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Italian Icons: Venice, Rome, Naples & Sicily – 8 Nights

Experience an 8-night multi-centre holiday across Venice, Rome, Naples, and Sicily, blending iconic landmarks, world-famous cuisine, breathtaking coastlines, and rich cultural heritage for the ultimate Italian escape.

This package includes round-trip USA flights with baggage, scenic train journeys (Venice–Rome and Rome–Naples), an internal flight from Naples to Catania, hotel stays in four destinations, daily breakfast, private airport transfers, and an easy way to experience Italy’s history, scenery, and Mediterranean charm.

Quick Summary

Round-trip flights with baggage from the USA
 8-night stay in Venice, Rome, Naples and Sicily
 Private airport transfers throughout the itinerary
 Scenic train journeys from Venice to Rome & Rome to Naples
 Internal flight from Naples to Catania
 Daily breakfast throughout your stay in all hotels

Package Overview

Journey through four of Italy's most captivating destinations, from the romantic canals of Venice and the ancient wonders of Rome to the vibrant streets of Naples and the stunning landscapes of Sicily. Discover remarkable history, authentic cuisine, picturesque coastlines, and unforgettable Mediterranean experiences every step of the way.

Destinations & Highlights

Venice – St. Mark's Basilica, Grand Canal, Rialto Bridge, and gondola rides
Rome – Colosseum, Roman Forum, Vatican City, and Trevi Fountain
Naples – Historic Centre, Naples Cathedral, authentic pizza, and nearby Pompeii
Sicily – Mount Etna, Taormina, ancient Greek ruins, and beautiful Mediterranean coastline

Best Time to Travel

April–October offers the best weather for sightseeing, scenic rail journeys, coastal adventures, outdoor dining, and discovering the unforgettable beauty, history, and culture of Venice, Rome, Naples, and Sicily.

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Itinerary

Day 1: Arrival in Venice – Welcome to the Floating City

Arrive in Venice and transfer to your hotel in Mestre. Spend the rest of the day at leisure — unwind after your journey or begin soaking in the local atmosphere with a stroll nearby. For those keen to start exploring, Venice’s historic charm awaits, with its timeless architecture, lively piazzas, and rich cultural heritage.

Overnight stay in Venice

Hotel: Hotel Plaza, Venice ★ ★ ★ ★
Room: Classic Room

Day 2: Leisure Day in Venice – Bridges, Basilicas & Hidden Alleys

Spend the day at leisure discovering Venice’s artistic and architectural wonders. Admire the mosaics inside St. Mark’s Basilica, explore the Doge’s Palace, or hop over to the colourful island of Burano. Venice invites you to get delightfully lost.

Overnight stay in Venice

Hotel: Hotel Plaza, Venice ★ ★ ★ ★
Room: Classic Room
Meals: Breakfast

Day 3: Train to Rome – The Eternal City Beckons

After breakfast, check out and board your train from Venezia Mestre to Roma Termini (approx. 3 hr 45 min). On arrival, make your way to your hotel and enjoy your first evening in Italy’s capital — perhaps visit the Spanish Steps or sip wine in Trastevere.

Overnight stay in Rome

Hotel: TH Roma - Carpegna Palace ★ ★ ★ ★
Room: Double Economy Room
Meals: Breakfast

Day 4: Leisure Day in Rome – Ruins, Piazzas & Eternal Charm

Explore Rome at your own pace. Marvel at the Colosseum, throw a coin in the Trevi Fountain, or enjoy the art collections of the Vatican Museums. Whether you’re into history, cuisine or shopping, Rome will leave you captivated.

Overnight stay in Rome

Hotel: TH Roma - Carpegna Palace ★ ★ ★ ★
Room: Double Economy Room
Meals: Breakfast

Day 5: Train to Naples – Southern Flavours & Coastal Views

After breakfast, take the high-speed train from Roma Termini to Napoli Centrale (approx. 1 hr 15 min). Once in Naples, check in and explore Italy’s most soulful city — birthplace of pizza and gateway to the Amalfi Coast.

Overnight stay in Naples

Hotel: Hotel Nunu, Naples ★ ★ ★ ★
Room: Classic Room
Meals: Breakfast

Day 6: Flight to Sicily – Onward in Taormina

This morning after breakfast, check out and transfer to Naples Airport for your flight to Sicily. Upon arrival in Catania, meet your private driver for a scenic coastal transfer to Taormina — Sicily’s elegant hilltop resort. Spend the evening soaking in the coastal views and Sicilian charm.

Overnight stay in Taormina

Hotel: Hotel Rivage Taormina ★ ★ ★ ★
Room: Comfort Balcony Sea Side View
Meals: Breakfast

Day 7-8: Leisure Day in Taormina – Beaches, Boutiques & Sea Views

Take the day to unwind in Taormina. Relax at Isola Bella beach, wander the medieval town centre, or enjoy gelato with a view of Mount Etna. Taormina offers the perfect mix of relaxation and scenic beauty.

Visit the ancient Greek Theatre, shop for local ceramics, or enjoy a leisurely seafood lunch with Ionian Sea views. This is your time to take in Sicily’s beauty before your return home.

Overnight stay in Taormina

Hotel: Hotel Rivage Taormina ★ ★ ★ ★
Room: Comfort Balcony Sea Side View
Meals: Breakfast

Day 9: Departure from Sicily – Arrivederci Italia

After breakfast, check out and enjoy your private transfer to Catania Airport for your return flight. Take home lasting memories of Venice’s canals, Rome’s ruins, Naples’ energy, and Sicily’s coastal magic.

Meals: Breakfast

8 Nights
from $2,249pp
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Travel Date:

Departure Dates from Chicago:

- $2249pp : Nov 25, 27, 28 2026
                    Jan 12, 14, 19, 21 2027
                    Feb 18, 20, 22, 24 2027
                    Mar 02, 04, 10, 16 2027
- $2449pp : Oct 25, 27, 29, 31 Oct 2026
                    Dec 06, 07 2026
                    Apr 01, 08, 22, 28 2027
                    May 02, 03, 05 2027
- $2949pp : Aug 21, 25, 29 2026
                    Sep 02, 14, 15 2026
- $2999pp : Jun 01, 09 2027

Additional Prices From Other Cities:

-  Washington D.C.: from +$99 per person

-  New York City: from +$99 per person

-  Boston: from +$99 per person

-  Miami: from +$149 per person

Inclusions:

 Round-trip flights from USA with baggage

 Scenic train journeys:

  - Venice ➝ Rome
  - Rome ➝ Naples

 Internal flight: 

       - Naples ➝ Catania

 Private Airport transfers throughout your trip

 Daily breakfast throughout your trip

 2 nights stay at 4 Hotel Plaza, Venice

 Local accommodation tax: approx. USD 7 per person for the full stay

 2 nights stay at 4 TH Roma – Carpegna Palace, Rome

 Local accommodation tax: approx. USD 17.6 per person for the full stay

 1 night stay at 4 Hotel Nunu, Naples

 Local accommodation tax: approx. USD 6 per person for the full stay

 3 nights stay at 4 Hotel Rivage Taormina, Sicily

 Local accommodation tax: approx. USD 12.1 per person for the full stay

 Based on 2 adults sharing

 Why not upgrade your flights or room? Ask us for details.

 We always strive to confirm the hotels listed in the package you choose, but in rare cases where we can't, like-for-like alternatives will be provided

ℹ️ Note: City taxes are payable locally at the hotel.
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8 nights
from $2,249pp
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