Get Up Jack
Sicily 2027
April 3 - 11, 2027
Join Get Up Jack in Sicily 🎶
Music, culture, and unforgettable Sicilian moments—together
After an incredible journey through Italy in April 2025, Get Up Jack is heading back to Italy in 2027—this time to Sicily, and you’re invited to come along.
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This isn’t just a tour; it’s a shared experience with the band, blending Sicily’s rich history, dramatic landscapes, incredible food and wine, and the unmistakable energy of live music. From ancient cities to volcanic vineyards, you’ll explore Sicily alongside fellow fans and friends, with special performances woven into unforgettable settings.
Whether you’ve traveled with Get Up Jack before or you’re joining for the first time, this hosted journey is designed to be immersive, relaxed, and deeply connected to the spirit of Sicily.
DAY 1 - April 3, 2027
Departure Day
Today marks the beginning of your unforgettable journey to Italy! Depart from your selected airport on your international overnight flight bound for the heart of the Mediterranean. As you board your plane, get ready to immerse yourself in the rich history, timeless beauty, and vibrant culture that await you in Italy. *Group Air will be available for consideration in May 2026.
DAY 2 - April 4, 2027
Arrival Day
Welcome to Palermo, the vibrant capital of Sicily and a crossroads of Mediterranean civilizations for over three millennia. Upon arrival, you’ll be greeted by our local tour manager and transferred to your hotel, where you can settle in and relax.
The remainder of the day is yours to enjoy at leisure. Whether you choose to explore lively neighborhoods, visit artisan shops, or relax at a café with a view, Palermo invites you to experience its soul—rich, warm, and unmistakably Sicilian. In the evening, gather for a welcome dinner at a traditional local restaurant or the hotel restaurant, where you’ll enjoy your first taste of Sicilian cuisine. (D)
DAY 3 - April 5, 2027
Palermo Guided Walking Tour & Lunch with Performance
Begin your journey with a visit to the heart of Palermo, a city that has been a melting pot of civilizations for centuries. Your guide will lead you through the Norman Palace (Palazzo dei Normanni), a UNESCO World Heritage site, where you’ll explore its magnificent Palatine Chapel, known for its stunning mosaics that reflect the island’s Norman, Arab, and Byzantine heritage. Next, step inside the Palermo Cathedral, a striking blend of architectural styles, and learn about its fascinating history, from its origins as an Arab mosque to its transformation into a Norman church.
After the tour, transfer to a nearby location where you will enjoy a typical Sicilian Lunch. Here, you will have the opportunity to perform.(B, L)
DAY 4 - April 6, 2027
Day at leisure or Optional Tours
Today is yours to explore. (B) Optional tours are available:
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OPTION 1) Palermo Street Food Tour (AM)
Sample Palermo’s famous street foods while exploring lively outdoor markets such as Vucciria or Mercato di Capo. Taste treats like arancine, panelle, and cannoli, accompanied by Sicilian wine and seasonal desserts. PRICE PER PERSON (minimum 15 paying pax): $65pp
OPTION 2) Cannoli Cooking Class (AM or PM)
Learn to make Sicily’s iconic dessert, from preparing the shell and ricotta filling to decorating with pistachios and candied orange peel. End the class by tasting your handmade cannoli paired with limoncello or marsala wine.
**Please note that the organization of these 2 tours will depend on the number of participants. The cooking class group might be divided into smaller groups at different times**
PRICE PER PERSON (minimum 15 paying pax): $195
OPTION 3) Temple of Segesta & Erice Full-day Excursion
Visit the Archaeological Park of Segesta and the medieval hilltop town of Erice. Explore ancient temples, charming streets, and sample almond sweets at Maria Grammatico’s pastry shop.
This is a full day excursion and cannot be combined with any other optional tour on this day.
