Italy, Sicily Grand Tour: See & Experience it ALL in 12 Days, 1st Class Custom Tours

12 days
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Small Group Tour
The Italy and Sicily Grand Tour by CharlieTheTraveler offers a comprehensive 12-day journey through some of the most iconic and beautiful regions of Italy and Sicily. The tour is designed to give travelers a first-class, immersive experience that includes both famous landmarks and hidden gems. Highlights include exploring historic cities, picturesque coastal ...
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Overview

Trip type
Small Group Tour
Lodging level
Luxury - 5 star
Physical level
Easy
Trip pace
Balanced schedule

Highlights

    • Cooking Class at a Local’s Home
    • Exploring 3 of Southern Italy’s Prettiest Towns
    • Swimming in Clear Water Alongside a White Cliff
    • Boat Rides to Exotic Islands Just Off the Coast of Sicily
    • Hiking Around a Mighty Volcano
    • Structures Designed by Greeks Thousands of Years Ago
    • Rich Culture
    • Delicious Food
    • And Much, Much More…

What's this trip about?

    The Italy and Sicily Grand Tour by CharlieTheTraveler offers a comprehensive 12-day journey through some of the most iconic and beautiful regions of Italy and Sicily. The tour is designed to give travelers a first-class, immersive experience that includes both famous landmarks and hidden gems. Highlights include exploring historic cities, picturesque coastal towns, and stunning countryside landscapes. The itinerary features visits to cultural sites, opportunities to sample local cuisine, and a variety of activities to ensure a rich and varied travel experience. 

Details

Itinerary focusClassic Highlights
Group sizeIntimate group - 12 max
Age rangeNo age restrictions
Flights and transportAll internal ground transport included
Start CityTrapani
End CityPalermo

Travel Themes

  • Culinary & Wine
  • Local Immersion & Homestays

Destinations

Activities

  • Adventure & Adrenaline
  • Cooking
  • Culture
  • Educational/ Learning
  • Hiking
  • History
  • Homestays & Cultural Immersion
  • Luxury Travel
  • Nature
  • Photography
  • Relaxing Retreat
  • Ruins & Archaeology
  • Swimming
  • Wine Tasting

Itinerary

Day 1:  The Gateway to the Aegadian Islands

Our tour begins in Trapani, which has its own international airport. This coastal resort town can be reached by direct flight not only from Rome or Milan but from other major European cities as well. Although Trapani is still an important fishing port, it is best know...

Day 2: Small Islands Gifted with Clear Waters & Unique Terrain

As a boat daytrip from Trapani, we first visit Favignana Island and then Levanzo Island. Favignana is often described as having a butterfly shape and is otherwise famous for its caves of calcarenite rock, locally known as ‘tufo’. Along with its surrounding clear water...

Day 3: Hellenic Influence at its Finest

Before relocating by private land transfer to the capital city of Palermo, we visit the Temple of Segesta. This archaeological site was one of the major cities of the Elymians, who are one of the three indigenous peoples of Sicily. The Hellenization (Greek influence) ...

Day 4: The Largest Archaeological Park in Europe & Happy People

We relocate by bus from Palermo to the town of Agrigento. There we are provided with a guided tour of town followed by a guided tour of the nearby archaeological site Valle dei Templi (a.k.a. Valley of the Temples). It is one of the most outstanding examples of ancien...

Day 5: Beautiful Baroque Buildings & 2 Historic Towns in 1 Day

We relocate by bus from Agrigento through the port city of Catania to reach the coastal town of Syracuse. Before exploring it, we head to nearby Noto. This mountain town is famous for its buildings from the early 18th century, many of which are considered to be among ...

Day 6: A Romantic Cruise, Swimming, Castles, Geological Formations & Nightlife

Before relocating by bus to the port city of Catania, we go on a boat ride around Ortygia (a small island positioned in the historical center of Syracuse). We also go swimming. Once in Catania and after checking into the hotel, we are taken via a quick drive to and vi...

