K. Paige Engle-Marketing Support for Business Owners & Influencers | OBM & VA | Travel Professional | Content Creator
The Big Sister You Wished You Had
Essence of Sicily
Discover the heart of Sicily on this 7-day cultural journey through the island’s most enchanting cities. From the vibrant streets of Palermo to the ancient beauty of Taormina and Syracuse, immerse yourself in Sicily’s rich history, stunning landscapes, and flavorful cuisine. Enjoy the Italian experience as we explore timeless landmarks, charming local markets, and breathtaking coastal views with K. Paige Engle.
May 22-29, 2025
$3295.00 USD per person, based on double occupancy
$3295.00 USD per person, based on double occupancy
Day 1 –Thursday| Buon Viaggio
Travel to Rome, Italy on an overnight Trans-Atlantic flight.
Travel to Rome, Italy on an overnight Trans-Atlantic flight.
Day 2-Friday| Benvenuto
Morning arrival in Rome. We will then take a short flight to Palermo, Sicily and transfer to the hotel. Welcome to Palermo, Sicily’s vibrant capital! You will enjoy an initial group meeting and lunch. You will have plenty of time to relax and regain your energy before savoring our delicious welcome dinner.
Lunch, Dinner
Morning arrival in Rome. We will then take a short flight to Palermo, Sicily and transfer to the hotel. Welcome to Palermo, Sicily’s vibrant capital! You will enjoy an initial group meeting and lunch. You will have plenty of time to relax and regain your energy before savoring our delicious welcome dinner.
Lunch, Dinner
Day 3-Saturday| Palermo
Today, we’ll dive into a lively mix of history, architecture, and culture. Stroll through the streets, soaking in the energy of the city’s colorful past and present. From grand palaces and stunning churches to ancient neighborhoods brimming with stories, Palermo’s charm is everywhere you look. And let’s not forget the food! We’ll explore the famous Ballaró street market, where you can sample traditional Sicilian street food and discover the city’s rich culinary flavors. Get ready for a day full of sights, sounds, and delicious bites!
Breakfast
Today, we’ll dive into a lively mix of history, architecture, and culture. Stroll through the streets, soaking in the energy of the city’s colorful past and present. From grand palaces and stunning churches to ancient neighborhoods brimming with stories, Palermo’s charm is everywhere you look. And let’s not forget the food! We’ll explore the famous Ballaró street market, where you can sample traditional Sicilian street food and discover the city’s rich culinary flavors. Get ready for a day full of sights, sounds, and delicious bites!
Breakfast
Day 4-Sunday| Taormina Dream
Get ready to be swept away by the beauty of Taormina, perched high above the Mediterranean with jaw-dropping views of the coastline and Mount Etna. This enchanting town effortlessly blends ancient history with modern elegance. We’ll explore the iconic ancient Greek Theatre, wander through its picturesque streets, and soak in the vibrant atmosphere that makes Taormina so special. As we stroll down the charming Corso Umberto, you’ll experience the perfect mix of culture, history, and stunning views. Prepare to fall in love with every corner of this magical town!
Breakfast
Get ready to be swept away by the beauty of Taormina, perched high above the Mediterranean with jaw-dropping views of the coastline and Mount Etna. This enchanting town effortlessly blends ancient history with modern elegance. We’ll explore the iconic ancient Greek Theatre, wander through its picturesque streets, and soak in the vibrant atmosphere that makes Taormina so special. As we stroll down the charming Corso Umberto, you’ll experience the perfect mix of culture, history, and stunning views. Prepare to fall in love with every corner of this magical town!
Breakfast
Day 5-Monday| Perfect Pizza & Pizzazz
This morning, we’ll kick off the day with a visit to Taormina’s ancient Greek theater, an iconic spot that’s still hosting open-air performances today, and the views alone will take your breath away! In the afternoon, you’re free to explore and indulge in the magic of this cliffside gem. Stroll through elegant gardens, relax in posh cafés, or treat yourself to some boutique shopping. Feeling adventurous? Take a cable car down to the beach or visit the charming mountaintop village of Castelmola. However you spend your time, you’ll get to enjoy the art of il dolce far niente—Sicilian style. To top it off, we’ll gather this evening for a delicious Sicilian pizza dinner. Buon appetito!
