Sicily Luxury Tours & Trips
Fancy exploring Sicily where Mount Etna's still actively volcanic? You'll see steam vents, smell sulfur, maybe take cable cars up the slopes. Valley of the Temples has remarkably preserved Greek ruins, Taormina's ancient theatre overlooks the coast with Etna behind, and Savoca is where The Godfather was filmed. Sicilian cooking classes teach you pasta from scratch in countryside villas, Palermo's anti-Mafia tours explain the struggles, try Marsala dessert wines that taste sweet and complex, and see why this area is so popular.
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)
- Luxury Private Tour of Sicily: Highlights
- Premium Sicily
- Splendours of Sicily
- Country Roads of Southern Italy & Sicily (Classic, 15 Days)
- Sicily in Depth (Classic, End Malta, 6 Days, 13 Days)
- 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)
- Sicily Grand Tour Walking & Hiking
Small Group Sicilian Secrets Premium Collection - Unique Tour of Sicily (maximum 14 pax, mono English)
5 Reviews by TourRadar travelers
Boutique hotels in Taormina, Ortigia, and Palermo offer private in-room breakfasts and room upgrades when available. Check out the Valley of the Temples in Agrigento and Syracuse's Cathedral with its ancient Greek Theatre foundations, then head to the historic Duca di Salaparuta winery from 1824 for tastings and a light lunch.
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 $472 Operator Dimensione Sicilia - Dimsi Incoming Operator Srl From $4,998
15% Off- US$4,248You save $750
Luxury Private Tour of Sicily: Highlights
21 Reviews by TourRadar travelers“Loved Sicily and we were well looked after by Sicily Activities. I would recommend them without hesitation.”
Paul, traveled in October
Duration 8 days Destinations Catania, Taormina, Savoca, Forza d'Agro, Mount Etna, Noto, Syracuse, Agrigento, Palermo Age Range All Ages Welcome Price Per Day $338 Operator Sicily Activities From
15% Off- US$2,706
Duration 10 days Destinations Palermo, Erice, Trapani, Marsala, Mazara del Vallo, Agrigento, Ragusa, Modica, Noto, SyracuseSee all destinations Age Range Ages 15+ Price Per Day $652 Operator Intrepid Premium From $6,860
5% Off- US$6,517You save $343
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, Agrigento, Favara, Piazza Armerina, Ragusa, Modica, Noto, SyracuseSee all destinations Age Range Ages 18+ Price Per Day $401 Operator Blue-Roads Touring From $4,109
2% Off- US$4,009You save $100
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 Operator Insight Vacations Sicily in Depth (Classic, End Malta, 6 Days, 13 Days)
6 Reviews by TourRadar travelers“This trip to Sicily with Insight was well organised and having just got back home I'm amazed at just how much we did.”
Phillip, traveled in September
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 Operator Insight Vacations 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, Ragusa, Agrigento, Palermo, Monreale, Erice, Trapani, Cefalu, TaorminaSee all destinations Age Range All Ages Welcome 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 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 Operator Insight Vacations Sicily Grand Tour Walking & Hiking
27 Reviews by TourRadar travelers“This was an extraordinarily well-organized and wide-ranging tour through Sicily. The hikes were challenging at times, but always breathtakingly gorgeous.”
Lyyne, traveled in May
Sicily's premium island adventure features carefully selected 4-star accommodations and gourmet dining. Private tours of ancient sites, exclusive wine tastings, and authentic local experiences await. Expert guides lead the way from Palermo to the Aeolian archipelago.
No departure dates availableDuration 13 days Destinations Palermo, Erice, Trapani, Levanzo, Agrigento, Piazza Armerina, Syracuse, Pantalica, Taormina, VulcanoSee all destinations Age Range Ages 25+ Operator Caspin Journeys
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."