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Grand Italy & Sicily (Classic)

17 days
From Rome to Palermo
4.5
765 traveler reviews
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-9%
NZ $10,770 per person

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2027

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Feb
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Plan your adventure:
In-depth Cultural
Immerse yourself in rich history and local traditions
Fully Guided
An experienced guide will be with you for the entire tour
Guided in English
Group Size 20 - 40
All Ages Welcome
Image of a map showing the route of the tour

Itinerary

  1. Day 1

    Rome

    You'll arrive in Rome and get settled into your accommodation. This evening you'll meet your fellow travellers over dinner at a local restaurant serving Roman specialities.

    Meals
    Dinner (Dinner at a uniquely Roman restaurant, offering a perfect exploration of Lazio's typical flavours)
    Accommodation
    Hotel (Hotel St. Martin, Rome), Hotel (St. Martin, Rome)
  2. Day 2

    Rome

    A local expert guides you through Vatican City, starting with the Vatican Museums and Sistine Chapel to see Michelangelo's frescoes. After that, you'll cross the Tiber to ancient Rome for the Circus Maximus, Arch of Constantine, and Colosseum. The afternoon gives you time to check out the Pantheon and wander through some of Rome's beautiful piazzas and fountains.

    Meals
    Breakfast
    Accommodation
    Hotel (Hotel St. Martin, Rome), Hotel (St. Martin, Rome)

    Included Activities

    • Visit Vatican Museums
    • See Sistine Chapel with Michelangelo's frescoes
    • View St. Peter's Basilica dome
    • Guided visit of Colosseum
    • View Circus Maximus
    • View Arch of Constantine
    • Explore Ancient Forum

    Optional Activities

    • Visit Pantheon
    • Explore Rome's piazzas and fountains
    Landmarks
    Vatican Museums
    Sistine Chapel
    St. Peter's Basilica
    Circus Maximus
    Arch of Constantine
    Colosseum
    Pantheon
  3. Day 3

    Rome to Pisa - Santa Margherita Ligure

    You'll drive through the Tuscan countryside with its cypress trees, vineyards, and olive groves to reach Pisa. A local expert shows you the Leaning Tower in the Square of Miracles, plus the marble cathedral and baptistery. From there, you'll continue to Santa Margherita Ligure, a nice seaside resort on the coast.

    Meals
    Breakfast
    Accommodation
    Hotel (Best Western Regina Elena, Santa Margherita Ligure)

    Included Activities

    • View Leaning Tower in Square of Miracles
    • Explore cathedral and baptistery
    Landmarks
    Leaning Tower of Pisa
    Pisa Cathedral
    Pisa Baptistery
  4. Day 4

    Santa Margherita Ligure - Cinque Terre - Portofino

    This morning you'll head to Cinque Terre (a UNESCO World Heritage Site) and approach one of the fishing villages by boat if weather allows, with a local expert. You'll explore the medieval village of Monterosso and its sandy beach, then visit Portofino with its colourful houses. Spend time browsing boutiques and relaxing at cafes while watching yachts in the harbour before cruising back along the Ligurian coast.

    Meals
    Breakfast
    Accommodation
    Hotel (Best Western Regina Elena, Santa Margherita Ligure)

    Included Activities

    • Visit Cinque Terre UNESCO World Heritage Site
    • Boat approach to fishing village (weather permitting)
    • Explore Monterosso medieval quarter
    • Visit Monterosso sandy beach
    • Visit Portofino village
    • Cruise along Ligurian coast
    Landmarks
    Cinque Terre
    Monterosso
    Portofino
  5. Day 5

    Santa Margherita Ligure to Lake Maggiore

    You'll head north to Lake Maggiore and the charming town of Baveno, known for narrow cobbled streets and its square. After settling into your hotel, you can relax and take in the lakeside scenery. In the afternoon, there's an optional boat cruise to Isola Bella to explore the palace and Italian gardens if you're interested.

    Meals
    Breakfast
    Accommodation
    Hotel (Simplon, Baveno)

    Optional Activities

    • Cruise to Isola Bella and explore palace and gardens
    Landmarks
    Lake Maggiore
    Isola Bella
  6. Day 6

    Lake Maggiore to Venice

    You'll travel past the Soave vineyards, through Padua, and on to the canals of Venice. Once you're settled, you'll have dinner with your travelling companions this evening.

    Meals
    Breakfast, Dinner
    Accommodation
    Hotel (Indigo - Sant'Elena, Venice)
    Landmarks
    Soave
    Padua
  7. Day 7

    Venice

    A private boat takes you past churches and palaces that show Venice's architecture from the 13th to 18th centuries. You'll arrive near St Mark's Square and walk along the waterfront, seeing the Bridge of Sighs and Doge's Palace. Inside St Mark's Square, you'll admire the basilica, then board a gondola for a serenade through the canals. Later, you'll watch skilled glassblowers create handcrafted pieces using traditional techniques.

