FAMILY & FRIENDS
Experience

8 days starting at $1999

June 10 – June 18, 2027

Exquisite Nights

Delicious Meals

Relaxing Beach Days

Sightseeing & Guided Tours

This tour also includes:

Welcome & Farewell White Party

Sightseeing Tours of: Palermo, Erice, Le Saline, Scopello, 

Boat Excursion (Scopello, Lo Zingaro, and Natural Reserve)

    Optional Excursions Available:

    + Segesta Temple

    + Wood Fire Pizza Dinner

    + Under The Sicilian Vines: Wine & Dinner Experience

    + Farm to Table Dinner

    The Itinerary

    Thurs. June 10, 2027 - Departure from U.S.

    Your adventure begins!

    Want to arrive earlier? Ask us about our pre-tour extension.

    Fri. June 11, 2027 - Welcome to Sicily

    Transfers to Castellammare del Golfo. (Based on 3 arrival times)

    Upon your arrival at the Palermo Airport the private transfer will take you to your hotel in Castellammare del Golfo. After arriving at your accommodations, you will have time to relax and unwind. Later that evening, we will have “Un Benvenuto”. with a specialty drink. Then you may explore this fascinating town on your own.

    Included Meals: Hors D’Oeuvres and Special Drinks at Welcome Party

    Sat. June 12, 2027 - La playa Beach – Leisure in Castellammare del Golfo

    Today is all about relaxation and soaking in the beauty of Sicily’s coastline. We’ll meet at 9:00 am and head to the golden sands of La Playa Beach, where crystal-clear turquoise waters and a refreshing sea breeze await. Lounge chairs and umbrellas are reserved for you, so all you have to do is sit back, unwind, and enjoy this idyllic setting. Take a dip in the calm waters, go for a walk along the shoreline, or simply bask in the sun with a good book or a cold drink.
    Lunch is on your own today, feel free to explore one of the nearby beachside cafés offering delicious local fare..

    In the afternoon, you can take advantage of two pick up time return to the hotel at 2 or 4:00pm where you can rest, freshen up, or take time to stroll through the charming streets of Castellammare del Golfo at your own pace.

    Included Meals: Breakfast

    (Optional Evening Excursion)
    Under the Sicilian Vines: Wine & Dinner Experience. ($140 per adult and $75 per child)As the golden Sicilian sun begins to set over the rolling hills, we’ll make our way to this winery that has an enchanting baglio—an elegant countryside estate steeped in tradition and rustic charm. Nestled among vineyards and olive groves, this historic baglio invites us to slow down and savor the beauty of Sicilian life. We’ll be welcomed with a glass of their wine and we’ll gather around long communal tables for a warm and unforgettable dinner under the stars—a true celebration of friendship, food, and the flavors of western Sicily.

    Sun. June 13, 2027 - Discover The Historic Wonders Of Palermo

    Get ready for a captivating day in Sicily’s vibrant capital city. At 8:00 am, you’ll meet our expert English-speaking local guide for an immersive sightseeing experience through the heart of Palermo, a city rich with history, culture, and timeless beauty.

    Your tour will take you through a tapestry of architectural and cultural treasures, including the majestic Palermo Cathedral, the ornate Casa Professa, and the striking Quattro Canti, a baroque masterpiece marking the city’s crossroads. You’ll visit Piazza Pretoria, with its dramatic 16th-century fountain (famously featured in a Dolce & Gabbana fashion show), and explore the bustling Mercato del Capo, where the scent of fresh herbs and sizzling street food
    fills the air.

    We’ll also pass by the elegant Teatro Politeama and the iconic Teatro Massimo, one of Europe’s largest opera houses and a symbol of Palermo’s cultural soul.
    After the guided portion of the day, enjoy free time to explore on your own, shop for local crafts, or sample some of Palermo’s legendary street food—perhaps a crispy arancina, a savory sfincione, or a refreshing granita.

    In the afternoon, we’ll return to Castellammare del Golfo, where your evening is free to relax, dine at your leisure, or take in the charm of the marina at sunset.

    Included Meals: Breakfast

    (Optional Evening Excursion)
    Savoring a Wood-Fire Pizza Night Above the Sparkling Coastline of the Gulf $40 per adult and $20 per child under 12

    High above the shimmering bay of Castellammare del Golfo, our dinner delivers a pizza experience like no other. Their brick oven masterpieces—crackling with flame-kissed crusts and bubbling with the freshest Sicilian ingredients—are as unforgettable as the view. Dine al-fresco as golden hour paints the sea, and every bite of your handcrafted pizza along with Sicilian wines is elevated by the scent of pine trees and salty sea air. It’s not just dinner—it’s a delicious slice of Sicilian magic.

    Mon. June 14, 2027 - Boat Excursion

    We will meet at 9am (weather permitting) at the marina for a spectacular Boat Excursion along the northwestern coastline of Sicily. You will have the opportunity to jump off the boat and swim at Scopello, and into the caves of Lo Zingaro Riserva Naturale. Scopello is famous for its vertiginous “Faraglioni” or rock formation, where Hollywood filmed Ocean eleven, and for one of the most ancient tuna fisheries in Sicily. Back to Castellammare at 1:30pm. This evening we will meet for dinner at this authentic local restaurant with a beautiful view of the marina, while we savor a delicious Sicilian multi-course meal with local wines included.

