Tour Overview

Tuscany & the Italian Riviera

Discover Tuscany’s charming, picturesque countryside while staying in a classical villa 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. 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: Harvey Leonard

Chief Meteorologist Emeritus

WCVB 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

You can earn a $100 Travel Show Credit good for your next trip with Holiday Vacations by simply clicking the photo to watch the online travel show! The show is about 10 minutes long and at the end, you'll have the ability to submit your contact information and receive a travel credit which can be applied to this or any Holiday Vacations tour. Get started now!

EACC
Tour Highlights

Additional Tour Information

Your Holiday Vacations Experience Includes:

Accommodations

All Accommodations Featuring

  • 4 nights at the Hotel Casafrassi, Castellina in Chianti, Tuscany
  • 2 nights along the Ligurian Coast
  • 1 night near the Milan airport
Attractions & Highlights

Attractions & Highlights

  • Tuscan countryside
  • Volterra guided tour
  • San Gimignano guided tour
  • Florence guided city tour
    • The Duomo
    • Galleria dell’Accademia
    • Michelangelo’s David
  • Cortona guided tour
  • Leaning Tower of Pisa & Field of Miracles
  • Cinque Terre
  • Boat ride to & from Portofino
  • Ligurian Coast
Meals

13 Excellent Meals Featuring

  • Daily European breakfasts
  • Welcome & Farewell Dinners
  • Dinner & wine tasting at Castello di Verrazzano
  • Dinner on the Ligurian Coast
Tour Date & Pricing

Tour Dates & Pricing

Occupancy

Price Per Person

Request Booking Now

Double

$5799

Request Booking Now

Single

$6499

Request Booking Now

Final Payment Date: 06/11/2024

Day Itinerary

Day Itinerary

Day 1 : Overnight flight to Europe

Our tour begins with an overnight flight to Italy.

Day 2 : Arrive in Rome

Upon arrival, we are greeted by our Italian guide and begin the scenic journey through Tuscany’s famous landscapes to our home for the next four nights. Within the rolling hills of Chianti, it offers breathtaking vistas for us to soak in while relaxing. 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 of which 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.

Breakfast, Dinner

Day 4 : Florence

This morning we tour Florence, birthplace of the Renaissance. Visit the Galleria dell’Accademia and view incredible works including Michelangelo’s David. Marvel 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 to visit the iconic Ponte Vecchio Bridge with its unique hanging houses and shops or enjoy a fresh gelato. This evening offers a special treat, the winery at Castello di Verrazzano. Learn the history of celebrated navigator Giovanni da Verrazzano. We delight in an included dinner featuring a fantastic selection of wines for our sampling pleasure.

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 Piazza Garibaldi, sights and shops of the Via Nazionale, and Palazzo Casali, displaying 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 bid farewell to our time in Tuscany.

Breakfast, Dinner

Day 6 : Pisa & Ligurian Coast

Say arrivederci to Tuscany as we travel north to Pisa, known for its opulent 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. We then have some time at leisure in the city before we continue our journey to our home for the next two nights, Santa Margherita Ligure, nestled along the Ligurian Coast.

Breakfast, Dinner

Day 7 : Cinque Terre

Today we visit Cinque Terre, an Italian National Park and UNESCO World Heritage Site. Arrive by rail on the Cinque Terre Express for a day of exploring cities on this rocky coastline along the Mediterranean Sea. Pastel colored buildings in the tiny fishing villages make for stunning pictures. Enjoy superb views of the distinctive terraced vineyards that produce local wine, the specialty here being dry whites. Our adventure begins at the quaint village of Riomaggiore, we continue on to Vernazza, and end our visit in Monterosso al Mare, with a lovely beach and beautiful lemon trees. We return to our hotel 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 where we gather for a Farewell Dinner and toast our new friendships.

