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Tour

Italy Bellissimo

If toasting epic Tuscan sunsets, soaking up the sun-kissed sophistication of Italy’s most popular cities and olive oil tasting in a real Italian Borgo with new friends sounds like your idea of perf...

If toasting epic Tuscan sunsets, soaking up the sun-kissed sophistication of Italy’s most popular cities and olive oil tasting in a real Italian Borgo with new friends sounds like your idea of perfection, this is one of those bellissimo Italy trips that would seduce even the sirens of Capri.

(from USD 3,875)

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Italy Bellissimo
If toasting epic Tuscan sunsets, soaking up the sun-kissed sophistication of Italy’s most popular cities and olive oil tasting in a real Italian Borgo with new friends sounds like your idea of perfection, this is one of those bellissimo Italy trips that would seduce even the sirens of Capri.

Dining Summary

  • 5 Dinner (D)
  • 10 Breakfast (B)

Must-see Highlights

  • Fast-track Admission to the Vatican Museums
  • Explore Rome, Pompeii, Capri, Assisi and Florence
  • Discover Perugia, Venice and San Gimignano
  • Visit St. Peter's Basilica, the Vatican Museums, the Sistine Chapel and the Colosseum in Rome, the excavations at Pompeii, the Basilica of St. Francis in Assisi
  • View the ancient sites of Rome, St. Mark's Basilica in Venice, the Leaning Tower of Pisa, the Santa Croce Basilica, the Duomo and the Ponte Vecchio in Florence
  • Scenic Cruise Ferry to the Isle of Capri, private launch to St. Mark's Square in Venice

Iconic Experience

  • Rome: Gain fast-track admission to the Vatican Museums to marvel at the magnificent work of Michelangelo in the Sistine Chapel.
  • Rome: Discover ancient treasures of Rome with a Local Specialist. See Circus Maximus and visit the mighty Colosseum, which bears witness to the limitless courage of the gladiators.
  • Rome: During an orientation with your Travel Director see the medieval buildings, Renaissance palaces and Baroque churches scattered throughout the city.
  • Pompeii: Walk with a Local Specialist through the cobbled streets of this ill-fated town, frozen in time since the 1st century.
  • Capri: Join a Local Specialist for a guided walk through Capri’s elegant lanes and vibrant squares. Hear how this island has long attracted artists, writers and Hollywood icons. Visit historic landmarks and local boutiques, and discover how generations of islanders have lived alongside the glamour, from Roman emperors to the jet-set names of the 1950s and beyond.
  • Assisi: With a Local Specialist, find out why the Basilica of St. Francis is considered to be one of the crowning artistic achievements of 13th-century Europe.
  • Modena: Travel through the lush landscape of Emilia-Romagna, past hilltop towns and agricultural lands.
  • Pisa: In the Piazza dei Miracoli, see the baptistery, cathedral and the famous Leaning Tower of Pisa.
  • Florence: Join a Local Specialist to view the multi-colored marble cathedral, bell tower and baptistery, adorned by Ghiberti's Gates of Paradise. Visit the political heart of the city, Signoria Square.
  • Florence: See the area around Santa Croce Basilica, famous for the quality of its luxury goods, and witness a gold and leatherwork demonstration.
  • San Gimignano: Visit the medieval Manhattan of Italy as you explore the UNESCO-listed center of San Gimignano and admire the city's distinctive towers. 

MAKE TRAVEL MATTER®

  • Perugia: Visit the Laboratorio Giuditta Brozzetti Museum and meet the Alliance for Artisan Enterprise to learn about the history of Italian hand-weaving during a private demonstration. Your visit directly supports United Nations Sustainable Development Goals 5 & 11: Gender Equality & Sustainable Cities and Communities.
  • Venice: Discover the ancient skill of Venetian glassblowing and play a part in preserving this traditional craft. Your visit directly supports United Nations Sustainable Development Goal 11: Sustainable Cities and Communities.

Trafalgar Difference

  • Venice: Robert Browning, a poet and playwright, loved this ‘gracious country home’, and you will too when you experience the beauty of this 19th-century eclectic hotel on Lido Island.

Be My Guest

  • Florence: Meet Sandra and Antonella on their historic family farm for an exclusive Be My Guest dinner at the Agriturismo Borgo Vigna Vecchia in the Tuscan hills.

