Vacation Packages to Sicily for 2025
Sicily Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Affittacamere Petrosino
Palermo Historical Center
Price was $2,494, price is now $2,393 per person
$2,393
per person
Dec 30 - Jan 2
found 7 hours ago
Roundtrip flight included
Chicago (ORD) to Palermo (PMO)
Stay at this B&B in Palermo. Enjoy free breakfast, free WiFi, and room service. Popular attractions Teatro Massimo and Palermo Harbour are located nearby.
Eurostars Centrale Palace
Palermo Historical Center
Price was $3,052, price is now $2,628 per person
$2,628
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Palermo (PMO)
Book a stay at this luxury hotel in Palermo. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Teatro Massimo and Palermo Harbour are located nearby.
Sant'Agostino B&B
Palermo Historical Center
Price was $2,906, price is now $2,719 per person
$2,719
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Palermo (PMO)
Stay at this B&B in Palermo. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Teatro Massimo and Palermo Harbour are located nearby.
Hotel Plaza Opera
Politeama
Price was $2,579, price is now $2,418 per person
$2,418
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Palermo (PMO)
Book a stay at this spa hotel in Palermo. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Teatro Massimo and Palermo Harbour are located nearby.
Hotel Principe di Villafranca
Politeama
Price was $2,626, price is now $2,509 per person
$2,509
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Palermo (PMO)
Book a stay at this business-friendly hotel in Palermo. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Teatro Massimo and Palermo Harbour are located nearby.
Artemisia Palace Hotel
Politeama
Price was $2,505, price is now $2,408 per person
$2,408
per person
Dec 30 - Jan 2
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Palermo (PMO)
Book a stay at this business-friendly hotel in Palermo. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Teatro Massimo and Palermo Harbour are located nearby.
Top Hotel Deals
Hotel Politeama
Piazza Ruggiero Settimo,15 Palermo PA
1.59 km from city center
Book a stay at this business-friendly hotel in Palermo. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful ...
Eurostars Centrale Palace
Via Vittorio Emanuele, 327 Palermo PA
0.87 km from city center
Book a stay at this luxury hotel in Palermo. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
UNA Hotels Capotaormina
Via Nazionale, 105 Taormina ME
172.91 km from city center
Book a stay at this beach hotel in Taormina. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
Hotel Villa Paradiso
Via Roma 2 Taormina ME
172.11 km from city center
Book a stay at this beach hotel in Taormina. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff ...
San Paolo Palace Hotel
Via Messina Marine, 91 Palermo PA
2.57 km from city center
Book a stay at this business-friendly hotel in Palermo. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Grand Hotel Baia Verde
Via Angelo Musco, 8/10 Aci Castello CT
168.7 km from city center
Book a stay at this beach hotel in Aci Castello. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition ...
Romano Palace Luxury Hotel
Viale Kennedy 28 Catania CT
167.65 km from city center
Book a stay at this luxury hotel in Catania. Enjoy free WiFi, breakfast (surcharge), and room service. Popular attractions Catania Beach and Catania Port are ...
Hotel Bel Soggiorno
Via Luigi Pirandello 60 Taormina ME
172.61 km from city center
Stay at this hotel in Taormina. Enjoy free breakfast, free WiFi, and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Four Points by Sheraton Catania Hotel & Conference Center
Via Antonello Da Messina, 45 Aci Castello CT
169.02 km from city center
Book a stay at this beach hotel in Aci Castello. Enjoy free WiFi, an outdoor pool, and 2 bars/lounges. Our guests praise the helpful staff in our reviews. Popular ...
Grand Hotel Piazza Borsa
Via dei Cartari 18 Palermo PA
1.22 km from city center
Book a stay at this spa hotel in Palermo. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in ...
Splendid Hotel Taormina
Via Dietro Cappuccini, 10 Taormina ME
171.92 km from city center
Book a stay at this family-friendly hotel in Taormina. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Hotel Ariston & Palazzo Santa Caterina
Piazza Luigi Pirandello - Bus Terminal Taormina ME
172.58 km from city center
Book a stay at this business-friendly hotel in Taormina. Enjoy an outdoor pool, breakfast (surcharge), and room service. Our guests praise the breakfast and ...
Hotel Plaza Opera
Via Gallo Nicolo' 2 Palermo PA
1.7 km from city center
Book a stay at this spa hotel in Palermo. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.