Italian Escapade - Classic Group - Insight Tour
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Insight Guided Tour

Italian Escapade - Classic Group

13 Days 28 Departures
From $4,856 per person

Departure Dates & Pricing

28 departures available

Departure DateEnd DateStatusInsight Price Per PersonPavlus Discounted Price
Aug 18, 2026 Aug 30, 2026 Available $4,856per person Get Our Discounted Price
Sep 1, 2026 Sep 13, 2026 Available $6,233per person Get Our Discounted Price
Sep 8, 2026 Sep 20, 2026 Available $6,075per person Get Our Discounted Price
Sep 15, 2026 Sep 27, 2026 Available $6,750per person Get Our Discounted Price
Sep 22, 2026 Oct 4, 2026 Available $6,750per person Get Our Discounted Price
Sep 29, 2026 Oct 11, 2026 Available $6,925per person Get Our Discounted Price
Oct 13, 2026 Oct 25, 2026 Available $6,695per person Get Our Discounted Price
Apr 13, 2027 Apr 25, 2027 Available $5,355per person Get Our Discounted Price
Apr 20, 2027 May 2, 2027 Available $5,950per person Get Our Discounted Price
Apr 27, 2027 May 9, 2027 Available $5,355per person Get Our Discounted Price
May 4, 2027 May 16, 2027 Available $5,756per person Get Our Discounted Price
May 11, 2027 May 23, 2027 Available $5,756per person Get Our Discounted Price
May 25, 2027 Jun 6, 2027 Available $5,783per person Get Our Discounted Price
Jun 1, 2027 Jun 13, 2027 Available $5,975per person Get Our Discounted Price
Jun 15, 2027 Jun 27, 2027 Available $5,648per person Get Our Discounted Price
Jun 22, 2027 Jul 4, 2027 Available $5,950per person Get Our Discounted Price
Jun 29, 2027 Jul 11, 2027 Available $5,925per person Get Our Discounted Price
Jul 6, 2027 Jul 18, 2027 Available $5,288per person Get Our Discounted Price
Jul 20, 2027 Aug 1, 2027 Available $5,725per person Get Our Discounted Price
Jul 27, 2027 Aug 8, 2027 Available $5,108per person Get Our Discounted Price
Aug 10, 2027 Aug 22, 2027 Available $5,675per person Get Our Discounted Price
Aug 17, 2027 Aug 29, 2027 Available $5,108per person Get Our Discounted Price
Aug 31, 2027 Sep 12, 2027 Available $5,423per person Get Our Discounted Price
Sep 7, 2027 Sep 19, 2027 Available $6,495per person Get Our Discounted Price
Sep 14, 2027 Sep 26, 2027 Available $5,846per person Get Our Discounted Price
Sep 21, 2027 Oct 3, 2027 Available $6,450per person Get Our Discounted Price
Sep 28, 2027 Oct 10, 2027 Available $6,425per person Get Our Discounted Price
Oct 12, 2027 Oct 24, 2027 Available $5,783per person Get Our Discounted Price

Tour Overview

Travel from Rome to Venice during this 13-day guided tour of Italy. Experience ancient Rome: see the Colosseum, where gladiators once fought, and Circus Maximus, where chariots raced for sport. Cruise around Venice in a private boat, then step onto St. Mark’s Square and stand in awe of its gothic-style Doge’s Palace. Sail to Murano Island, where a glassblower will manipulate molten glass into a work of art in front of your eyes. View the southern cliffs of Sorrento and see majestic Mount Vesuvius in the distance. Discover the island of Capri with a Local Expert. Explore its charming alleyways and duck into a shop to purchase a memento. Celebrate a spectacular vacation with a delicious dinner featuring Roman flavors in the Eternal City.

Tour Summary

Duration13 Days / 12 Nights
OperatorInsight
Departures28 in 2026–2027
Starting From$4,856 pp

Tour Route

Map of your 13-day journey

Italian Escapade - Classic Group route map

Day-by-Day Itinerary

13 days through your journey

Day 1

Welcome to the Eternal City of Rome

Welcome to Rome, a glorious city filled with classic antiquities, medieval buildings, Renaissance palaces and Baroque churches. Settle in before joining your Travel Director as you indulge in dinner with wine at a local restaurant.
Day 2

Vatican City and Rome with a Local

Your day is devoted to the Eternal City. Join a Local Expert for an in-depth visit to the Vatican Museums, full of priceless art treasures collected by the Popes. Visit the Sistine Chapel, where Popes are elected, to admire Michelangelo’s famous ceiling. Cross the Tiber River to enjoy ancient Rome and see the incredible Circus Maximus and iconic Colosseum. Later, perhaps continue your exploration of Rome to see the Pantheon, the stunning piazzas and fountains of Rome.
Day 3

