and enjoy your beautiful Hotel find out the activities such as horse riding, golfing, or relax by the pool and enjoy the Spa.

Overnight in Castiglione Della Pescaia


Day 5: Wine Tasting and Dinner at Castiglione della Pescaia

Meet you driver in the late afternoon for a transfer to Castiglione della Pescaia, you will stop along the way at a boutique winery an architectural masterpiece by local architect group Hydea. Continue to the quaint town of Castiglione della Pescaia where you will enjoy dinner at a local restaurant

Overnight in Castiglione Della Pescaia 


Day 6:  Bolgheri 

After breakfast meet your driver to visit a boutique winery in the area of Bolgheri. Enjoy a tour followed by a tasting. After your  continue to the town of Bolgheri where you will enjoy lunch. Enjoy the small village with its characteristic shops

Overnight in Castiglione Della Pescaia



Day 7: Da Caino - Two Star Michelin 

Meet your driver after breakfast for your transfer to your beautiful resort in Porto Ercole. Along the way stop at a Relais & Chateux two star michelin restaurant Da Caino. After lunch continue to your luxury Resort. 

Overnight in Porto Ercole


Day 8: Il Pellicano 

Free Day at the Resort to enjoy the Spa and the activities

Overnight in Porto Ercole


Day 9: Transfer to Rome Airport

After breakfast meet you driver for your transfer to Rome Airport



Hotels Recommendations (To be paid for separately) 

Montalcino: Castello di Velona

Castiglione della Pescaia: L’Andana

Porto Ercole: Il Pellicano


Price: 6.690 Euro (based on two travelers) 

Price: 7.660 Euro (based on four travelers)



  • 1 Guide Historical Tours - Reservations and tickets to museams and galleries
  • 4 Wine tasting tour 
  • Full day excursion with all transportation in Chauffeur Driver in Mercedes Sedan or Minivan
  • Transfers with English speaking driver in Mercedes Chauffeur 
  • Lunch, Dinners to be paid for separately