Details

Tour Operator
Trafalgar
Start City
Rome
End City
Rome
Duration (Days)
11
Activity Level
Country Explorer

Highlights

  • Country Explorer
  • Country Explorer
Pricing & departures
Option From Departs Returns
Twin USD 4,095 June 12, 2026 June 22, 2026
TwinShare USD 4,095 June 12, 2026 June 22, 2026
Triple USD 3,975 June 12, 2026 June 22, 2026
Single USD 4,725 June 12, 2026 June 22, 2026
Twin USD 4,595 June 14, 2026 June 24, 2026
TwinShare USD 4,595 June 14, 2026 June 24, 2026
Triple USD 4,475 June 14, 2026 June 24, 2026
Single USD 5,225 June 14, 2026 June 24, 2026
Twin USD 4,550 June 19, 2026 June 29, 2026
TwinShare USD 4,550 June 19, 2026 June 29, 2026
Triple USD 4,425 June 19, 2026 June 29, 2026
Single USD 5,175 June 19, 2026 June 29, 2026
Twin USD 4,050 June 21, 2026 July 1, 2026
TwinShare USD 4,050 June 21, 2026 July 1, 2026
Triple USD 3,925 June 21, 2026 July 1, 2026
Single USD 4,725 June 21, 2026 July 1, 2026
Twin USD 3,995 June 26, 2026 July 6, 2026
TwinShare USD 3,995 June 26, 2026 July 6, 2026
Triple USD 3,875 June 26, 2026 July 6, 2026
Single USD 4,625 June 26, 2026 July 6, 2026
Twin USD 4,425 June 28, 2026 July 8, 2026
TwinShare USD 4,425 June 28, 2026 July 8, 2026
Triple USD 4,295 June 28, 2026 July 8, 2026
Single USD 5,075 June 28, 2026 July 8, 2026
Twin USD 4,450 July 5, 2026 July 15, 2026
TwinShare USD 4,450 July 5, 2026 July 15, 2026
Triple USD 4,325 July 5, 2026 July 15, 2026
Single USD 5,025 July 5, 2026 July 15, 2026
Twin USD 4,450 July 12, 2026 July 22, 2026
TwinShare USD 4,450 July 12, 2026 July 22, 2026
Triple USD 4,325 July 12, 2026 July 22, 2026
Single USD 5,025 July 12, 2026 July 22, 2026
Twin USD 4,095 July 26, 2026 August 5, 2026
TwinShare USD 4,095 July 26, 2026 August 5, 2026
Triple USD 3,975 July 26, 2026 August 5, 2026
Single USD 4,675 July 26, 2026 August 5, 2026
Twin USD 4,050 August 16, 2026 August 26, 2026
TwinShare USD 4,050 August 16, 2026 August 26, 2026
Triple USD 3,925 August 16, 2026 August 26, 2026
Single USD 4,650 August 16, 2026 August 26, 2026
Twin USD 4,175 August 23, 2026 September 2, 2026
TwinShare USD 4,175 August 23, 2026 September 2, 2026
Triple USD 4,050 August 23, 2026 September 2, 2026
Single USD 4,850 August 23, 2026 September 2, 2026
Twin USD 4,525 August 28, 2026 September 7, 2026
TwinShare USD 4,525 August 28, 2026 September 7, 2026
Triple USD 4,395 August 28, 2026 September 7, 2026
Single USD 5,175 August 28, 2026 September 7, 2026
Twin USD 4,550 August 30, 2026 September 9, 2026
TwinShare USD 4,550 August 30, 2026 September 9, 2026
Triple USD 4,425 August 30, 2026 September 9, 2026
Single USD 5,195 August 30, 2026 September 9, 2026
Twin USD 4,550 September 4, 2026 September 14, 2026
TwinShare USD 4,550 September 4, 2026 September 14, 2026
Triple USD 4,425 September 4, 2026 September 14, 2026
Single USD 5,175 September 4, 2026 September 14, 2026
Twin USD 4,650 September 6, 2026 September 16, 2026