    Included Meals: Breakfast, Dinner

    Tues. June 15, 2027 - Medieval Charm In The Hilltop Town Of Erice

    This morning, we set off at 9:00 am for a delightful journey to one of Sicily’s most enchanting destinations: Erice. Nestled 2,400 feet above sea level, this beautifully preserved medieval village offers spectacular panoramic views of the Tyrrhenian Sea and surrounding countryside. As you stroll through Erice’s winding stone streets, you’ll be transported to another time. Admire the ancient city walls, visit the quaint town square, and take in the fairytale-like charm of its churches and towers. Don’t miss the chance to visit a local pasticceria and indulge in the town’s famous Sicilian pastries, especially the almond-based treats and ricotta-filled delights that have made Erice a culinary gem.

    You’ll have plenty of free time to explore local artisan shops, browse for hand-crafted ceramics, and enjoy lunch on your own at one of the inviting trattorias nestled within the village.
    In the afternoon, we’ll make our way back to Castellammare del Golfo, where the rest of your evening is yours to enjoy at your leisure—whether that means a relaxing stroll by the marina or a delicious dinner with a sea view.

    Included Meals: Breakfast

    (Optional Evening Excursion)

    Farm to Table Dinner ($140 per adult and $75 per child)

    Nestled among rolling olive groves and fragrant citrus orchards, we find this truly authentic farm-to-table dinner. As twilight settles over the Mediterranean, gather around long rustic tables draped in candlelight and savor plates piled high with heirloom vegetables, freshly pressed olive oil, and pastas made from stone-milled grains grown just steps away. Each dish tells a story of the land, enriched by the flavors of organic produce, pasture-raised meats, and local cheeses—paired perfectly with estate-produced wines. Here, under the open Sicilian sky, every bite feels rooted in tradition, community, and the simple luxury of nature’s bounty

    Wed. June 16, 2027 - Relax under the sun - White party

    Today is all about celebration and soaking up more moments of your Sicilian escape. We’ll meet at 9:00 am for a relaxing and rejuvenating day at La Playa Beach, where the soft golden sand and crystal-clear waters create the perfect setting for rest and reflection. Lounge chairs and umbrellas are included—just bring your sunscreen, swimsuit, and sense of leisure. Take a swim, sip a cool drink, or simply enjoy the sunshine with your toes in the sand. Lunch is on your own, with plenty of beach-front cafés offering fresh local fare and Sicilian
    specialties. In the afternoon, you can take advantage of two pick up time return to the hotel at 2 or 4:00pm, giving you time to unwind and get ready for the evening’s grand finale.
    This evening at 7:30 pm be ready dressed in white to depart for our White Party. This party will be on the beach and will include heavy hors d’oeuvres, wine, specialty drinks, alcoholic or non, DJ, and for the grand finally fantastic fireworks.

    Included Meals: Breakfast, Heavy Hour D’oeuvres at White Party

    (Optional Morning Excursion: Tour of the Segesta Temple) 

    $60 per adult and $40 per child – Advance sign-up required

    At 9:30 am, join us for a half-day guided tour of the magnificent Segesta Archaeological Park, home to one of the best-preserved ancient Greek temples in the world—arguably even more
    pristine than those in Greece itself.
    An expert English-speaking guide will bring the history of this ancient site to life, sharing the fascinating stories of the Doric-style temple, built in the 5th century B.C., and the Greek Theater, dating from the 4th century B.C., which still offers spectacular views of the
    surrounding hills. This serene and awe-inspiring setting offers a perfect farewell to Sicily’s rich cultural heritage. 

    Thurs. June 17, 2027 - free day

    -This morning is free for you to go around town, purchase souvenirs and pack your bags for an arrivederci a presto. This evening is free for you to enjoy..

    Included Meals: Breakfast

    fri. June 18, 2027 - Departure to the US

    Transfer to the airport (Based on 3 departure times).

    Included Meals: Breakfast

    Transfter to the airport (Based on 3 departure times)
    Ciao Ciao

    Want to see more? Add the Rome and Amalfi package to your tour.

     

    2027 PRICES

    $1999 per person (double occupancy)

    • Single occupancy $500 surcharge
    • You may upgrade to Oceanview for an additional $250 per person, based on availability
    • You may upgrade to Oceanfront with balcony for an additional $300 per person, based on availability.
    • You may upgrade to a junior suite, for an additional $400 per person, based on availability
    • Land only, Air Fare not included in price
    • Please read Terms & Conditions
    • Pre and Post Tour Extensions available contact us directly via email

    NB: Excursions and Itinerary are weather permitted and subject to change without prior notice. Minimum number is required.

    NNB: We love to share our Sicily with you. In order to secure low rates, we prepay everything a year in advance.

    Book Your Sicily

    Experience with Us

     

    Come experience what Sicily has to offer with a truly worry-free, affordable, and unforgettable vacation. Please reach out below with any questions!

    Phone: (717) 903-0177    /    Email: info@sicilywithfriends.com

    What’s not included

    Flights
    Insurance
    Pre & post travel
    Baggage handling
    Tips
    Laundry cost
    + Other services & activities not mentioned in the itinerary
    + Any personal purchase/service or experiences