Get Up Jack - Sicily 2027

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Overview

Get Up Jack - Sicily 2027
Palermo, PA, Italy
Apr 3 - 11, 2027
Push Pin Custom Tours and Travel image
Push Pin Custom Tours and Travel
$3,715
Deposit: $500

About this trip

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.

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.

What's included

Transfer

One group transfer on arrival from Palermo airport to the hotel

Transfer

One group departure transfer from the Taormina hotel to Catania Airport

Tour Manager(s)

English Speaking Tour Manager

Motorcoach

All transportation on an air-conditioned motorcoach

Meals

Daily Breakfast; 3 lunches; Welcome Dinner

Tours

Palermo City Tour; Trapani & Marsala Day Tour with Wine Tasting in Winery; Cefalu Walking tour; Mt. Etna tour with wine tasting

Get Up Jack Performances

Two performances during lunches

Taxes

Mandatory Hotel Taxes

Porterage

Porterage in/out – one piece of luggage per person

Accomodations

4 nights at Grand Hotel Piazza Borsa or similar in Palermo

Accomodations

3 nights at Hotel Caparena or similar in Taormina

What's not included

Airfare

Flights to and from the US to Italy

Transfer

Transfer to/from US Airport

Gratuities

Tips to guides, drivers, and escorts

Meals not mentioned

Anything not mentioned

Day 1 - April 3, 2027

Day 1 - April 3, 2027 image

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

Day 2 - April 4, 2027 image

Welcome to Sicily!

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)

Overnight at Grand Hotel Piazza Borsa or similar

Day 3 - April 5, 2027

Day 3 - April 5, 2027 image

Palermo Tour and Performance

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)

Overnight at Grand Hotel Piazza Borsa or simila

Day 4 - April 6, 2027

Day 4 - April 6, 2027 image

Optional Tours

Day at leisure or Optional Tours

Today is yours to explore. (B) 

Optional tours are available:

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

Overnight at Grand Hotel Piazza Borsa or simila

Day 5 - April 7, 2027

Day 5 - April 7, 2027 image

Trapani/Marsala

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) Overnight at Grand Hotel Piazza Borsa or simila

Day 6 - April 8, 2027

Day 6 - April 8, 2027 image

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)

Overnight at Hotel Caparena or similar

Day 7 - April 9, 2027

Day 7 - April 9, 2027 image

Day at leisure or Optional Tours

Today is yours to explore. (B)  Optional tours are available:

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

Overnight at Hotel Caparena or similar

Day 8 - April 10, 2027

Day 8 - April 10, 2027 image

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)

Overnight at Hotel Caparena or similar

Day 9 - April 11, 2027

Day 9 - April 11, 2027 image

Departure Day

This morning at the scheduled time, transfer to Catania Airport for your flight back. (B)

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1. Palermo, PA, Italy

Palermo, PA, Italy

About your organizer

With over 15 years of experience in group travel, I specialize in creating seamless, personalized journeys for private groups around the world. Working with trusted global partners, I help families, friends, and organizations turn their travel ideas into effortless, unforgettable experiences—without the stress of planning. Known for my attention to detail and hands-on approach, I guide each group through every step of the process, crafting meaningful trips that inspire connection, discovery, and lifelong memories.

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