PRICE PER PERSON:
minimum 15-29 paying pax: $195
minimum 30-44 paying pax: $145
minimum 45-59 paying pax: $125
Pricing will be finalized once all registrations have been submitted
DAY 5 - April 7, 2027
Trapani/Marsala Tour
Full-day excursion through the salt pans of Trapani and the coastal town of Marsala. Visit an ancient baglio-turned-winery for a tour, tasting, and light lunch. (B, L)
DAY 6 - April 8, 2027
Palermo to Taormina Area with a stop in Cefalù
Journey along the coast with a stop in Cefalù to visit its Norman Cathedral and explore the charming town before continuing to Taormina for an overnight. (B)
DAY 7 - April 9, 2027
Day at leisure or Optional Tours
Today is yours to explore. (B) Optional tours are available:
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OPTION 1) Taormina Walking Tour with Greek Theatre (AM). Explore Taormina’s ancient Greek Theatre, enjoy views of Mount Etna, and stroll Corso Umberto’s boutiques and cafes.
PRICE PER PERSON (minimum 15 paying pax): $65pp
OPTION 2) TAORMINA COOKING CLASS (AM)
Join Chef Massimo to prepare authentic Sicilian dishes using fresh local ingredients. Includes lunch with wines. **Please note that the cooking class is a maximum 40 pax – it will be a semi-hands-on with demonstration**
PRICE PER PERSON (minimum 15 paying pax): $225pp
OPTION 3) The Godfather Tour (PM)
Visit Savoca and Forzà d’Agrò, the real-life filming locations for *The Godfather*, including the famous Bar Vitelli.
PRICE PER PERSON (minimum 15 paying pax): $45pp
DAY 8 - April 10, 2027
Mt. Etna Tour with Wine Tasting and Lunch with Performance
Visit Mount Etna, one of the world’s most active volcanoes, and enjoy a light lunch and wine tasting at a local winery with a Get Up Jack performance.
In the afternoon, transfer back to your accommodation. Enjoy last evening at leisure in Taormina. (B, L)
DAY 9 - April 11, 2027
Return Home
This morning at the scheduled time, transfer to Catania Airport for your flight back. (B)
Inclusions:
• One group transfer on arrival from Palermo airport to the hotel
• One group departure transfer from the Taormina hotel to Catania Airport
• Tour Manger(s) throughout trip
• 4 nights at four star hotel in Palermo (Grand Hotel Piazza Borsa or similar)
• 3 nights at four star hotel in Taormina (Hotel Caparena or similar)
• All transportation on an air-conditioned motorcoach
• 1 dinner (1/2 water, ¼ wine per person)
• Palermo Guided Walking tour with Palatine Chapel admissions
• Lunch with performance in Palermo Area Masseria
• Trapani & Marsala Day Tour with Wine Tasting in Winery
• Cefalu Guided Walking tour with Cathedral admissions
• Etna guided tour with wine tasting and lunch with a performance
• Mandatory Hotel Taxes
• Porterage in/out – one piece of luggage per person
Exclusions:
• Flights to and from the US to Italy
• Transfer to/from US Airport
• Tips to guides, drivers, and escorts
• Meals not mentioned in the itinerary
• Anything not mentioned in the itinerary
Please Note:
All deposits are non-refundable.
Travel Insurance is highly recommended. Trawick Insurance is now offered during the booking process. Travel insurance in also offered through Chubb and Allianz Insurance companies. Quotes may be generated here: Chubb Allianz
Group Air will be available to book in May 2026. Once air is available, a price will be provided, including transfer to/from U.S. airport.
Optional Tours do not need to be decided at the time of booking. They can be added at a later date. Deadlines will be communicated.
Room Occupancy & Invoicing
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Double Share: Price is per person when two travelers share one hotel room (two beds or one bed). Travelers sharing a room may pay separately; each person will receive their own invoice if requested. If booking double share with separate payments, please provide the full name of your roommate when available to ensure proper room assignment.
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Single: Price is per person for one traveler occupying a room alone. A single supplement applies due to hotel pricing.
If a roommate name is not provided, a single supplement may be applied.