    Meals
    Breakfast
    Accommodation
    Hotel (Indigo - Sant'Elena, Venice)

    Included Activities

    • Private boat cruise through Venice's canals
    • Stroll along waterfront
    • View Bridge of Sighs
    • View Doge's Palace
    • Visit St Mark's Square
    • Visit St Mark's Basilica
    • Traditional gondola ride with serenade
    • Watch glassblowing artisans demonstration
    Landmarks
    Bridge of Sighs
    Doge's Palace
    St Mark's Square
    St Mark's Basilica
  8. Day 8

    Venice to Florence

    After leaving Venice, you'll travel to Florence. You can either visit the Accademia Museum to see Michelangelo's David or join your travel director for a local walk and Italian treat at a cafe. You'll continue exploring the marble cathedral, bell tower, and baptistery with its Gates of Paradise. Strolling through Piazza della Signoria, you'll see Renaissance sculptures. Dinner features traditional Bistecca alla Fiorentina steak paired with local wine.

    Meals
    Breakfast, Dinner (Traditional Bistecca alla Fiorentina steak dinner paired with delicious local wine)
    Accommodation
    Hotel (Hilton Garden Inn Florence Novoli)

    Included Activities

    • Visit Accademia Museum and see Michelangelo's David
    • Explore Florence cathedral, bell tower and baptistery
    • View Ghiberti's Gates of Paradise
    • Explore Piazza della Signoria and Renaissance statues
    • View Palazzo Vecchio

    Optional Activities

    • Stroll with Travel Director to local cafe for Italian treat
    Landmarks
    Accademia Gallery
    Florence Cathedral
    Giotto's Campanile
    Florence Baptistery
    Piazza della Signoria
    Palazzo Vecchio
  9. Day 9

    Florence

    You'll have the day to explore Florence at your own pace. If you're interested, there's an optional experience available to the hilltop town of San Gimignano.

    Meals
    Breakfast
    Accommodation
    Hotel (Hilton Garden Inn Florence Novoli)

    Optional Activities

    • Optional Experience to hilltop town of San Gimignano
    Landmarks
    San Gimignano
  10. Day 10

    Florence to Sorrento

    You'll head south through Frascati's volcanic hills to Pompeii. A local expert walks you through the preserved cobbled streets, showing how people lived during the Roman Empire before Mount Vesuvius erupted in 79 AD. Later, you'll travel along the clifftop road to Sorrento, a resort town overlooking the Bay of Naples.

    Meals
    Breakfast
    Accommodation
    Hotel (Isabella, Sorrento)

    Included Activities

    • Guided walk through Pompeii cobbled streets
    Landmarks
    Pompeii
    Mount Vesuvius
  11. Day 11

    Sorrento to Capri

    Meeting your local expert, you'll cross the Bay of Naples by jetfoil to the beautiful Isle of Capri. You'll arrive at Marina Grande and head up to Capri town to explore its narrow alleyways. The funicular railway takes you back down to the port for your return to Sorrento. Later, there's an optional chance to explore the Amalfi Coast if you'd like.

    Meals
    Breakfast
    Accommodation
    Hotel (Isabella, Sorrento)

    Included Activities

    • Jetfoil crossing to Capri
    • Explore Capri town and narrow alleyways
    • Descend by funicular railway

    Optional Activities

    • Explore the Amalfi Coast
    Landmarks
    Capri
    Marina Grande
  12. Day 12

    Sorrento to Alberobello

    After breakfast, you'll visit two UNESCO World Heritage Sites. First up is Matera for a guided exploration of the Sassi, ancient troglodyte dwellings carved from rock that housed roughly 20,000 people until the 1950s and served as a filming location for 'The Passion of the Christ'. Then you'll continue to Alberobello, where you'll stay for the next two nights.

    Meals
    Breakfast
    Accommodation
    Hotel (Grand Hotel La Chiusa di Chietri, Alberobello)

    Included Activities

    • Guided exploration of Sassi di Matera UNESCO World Heritage Site
    Landmarks
    Sassi di Matera
    Itinerary Image 1
  13. Day 13

    Alberobello

    A local expert shows you the trulli of Alberobello, another UNESCO World Heritage Site. These distinctive structures feature circular shapes with conical roofs, built from local limestone and stacked without mortar. This evening, you'll have a farm-to-table dinner with regional recipes and flavours prepared fresh.

    Meals
    Breakfast, Dinner (Freshly prepared Farm-to-Table dinner featuring recipes and flavours typical of the region)
    Accommodation
    Hotel (Grand Hotel La Chiusa di Chietri, Alberobello)

    Included Activities

    • Guided exploration of Trulli of Alberobello UNESCO World Heritage Site
    Landmarks
    Trulli of Alberobello
  14. Day 14

    Alberobello to Sicily

    You'll take local roads south along the Gulf of Taranto through the mountainous Calabria region and along the Purple Coast to Italy's 'toe'. From there, you'll board a ferry across the Straits of Messina to Sicily and continue to Taormina. A local expert guides you to the Greek Theatre with its spectacular backdrops.