Day 7: Such a Great Variety of Attractions in a Pocketsize Area

We relocate by train from Catania to the coastal town of Taormina. Today we visit (A) a nice beach called Letojanni (for swimming), (B) a village called Forza D'Agro (for its viewpoint), another nice beach called Sant' Alessio Siculo (for its viewpoint), a village called Savoca (it affords beautiful views and a nice church), a hilltop village called Castelmola and not least, Taormina itself.

Day 8: The Continent's Most Active Stratovolcano

As a daytrip from Taormina, we are taken by bus and then by cable car to the tallest active volcano in Europe. There we have a self-guided tour. Mount Etna’s current height is 3,357 meters (11,014 feet). This is also one of the world's most active volcanoes. Mount Etn...

Day 9: Incomparable Islets, Watching Lava Burst at Night From the Boat & Lots of Beach Buzz

As a boat daytrip from Taormina, we first visit Panarea Island and then Stromboli Island. Panarea is the smallest of the seven inhabited Aeolian Islands. It is surrounded by several unique islets and skerries reachable only by boat. Mount Stromboli is one of the four ...

Day 10: Impressive Gorges & Southern Italy’s Postcard Perfect Village

Before relocating by bus from Taormina to the coastal village of Cefalu, we are taken to Alcantara Gorge (a.k.a. Gole dell'Alcantara). There we go on a scenic hike as well as go swimming. Several thousand years ago, the river bed was blocked by a lava flow from Mount ...

Day 11: Sicily’s Oldest Tourist Destination Perched on a Cliff Overlooking the Ionian Sea & a Traditional Dinner

Before relocating by train back to Palermo, we have free time to enjoy Cefalu. Despite its size, every year this village attracts millions of tourists from all over Italy and elsewhere in Europe. When you independently stroll the streets, you will see why Cefalu is so...

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Dates & Availability

Price From $3,954
Price per day$330
Last Updated: 2/27/2025

Check Current Availability, prices, specials with Charlie The Traveler.

The total tour cost includes the tour price (regular or promotional) and the compulsory local payment. The promotional price is subject to change. Check directly with the operator for the latest price offer. The tour operator requires you to pay only the tour price to purchase your travel. The compulsory local payment will be paid when you join the trip. All prices are based on double, twin or triple share occupancy. Solo passengers will be accommodated in a double, twin or triple room according to availability with a passenger(s) of the same gender. Single supplement only needs to be paid if the passenger does not want to share and requests their own room. Discounts can only be applied at the time of booking and cannot be added at a later date, regardless of any changes made to the original booking.

Prices may vary due to local taxes and trip seasonality. Click "Request Info" to inquire directly with the tour operator for the final trip price.

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Charlie The Traveler Reviews & Ratings

5/5  Excellent
Excellent
838
Great
30
Average
0
Disappointing
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0
A

Amy D.

Dec 2024

Written on

everything was amazing.

We will never travel without Charlie and his crew. It...

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Other Charlie The Traveler Reviews

K

Kurenai T.

Jan 2025

Written on

This trip was absolutely phenomenal—truly the best 10 days of my life

Thank you for reaching out! This trip was absolutely phenomenal—truly the best 10 days of my life. I’m incredibly grateful for everything you arranged. Cindy, in par...

A

Amy D.

Dec 2024

Written on

everything was amazing.

We will never travel without Charlie and his crew. It...

H

Higginbotham

Dec 2024

Written on

We were very happy overall with the entire trip.

We were very happy overall with the entire trip. Itinerary was wonderful. We enjoyed touring Quito and the surrounding areas with our guide Edison. The Monserrat cru...

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Logistics

Travel Insurance
We strongly recommend purchasing travel insurance alongside your travel package to safeguard against unforeseen circumstances such as medical expenses, trip cancellations, and other contingencies. It offers you peace of mind and ensures you are prepared for unexpected events that may occur before or during your journey
Visa requirements
Visa requirements vary depending on your country of origin and your country of destination. It is your responsibility to familiarize yourself with the relevant requirements. For a handy tool that can help you quickly find the requirements, please visit this link .
Age Requirements
No age restrictions
Trip ID
charli-charli-ItSiGrTo

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