Sicily Luxury Tours & Trips
Searching for a top-class touring experience? Look no further, as our luxury adventures of Sicily will allow you to discover exceptional destinations such as Palermo and Taormina. Explore and discover new cultures while enjoying top tier services and facilities.
10 best luxury Sicily tour packages
Compiled by
NinaSicily travel expert at TourRadar
- Small Group Sicilian Secrets Premium Collection - Unique Tour of Sicily (maximum 14 pax, mono English)
- Premium Sicily
- Classic Sicily - 8 Days/7 Nights (9 destinations)
- Splendours of Sicily
- Country Roads of Southern Italy & Sicily (Classic, 15 Days)
- Sicily in Depth (Classic, End Malta, 6 Days, 13 Days)
- Private Sicily Countryside: Luxury Escape
- Sicily in Depth (Base - Small Groups, Preview 2022, End Catania, 8 Days)
- Sicily in Depth (Classic, End Malta, 6 Days, 12 Days)
- Sicily in Depth (Small Groups, End Malta, 4 Days, 11 Days)
Small Group Sicilian Secrets Premium Collection - Unique Tour of Sicily (maximum 14 pax, mono English)
5 Reviews by TourRadar travelers
Stay 8 nights across Sicily's finest places - from Taormina's coastal hotels to a historic farmstead in the Noto countryside and boutique properties in Palermo. Private wine tastings happen at the Duca di Salaparuta estate, which has been making wine for 200 years. You'll also do hands-on cooking with a Sicilian hostess at a countryside villa, plus have curated meals including lunch with views of the Valley of the Temples. The trip includes 24-hour support, Land Rover Discovery rides up Mount Etna, and intimate cultural visits to places like Cefalù's medieval cathedral and Monreale's UNESCO-listed golden mosaics.
Duration 9 days Destinations Taormina, Mount Etna, Savoca, Forza d'Agro, Giarre, Island of Ortigia, Noto, Marzamemi, Agrigento, PalermoSee all destinations Age Range Ages 40+ Price Per Day $556 Operator Dimensione Sicilia - Dimsi Incoming Operator Srl From
- US$5,006
Sicily's finest moments unfold from boutique 13th-century hotels to private Modica chocolate tastings. Mount Etna reveals its secrets with expert guides, while exclusive cooking classes in Palermo and Valley of the Temples tours with specialized instructors create lasting memories.
Duration 10 days Destinations Palermo, Marsala, Agrigento, Syracuse, Catania Age Range Ages 15+ Price Per Day $640 Operator Intrepid Premium From
- US$6,395
Classic Sicily - 8 Days/7 Nights (9 destinations)
2 Reviews by TourRadar travelers“Super beautiful.”
Chris, traveled in July
Premium coastal hotels provide luxury bases across Sicily. Private Valley of the Temples tours and intimate wine tastings at Tenuata San Michele showcase the island's heritage. Sophisticated dining at Baglio Elena Agriturismo and traditional Sicilian restaurants complete the experience.
No departure dates availableDuration 8 days Destinations Palermo, Trapani, Marsala, Taormina, Mount Etna, Messina, Cefalu Age Range Ages 8+ Price Per Day $0 Operator CIE Tours 
Sicily's premier hotels welcome guests, from Palermo's Hotel Plaza Opera to Syracuse's Hotel Domus Mariae Benessere. Private tastings unfold at local wineries, alongside exclusive cheese-making demonstrations and guided tours of UNESCO World Heritage sites.
Duration 10 days Destinations Palermo, Monreale, Selinunte, Mazara del Vallo, Sciacca, Favara, Agrigento, Piazza Armerina, Ragusa, ModicaSee all destinations Age Range Ages 18+ Price Per Day $390 Operator Blue-Roads Touring From $4,109
5% Off- US$3,904You save $205
Taormina Riviera's finest hotels face the 'Dawn Coast of Europe.' Mount Etna's vineyards beckon, while ancient Greek theatres offer exclusive access. Local cuisine in Palermo delights, and UNESCO sites Valley of Temples and Syracuse's Paradise Quarry come alive with expert historians.
No departure dates availableDuration 15 days Destinations Rome, Alberobello, Matera, Pompeii, Sorrento, Giardini Naxos, Cefalu, Palermo, Agrigento, RagusaSee all destinations Age Range All Ages Welcome Price Per Day $0 Operator Insight Vacations Sicily in Depth (Classic, End Malta, 6 Days, 13 Days)
6 Reviews by TourRadar travelers“Discovered Temples I didnt know existed. Would definitely recommend the Tour to anyone who is curious about Sicily.”
Ida, traveled in June
The premium Hilton Giardini Naxos offers stunning Ionian Sea views. Farm-to-Table cuisine delights in Taormina, while private tours of Syracuse's Paradise Quarry and wine tastings at exclusive Marsala estates enchant visitors. VIP access includes Sicily's UNESCO heritage sites and ancient Greek theaters.
No departure dates availableDuration 13 days Destinations Catania, Syracuse, Ragusa, Agrigento, Palermo, Erice, Cefalu, Taormina, Valletta, Sliema Age Range All Ages Welcome Price Per Day $0 Operator Insight Vacations 
The finest Sicilian retreats await at Zash Boutique Hotel and Country House Villadorata. Private guides lead exclusive visits from Mount Etna's slopes to Marzamemi's seaside restaurants, offering intimate cooking classes and historic winery visits.
