10-Nights Best of Italy - Small Group from $6,675

Insight Vacations

OFFER ID 1517226

Best Of Italy - Small Group
Explore the best of Italy on this 11-day guided tour. In Rome, marvel at the treasures around every corner and learn about its three thousand years of history. As your travels continue along the Bay of Naples, stop on the slopes of Mount Vesuvius for lunch at a local farm still growing traditional produce unique to the region. In Florence, learn the secrets of leather making from a local leatherworker. Fall in love with Venice as you see churches and palaces from a private boat, and cruise its canals on a romantic gondola ride. Sail to Capri, where craggy mountains cascade into the Tyrrhenian Sea; a Local Expert will help you navigate its narrow alleys. Before you say arrivederci to Italy, enjoy one last experience: a private opera during a four-course meal that features local wine.


Dining Summary

  • 1 Dinner (D)
  • 10 Breakfast (B)
  • 4 Dinner with Wine (DW)
  • 1 Lunch with Wine (LW)
Choice Highlights
  • Choose between two carefully selected activities
  • Florence: Take a stroll with your Travel Director to Piazza Santa Croce and immerse yourself in the essence of la dolce vita of Florence while you enjoy a typical Italian treat in a local cafe.
  • Florence: Stand beside Michelangelo's monumental statue, 'David', in the Accademia Gallery, and admire the exquisite technique and absorbing history behind the world's most famous sculpture.
Additional Included Highlights
  • Personal radio headsets give you the freedom to wander during visits to famous highlights, without missing any of your Local Expert's fascinating commentary.
  • Hotel and restaurant tips are included - you'll never have to worry about how much to give, nor search for foreign currency. We also include all taxes and porterage charges at hotels.
  • We carry your bags for you and promptly deliver them to your hotel door.
  • From time to time, your Travel Director will delight you with an Insight Flourish, which is a local specialty representing the destination.
  • Stay connected with friends and family with our complimentary coach and hotel Wi-Fi (where available).
  • If your arrival and/or departure flights are as per the itinerary start and end dates, then transfers are available at scheduled times. If your flights are outside these times, or you have booked additional nights accommodation with Insight Vacations, you may purchase transfers or make your own way from/to the airport.
Authentic Dining
  • Rome: Savor dinner at a uniquely Roman restaurant, offering a perfect exploration of Lazio's typical flavors.
  • Florence: Experience local Florentine flavors while relaxing over dinner with wine.
  • Rome: Enjoy a Celebration Dinner of delicious Italian cuisine and wine, accompanied by the rich tremolo of some of Italy's best loved songs.
Insight Choice
  • Florence: Take a stroll with your Travel Director to Piazza Santa Croce and immerse yourself in the essence of la dolce vita of Florence while you enjoy a typical Italian treat in a local cafe.
  • Florence: Stand beside Michelangelo's monumental statue, 'David', in the Accademia Gallery, and admire the exquisite technique and absorbing history behind the world's most famous sculpture.
Insight Experiences
  • Rome: Enjoy exclusive access to the Basilica of Saint Praxedes during an after-hours visit. This 9th-century basilica’s simple facade guards the world's best-preserved Byzantine mosaics. The history of the church springs to life as you admire the interior’s treasured collection, including Bernini's first sculpture and the renowned mosaics, illuminated for your visit. This once-in-a-lifetime experience is a rare and unforgettable insight into Rome and its religious history.
Make Travel Matter
  • Venice: Witness the ancient skill of glassblowing, now practised by precious few masters. Watch artisans create delicate works of art using rare traditional practices. The workshop's master craftsmen teach visitors about the traditional craft of glassblowing and its history which dates back to the 15th century. Every visit helps to support the workshop and the survival of this traditional craft.  This workshop directly supports United Nations Sustainable Development Goal 11: Sustainable Cities and Communities.
  • Vesuvius National Park: Visit Casa Barone, a small family-run farm on the slopes of Mt. Vesuvius and one of the world’s only producers of Piennolo tomatoes. Learn about their commitment to sustainability and taste the flavors of this special tomato during your Farm-to-Table lunch. Casa Barone cultivates the endangered endemic food species of Piennolo tomato as well as other traditional elements of the classic Vesuvian Countryside, using cultivation methods with low environmental impact. Through their production the farm prevents the local biodiversity from disappearing. This experience advances United Nations Sustainable Development Goal 15: Life on Land.
Top Rated Highlights
  • Rome: Discover ancient treasures of Rome with a passionate local. See Circus Maximus and the Ancient Forum, where Ancient Roman political life and law courts mingled with open-air markets and shops.
  • Florence: See the historic neighborhood of the Santa Croce Basilica and witness local craftspersons at work during a gold and leatherwork demonstration.
  • Florence: Enjoy a stroll through Renaissance Florence and admire the medieval buildings that gave birth to this new style of architecture.
  • Pisa: During your orientation, your Travel Director will show you the baptistery bristling with marble spines, and the colonnaded bell tower lurching behind the 11th-century cathedral - the famous Leaning Tower of Pisa.
  • Venice: With your Travel Director cruise to St. Mark's Square and see the Doge's Palace, Bridge