Siena and Medieval Florence

Head north to Siena, where winding medieval streets lead you into the heart of the city at the vast Piazza del Campo. Stand where the thunder of hooves fills the square during the famed Palio horse race, then admire the Fountain of Joy before walking up to the marble-striped cathedral that dominates the skyline. Continue through Tuscany’s cypress-lined hills and sun-drenched vineyards to Florence, your base for the next two nights. Spend the evening your way — perhaps unwinding at the hotel, exploring the historic center or joining an Optional Experience featuring a traditional Tuscan dinner paired with local wines.
Day 4

Florence, Birthplace of the Renaissance

This morning, join a Local Expert for a walking tour through Florence’s Renaissance heart. With Insight Choice, visit the Accademia Gallery to witness Michelangelo’s David up close before seeing the intricate marble façades of the Duomo, bell tower and baptistery, home to the gilded Gates of Paradise. Alternatively, join your Travel Director for a relaxed stroll to a nearby cafe to enjoy a traditional Italian treat. Continue through the Piazza della Signoria, where statues of Neptune, Hercules and Cacus stand guard over the historic center of civic life. Enjoy free time to wander Florence’s historic streets. After a demonstration of Florence’s traditional leatherwork and gold craftsmanship — an enduring part of the city’s artisan legacy, perhaps join the excursion to San Gimignano, known as Tuscany’s ‘medieval Manhattan’. Admire its iconic towers, hear tales of rival families and explore centuries-old architecture. Your visit also includes a specially selected local delicacy.
Day 5

Pisa and the Italian Lakes

Stop in Pisa to see the incredible Leaning Tower from which Galileo is said to have conducted experiments on velocity and gravity, as well as the splendid cathedral and baptistery, decorated with mosaics and designs in solid marble. Your journey continues, past the marble quarries at Carrara, used since the time of Ancient Rome, through the dramatic Apennine Mountains to the fertile valley of the River Po. Continue to your lakeside resort on beautiful Lake Maggiore. As night time draws in, why not work up an appetite before dinner with a traditional evening stroll, or passeggiata as they say in Italy?
Day 6

The Italian Lake District

Today is set aside for you to relax and enjoy all the fantastic sights of this beautiful lakeland area. For your Dine-Around evening, choose from a selection of hand-picked restaurants for your dining pleasure.
Day 7

To Venice With Wine Along the Way

Follow the southern fringes of the European Alps to the vineyards of the Franciacorta wine region near the shores of Lake Iseo. Here, winemaking traditions run deep. Taste the delicious vintages produced by a master vintner at a family-owned estate. Continue to the unique city of Venice.
Day 8

The Magic of La Serenissima

A private boat ferries you to St. Mark’s Square. Admire the Basilica, Doge's Palace and Bridge of Sighs. Join a visit to a traditional glassblowing workshop, where you’ll witness the artistry of master craftsmen in action. Watch in awe as they create beautiful, handcrafted glass pieces, preserving centuries-old techniques. Later, enjoy the classic Venetian experience of a gondola ride, where you’ll be serenaded as you glide through the city's romantic canals. Spend the afternoon at leisure, seeing Venice your way. As night falls, why not savor the magic of St. Mark’s square with its orchestras and al-fresco cafes?
Day 9

Hilltop Assisi

Skirt the Venetian Lagoon and cross two of Italy’s most important rivers, the Adige and Po. The scenery will then change dramatically as you drive through the wild Apennines. Your destination is the stone-built, hilltop town of Assisi, home of St. Francis. See the Church of St. Mary of the Angels before continuing up Mount Subasio. Then, with our Local Expert, visit the beautiful Basilica of St. Francis.
Day 10

Sorrento on the coast

Journey along the clifftop road to the picturesque resort of Sorrento, perched upon the southern cliffs of the Bay of Naples and looking out to Mount Vesuvius. With the evening at leisure, why not try some of the local specialties during a regional dining experience?
Day 11

Capri, the Isle of Dreams

In the morning, cruise to Capri, known as the Isle of Dreams. With your Local Expert, explore the narrow alleyways of Capri town, browse in exclusive boutiques and wonder at the views over the Tyrrhenian Sea. Descend to the port by funicular railway and return to Sorrento for some relaxation time. Perhaps join an Optional Experience to Positano and the Amalfi Coast?
Day 12

On to ill-fated Pompeii and Rome

Journey north to the ancient Roman city of Pompeii, eerily preserved by the eruptions of Mount Vesuvius in AD 79. Your Local Expert walks you through cobbled streets to explore some of the shops, villas and temples. Witness the colorful frescoes that were hidden for centuries. Continue beneath the striking hilltop Abbey of Montecassino and back to Rome where your journey reaches its zenith in the evening. Take in the vibrant atmosphere of this charming neighborhood as you indulge in fine food, wine, music and a private performance of enchanting operetta for your dinner.
Day 13

Arrivederci Roma

Bid farewell to the glories of Italy, savoring the memories of its enchanting cities, historic landmarks and stunning landscapes. Italy's unique allure will linger in your heart long after you leave.

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