Sicily Romantic Vacations
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Top Romantic vacation packages in Sicily
Price found within the past 48 hours. Click for updated prices.
- Eurostars Centrale Palace
Oct 25 - Oct 30Eurostars Centrale Palace + Flight
Palermo Historical Center4 nights4.0 star property8.4/10 - Very Good (1,000 reviews)Roundtrip • Boston (BOS) - Palermo (PMO)BOS - PMO • 1 stop PMO - BOS • 1 stop$2,396$1,647found 1 day agoper traveler - Grand Hotel San Pietro Taormina - Preferred Hotels & Resorts
Sep 13 - Sep 19Grand Hotel San Pietro Taormina - Preferred Hotels & Resorts + Flight
Taormina5 nights5.0 star property9.2/10 - Wonderful (259 reviews)"This hotel is beautiful, I had an amazing stay. The staff is wonderful."Reviewed August 4, 2026Roundtrip • New York (NYC) - Catania (CTA)JFK - CTA • 1 stop CTA - JFK • 1 stop - La Plage Resort
Sep 13 - Sep 19La Plage Resort + Flight
Mazzaro5 nights5.0 star property8.8/10 - Excellent (264 reviews)"An exceptional hotel with a great team, with an outstanding view!!! Not only the location is hard to beat, food delicious, but the entire staff is incredibly helpful, caring and professional. Incredible stay, highly recommend!"Reviewed July 27, 2026Roundtrip • New York (NYC) - Catania (CTA)JFK - CTA • 1 stop CTA - JFK • 1 stop - Castello San Marco Charming Hotel & Spa
Sep 9 - Sep 13Castello San Marco Charming Hotel & Spa + Flight
Calatabiano3 nights4.0 star property9.4/10 - Exceptional (193 reviews)"We had such a lovely time at this property. It is so beautiful- the buildings, the grounds, the pool, the beach, everything. We enjoyed wonderful massages and facials at the charming spa too. Breakfast was delightful, the restaurant for dinner was good, but the menu was a bit limiting for our family of 5. Rooms are clean and large, but I suggest they introduce more special, more unique toiletries like many high-end hotels in Italy. That special touch always seems to make the experience smell and..."Reviewed July 22, 2026Roundtrip • New York (NYC) - Catania (CTA)JFK - REG • 1 stop REG - JFK • 1 stop$2,889$2,309found 0 hours agoper traveler - Grand Palladium Sicilia Resort & Spa
Sep 6 - Sep 12Grand Palladium Sicilia Resort & Spa + Flight
Campofelice di Roccella5 nights5.0 star property8.8/10 - Excellent (184 reviews)"Really nice stay at the Grand Palladium Sicilia. I will say that some of areas of room could do with updating. Some of the wardrobes had stains on. The food was excellent! A la carte restaurants were all fantastic and there was such a vast amount of choice and variety in the buffet with a different themed cuisine each night. Everyone was exceptionally helpful and the animation team did a brilliant job throughout the day and night. Would highly recommend!"Reviewed August 3, 2026Roundtrip • Boston (BOS) - Palermo (PMO)BOS - PMO • 1 stop PMO - BOS • 1 stop$2,472$2,076found 1 hour agoper traveler
Discover the most popular places to visit in 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.
What to do in Sicily
Stromboli: Sunset Trekking at Sciara del Fuoco
$34
per adult
0% of travelers recommend
Siracusa: Ortygia Island Boat Tour with Grotto Visit
$28
per adult
0% of travelers recommend
Catania: Cyclops Coast Cruise with Appetizer & Snorkeling
$63
per adult
0% of travelers recommend
Top Romantic Sicily Hotels
APARTMENT IN THE HEART OF PALERMO
APARTMENT IN THE HEART OF PALERMO0.7 mi from Sicily
10.0 out of 10, Exceptional, (12 reviews)
10/10
Exceptional
(12 reviews)
"The apartment is truly in the heart of Palermo, on the via Roma. It's an interior apartment with a few windows that face what's basically an air-well, so there is no street noise. There is a mechanical room next door, and other apartments of course, but neither is a deal breaker. The pictures are accurate. It felt very safe. The well-equipped kitchen was the best thing. It is also stocked with all the basics - salt, olive oil, sugar, etc (all left by previous guests) so you can...
$113 nightly
The price is $118
$118 total
Sep 1 - Sep 2
Total with taxes and fees
MODERN AND COZY APARTMENT NEAR THE SEA OF RECANATI
MODERN AND COZY APARTMENT NEAR THE SEA OF RECANATI105.9 mi from Sicily
9.2 out of 10, Wonderful, (24 reviews)
9.2/10
Wonderful
(24 reviews)
"Rosanna was very helpful. The is very affordable considering how much hotels in Taormina charge per night."
$113 nightly
The price is $118
$118 total
Aug 28 - Aug 29
Total with taxes and fees
Tufoletto Apartment
Tufoletto Apartment0.6 mi from Sicily
10.0 out of 10, Exceptional, (6 reviews)
10/10
Exceptional
(6 reviews)
"In an ancient building totally redone inside with an excellent outdoor private space. Close to everything in Palermo. Well worth the visit."
$110 nightly
The price is $115
$115 total
Aug 16 - Aug 17
Total with taxes and fees
$92 nightly
The price is $92
$92 total
Aug 9 - Aug 10
Total with taxes and fees
THE PALACE B&B and Apartments - FRUIT LUXURY ROOM
THE PALACE B&B and Apartments - FRUIT LUXURY ROOM54.7 mi from Sicily
$107 nightly
The price is $109
$109 total
Sep 3 - Sep 4
Total with taxes and fees
A Sicilian "Dammuso" nestled in the baroque of the Hyblean mountains.
A Sicilian "Dammuso" nestled in the baroque of the Hyblean mountains.111.6 mi from Sicily
9.0 out of 10, Wonderful, (2 reviews)
9.0/10
Wonderful
(2 reviews)
"Logement très propre et frais, idéal en cas de fortes chaleurs. Palozzolo est une ville très agréable, bien située pour visiter Syracuse, Noto, Caltagiron et bord de mer."
$91 nightly
The price is $96
$96 total
Aug 6 - Aug 7
Total with taxes and fees
$127 nightly
The price is $127
$127 total
Aug 17 - Aug 18
Total with taxes and fees
attic IRIS near the sea and golden beaches
attic IRIS near the sea and golden beaches26 mi from Sicily
9.8 out of 10, Exceptional, (61 reviews)
9.8/10
Exceptional
(61 reviews)
"We will miss the large oversized terraces. The place is large and very well equipped. AC works extremely well. Wifi signal was very weak and devices disconnected frequently but internet speed was ok (after first day at least) and we were able to get everything we needed from internet. Hosts are very friendly but not a single word of English and VRBO doesn't auto-translate. VRBO was also glitchy for days (no fault of hosts) not allowing me to message hosts, making arranging for check in very...
$113 nightly
The price is $116
$116 total
Aug 23 - Aug 24
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.
How to find a romantic Sicily vacation
How can I find the best Sicily vacation packages for couples?
To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.
How can I find cheap Sicily romantic packages for two?
For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.
How can I plan a great romantic trip to Sicily?
Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.
How much is a trip for two to Sicily?
Put a price on love with stunning deals for duos starting at just $1,647. Prices and availability are subject to change. Additional terms may apply.
Can I book Sicily spa packages for couples?
Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.
How can I book romantic weekend getaway packages in Sicily?
To book a loved-up break in Sicily, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).
Can I book a romantic trip to Sicily with free cancellation and/or flexible dates?
The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.
Why should I book my Sicily romantic holiday with Expedia?
If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?