Journey through the Mediterranean’s most storied islands—Malta, Sicily, and Cyprus—on a richly layered exploration of history, landscapes, and living traditions. From ancient civilizations and UNESCO World Heritage sites to coastal villages and vibrant historic cities, this journey blends cultural depth with striking natural beauty.

Travel by ferry from Malta to Sicily and a short flight from Sicily to Cyprus. Explore archaeological treasures, medieval citadels, and seaside communities shaped by centuries of maritime exchange. Along the way, our expert guides bring each destination to life, while a balanced pace allows time for independent discovery, regional cuisine, and memorable Mediterranean moments.

May 2-29 and September 27-October 24, 2027

To find the dates you wish to book, click the button See Availability, a calendar appears, see the dates that are in black. Click on the date to select it. If you want a future date, use the arrow to move forward on the calendar to view additional dates.

Trip pricing is contingent upon a minimum of four (4) participants and is subject to adjustment should this minimum not be met.

• Explore Malta’s historic heart, including Valletta, the Grand Master’s Palace, St. John’s Co-Cathedral, and the storied Three Cities of Birgu, Senglea, and Cospicua.

• Visit extraordinary UNESCO World Heritage Sites, from the Hal Saflieni Hypogeum and Malta’s megalithic temples to Sicily’s Valley of the Temples, Villa Romana del Casale, and Segesta.

• Discover Sicily’s rich cultural tapestry, blending Greek, Roman, Arab, and Norman influences in Palermo, Monreale, Cefalù, and beyond.

• Experience dramatic Mediterranean landscapes, from the Blue Grotto, Gozo Island and Dingli Cliffs to Mount Etna and the white limestone Scala dei Turchi.

• Walk through living history in vibrant towns and cities, including Siracusa, Ragusa Ibla, Erice, Mazara del Vallo’s Kasbah, Taormina, Messina and Palermo.

• Accommodations with breakfast. Heritage Malta, 4-5 stars Cyprus

• Accompanying guide (different one for each country

• Arrival & Departure transfers on tour dates

• AC Transport van or minibus depending on group size

• Nine lunches in Cyprus based on min group size 4

• One dinner in Limassol based on min group size 4

• Bottled Water in the vehicle during drives and touring

• Entrance Fees

• International airfare

• Tourist tax (if any)

• Ferry ticket to Pozallo (estimated at approximately $125)

• Tips to drivers, guides, and hotel porters

• Meals in Malta & Sicily

• Lunches in Cyprus if group size is less than 4

• Dinner in Limassol if group size is less than 4

• Flight tickets Catania, Sicily - Larnaca, Cyprus (We shall book these flights and have exact price usually 3 months prior to the trip date.)