10 nights from $6,675 per person

Itinerary

Insight Vacations: Best of Italy - Small Group

Day 1 - Welcome to the Eternal City of Rome
2025 marks a Jubilee Year, a momentous Roman Catholic event celebrated every 25 years, turning Rome into a center of celebration. As festivities unfold, itineraries may be adjusted to ensure you make the most of your time as you visit the Eternal City. Welcome to Rome, a glorious city filled with classic antiquities, medieval buildings, Renaissance palaces and baroque churches. Settle in before joining your Travel Director for a private visit to the Basilica of Saint Praxedes, welcomed by the Rector of the basilica. End the day getting to know your fellow travelers over Roman specialties during dinner at a local restaurant.
Accommodations: Golden Tulip Rome Piram
Meals: Dinner

Day 2 - Vatican City and Rome with a Local
The 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, and see St. Peter's Basilica. Cross the Tiber river to enjoy ancient Rome. See the incredible Circus Maximus. Admire the beautifully preserved Arch of Constantine and discover the history, the construction and the legends of the iconic Colosseum on a guided visit. As you stroll with your Local Expert, imagine the gladiatorial battles and roaring spectators around the arena. Later, perhaps continue your exploration of Rome to see the Pantheon and the stunning piazzas and fountains of Rome.
Accommodations: Golden Tulip Rome Piram
Meals: Breakfast

Day 3 - The Chianti Hills to Florence
Drive to the picturesque Chianti Hills and the historic city of Florence. Upon arrival, you will have the opportunity to discover the secrets of traditional Florentine leatherwork, gaining insight into the techniques that have been passed down through generations. Get up close and personal with unique pieces to appreciate the skill of local craftspersons keeping important traditions alive. Additionally, you will witness a fascinating gold demonstration, showcasing local artistry and craftsmanship. This evening, indulge in a delicious meal at a local restaurant, savoring the authentic flavors of Florentine cuisine.
Accommodations: NH Firenze, Florence, Albani Firenze, Florence
Meals: Breakfast, Dinner with Wine

Day 4 - Florence, Birthplace of the Renaissance
Explore Florence with Insight Choice. Choose to visit the Accademia Museum and see Michelangelo’s David. After, continue on foot to admire the multi-colored marble cathedral, bell tower and baptistery, where Ghiberti’s Gates of Paradise have been recreated in all their glory. Continue into the Piazza della Signoria, still the political heart of Florence and an open-air gallery of Renaissance masterpieces. Spend time gazing at statues such as Neptune and Hercules and Cacus along the front of the Palazzo Vecchio. Alternatively, take a stroll with your Travel Director to Piazza Santa Croce to enjoy a typical Italian treat in a local café, where you will be in the perfect spot to admire the basilica, indulge in people-watching the elegant Florentines and pamper yourself shopping for luxury goods like gold and leather. In the afternoon, perhaps journey to view the medieval towers of San Gimignano's historic center.
Accommodations: NH Firenze, Florence, Albani Firenze, Florence
Meals: Breakfast

Day 5 - Pisa to Venice, the Queen of the Adriatic
Journey to the coastal town of Pisa and see the famous Leaning Tower in the Square of Miracles, as well as the baptistery and colonnaded bell tower behind the cathedral. Relax and enjoy the scenery as you cross the spectacular Apennine Mountains, passing through the Emilia-Romagna region, one of Europe's most intensely farmed and fertile plains. Continue through the marshes of the Venetian Lagoon before crossing the causeway into the enchanting floating city of Venice. As evening falls, day-trippers leave the city to return to the mainland, allowing you to appreciate the peace and tranquillity of Venice from your centrally located hotel. Tonight, indulge in a delicious dinner at a local restaurant, savoring the unique flavors of Venetian cuisine.
Accommodations: NH Venezia Santa Lucia, Venice
Meals: Breakfast, Dinner with Wine

Day 6 - Venice and the Magic of La Serenissima Relaxed Start
Cruise by private boat on a journey of discovery past churches and palaces reflecting the rich architectural history of Venice from the 13th to the 18th centuries. Marvel at the intricate façades and learn about the stories behind these historical buildings. Arrive close to St Mark's Square and stroll along the waterfront, passing the iconic Bridge of Sighs and the majestic Doge's Palace. It was from here that the infamous Casanova made his daring escape. Turn the corner into St Mark's Square and be captivated by the grandeur of the basilica. Afterwards, board a traditional gondola for a serenade along the romantic canals. Join a MAKE TRAVEL MATTER® Experience and witness the artistry of expert glassblowers as they create beautiful, handcrafted glass pieces, preserving centuries-old techniques and traditions.
Accommodations: NH Venezia Santa Lucia, Venice
Meals: Breakfast

