Journey through the Mediterranean’s most storied islands—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.

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

May 8-30 and October 3-24, 2027

To book this tour click "See Availability." A calendar pops up showing the first date of the tour. Click the date of the tour to continue to the booking page. If you want a future date, use the arrow on the top right to move forward on the calendar to view additional dates. Prices listed are in USD. To see the price in your currency, at the top of the booking page there is a drop-down menu, click that to select your country and it will convert the price to your currency. You can pay in your own currency.

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

• Walk through Sicily’s great ancient civilizations, from the Greek theaters of Siracusa and Segesta to the Valley of the Temples in Agrigento and the vast ruins of Selinunte.

• Marvel at UNESCO treasures, including the Villa Romana del Casale’s world-renowned mosaics and Palermo’s Arab-Norman masterpieces.

• Experience Sicily’s diverse cultural influences, from Mazara del Vallo’s North African Kasbah to Monreale’s glittering Byzantine mosaics.

• Visit Nicosia, the world’s last divided capital, crossing between the Republic of Cyprus and Northern Cyprus

• Explore Northern Cyprus, including Bellapais Abbey, Kyrenia Castle, Salamis, and historic Famagusta

• Accommodations 4* / 5* Nicosia

• Accompanying guide (different one for each country)

• Airport transfers on tour dates

• AC Transport van or minibus depending on group size

• Daily breakfast

• 9 lunches in Cyprus based on min group size 4

• Bottled water during drives and touring

• Entrance Fees

• International airfare

• Tourist tax (if any)

• Tips to drivers, guides, and hotel porters

• Meals other than those listed

• Flight between Catania-Larnaca