TwinShare USD 4,650 September 6, 2026 September 16, 2026
Triple USD 4,525 September 6, 2026 September 16, 2026
Single USD 5,325 September 6, 2026 September 16, 2026
Twin USD 4,750 September 11, 2026 September 21, 2026
TwinShare USD 4,750 September 11, 2026 September 21, 2026
Triple USD 4,625 September 11, 2026 September 21, 2026
Single USD 5,375 September 11, 2026 September 21, 2026
Twin USD 4,750 September 13, 2026 September 23, 2026
TwinShare USD 4,750 September 13, 2026 September 23, 2026
Triple USD 4,625 September 13, 2026 September 23, 2026
Single USD 5,425 September 13, 2026 September 23, 2026
Twin USD 4,750 September 18, 2026 September 28, 2026
TwinShare USD 4,750 September 18, 2026 September 28, 2026
Triple USD 4,625 September 18, 2026 September 28, 2026
Single USD 5,395 September 18, 2026 September 28, 2026
Twin USD 4,825 September 20, 2026 September 30, 2026
TwinShare USD 4,825 September 20, 2026 September 30, 2026
Triple USD 4,695 September 20, 2026 September 30, 2026
Single USD 5,495 September 20, 2026 September 30, 2026
Twin USD 4,825 September 25, 2026 October 5, 2026
TwinShare USD 4,825 September 25, 2026 October 5, 2026
Triple USD 4,695 September 25, 2026 October 5, 2026
Single USD 5,450 September 25, 2026 October 5, 2026
Twin USD 4,825 September 27, 2026 October 7, 2026
TwinShare USD 4,825 September 27, 2026 October 7, 2026
Triple USD 4,695 September 27, 2026 October 7, 2026
Single USD 5,495 September 27, 2026 October 7, 2026
Twin USD 4,825 October 2, 2026 October 12, 2026
TwinShare USD 4,825 October 2, 2026 October 12, 2026
Triple USD 4,695 October 2, 2026 October 12, 2026
Single USD 5,425 October 2, 2026 October 12, 2026
Twin USD 4,825 October 4, 2026 October 14, 2026
TwinShare USD 4,825 October 4, 2026 October 14, 2026
Triple USD 4,695 October 4, 2026 October 14, 2026
Single USD 5,450 October 4, 2026 October 14, 2026
Twin USD 4,850 October 9, 2026 October 19, 2026
TwinShare USD 4,850 October 9, 2026 October 19, 2026
Triple USD 4,725 October 9, 2026 October 19, 2026
Single USD 5,475 October 9, 2026 October 19, 2026
Twin USD 4,695 October 11, 2026 October 21, 2026
TwinShare USD 4,695 October 11, 2026 October 21, 2026
Triple USD 4,575 October 11, 2026 October 21, 2026
Single USD 5,325 October 11, 2026 October 21, 2026
Twin USD 4,795 October 16, 2026 October 26, 2026
TwinShare USD 4,795 October 16, 2026 October 26, 2026
Triple USD 4,675 October 16, 2026 October 26, 2026
Single USD 5,395 October 16, 2026 October 26, 2026
Twin USD 4,795 October 18, 2026 October 28, 2026
TwinShare USD 4,795 October 18, 2026 October 28, 2026
Triple USD 4,675 October 18, 2026 October 28, 2026
Single USD 5,395 October 18, 2026 October 28, 2026
Twin USD 4,450 October 23, 2026 November 2, 2026
TwinShare USD 4,450 October 23, 2026 November 2, 2026
Triple USD 4,330 October 23, 2026 November 2, 2026
Single USD 5,050 October 23, 2026 November 2, 2026
Day by day
  1. Day 1

