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Tuscany & the Italian Riviera

Discover charming, picturesque Tuscany countryside and explore the colorful villages of Cinque Terre. Stay in a classical villa for four nights and visit breathtaking locations in Tuscany each day. Stop in the medieval hill towns of Volterra, Cortona, and San Gimignano. In Florence, the birthplace of the Renaissance, visit the Duomo and the Galleria dell’Accademia, home to Michelangelo’s David. Tour Pisa and visit its famous Leaning Tower. Traveling north to the heart of the Italian Riviera for two nights, we explore the pastel-colored fishing communities of Cinque Terre and take a pleasant boat ride to quaint Portofino, the Pearl of the Italian Riviera.

Hosted By: Kathy Mykleby

Former WISN TV Anchor

WISN TV

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The Holiday Advantage
Airfare Included
Airfare Included
Exceptional Accommodations with Baggage Handling
Exceptional Accommodations with Baggage Handling
Premier Attractions
Premier Attractions
Professional Tour Directors
Professional Tour Directors
Motorcoach & Professional Driver
Motorcoach & Professional Driver
Low Deposit, Guaranteed Prices, & No Hidden Costs
Low Deposit, Guaranteed Prices, & No Hidden Costs
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Call to Book 1-888-867-2190

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Day 1 : Ciao Italia!

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

Day 2 : Arrive in Rome

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 is nestled among a panorama of landscaped gardens, olive groves, and vineyards, offering us a chance to relax in an environment surrounded by the beauty of Tuscany. All rooms overlook the Chianti hills.

This evening we get to know our fellow travelers over authentic Tuscan cuisine complete with local wine.

Dinner

Day 3 : Volterra & San Gimignano

Today we visit two of Italy’s best preserved medieval hill towns. Both are surrounded by fortified walls and overlook rolling farmland. Pre-dating the Roman Empire, Volterra was once an important Etruscan city. Learn about its ancient history and see the more recent 12th-century Romanesque cathedral.

In the afternoon we visit San Gimignano, famous for its medieval towers once used by feuding noble families. During our free time here, roam the quaint cobblestone streets and squares that make this ancient hill town so mesmerizing.

Discover the tastes of the region with an included dinner tonight.

Breakfast, Dinner

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 the first European to discover the Bay of New York. We delight in an included dinner featuring a fantastic selection of wines, meats, and cheeses for our sampling pleasures.

Breakfast, Dinner

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.

Breakfast, Dinner

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 overlooks the Ligurian Sea.

Breakfast, Dinner

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.

Breakfast

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 near the airport.

Tonight, we gather together for a Holiday Vacations Farewell Dinner and toast our new friendships.

Breakfast, Dinner

Day 9 : Arrivederci, Italia

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

Breakfast

Additional Tour Information

Your Holiday Vacations Experience Includes

  • All airfare
  • All fuel surcharges, government fees, airport & departure taxes
  • Holiday Vacations Tour Director
  • Motorcoach & professional driver
  • Baggage handling at hotels
  • $100 Loyalty Credit for a future tour

All Accommodations Featuring

  • 4 nights at the Hotel Casafrassi, Castellina in Chianti, Tuscany
  • 2 nights in Sestri Levante
  • 1 night at the Hotel Legnano Palace, Legnano

Attractions & Highlights

  • Tuscan countryside
  • Volterra city tour
  • Alabaster carving demonstration
  • San Gimignano
  • Florence city tour - The Duomo, Galleria dell’Accademia & Michelangelo’s David
  • Galleria dell’Accademia feat. Michelangelo’s David
  • Cortona city tour
  • Leaning Tower of Pisa & Field of Miracles
  • Sestri Levante
  • Cinque Terre
  • Boat ride to & from Portofino
  • Portofino Coast

13 Excellent Meals Featuring

  • Daily European breakfasts
  • Holiday Vacations Welcome & Farewell Dinners
  • Dinner & wine tasting at Castello di Verrazzano
  • Dinner in Sestri Levante

Tour Dates & Pricing

Occupancy

Price Per Person

Request a Quote

Double

$5399

Single

$6099

Final Payment Date: 07/13/2021

Tour Map for Tuscany & the Italian Riviera

Departure Cities

Kathy Mykleby

After starting her news career in 1976 and subsequently spending 38 of those years at WISN 12, veteran journalist, anchor and reporter Kathy Mykleby has announced her retirement. In late November, Mykleby will deliver her final news broadcast and begin her new chapter.

Mykleby is a renowned journalist, receiving awards and recognitions from numerous organizations, including the Wisconsin Broadcasters Association, the Milwaukee Press Club, the Associated Press and the United Press International. She was inducted into Milwaukee’s Silver Circle by the Chicago/Midwest Chapter of the National Academy of Television Arts and Sciences, served as 2010/2011 president of the Milwaukee Press Club and won a regional Emmy Award for storytelling about Alzheimer’s Disease. In 2017, Mykleby co-anchored the newscast that earned WISN 12 News an Edward R. Murrow Award for “Best Large Market Newscast.”

It has been a blessing and an honor to work in this field for so long. I’m so proud of the stories I’ve shared, but I’m also excited to take a step back and now focus on my own adventures.” says Mykleby.

Join Kathy and other WISN 12 viewers on this amazing trip of a lifetime.