Day 7 - Assisi
Journey to the peaceful town of Assisi, dotted with medieval churches, colorful frescoes and shady courtyards. In the valley, see the Church of St. Mary of the Angels, much venerated as the place of St. Francis' death, then continue up Mount Subasio to the upper town. With your Local Expert, step inside the huge Basilica of St. Francis, built in the 13th century. The frescoes painted by Giotto here heralded a new era in Italian art. Arrive at your hotel, located in the heart of the medieval Old Town. Enjoy the tranquillity of the historic old town during free time. Perhaps stroll along Via San Francesco, with its quaint stone buildings that sell food, souvenirs and religious artifacts.
Accommodations: Giotto Assisi
Meals: Breakfast, Dinner with Wine

Day 8 - Sorrento on the coast
Travel south, passing Cassino, the site of a fierce and pivotal battle during World War II. Continue your journey along the spectacular clifftop road, offering breathtaking views, to reach the resort of the Sorrento coast. This charming area overlooks the Bay of Naples and provides stunning vistas of Mount Vesuvius. After checking in to your hotel, spend the rest of the day at your leisure, exploring the beautiful surroundings or relaxing in the comfort of your accommodations.
Accommodations: Isabella, Sorrento
Meals: Breakfast

Day 9 - Capri, the Isle of Dreams
Cross the Bay of Naples to reach the beautiful Isle of Capri, a rock rising sheer from the Mediterranean! For 2,000 years, Capri has beckoned visitors from Emperor Tiberius to Gracie Fields. Arriving at the Marina Grande by boat, ascend to Capri town. A Local Expert joins you for an exploration of the narrow alleyways. Browse in deluxe boutiques and wonder at the views over the Tyrrhenian Sea. Descend to the port by funicular railway and return to Sorrento, where you are at leisure for the rest of the day. Perhaps head to Positano for an exploration of the colorful Amalfi Coast?
Accommodations: Isabella, Sorrento
Meals: Breakfast

Day 10 - Pompeii, frozen in time and on to Rome
Continue to Pompeii, the opulent Roman town that was preserved by layers of ash from the disastrous eruption of Mount Vesuvius in A.D. 79. A walk with your Local Expert through the cobbled streets and extensive excavations reveals the daily life of ancient Roman civilization. Visit the Forum and peer into shops and patrician villas, decorated with colorful wall paintings. Join a MAKE TRAVEL MATTER® Experience in Vesuvius National Park and visit Casa Barone. This small family-run farm on the slopes of the volcano is one of the world’s only producers of Piennolo tomatoes, an endangered fruit that only thrives in the fertile volcanic soil. Each harvest is sustainably farmed and cared for by the extended Barone family, who all work here. Be sure to savor the unique flavors of this rare tomato during a truly unique Farm-to-Table lunch. Your journey continues to Rome. In the evening, enjoy an elegant four-course dinner with local wine at a Roman restaurant. As you dine, enjoy a private performance of popular songs and arias from some of Italy's best-loved operas.
Accommodations: Kolbe, Rome, NH Roma Centro, Rome
Meals: Breakfast, Lunch with Wine, Dinner with Wine

Day 11 - 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.
Meals: Breakfast

Featured Destinations
Sorrento
Capri
Assisi
Venice
Florence
Rome

Vacation Details

Valid Date Ranges
04/03/2025 - 04/13/2025
from $6,994 per person
05/08/2025 - 05/18/2025
from $6,825 per person
05/22/2025 - 06/01/2025
from $6,675 per person *
06/26/2025 - 07/06/2025
from $6,695 per person
07/10/2025 - 07/20/2025
from $7,063 per person
07/31/2025 - 08/10/2025
from $6,869 per person
09/11/2025 - 09/21/2025
from $6,825 per person
10/09/2025 - 10/19/2025
from $6,750 per person


* This departure has been designated a guaranteed departure by the operator, meaning that the minimum number of guests has been met, although still subject to weather and other conditions.
Prices Start At
from $6,675 per person
Length
10 Nights
Air City
Call for airfares from your city.
Vacation Rating
Deluxe
Fine dining, on-site bars or lounges and room service with extended hours are characteristic of deluxe establishments. Guest services usually include valet parking, concierge services, baggage assistance and laundry services. Other on-site facilities often include shops and boutiques, full service spas, full fitness facilities with pools and tennis courts. Business amenities may include available up-to-date technology and support staffs available for services. Attention to detail is apparent in the guestrooms which typically have stylish furnishings, quality bedding and bath products and often provide an evening turn down service.
Remarks
Trip prices are per person, land only, based on double occupancy and reflect applicable discounts. Trip prices and discounts are subject to change. Airfare is additional. Tour prices, dates and itineraries are correct at the time of the website going live, however are subject to confirmation at the time of booking. Other restrictions may apply.

All fares are quoted in US Dollars.

OFFER ID
1517226

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San Simeon Travel

1253 Knollwood Circle - Suite 102
Cambria, CA 93428
USA

805.927.4696
800-266-3359