    Welcome to Rome

    Take time to embrace the Italian passion for life on this grand adventure that starts and ends in the 'Eternal City' of Rome. Spend the day exploring on your own before meeting your Travel Director and fellow travelers this evening for a light meal. Locations: Rome

  2. Day 2

    Explore Ancient Rome and the Vatican City

    Begin your journey through Rome at the Vatican Museums, where you’ll join a Local Specialist to see Michelangelo’s frescoed ceiling in the Sistine Chapel and his Pietà inside St. Peter’s Basilica. Explore the landmarks of Ancient Rome, viewing the Circus Maximus and visiting the Colosseum. This afternoon is yours to explore—relax in a lively piazza with a coffee or visit one of the city’s world-class museums. Please note: On some departures, access to St. Peter’s Basilica may be restricted due to the Papal Audience. You’ll still have time to take in the atmosphere of St. Peter’s Square during your visit to Vatican City. Locations: Rome, Vatican City, Rome

  3. Day 3

    Admire Pompeii and on to Capri

    Our Italy travel itinerary continues south towards the ancient city of Pompeii, which remains frozen in time since it was covered in ash during the eruption of Mount Vesuvius centuries ago. Here, you'll join a Local Specialist who will share insights into the city's tragic history. Cruising across the Bay of Naples next, arrive at the Isle of Capri, where you'll spend the next two nights in picture-perfect surroundings. Locations: Rome, Pompeii, Capri

  4. Day 4

    A Day on the Isle of Capri

    Explore the glamour of Capri and see views of the marina and Augustus Gardens on a walking tour with a Local Specialist. Venture to the heart of the island and the legendary piazzetta, where the locals come to people-watch. Spend free time shopping at elegant boutiques or perhaps join an Optional Experience to explore the rugged coastline and hidden grottos by private motor launch. Tonight, we dine at our hotel. Locations: Capri

  5. Day 5

    Onwards to Assisi

    Sail back across the Mediterranean to Naples and venture north to the historic city of Perugia. Here, you'll discover Italy’s weaving tradition during an impressive MAKE TRAVEL MATTER® Experience at our visit to Laboratorio Giuditta Brozzetti, a TreadRight and JoinTrafalgar Heritage Initiative project. Explore one of the last remaining traditional wooden frame hand-weaving workshops in the country, before continuing to the ancient hilltop town of Assisi where tonight you will stay at one of our hotels that overlooks the old town. Locations: Capri, Perugia, Assisi

  6. Day 6

    Journey to Venice

    Join a Local Specialist and visit the Basilica of St. Francis, famous for Giotto's exquisite frescoes and 13th century stained glass windows. Continue north past hilltop medieval villages and through picturesque farming plains towards Venice, the 'Queen of the Adriatic'. Enjoy a free evening watching the sunset over the Venetian Lagoon or consider joining an optional experience before retiring at your Stays with Stories hotel, once a beloved home-away-from-home for Romantic poet, Robert Browning. Locations: Assisi, Venice

  7. Day 7

    Cruise the Canals of Venice

    The Winged Lion of Venice is your constant companion as you cruise by private launch to your memorable MAKE TRAVEL MATTER® Experience bringing to life the 13th-century tradition of Venetian glassblowing. Watch the talented master craftsmen use the same techniques that have been passed down through the generations, perhaps inspired to buy a souvenir or two to remind you of your visit. Next, you’ll continue on to St. Mark's Square where you’ll view the Basilica, the ornate Doge's Palace and Bridge of Sighs, so named because of the sound prisoners made as they took one last look at their beloved city from the bridge before meeting their fate. The rest of the afternoon is yours to explore what was once the haunt of Casanova and Marco Polo, and you’ll want to relish every second experiencing life in this enchanting city. Locations: Venice

  8. Day 8

    Discover Pisa and the Tuscan Hills

    Wondering what's next on our Italy trip itinerary? This morning, travel to Pisa and visit its Field of Miracles to view the famous Leaning Tower before arriving in the spa-resort of Montecatini Terme in Tuscany, your home for the next two nights. Locations: Venice, Pisa, Montecatini Terme

  9. Day 9

    Off to Renaissance Florence

    Explore one of the world's most cultural cities today - the former home of great masters and a testament to the ambitious legacy of the Medici family. Your Local Specialist shares all the sights, including views of the magnificent marble Duomo and Baptistery. Visit Piazza della Signoria, the heart of this flourishing city with its statues and stunning palazzi, then view the Ponte Vecchio. Later, enjoy some free time to stroll around the city and embrace this Renaissance gem. This evening, you'll enjoy a Be My Guest experience with the Callistri family at their borgo for a delicious Italian dinner, olive oil tasting and leisurely walk through their olive groves and lemon orchards. Locations: Montecatini Terme, Florence, Montecatini Terme

  10. Day 10

    Venture to San Gimignano and Rome

    Admire the medieval beauty of San Gimignano today, walking to the triangular Piazza della Cisterna, the hub of this historic town. See the extraordinary architecture of this hilltop 'medieval Manhattan', shop for local products or relax with a gelato at a sidewalk cafe. This evening, celebrate a magnificent Italian adventure with newfound friends at dinner. Locations: Montecatini Terme, San Gimignano, Rome

  11. Day 11

    Arrivederci Rome

    After breakfast, say a fond farewell to Italy and prepare to return home after a memorable Italian journey of discovery. Locations: Rome

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