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Tour Overview

Tuscany & the Italian Riviera

Discover Tuscany’s charming, picturesque countryside while staying in an upscale hotel for four nights and visiting breathtaking locations each day. Become immersed in history dating back to the 5th century with stops in the medieval hill towns of Volterra, Cortona, and San Gimignano. In Florence, visit the Duomo and the Galleria dell’Accademia, home to Michelangelo’s David, then tour Pisa and wander through the Field of Miracles to see its famous Leaning Tower. Spend two nights in the heart of the Italian Riviera, on the stunning Ligurian Coast, and explore the pastel-colored fishing communities of Cinque Terre. Enjoy a pleasant boat ride to quaint Portofino, the Pearl of the Italian Riviera, before our journey concludes in Milan.

Hosted By: Stephanie Trotter

WYFF News 4 Reporter

WYFF TV

View Biography

The Holiday Advantage
Airfare Included
Airfare Included
Low Deposit, Guaranteed Prices, & No Hidden Costs
Low Deposit, Guaranteed Prices, & No Hidden Costs
Exceptional Accommodations
Exceptional Accommodations
Most Meals Included
Most Meals Included
Premier Attractions
Premier Attractions
Professional Tour Directors
Professional Tour Directors
Call 1-888-867-2190 to Book
Tour Highlights

Additional Tour Information

Your Holiday Vacations Experience Includes:

Accommodations

All Accommodations Featuring

  • 4 nights at Park Hotel Chianti in Tuscany
  • 2 nights Best Western Hotel Regina Elena on the Ligurian Coast
  • 1 night at Palace Hotel Legnano near the Milan airport
Attractions & Highlights

Attractions & Highlights

  • Tuscan countryside
  • Volterra guided walking tour feat. Alabaster carving demonstration
  • San Gimignano guided walking tour
  • Florence guided city tour feat. the Duomo, Galleria dell’Accademia & Michelangelo’s David
  • Cortona orientation walk
  • Field of Miracles feat. Leaning Tower of Pisa
  • Cinque Terre
  • Boat ride to Portofino
  • Ligurian Coast
Meals

13 Excellent Meals Featuring

  • Daily European breakfast
  • Welcome Dinner in Chianti
  • Dinner & wine tasting at Castello di Verrazzano
  • Dinner on the Ligurian Coast
  • Farewell Dinner in Milan
Tour Date & Pricing

Tour Dates & Pricing

Occupancy

Price Per Person

Book Now

Double

$6699

Book Now

Single

$7399

Book Now

Final Payment Date: 06/17/2025

Day Itinerary

Day Itinerary

Day 1 : Fly to Europe

Our adventure begins with a relaxing overnight flight to Italy.

Day 2 : Tuscan Countryside

Upon arriving in Rome, our Italian guide greets us and we begin the scenic journey through Tuscany’s famous landscapes. Our countryside home for the next four nights is nestled within the rolling hills of Chianti, offering breathtaking vistas and a serene atmosphere. This evening, we get to know fellow travelers over a Welcome Dinner of 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 of which are surrounded by fortified walls and overlook hilly farmland. Our first stop is Volterra, once an important Etruscan city that predates the Roman Empire. Learn about its ancient history during a walking tour with views of the 12th-century Romanesque cathedral, medieval frescoes, and iconic bell tower. We also watch an impressive carving of Alabaster, a locally mined soft rock and mineral. Our afternoon is spent at San Gimignano, famous for its medieval towers once used by feuding noble families. During your leisure time, roam the quaint cobblestone streets and squares that make this town so mesmerizing. Later, we indulge in regional cuisine for dinner.

Breakfast, Dinner

Day 4 : Florence

Our day begins with a tour of Florence, the birthplace of the Renaissance. Visit the Galleria dell’Accademia and view incredible works, including Michelangelo’s David, then marvel at the Duomo, the largest brick dome ever constructed. Gaze upon Ghiberti’s bronze doors of the Baptistery, often called the Gates of Paradise, before taking time to visit Ponte Vecchio’s unique hanging houses and shops or enjoy a fresh gelato. Later, we’re treated to a special evening at Castello di Verrazzano, where we learn the history of celebrated navigator Giovanni da Verrazzano and savor a dinner paired with a fantastic selection of wine samplings.

