Tuscany & the Italian Riviera

Discover the charming Tuscan countryside, visit and
explore the colorful villages of the Cinque Terre.

Harbour of Vernazza

Tuscany & the Italian Riviera

Discover the charming Tuscany countryside and explore the colorful villages of the Cinque Terre. Stay in a classical villa for four nights as we visit breathtaking destinations in Tuscany each day. Visit medieval hill towns in Volterra, Cortona, San Gimignano, and Florence, the birthplace of the Renaissance. In Florence we’ll visit to the Duomo and the Galleria dell’Accademia, home to Michelangelo’s David. Tour Pisa and visit its famous Leaning Tower. We continue to the Santa Margherita Ligure in the heart of the Italian Riviera where we stay for two nights. We’ll explore the pastel-colored fishing communities of Cinque Terre and take a short boat ride to picturesque Portofino, celebrated as the Pearl of the Italian Riviera.

Tour Highlights
  • All airfare
  • All fuel surcharges, government fees, airport & departure taxes (minimum value of $728 per person)
  • Holiday Vacations Tour Director & Italian guides
  • Motorcoach and professional Driver
  • Baggage handling at hotels
  • $100 travel voucher for a future Holiday Vacations tour
Request a Call
Call to Book 1-800-826-2266

Day 1 : Ciao Italia!

Our tour begins with an overnight flight to Italy. Anticipation builds as we fly across the ocean.

Day 2 : Tuscany

Upon arrival we are greeted by our Italian tour guide who accompanies us throughout our tour. We then begin our journey through the famous rolling hills of Tuscany to our home for the next four nights, the delightful Hotel Casafrassi. This Neoclassical villa sits nestled among a panorama of landscaped gardens, olive groves and vineyards and offers optional wine tasting and much more. All rooms overlook the Chianti hills. This evening, enjoy a Holiday Vacations Welcome Dinner at the hotel’s cozy restaurant and meet our fellow travelers over expertly prepared Italian cuisine and local wine.

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Day 3 : Volterra & San Gimignano

Today we visit two of Italy’s best preserved medieval hill towns, both still surrounded by fortified walls and overlooking rolling farmland. Pre-dating the Roman Empire, Volterra was once an important Etruscan city. Learn about its ancient history, see the more recent 12th-century Romanesque cathedral and perhaps shop for something made from locally mined alabaster. In the afternoon we visit San Gimignano, famous for its medieval towers once owned by feuding noble families. During your free time here, roam the quaint cobblestone streets and squares that make this ancient hill town so mesmerizing. Discover the tastes of the region at an included dinner tonight.

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Day 4 : Florence

Today we tour Florence, birthplace of the Renaissance. Visit the Galleria dell’Accademia and view incredible works including Michelangelo’s David. Wonder at the Duomo, the largest brick dome ever constructed and gaze upon Ghiberti’s bronze doors of the Baptistery, often called the Gates of Paradise. Take time this afternoon to visit the Ponte Vecchio, a famous bridge housing local gold vendors, or enjoy a fresh gelato, traditional Italian style ice cream. This evening offers a special treat, the winery at Castello di Verrazzano. Learn the history of Giovanni da Verrazzano, celebrated navigator and discoverer of the Bay of New York. We delight in an included dinner featuring a fantastic selection of wines, meats and cheeses for our sampling pleasures.

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Day 5 : Cortona

After a splendid breakfast, we make our way to the hilltop town of Cortona. Our Italian guide will provide a fascinating tour of the medieval architecture of the Piazza Garibaldi, the sights and shops of the Via Nazionale and the Palazzo Casali, displaying relics from the Etruscan, Roman and Egyptian civilizations. The afternoon is yours for individual pursuits to enjoy the Renaissance churches, olive groves and terraces that surround us in this picture-postcard town. Tonight we take in an included dinner and bid farewell to our time in Tuscany.

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Day 6 : Pisa & Sestri Levante

Enjoy breakfast on the terrace and say arrivederci to Tuscany as we travel north to Pisa, known for its opulent churches and palaces. Our guide introduces us to the area of the city famously called “The Field of Miracles” where we see the world-famous Leaning Tower of Pisa. We continue to the comfortable coastal town Sestri Levante along the Italian Riviera. The original part of this lovely city is on a peninsula and our hotel is located in a park-like setting overlooking the sea.

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Day 7 : Cinque Terre

Today we visit the Cinque Terre, an Italian National Park and UNESCO World Heritage site. We have the day to visit this rocky coastline on the Mediterranean Sea. The pastel colors of the buildings in the tiny fishing villages make for stunning pictures. Enjoy superb views of the distinctive terraced vineyards that produce the local dry white wines. We start in the morning at the little village of Riomaggiore, sightsee to Vernazza and end our visit in Monterosso al Mare, the village with the best beach and beautiful lemon trees. We return to Sestri Levante for an evening at leisure.

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Day 8 : Italian Riviera

A short boat ride takes us to Portofino, known as the Pearl of the Italian Riviera. This enchanting fishing village with its picturesque harbor is frequented by some of Europe’s wealthiest and most discerning pleasure seekers. This afternoon we travel to Milan for our overnight accommodations. Tonight, we gather together for a Holiday Vacations Farewell Dinner and toast our new friendships.

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Day 9 : Arrivederci, Italia

After an included breakfast, we make our way home with fond memories of our Italian adventure.

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Additional Tour Information

Your Holiday Vacations Experience Includes

  • All airfare
  • All fuel surcharges, government fees, airport & departure taxes (minimum value of $728 per person)
  • Holiday Vacations Tour Director & Italian guides
  • Motorcoach and professional Driver
  • Baggage handling at hotels
  • $100 travel voucher for a future Holiday Vacations tour

Tour Dates & Pricing

September 9th, 2019 - September 17th, 2019

Category - Occupancy

Price (Per Person)

Double

$5299

Single

$5999

Final Payment Date: 06/6/2019

September 16th, 2019 - September 24th, 2019

Category - Occupancy

Price (Per Person)

Double

$5299

Single

$5999

Final Payment Date: 06/13/2019

September 23rd, 2019 - October 1st, 2019

Category - Occupancy

Price (Per Person)

Double

$5299

Single

$5999

Final Payment Date: 06/20/2019

October 7th, 2019 - October 15th, 2019

Category - Occupancy

Price (Per Person)

Double

$5299

Single

$5999

Final Payment Date: 07/4/2019

October 23rd, 2019 - October 31st, 2019

Category - Occupancy

Price (Per Person)

Double

$5299

Single

$5999

Final Payment Date: 07/20/2019

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