Breakfast, Dinner
This morning, we’ll kick off the day with a visit to Taormina’s ancient Greek theater, an iconic spot that’s still hosting open-air performances today, and the views alone will take your breath away! In the afternoon, you’re free to explore and indulge in the magic of this cliffside gem. Stroll through elegant gardens, relax in posh cafés, or treat yourself to some boutique shopping. Feeling adventurous? Take a cable car down to the beach or visit the charming mountaintop village of Castelmola. However you spend your time, you’ll get to enjoy the art of il dolce far niente—Sicilian style. To top it off, we’ll gather this evening for a delicious Sicilian pizza dinner. Buon appetito!
Breakfast, Dinner
Day 6-Tuesday| Stunning Syracuse
Today, we’ll step back in time as we explore Syracuse, a city rich with ancient Greek history and stunning UNESCO World Heritage Sites. Our adventure begins at the famous archaeological park, where you’ll be amazed by the grandeur of the ancient Greek theatre and the impressive Roman amphitheater. Then, we’ll wander through the enchanting streets of Ortigia, Syracuse’s historic heart, where baroque architecture meets ancient ruins. With every turn, you’ll discover vibrant local culture and the timeless beauty that makes Syracuse so unforgettable.
Breakfast
Today, we’ll step back in time as we explore Syracuse, a city rich with ancient Greek history and stunning UNESCO World Heritage Sites. Our adventure begins at the famous archaeological park, where you’ll be amazed by the grandeur of the ancient Greek theatre and the impressive Roman amphitheater. Then, we’ll wander through the enchanting streets of Ortigia, Syracuse’s historic heart, where baroque architecture meets ancient ruins. With every turn, you’ll discover vibrant local culture and the timeless beauty that makes Syracuse so unforgettable.
Breakfast
Day 7-Wednesday| Ortigia Oasis
We’ll take a leisurely walk through Ortigia’s historic old town, a charming island filled with rich history and stunning views. We will exploring its local market and soaking in the vibrant atmosphere with a visit the Cathedral of Syracuse, where centuries of history come to life, and be awestruck by the beauty of Piazza del Duomo, a true masterpiece. Syracuse is a delightful blend of Greek, Roman, medieval, and Baroque influences, and you’ll feel like you’re strolling through history at every turn!
Breakfast
We’ll take a leisurely walk through Ortigia’s historic old town, a charming island filled with rich history and stunning views. We will exploring its local market and soaking in the vibrant atmosphere with a visit the Cathedral of Syracuse, where centuries of history come to life, and be awestruck by the beauty of Piazza del Duomo, a true masterpiece. Syracuse is a delightful blend of Greek, Roman, medieval, and Baroque influences, and you’ll feel like you’re strolling through history at every turn!
Breakfast
Day 8-Thursday| Arriverderci Sicily!
As our Sicilian adventure comes to an end, we’ll provide transportation to the airport for your flight back to Rome before you return to the United States. Reflect on the wisdom, wonder, and unforgettable memories that Italy has shared with us. Until next time, arrivederci!
Breakfast
As our Sicilian adventure comes to an end, we’ll provide transportation to the airport for your flight back to Rome before you return to the United States. Reflect on the wisdom, wonder, and unforgettable memories that Italy has shared with us. Until next time, arrivederci!
Breakfast
Tour Includes:
7 days/6 nights hotel accommodations in Boutique Hotels
Roundtrip airport/ hotel transfers
Tour Director services for all planned activities
7 days/6 nights hotel accommodations in Boutique Hotels
Roundtrip airport/ hotel transfers
Tour Director services for all planned activities
Roundtrip Airfare from Rome to Sicily (Palermo/Catania)
Based on Double Occupancy-sharing a room
Single Supplement available at additional cost
Various meals throughout the tour indicated on the itinerary
All admissions, train travel, boat costs for all planned group activities listed within the itinerary
A $1000 deposit is required with a signed travel contract ($500 non-refundable)
Various meals throughout the tour indicated on the itinerary
All admissions, train travel, boat costs for all planned group activities listed within the itinerary
A $1000 deposit is required with a signed travel contract ($500 non-refundable)
Payment Plans are available, please contact me directly
(All tours are land only and do not include airfare.)
(All tours are land only and do not include airfare.)
Contact us if you have any additional questions and single supplement rates.
Tour Excludes:
All airfare, departure taxes & fuel surcharges, seat selection
Personal items & and spending money
Optional tours
Hotel porterage
Meals unless listed on the itinerary
Tips & gratuities
All airfare, departure taxes & fuel surcharges, seat selection
Personal items & and spending money
Optional tours
Hotel porterage
Meals unless listed on the itinerary
Tips & gratuities
Guests are responsible for all vaccination and Cornoravirus entry requirements for each country
Guests are responsible for all passport/visa/immigration entry requirements for each countr