Breakfast, Dinner

Day 5 : Cortona

We travel to the hilltop town of Cortona this morning for a fascinating tour with our Italian guide. Admire the medieval architecture of Piazza Garibaldi, the sights and shops along the Via Nazionale, and the opulence of Palazzo Casali, which displays relics from the Etruscan, Roman, and Egyptian civilizations. The afternoon is yours to enjoy the Renaissance churches, olive groves, and terraces that surround us in this picture-perfect town. Following an included dinner, we head back to our hotel in Chianti.

Breakfast, Dinner

Day 6 : Pisa & Ligurian Coast

Say arrivederci to Tuscany as we travel north to Pisa, known for its timeless architecture as well as historic churches and palaces. Our guide introduces us to the area famously called "The Field of Miracles," where we see the world-famous Leaning Tower of Pisa. Grab a bucket list photo in front of this impressive structure, then take some time at leisure before our journey continues to Santa Margherita Ligure on the Ligurian Coast, our home for the next two nights.

Breakfast, Dinner

Day 7 : Cinque Terre

Today, we visit one of Italy’s most well-loved destinations, an Italian National Park and UNESCO World Heritage Site: Cinque Terre. Climb aboard the Cinque Terre Express for a day of exploring quaint cities on this rocky coastline along the Mediterranean Sea. We start in the village of Riomaggiore, then continue on to Vernazza, and end in Monterosso al Mare, with a lovely beach and beautiful lemon trees. Enjoy superb views of pastel-colored buildings in charming fishing villages and distinctive terraced vineyards that produce local wine, such as specialty dry whites. Later, we return to our hotel for an evening at leisure.

Breakfast

Day 8 : Italian Riviera

Enjoy a relaxing morning before a ferry ride takes us to Portofino, known as the Pearl of the Italian Riviera. This enchanting fishing village, boasting a picturesque harbor, is frequented by some of Europe’s wealthiest and most discerning pleasure seekers. After free time to explore, we travel to Milan and check in to our overnight accommodations near the airport. Tonight, we gather for a celebratory Farewell Dinner and toast to our adventures.

Breakfast, Dinner

Day 9 : Fly Home

We return home today with fond memories of our Italian adventure.

Breakfast
Tour Map

Tour Map

Tour Map for Tuscany & the Italian Riviera
Departure Cities

Departure Cities

WYFF TV Pickup Locations:

Greer, SC - Greenville-Spartanburg International Airport

Tuscany & the Italian Riviera

Discover Tuscany’s charming, picturesque countryside while staying in an upscale hotel for four nights and visiting breathtaking locations each day. Become immersed in history dating back to the 5th century with stops in the medieval hill towns of Volterra, Cortona, and San Gimignano. In Florence, visit the Duomo and the Galleria dell’Accademia, home to Michelangelo’s David, then tour Pisa and wander through the Field of Miracles to see its famous Leaning Tower. Spend two nights in the heart of the Italian Riviera, on the stunning Ligurian Coast, and explore the pastel-colored fishing communities of Cinque Terre. Enjoy a pleasant boat ride to quaint Portofino, the Pearl of the Italian Riviera, before our journey concludes in Milan.

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

Additional Tour Information

Your Holiday Vacations Experience Includes:

Accommodations

All Accommodations Featuring

  • 4 nights at Park Hotel Chianti in Tuscany
  • 2 nights Best Western Hotel Regina Elena on the Ligurian Coast
  • 1 night at Palace Hotel Legnano near the Milan airport
Attractions & Highlights

Attractions & Highlights

  • Tuscan countryside
  • Volterra guided walking tour feat. Alabaster carving demonstration
  • San Gimignano guided walking tour
  • Florence guided city tour feat. the Duomo, Galleria dell’Accademia & Michelangelo’s David
  • Cortona orientation walk
  • Field of Miracles feat. Leaning Tower of Pisa
  • Cinque Terre
  • Boat ride to Portofino
  • Ligurian Coast
Meals

13 Excellent Meals Featuring

  • Daily European breakfast
  • Welcome Dinner in Chianti
  • Dinner & wine tasting at Castello di Verrazzano
  • Dinner on the Ligurian Coast
  • Farewell Dinner in Milan

Tour Dates & Pricing

Occupancy

Price Per Person

Book Now

Double

$6699

Single

$7399

Final Payment Date: 06/17/2025

Day Itinerary

Day 1 : Fly to Europe

Our adventure begins with a relaxing overnight flight to Italy.

