November 7
Welcome to Sicily

Welcome to Palermo! Meet at the hotel at 5:00pm for a welcome orientation and dinner where you'll meet your fellow travelers. Palermo is a fascinating city rich in cultural treasures, Palermo was founded by the Phoenicians in the 5th century BC, and its streets tell tales of settlements and conquests by Greeks, Romans, Arabs, Normans, and more. 

November 8
Palermo Walking Tour and Monreale Cathedral

Today, we'll take a guided tour of Monreale Cathedral, a UNESCO World Heritage Site on the outskirts of Palermo:  it's a fascinating blend of Byzantine, Arab and Norman styles. Return to the heart of Palermo for a walking tour to see grand piazzas, ornate castles and churches, and bustling markets. Enjoy a free afternoon and evening to savor the city at your own pace.

November 9
Baglio Elena Agriturismo & Cantine Pellegrino

Explore Sicily's culinary delights during a visit to Trapani on the west coast, including a farm-to-table lunch with music at Baglio Elena Agriturismo. Drive through the mesmerizing salt flats, where the mineral is still harvested by traditional methods used by the Phoenicians. At the renowned Cantine Pellegrino in Marsala, tour and taste their fortified wines. Arrive in Agrigento for dinner at your seaside hotel. (B/D)

November 10
Valley of the Temples & Taormina

Step back into ancient times as you explore one of the great achievements of antiquity and one of the largest archaeological sites in the world: the Valley of the Temples. Built by the ancient Greeks to worship their gods, this UNESCO World Heritage site stands in haunting testimony to the power and influence of the Greek Empire.
 

Continue your journey to Taormina, your base for the next three nights. Dine in your hotel this evening and perhaps watch the sun set behind Mount Etna. (B/D)

November 11
Taormina Walking Tour & Godfather Villages

Delve into the charm of Taormina, a beautiful city beloved by visitors for centuries. Take a walking tour to see the Greek and Roman monuments, medieval palazzos, Baroque fountains, and public gardens. Enjoy free time for lunch.
 

In the afternoon, explore the villages showcased in ‘The Godfather'. Return to Taormina for an evening free to dine and explore as you wish. (B)

November 12
Mount Etna Tour & Wine Tasting

Today you'll explore life on the side of Mount Etna, the highest active volcano in Europe. Savor the sweetness of honey with a visit to Oro d'Etna, where tireless bees collect nectar from the blooms of nine types of trees, including orange, lemon, thyme, and chestnut. Drive through stunning volcanic landscapes to Silvestri, where you can walk around a crater and admire the spectacular views.

Continue to Tenuta San Michele for a winery tour with lunch and tastings. The winery offers enchanting views from its hillside perch, and its grapes are grown in mineral-rich volcanic soils. Return to Taormina for an evening free to dine and explore as you wish. (B/L)

November 13
Messina Cathedral & Cefalu

Arrive in Messina for a walking tour exploring the historic center with its wonderful art and architecture. Visit the splendid cathedral and learn of its turbulent thousand-year history. Take free time for lunch.

Continue your journey to Cefalù for a stroll around the medieval village before visiting a local restaurant for a farewell dinner of authentic Sicilian cuisine. Return to Palermo for your final night. (B/D)

Tonight, we'll enjoy a special farewell dinner.
 

November 14
Farewell

Sadly, our small group escape has come to its final day. We'll bid farewell after breakfast. Safe travels back to home! 

Grazie Mille for selecting Pineapple7!

Essential Sicily: Women Only Escape 
November 7-14, 2025

Pineapple7 Women Only Small Group Escape (10-14 adults)*
 

Includes:

• Lodging in Palermo

• Lodging in Agrigento

• Lodging in Taormina

• Private Guided Walking Tour of Palermo

• Private Guided Tour of the Godfather Villages

• Private Winery Tour and Lunch at Tenuata San Michele

• Messina Cathedral

• Mount Etna Scenic Drive

• Private Valley of the Temples Tour

• Private Taormina Walking Tour

• Cantine Pellegrino Marsala Winery Tour and Tasting

• Silvestri Volcano Crater

• Daily Breakfast

• Welcome Dinner

• Group Dinner in Agrigento

• Group Dinner in Taormina

• Farewell Dinner

• Taxes and Fees

• On-site Host for duration of tour

​​

​Investment:

$2,895 per person for a shared room (2 adults per room)

Single Occupancy available for $700 more
*If group has less than 10 passengers, rate per person will increase. Guaranteed departure. Gratuities for driver and guides and hotel are not included

​

Travel Insurance Add-On:

Travel Insurance is strongly recommended for this international trip. The price quote is $260 per person for this specific itinerary. Travel Policy through Trip Mate

​

$875 deposit required to reserve space + $260 per person for insurance.  

​

Reserve your space today by filling out the secure credit card authorization form or contact Grace for more details.

​

Cancellation Policy per person:
No refunds will be made for unused services or pre purchased events. Prepaid theater/event tickets are forfeit and non-refundable.
99 – 66 days Forfeiture of deposit
65 - 16 days 30% per person
15 - 8 days 50% per person
7 - 1 days 90% per person
On day of departure 100% per person

Additional Options available:

• International Airfare

• Pre- and Post- tour Accommodations or Land Extensions throughout Ireland and UK

​

See you in Sicily!

​