No departure dates availableDuration 9 days Destinations Catania, Mount Etna, Taormina, Syracuse, Modica, Ragusa, Noto, Marzamemi Age Range Ages 13+ Price Per Day $0 Operator Sicily Activities Sicily in Depth (Base - Small Groups, Preview 2022, End Catania, 8 Days)
6 Reviews by TourRadar travelers
Luxury accommodations and exclusive encounters define this Sicilian adventure. Fine wines flow at Villa Immacolatella, ancient temples reveal their secrets with expert guides, and farm-to-table dining in Taormina provides views of Mount Etna. Private tours and upscale dining complete the experience.
No departure dates availableDuration 8 days Destinations Catania, Syracuse, Palermo, Erice, Cefalu, Taormina Age Range All Ages Welcome Price Per Day $0 Operator Insight Vacations 
Premium Taormina Riviera hotels overlooking the Ionian Sea serve as your sanctuary. Exclusive access to Palazzo Falson's rooftop garden in Mdina and private guided tours of Syracuse's Paradise Quarry await. An intimate Dine-Around evening in Palermo showcases local cuisine.
No departure dates availableDuration 12 days Destinations Giardini Naxos, Taormina, Cefalu, Palermo, Agrigento, Ragusa, Syracuse, Catania, Sliema, MarsaxlokkSee all destinations Age Range All Ages Welcome Price Per Day $0 Operator Insight Vacations 
Upscale Sicilian stays at Il Principe Catania and RG Naxos Taormina set the tone. Private guided tours of ancient Greek theatres combine with exclusive wine tastings and gourmet dining experiences highlighting local cuisine.
No departure dates availableDuration 11 days Destinations Catania, Ragusa, Agrigento, Palermo, Erice, Trapani, Cefalu, Taormina, Valletta, Sliema Age Range All Ages Welcome Price Per Day $0 Operator Insight Vacations
What our customers ask about Sicily Luxury Tours & Trips
What type of luxury accommodations can I expect in Sicily Islands?
Sicily's luxury lodging options span from seaside hotels to intimate properties in historical settings. The Il Picciolo Etna Golf Resort & Spa sits at the base of Mount Etna providing views of the volcano and luxury amenities. In Taormina the Eurostars Monte Tauro perches on cliffs above the Ionian Sea offering panoramic water views. The Radisson Blu Resort in St Julian's features coastal settings with wellness spas, indoor pools and sea views. As one TourRadar traveler noted: "The accommodations were wonderful. The lodging and food choices were outstanding and well situated."
What unique luxury culinary experiences are available in Sicily?
The island's high-end food experiences center on regional specialties and local wines. Visitors can book private tastings at respected vineyards like Tenuta San Michele on Mount Etna take cooking classes at family-run wineries and enjoy meals at upscale farm stays. Notable options include olive oil sampling at Villa Immacolatella near Trapani and wine tours at Cantine Pellegrino in Marsala. A TourRadar traveler mentioned: "The food and lodging were excellent. I loved all the fresh food and the wine choices were amazing at every stop."
What are the must-visit luxury destinations in Sicily?
Key upscale spots include Taormina with its high-end hotels and ancient theater Syracuse's Ortigia island featuring boutique properties and fine dining and the Mount Etna area known for premium wineries and golf clubs. The Baroque cities of Noto and Ragusa house elegant palace hotels and Michelin restaurants. A TourRadar traveler commented: "Taormina was absolutely magical - the perfect blend of luxury accommodations stunning views and sophisticated atmosphere."
How much should I budget for a luxury tour in Sicily Islands?
Expect to spend between 3000-7000 USD per person for 8-15 day luxury trips based on hotel choice and what's included. The "Sicily Grand Tour" starts at 6355 USD for 13 days while the "Classic Sicily" luxury option costs 2970 USD for 8 days. These rates typically cover upscale hotels private transfers expert guides and premium dining. A TourRadar traveler shared: "While not inexpensive the value was exceptional given the high-end accommodations exclusive experiences and knowledgeable guides."
What luxury shopping experiences are available in Sicily?
High-end retail centers around Taormina's Corso Umberto with designer stores and craft shops and Palermo's Via Libertà fashion district. Many tours arrange private visits to ceramic studios in Caltagirone and appointments with local jewelry makers. A TourRadar traveler noted: "The shopping experiences were wonderful especially with our guide's recommendations for unique local artisans and designer boutiques."
What exclusive experiences are included in luxury Sicily Islands tours?
Premium tours provide special access to Sicily's best offerings including private wine tastings at estates like Baglio Donna Franca near Marsala known for sustainable farming and heritage grains. Programs feature private viewings of sites like Monreale Cathedral with expert guides and special dinner events showcasing local cuisine. Private historian-led tours explore Syracuse's Paradise Quarry and Agrigento's Valley of the Temples. As described by a TourRadar traveler: "The exclusive wine tasting experience in Marsala was a highlight offering insights into Sicily's finest wines while enjoying spectacular countryside views."