Day 2 : Tuscan Countryside

Upon arriving in Rome, our Italian guide greets us and we begin the scenic journey through Tuscany’s famous landscapes. Our countryside home for the next four nights is nestled within the rolling hills of Chianti, offering breathtaking vistas and a serene atmosphere. This evening, we get to know fellow travelers over a Welcome Dinner of 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 of which are surrounded by fortified walls and overlook hilly farmland. Our first stop is Volterra, once an important Etruscan city that predates the Roman Empire. Learn about its ancient history during a walking tour with views of the 12th-century Romanesque cathedral, medieval frescoes, and iconic bell tower. We also watch an impressive carving of Alabaster, a locally mined soft rock and mineral. Our afternoon is spent at San Gimignano, famous for its medieval towers once used by feuding noble families. During your leisure time, roam the quaint cobblestone streets and squares that make this town so mesmerizing. Later, we indulge in regional cuisine for dinner.

Breakfast, Dinner

Day 4 : Florence

Our day begins with a tour of Florence, the birthplace of the Renaissance. Visit the Galleria dell’Accademia and view incredible works, including Michelangelo’s David, then marvel at the Duomo, the largest brick dome ever constructed. Gaze upon Ghiberti’s bronze doors of the Baptistery, often called the Gates of Paradise, before taking time to visit Ponte Vecchio’s unique hanging houses and shops or enjoy a fresh gelato. Later, we’re treated to a special evening at Castello di Verrazzano, where we learn the history of celebrated navigator Giovanni da Verrazzano and savor a dinner paired with a fantastic selection of wine samplings.

Breakfast, Dinner

Day 5 : Cortona

We travel to the hilltop town of Cortona this morning for a fascinating tour with our Italian guide. Admire the medieval architecture of Piazza Garibaldi, the sights and shops along the Via Nazionale, and the opulence of Palazzo Casali, which displays relics from the Etruscan, Roman, and Egyptian civilizations. The afternoon is yours to enjoy the Renaissance churches, olive groves, and terraces that surround us in this picture-perfect town. Following an included dinner, we head back to our hotel in Chianti.

Breakfast, Dinner

Day 6 : Pisa & Ligurian Coast

Say arrivederci to Tuscany as we travel north to Pisa, known for its timeless architecture as well as historic churches and palaces. Our guide introduces us to the area famously called "The Field of Miracles," where we see the world-famous Leaning Tower of Pisa. Grab a bucket list photo in front of this impressive structure, then take some time at leisure before our journey continues to Santa Margherita Ligure on the Ligurian Coast, our home for the next two nights.

Breakfast, Dinner

Day 7 : Cinque Terre

Today, we visit one of Italy’s most well-loved destinations, an Italian National Park and UNESCO World Heritage Site: Cinque Terre. Climb aboard the Cinque Terre Express for a day of exploring quaint cities on this rocky coastline along the Mediterranean Sea. We start in the village of Riomaggiore, then continue on to Vernazza, and end in Monterosso al Mare, with a lovely beach and beautiful lemon trees. Enjoy superb views of pastel-colored buildings in charming fishing villages and distinctive terraced vineyards that produce local wine, such as specialty dry whites. Later, we return to our hotel for an evening at leisure.

Breakfast

Day 8 : Italian Riviera

Enjoy a relaxing morning before a ferry ride takes us to Portofino, known as the Pearl of the Italian Riviera. This enchanting fishing village, boasting a picturesque harbor, is frequented by some of Europe’s wealthiest and most discerning pleasure seekers. After free time to explore, we travel to Milan and check in to our overnight accommodations near the airport. Tonight, we gather for a celebratory Farewell Dinner and toast to our adventures.

Breakfast, Dinner

Day 9 : Fly Home

We return home today with fond memories of our Italian adventure.

Breakfast

Tour Map

Tour Map for Tuscany & the Italian Riviera

Departure Cities

WYFF TV Pickup Locations:

Greer, SC - Greenville-Spartanburg International Airport