Breakfast, Dinner

Day 9 : Fly Home

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

Breakfast
Tour Map

Tour Map

Tour Map for Tuscany & the Italian Riviera
Departure Cities

Departure Cities

WCVB TV Pickup Locations:

Boston, MA - Boston Logan International Airport

Tuscany & the Italian Riviera

Discover Tuscany’s charming, picturesque countryside while staying in a classical villa 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. 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

You can earn a $100 Travel Show Credit good for your next trip with Holiday Vacations by simply clicking the photo to watch the online travel show! The show is about 10 minutes long and at the end, you'll have the ability to submit your contact information and receive a travel credit which can be applied to this or any Holiday Vacations tour. Get started now!

EACC

Additional Tour Information

Your Holiday Vacations Experience Includes:

Accommodations

All Accommodations Featuring

  • 4 nights at the Hotel Casafrassi, Castellina in Chianti, Tuscany
  • 2 nights along the Ligurian Coast
  • 1 night near the Milan airport
Attractions & Highlights

Attractions & Highlights

  • Tuscan countryside
  • Volterra guided tour
  • San Gimignano guided tour
  • Florence guided city tour
    • The Duomo
    • Galleria dell’Accademia
    • Michelangelo’s David
  • Cortona guided tour
  • Leaning Tower of Pisa & Field of Miracles
  • Cinque Terre
  • Boat ride to & from Portofino
  • Ligurian Coast
Meals

13 Excellent Meals Featuring

  • Daily European breakfasts
  • Welcome & Farewell Dinners
  • Dinner & wine tasting at Castello di Verrazzano
  • Dinner on the Ligurian Coast

Tour Dates & Pricing

Occupancy

Price Per Person

Request Booking Now

Double

$5799

Single

$6499

Final Payment Date: 06/11/2024

Day Itinerary

Day 1 : Overnight flight to Europe

Our tour begins with an overnight flight to Italy.

Day 2 : Arrive in Rome

Upon arrival, we are greeted by our Italian guide and begin the scenic journey through Tuscany’s famous landscapes to our home for the next four nights. Within the rolling hills of Chianti, it offers breathtaking vistas for us to soak in while relaxing. 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 of which 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.

Breakfast, Dinner

Day 4 : Florence

This morning we tour Florence, birthplace of the Renaissance. Visit the Galleria dell’Accademia and view incredible works including Michelangelo’s David. Marvel 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 to visit the iconic Ponte Vecchio Bridge with its unique hanging houses and shops or enjoy a fresh gelato. This evening offers a special treat, the winery at Castello di Verrazzano. Learn the history of celebrated navigator Giovanni da Verrazzano. We delight in an included dinner featuring a fantastic selection of wines for our sampling pleasure.

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 Piazza Garibaldi, sights and shops of the Via Nazionale, and Palazzo Casali, displaying 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 bid farewell to our time in Tuscany.

Breakfast, Dinner

Day 6 : Pisa & Ligurian Coast

Say arrivederci to Tuscany as we travel north to Pisa, known for its opulent 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. We then have some time at leisure in the city before we continue our journey to our home for the next two nights, Santa Margherita Ligure, nestled along the Ligurian Coast.

Breakfast, Dinner

Day 7 : Cinque Terre

Today we visit Cinque Terre, an Italian National Park and UNESCO World Heritage Site. Arrive by rail on the Cinque Terre Express for a day of exploring cities on this rocky coastline along the Mediterranean Sea. Pastel colored buildings in the tiny fishing villages make for stunning pictures. Enjoy superb views of the distinctive terraced vineyards that produce local wine, the specialty here being dry whites. Our adventure begins at the quaint village of Riomaggiore, we continue on to Vernazza, and end our visit in Monterosso al Mare, with a lovely beach and beautiful lemon trees. We return to our hotel 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 where we gather for a Farewell Dinner and toast our new friendships.

Breakfast, Dinner

Day 9 : Fly Home

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

Breakfast

Tour Map

Tour Map for Tuscany & the Italian Riviera

Departure Cities

WCVB TV Pickup Locations:

Boston, MA - Boston Logan International Airport