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New! Tailor Made Italy: Tuscany & Beyond

Luxury Tailor Made Travel: A private journey with expert local guides, customized to your interests

Private journey
Days: 12  |  From: $14,995

Luxury Tailor Made Journeys depart on the dates that work for you and feature expert local guides throughout your journey. The itinerary below can be customized to your interests.


Tailor Made Italy: Tuscany & Beyond

Day 1: Arrive Rome, Italy

Arrive in Rome, capital of Italy, where you are met by your Guardian Angel, transferred to your hotel and assisted with check-in.

Baglioni Hotel Regina

Day 2: Rome | Descending Through Time

Enjoy your first morning in Rome at leisure, free to relax or begin your explorations of this magnificent city. This afternoon, accompanied by your private guide, explore the church of San Clemente, descending three levels — and through two thousand years of history — to see the remains of a fourth-century basilica and buildings from the time of Nero. Continue to the atmospheric catacombs of San Sebastiano, burial site of saints.

Baglioni Hotel Regina   |   Meals: B

Day 3: Rome | Treasures of the Borghese

This morning, travel the Via Veneto to the elegant Villa Borghese. Surrounded by leafy parkland, it houses Cardinal Borghese’s incredible collection of antiquities and paintings. View the stunning Caravaggio canvases, Titian's enigmatic Sacred and Profane Love and striking sculptures by Bernini and Canova. Afterward, stroll through the lush parkland or pause at the romantic Lake Garden. Spend your afternoon at leisure.

Baglioni Hotel Regina   |   Meals: B

Day 4: Orvieto/Tuscany | Wine Tasting in Tuscan Landscapes

Drive into the rolling Tuscan countryside for a guided walking tour of Orvieto, home to the cathedral housing Luca Signorelli’s Cycle of the Apocalypse. Continue across breathtaking rural landscapes for a visit to a local vineyard, where you savor a wine tasting.

Castello del Nero   |   Meals: B

Day 5: San Gimignano/Siena | Idyllic Small Towns

Set out this morning for the picturesque medieval town of San Gimignano, where you explore on your own, perhaps visiting the Collegiata, with its 15th-century frescoes; the Palazzo del Popolo, now the municipal museum; or the Church of Sant'Agostino. Continue to scenic Siena for a guided walking tour. View the Piazza del Campo, one of the finest main squares in Italy. Visit Siena's Duomo and see the unforgettable frescoes in the Piccolomini Library.

Castello del Nero   |   Meals: B

Day 6: Southern Tuscany | Insider Access with Cheese Tasting

Travel southeast to Pienza and view its Renaissance city center, designed by native son Pope Pius II. Proceed to nearby Montepulciano, an archetypal Tuscan hilltop town, for superb views over the surrounding countryside. Enjoy a tasting of some wonderful regional wines, and visit a typical Tuscan farmhouse in nearby Val d’Orcia for a private Ricotta cheese-making demonstration followed by a tasting.

Castello del Nero   |   Meals: B

Day 7: Chianti/Florence | Scenic Countryside Drive

Venture into the Chianti region today, in the beautiful Tuscan countryside, renowned for its art, history and evocative landscapes. Journey past hill-towns encircled by Etruscan walls and slender cypress trees, venturing among vineyards and olive groves, farmhouses, villas and castles. Stop for a Chianti wine tasting at a local vineyard as you wind your way to Florence.

Relais Santa Croce   |   Meals: B

Day 8: Pisa | The Famous Leaning Tower

Today, visit Pisa, viewing its iconic Leaning Tower, which you may choose to climb (minimum age 8 years); the magnificent 11th-century Duomo (cathedral), a masterpiece of Romanesque architecture; and the austerely beautiful Baptistry. Although less so than the tower, the Duomo and the Baptistry both have a lean — as do other buildings in Pisa — due to the unsteady soil rich in ground water. Enjoy lunch at leisure before returning to Florence.

Relais Santa Croce   |   Meals: B

Day 9: Florence | Admiring Renaissance Masterworks

Tour Florence, visiting the famed Duomo (Cathedral of Santa Maria del Fiore) and the Galleria dell'Accademia, where you view Michelangelo's incomparable David. Continue to the world-famous Uffizi Gallery to admire such celebrated works as Caravaggio's Medusa, Botticelli's Birth of Venus, Da Vinci's Annunciation and the Madonna of the Goldfinch by Raphael.

Relais Santa Croce   |   Meals: B

Day 10: Venice | Wonders of St. Mark’s Basilica

Journey by high-speed rail to Venice, where you embark on a cruise of the Grand Canal before arriving at your hotel. This afternoon, discover Venice on a walking tour that includes glorious St. Mark’s Basilica. View the four magnificent bronze horses on the exterior and behold the interior filled with luminous mosaics and marble floors. Stop to admire La Fenice Theater and view the Grand Canal from the Accademia Bridge.

Baglioni Hotel Luna   |   Meals: B

Day 11: Venice | Murano Glass & the Grand Canal

Begin your day at the Frari church, where you admire Bellini’s Madonna and Child and an altarpiece, Assumption of the Virgin, by Titian. Then, immerse yourself in local life with a visit to the market district around the Rialto Bridge. Next, sample Venetian cuisine at a bacaro (wine bar) that serves cicheti (traditional snacks) with un’ombra (a small glass of wine). Embark by private motorboat across the Venetian Lagoon to the island of Murano, famous for its elaborate glass wares, to see how the glass is blown. Then, head to the colorful island of Burano, noted for its handmade lace. Tonight, enjoy a relaxing gondola ride on the romantic Grand Canal.

Baglioni Hotel Luna   |   Meals: B

Day 12: Depart Venice

After breakfast, transfer to the Venice airport and depart.

Meals: B

Enhance Your Journey

Elevate your experience with a host of options available for an additional cost.

Accommodation Options

Alternate hotels and room upgrades are available for this journey.

Rome | Classic Rome & the Trastevere District

During your time in Rome, you may choose to explore the Campo dei Fiori marketplace (excluding Sunday); stroll Piazza Navona to see Bernini's famous Fountain of the Four Rivers; visit the Pantheon; and continue to the Trevi Fountain, immortalised in Fellini's La Dolce Vita. Then, visit the lively Trastevere District with its bustling market and ancient streets.

Florence | Exclusive Pasta Factory Visit

Add a private tour of one of the oldest Tuscan pasta makers, located in a small medieval hill town about one hour outside of Florence. Established in 1926, the factory is still owned and operated by family members with a passion for maintaining tradition.

Related Brochures

Europe | Luxury Tailor Made Journeys

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