Eastern Sicily Vacations from $1,412
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The Latest Eastern Sicily Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Hotel Continental
Aug 24 - Aug 30Hotel Continental + Flight
Taormina City Centre5 nights3.0 star property9.2/10 - Wonderful (659 reviews)"Hôtel très bien situé à Taormina. Chambre propre mais un peu vieillotte. Nous pouvons aller très facilement en ville à pieds en passant par le jardin de l’hôtel c’est vraiment agréable et pratique. Personnel gentil. Stationnement dispendieux 29 euros"Reviewed July 14, 2026Roundtrip • Boston (BOS) - Catania (CTA)BOS - CTA • 1 stop CTA - BOS • 1 stop$2,251$1,596found 1 day agoper traveler - Wellness & Spa Hotel Principe di Fitalia
Sep 26 - Oct 2Wellness & Spa Hotel Principe di Fitalia + Flight
Syracuse5 nights5.0 star property9.6/10 - Exceptional (96 reviews)Roundtrip • Boston (BOS) - Catania (CTA)BOS - REG • 2 stops REG - BOS • 2 stops$2,523$1,722found 1 day agoper traveler - Hotel Metropole Taormina
Aug 23 - Aug 28Hotel Metropole Taormina + Flight
Taormina City Centre4 nights5.0 star property9.4/10 - Exceptional (275 reviews)"Amazing"Reviewed July 12, 2026Roundtrip • New York (NYC) - Catania (CTA)JFK - CTA • 1 stop CTA - JFK • 1 stop - The Ashbee Hotel - The Leading Hotels of the World
Sep 6 - Sep 12The Ashbee Hotel - The Leading Hotels of the World + Flight
Taormina5 nights5.0 star property9.2/10 - Wonderful (139 reviews)Roundtrip • New York (JFK) - Catania (CTA)JFK - CTA • Nonstop CTA - JFK • 2 stops - Grand Hotel San Pietro Taormina - Preferred Hotels & Resorts
Sep 26 - Oct 2Grand Hotel San Pietro Taormina - Preferred Hotels & Resorts + Flight
Taormina5 nights5.0 star property9.2/10 - Wonderful (251 reviews)Roundtrip • Boston (BOS) - Catania (CTA)BOS - REG • 2 stops REG - BOS • 2 stops
Discover the most popular places to visit in Eastern Sicily
Mount Etna
9.4/10 (212 reviews)
This tranquil city is in a stupendous position on the sea in front of Mount Etna, with a mild climate year round and marvellous scenery, where peace and quiet reign supreme. It's been world famous for centuries, which has brought an influx of noteworthy tourists, even today, thanks to the numerous holiday promotions for Taormina.
Eastern Sicily Hotel Deals
Torre Don Virgilio Country Hotel
Torre Don Virgilio Country Hotel4.0 star property
41.2 mi from Eastern Sicily
9.4 out of 10, Exceptional, (101 reviews)
9.4/10
Exceptional
(101 reviews)
"A lovely property, peaceful, well-kept with lovely clean rooms. The breakfast was amazing and the staff were really helpful. Delicious restaurant perfect for the evenings. Parking is also very convenient. Will definitely stay again!"
$86 nightly
The price is $101
$101 total
Jul 27 - Jul 28
Total with taxes and fees
Itria Palace
Itria Palace40 mi from Eastern Sicily
9.6 out of 10, Exceptional, (135 reviews)
9.6/10
Exceptional
(135 reviews)
"."
$72 nightly
The price is $82
$82 total
Jul 25 - Jul 26
Total with taxes and fees
Hotel Eremo della Giubiliana
Hotel Eremo della Giubiliana5.0 star property
46.7 mi from Eastern Sicily
9.2 out of 10, Wonderful, (153 reviews)
9.2/10
Wonderful
(153 reviews)
"We just wrapped up our wonderful 11-night stay at Eremo della Giubiliana near Ragusa, and it was absolutely perfect from start to finish.
We stayed in one of the cottages, which don’t receive nearly enough attention or photos in most reviews. They were spacious, beautifully appointed, and provided the ideal private retreat for our family with a toddler. Breakfast is highly underrated—guests constantly rave about it. We enjoyed dinner at the on-site restaurant 3–4 times. The food was very good,...
$177 nightly
The price is $201
$201 total
Jul 19 - Jul 20
Total with taxes and fees
8.4 out of 10, Very Good, (1,001 reviews)
8.4/10
Very Good
(1,001 reviews)
$152 nightly
The price is $173
$173 total
Aug 6 - Aug 7
Total with taxes and fees
8.8 out of 10, Excellent, (284 reviews)
8.8/10
Excellent
(284 reviews)
$78 nightly
The price is $86
$86 total
Jul 22 - Jul 23
Total with taxes and fees
9.4 out of 10, Exceptional, (84 reviews)
9.4/10
Exceptional
(84 reviews)
$107 nightly
The price is $118
$118 total
Jul 30 - Jul 31
Total with taxes and fees
9.8 out of 10, Exceptional, (162 reviews)
9.8/10
Exceptional
(162 reviews)
"The place was lovely! Super nice and helpful staff, even gave us some restaurant recommendations! The breakfast included was really good. The room has a shared terrace with a really nice view as well. AC in the room! Parking was easy"
$109 nightly
The price is $120
$120 total
Jul 30 - Jul 31
Total with taxes and fees
9.2 out of 10, Wonderful, (297 reviews)
9.2/10
Wonderful
(297 reviews)
"Courteous staff"
$135 nightly
The price is $154
$154 total
Jul 19 - Jul 20
Total with taxes and fees
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.