Wine Tour

8 days starting at $1999

JUNE 12 – JUNE 20, 2025

Exquisite Nights

Delicious Meals

Sicilian Wineries

Sightseeing & Guided Tours

This tour also includes:

Boat Excursion
(Scopello, Lo Zingaro Natural Reserve)

Sightseeing Tours of: ​Palermo, Monreale, Erice, Segesta, Scopello, Le Saline

Wineries: Stemmari, Marsala, Cusumano

Welcome & Farewell White Party

Beach day with lounge chairs and umbrellas 

    optional Excursions Available:

    + Farm to Table dinner experience

     

    The Itinerary

    Important Update: The Wine Tour is sold out for 2024. The 2025 Intinerary is now available and booking is open for 2025

    Thurs. June 12, 2025 - Departure from U.S.

    Your adventure begins! Want to arrive earlier? Ask us about our pre-tour extension.

    Fri. June 13, 2025 - Welcome to Sicily

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

    Upon your arrival at the Palermo Airport, you will be greeted by your private driver, who 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 afternoon we will take a stroll toward the main central gardens, where the town center lies with many shops, cafes, and restaurants. We will end this walking tour at the marina/harbor where we will enjoy a Welcome Party with hors d’oeuvres, and a specialty drink. Then you may explore this fascinating town on your own.

    Included Meals: Hour D’oeuvres at Welcome Party

    SAT. JUNE 14, 2025 - La Playa beach - Belvedere - scopello

    This morning we will meet at 9:00 am to spend a beautiful day at La Playa beach with stunning crystal-clear waters. (Lounge chairs and umbrellas are included) Then after lunch (on your own) we will return to our hotel to get ready for a very special sightseeing tour of this amazing coastline of the Mediterranean Sea to the Belvedere for a photo opportunity. Next, we will stroll through the village of Scopello where you will have time on your own to explore. We will return to Castellammare. Your evening is at your leisure.

    Included Meals: Breakfast

    SUN. JUNE 15, 2025 - Tour the Capitol City of Sicily Palermo and Monreale Cathedral

    This morning at 9 am you will meet our English-speaking local tour guide for a sightseeing tour of Palermo, the capital of Sicily. Your stops will include Palermo Cathedral, Casa Professa, Quattro Canti, Piazza Pretoria (where the famous fascion show of Dolce and Gabbana was held), Chiesa Martorana, Mercato del Capo, Teatro Politeama, and Theatro Massimo, (second largest stages in Europe and the famed opera houses.) Some entrance fee may apply. After the tour you will have the opportunity on your own to try some typical Sicilian Street food After lunch the bus will head to the unique cathedral of Monreale which is made with 2200 kg of pure gold Byzantine mosaic and named one of the UNESCO WORLD Heritage Sites. Back to Castellammare, this evening is at your leisure to explore.

    Included Meals Breakfast

    MON. JUNE 16, 2025 - 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 it’s 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. Your evening is at your leisure.

    Included Meals: Breakfast

    (Optional Evening Excursion)

    Farm to Table Dinner ($125 per adult and $75 per child)

    This evening our driver will take us through the Sicilian countryside for this authentic Farm To Table experience where we will enjoy homemade specialties and some Sicilian wines. We will tour this organic farm and have dinner together in this beautiful setting

    Tues. June 17, 2025 - Tour of Erice - Le Saline - Marsala Winery and Wine Tasting

    Departure at 9:00 am for a sightseeing tour of Erice. This medieval town sits 2400 meters above sea level. Enjoy the views of the Tyrrhenian Sea from the hilltop and explore Erice’s charming medieval streets and square and pleasure your palate with traditional Sicilian desserts where you will have the opportunity to purchase local souvenirs and enjoy lunch on your own. Then the bus will take us along the coast of Marsala where lies this evocative landscape of Le Saline (shallow salt pools) and decommissioned mulini (windmills). The salt from these marshes is considered Italy’s finest. We will continue toward the beautiful town of Marsala where we will tour this magnificent eighteen century Florio Marsala Winery which will leave you speechless. The English guided tour will take us through this journey that will begin in front of these majestic wine barrels, built at the end of the nineteen century and still used for the winery of Marsala. Then we will walk beneath 104 stone arches through the barrel vaults to see over 2000 small and large barrels of wine, to reach the grandiose and elegant tasting room, where we will taste a range of their best Marsala wines paired with authentic gastronomic nibbles. Back to Castellammare. This evening is at your leisure.

    Included Meals: Breakfast

    Wed. June 18, 2025 - Stemmari Winery and Wine Tasting - Farewell White Party

    This morning at 9 am we will embark on an exclusive private tour of this prestigious Stemmari Winery of Feudo Arancio. This magnificent Winery has a courtyard known as “Baglio ” and is equipped with the best wine making technology and tools. They cultivate their own vineyards along the ventilated and sunny Northern Coast of Sicily. They produce seven hundred hectares of healthy vineyards. A team of agronomists and oenologists constantly follow all evolving processes of their wines to produce the best quality wines, which are rich, intense, but also harmonious and elegant. One of their wine experts will explain the production while overlooking this amazing extension of vineyards before having the pleasure of tasting their excellent wines accompanied with farm made local cheeses. We will return to Castellammare around lunch time and you have the option to remain in town or join the group at La Playa beach. We will return at 5 pm to your accommodations. This evening at 7:30 pm be ready dressed in white to depart for our Farewell White Party. This party will be on the beach and will include heavy hors d’oeuvres, wine, specialty drinks, alcoholic or non, DJ, professional photographer and for the grand finally fantastic fireworks.

    Included Meals: Breakfast, Hors d’oeuvres at Farewell White Party with specialty drinks.

    THURS. JUNE 19, 2025 - Tour of Segesta Temple - Cusumano Winery with Wine Tasting

    This morning the bus will depart at 9:00 am for Segesta to tour one of the best-preserved ancient Greek temples in the world, (even better than those in Greece itself) The English- speaking tour guide will explain the history of this Greek temple. The Segesta Archaeological Park is home to spectacular ancient ruins dating from Magna Grecia. The tour includes: the main temple, built in the 50th century B.C. and one of the best-preserved examples of Doric architecture in the world and the fourth-century BC Greek theater. After the tour you will return to Castellammare. Be ready for a 3:30pm departure for this Private family owned Cusumano Winery. The Cusumano brothers Alberto and Diego took over the management from their father, Francesco in 2001. The family owns 400 hectares (nearly 1000 acres) of vineyards across seven holdings throughout Sicily, and today they distribute to more than 60 countries. They are part of the Terlato Wines, the leading marketer of luxury wines in the United States. This western part of Sicily is blessed with ample sunlight and moderate warm weather that offers some of the best growing conditions of the region. An expert of their team will explain their process and then we will have the chance to taste some of their best-known wines in their original Winery in Partinico, (which is the family pride and joy) located in a 19th century “baglio”. 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 with wine

    FRI. June 20, 2025 - Departure to the US

    Transfers to the airport (Based on 3 departure times)

    Included Meals: Breakfast

    Ciao Ciao

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

    2025 PRICES

    $1999per person

    • Single occupancy: $500 surcharge
    • You may upgrade to Oceanview 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 Price: Air Fare not included
    • Please read Terms and 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