    Meals
    Breakfast
    Accommodation
    Hotel (Baia Taormina, Marina di Forza D’Agrò)

    Included Activities

    • Ferry crossing at Straits of Messina
    • Visit Greek Theatre in Taormina with Local Expert
    Landmarks
    Straits of Messina
    Greek Theatre of Taormina
    Mount Etna
  15. Day 15

    Taormina to Palermo

    This morning you can relax on Sicily's Dawn Coast, or join an optional experience to Mount Etna, Europe's highest active volcano. If you choose the volcano option, you'll go through dramatic volcanic landscapes and see spectacular panoramic views. Later, you'll travel through Sicily's countryside to Palermo, the vibrant capital city.

    Meals
    Breakfast
    Accommodation
    Hotel (Astoria Palace, Palermo), Hotel (Federico II Central Palace, Palermo)

    Optional Activities

    • Optional experience to Mount Etna volcano with dramatic landscapes and panoramic views
    Landmarks
    Mount Etna
  16. Day 16

    Palermo

    Your local expert shows you Palermo's treasures, including the cathedral with its composite architectural styles and the Palatine Chapel in the Palace of the Normans, known for its glittering ancient mosaics set in honey-coloured walls. You'll have the rest of the day at leisure to explore the city. This evening brings dinner with your travelling companions, featuring local cuisine and wine at a local restaurant.

    Meals
    Breakfast, Dinner (Experience local customs as you delve into tantalising flavours and rustic dishes served with local wine)
    Accommodation
    Hotel (Astoria Palace, Palermo), Hotel (Federico II Central Palace, Palermo)

    Included Activities

    • Explore Palermo Cathedral with composite architectural styles
    • Visit Palatine Chapel in Palace of the Normans
    • View ancient mosaics in Palatine Chapel
    Landmarks
    Palermo Cathedral
    Palatine Chapel
    Palace of the Normans
    Pretoria Square
  17. Day 17

    Depart Palermo

    Your Italian tour comes to an end today with departure transfers to Palermo Falcone-Borsellino Airport.

    Meals
    Breakfast
    Landmarks
    Palermo Falcone–Borsellino Airport
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What's Included

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Customer Reviews

  • RANDY
    · September 22nd, 2025
    This was a great tour- tour director was very well organized and knowledgeable. The name might be incorrect- the day we visited Vatican and Coliseum we walked 16,000 steps, the equivalent of 8 miles. Coach and driver were great with nice leg room. Only reason I am not giving it 5 stars is the first hotel- Room 007, Select Veneto in Rome was a very poor choice compared to the 2 wonderful hotels Insight used in Florence and Venice. Unfortunately we had booked a 2 night extension in Rome so were there for 5 nights. Very small rooms, poor front desk experiences and mediocre breakfast.
    Show more
  • John
    · September 20th, 2025
    Great guide, bys driver and itinerary
    Show more
  • Max
    · July 31st, 2024
    Great tour meant lots of friends. Our tour guide was amazing, Funny, very knowledgeable and nice. Our bus driver was great, have no complaints what so ever. The ages we're all the way from kids to 8 to elder
    Show more

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Price based on Private Double Room

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Jan
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2026

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2027

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Good to Know

Tour ID: 117689

  • Currency
    Euro
    Italy and Vatican City (Holy See)
  • Plugs & Adapters

    As a traveler from New Zealand you will need an adaptor for types L, C, E, F.

    Type L
    Italy
    Type C
    Vatican City (Holy See)
    Type E
    Vatican City (Holy See)
    Type F
    Vatican City (Holy See)
  • Visa
    • Unfortunately we cannot offer you a visa application service. Whether you need a visa or not depends on your nationality and where you wish to travel. Assuming your home country does not have a visa agreement with the country you're planning to visit, you will need to apply for a visa in advance of your scheduled departure.
    • Here is an indication for which countries you might need a visa. Please contact the local embassy for help applying for visas to these places.
  • Payment information
    • For any tour departing before March 11th, 2026 a full payment is necessary. For tours departing after March 11th, 2026, a minimum payment of $300 is required to confirm your booking with Insight Vacations. The final payment will be automatically charged to your credit card on the designated due date. The final payment of the remaining balance is required at least 95 days prior to the departure date of your tour. TourRadar never charges you a booking fee and will charge you in the stated currency.
    • Some departure dates and prices may vary and Insight Vacations will contact you with any discrepancies before your booking is confirmed.
    • The following cards are accepted for "Insight Vacations" tours: Visa, Maestro, Mastercard, American Express or PayPal. TourRadar does NOT charge you an extra fee for using any of these payment methods.
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#InsightMoments - The Best Gelato Ever

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2025

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2026

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2027

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