Tuscany Tour for Lovers: Siena, Cortona, Volterra, San Gimignano and Certaldo

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Total Trip:

8 Days

Countries Visited:


Places Visited:

Siena, Cortona, Lucignano, San Gimignano, Certaldo, Volterra, Grosseto, Castiglione della Pescaia, Pisa

Departure Dates:

Dates are flexible and customizable for private departures.
Medieval city walls and historic towers make each town in the Tuscan countryside feel like a fairytale, and you will feel like royalty. On your custom tailored Tuscany tour for lovers, each day takes you to the intimate villages and enchanting landscapes, from lush valleys to glistening seaside. Taste the traditions of elegant, regional cuisine and savor the treasured company of your partner. You will find the charms of history and the enchantment of sunsets over castle walls, sipping wine in


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Customizable Itinerary

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Day 1

The Romance of Tuscany

Tuscany is the pinnacle of Italian beauty, set inside the lush, rolling hills and towering cypress trees. Vineyards wind up and down the landscape and medieval towers rise over the scenery with indelible elegance. When you arrive at the Florence International Airport, your private transfer is waiting. When traveling through the countryside, you find the aroma of the cypress trees fresh and herbaceous. The Tuscan landscape is everything you had imagined, bright with emerald colors and projecting picturesque beauty. At the edge of Siena’s old city center, you find a medieval town filled with magnificent buildings and an ornamental cathedral.

The cobblestone streets wind and twist along the historic buildings. In the Piazza del Duomo, the Gothic structure erected between the 11th and 13th-centuries provides a white and green marble sheen to the square. The city has a romantic ambiance set in its antique décor and slow pace. In the evening, street lamps dimly light the walkways, offering an ethereal glow. The aroma of fresh pici, traditional Tuscan pasta similar to thick spaghetti, cooked with herbaceous fennel seed and pork drifts through the doorways of a classic restaurant. Inside, the atmosphere is charming, allowing you to indulge in every bite, and savor the company.

What's Included:






Day 2

A Private View

Day 3

The Edge of Tuscany

Day 4

Cities in the Sky

Day 5

Walls and Cobbled Streets

Day 6

Turquoise Coast

Day 7

Leaning In

Day 8

In Love in Tuscany
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