Summary
Enjoy a journey to explore clifftops and hillsides, wave-cut coastlines, and sun-soaked streets, all brimming with archaeological finds. The Med is a place where history and myth are deliciously intertwined.
There are few places with as much historical appeal as the Mediterranean. From ancient Greek and Roman ruins to prehistoric temples, everywhere you visit has something new to explore. And what better way to travel than on a true nautical treasure? The Star Flyer is a nod back to the golden age of sailing with an exclusive guest list. Soon you could be watching the breeze shake the canvas of our four-masted ship, drink in hand, on your way to another sun-soaked destination. If history, mythology and jaw-dropping views sound like your idea of fun, this holiday is ideal for you.
Itinerary & Map
Oraia (beautiful) is the word Greeks use to describe Nafplion. The town's old section, on a peninsula jutting into the gulf of Argos, mixes Greek, Venetian, and...
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Monemvasia boasts a varied and colorful history that can be traced to the 8th-century when Greeks fleeing the Slav invasion of Lakonia found refuge here. In its...
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The medieval cliff-hanging town of Taormina is overrun with tourists, yet its natural beauty is still hard to dispute. The view of the sea and Mt. Etna from its...
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Siracusa, known to English speakers as Syracuse, is a wonder to behold. One of the great ancient capitals of Western civilization, the city was founded in 734 B...
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Malta is situated approximately 58 miles (about 93 kilometres) south of Sicily, and approximately 179 miles (about 288 kilometres) north of Africa. The Maltese...
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Malta's capital, the minicity of Valletta, has ornate palaces and museums protected by massive fortifications of honey-color limestone. Houses along the narrow...
Full description
Malta's capital, the minicity of Valletta, has ornate palaces and museums protected by massive fortifications of honey-color limestone. Houses along the narrow...
Full description
Oraia (beautiful) is the word Greeks use to describe Nafplion. The town's old section, on a peninsula jutting into the gulf of Argos, mixes Greek, Venetian, and...
Full description
Monemvasia boasts a varied and colorful history that can be traced to the 8th-century when Greeks fleeing the Slav invasion of Lakonia found refuge here. In its...
Full description
The medieval cliff-hanging town of Taormina is overrun with tourists, yet its natural beauty is still hard to dispute. The view of the sea and Mt. Etna from its...
Full description
Siracusa, known to English speakers as Syracuse, is a wonder to behold. One of the great ancient capitals of Western civilization, the city was founded in 734 B...
Full description
Malta is situated approximately 58 miles (about 93 kilometres) south of Sicily, and approximately 179 miles (about 288 kilometres) north of Africa. The Maltese...
Full description
Malta's capital, the minicity of Valletta, has ornate palaces and museums protected by massive fortifications of honey-color limestone. Houses along the narrow...
Full description
Malta's capital, the minicity of Valletta, has ornate palaces and museums protected by massive fortifications of honey-color limestone. Houses along the narrow...
Full descriptionDAY 3
Oraia (beautiful) is the word Greeks use to describe Nafplion. The town's old section, on a peninsula jutting into the gulf of Argos, mixes Greek, Venetian, and Turkish architecture; narrow streets, often just broad flights of stone stairs, climb the slopes beneath the walls of Acronafplia. Tree-shaded plazas surround neoclassic buildings. The Palamidi fortress—an elegant display of Venetian might from the early 1700s—guards the town. Nafplion deserves at least a leisurely day of your undivided attention, and you may want to spend several days or a week here and use the city as the base from which to explore the many surrounding ancient sights.
DAY 4
Monemvasia boasts a varied and colorful history that can be traced to the 8th-century when Greeks fleeing the Slav invasion of Lakonia found refuge here. In its heyday it controlled sea travel between the Levant and European shores. The wall-encircled Lower Town extends along the slopes of a 985-foot-high crag that projects into the sea on the east side of the Peloponnese. For centuries an impressive stronghold, population dwindled as the inhabitants moved to the mainland. But with the beginning of a restoration program aimed to preserve Monemvasia's heritage, the Lower Town experienced a new lease on life, and people have begun to return. The Upper Town is situated on top of the Rock of Monemvasia. It is reached via a zigzagging, paved lane. An almost impregnable bastion in earlier days, it has been uninhabited for centuries, but still manages to preserve its magnificent appearance. Visitors today can explore the remains of the ancient citadel-castle and visit the church of Hagia Sofia. From the summit there is also a fantastic view of the surrounding area.
DAY 7
The medieval cliff-hanging town of Taormina is overrun with tourists, yet its natural beauty is still hard to dispute. The view of the sea and Mt. Etna from its jagged cactus-covered cliffs is as close to perfection as a panorama can get—especially on clear days, when the snowcapped volcano's white puffs of smoke rise against the blue sky. Writers have extolled Taormina's beauty almost since it was founded in the 6th century BC by Greeks from nearby Naxos; Goethe and D. H. Lawrence were among its well-known enthusiasts. The town's boutique-lined main streets get old pretty quickly, but the many hiking paths that wind through the beautiful hills surrounding Taormina promise a timeless alternative. A trip up to stunning Castelmola (whether on foot or by car) should also be on your itinerary.
DAY 8
Siracusa, known to English speakers as Syracuse, is a wonder to behold. One of the great ancient capitals of Western civilization, the city was founded in 734 BC by Greek colonists from Corinth and soon grew to rival, and even surpass, Athens in splendor and power. It became the largest, wealthiest city-state in the West and a bulwark of Greek civilization. Although Siracusa lived under tyranny, rulers such as Dionysius filled their courts with Greeks of the highest cultural stature—among them the playwrights Aeschylus and Euripides, and the philosopher Plato. The Athenians, who didn't welcome Siracusa's rise, set out to conquer Sicily, but the natives outsmarted them in what was one of the greatest military campaigns in ancient history (413 BC). The city continued to prosper until it was conquered two centuries later by the Romans.Present-day Siracusa still has some of the finest examples of Baroque art and architecture; dramatic Greek and Roman ruins; and a Duomo that's the stuff of legend—a microcosm of the city's entire history in one building. The modern city also has a wonderful, lively, Baroque old town worthy of extensive exploration, as well as pleasant piazzas, outdoor cafés and bars, and a wide assortment of excellent seafood. There are essentially two areas to explore in Siracusa: the Parco Archeologico (Archaeological Zone), on the mainland; and the island of Ortygia, the ancient city first inhabited by the Greeks, which juts out into the Ionian Sea and is connected to the mainland by two small bridges. Ortygia is becoming increasingly popular with tourists, and is starting to lose its old-fashioned charm in favor of modern boutiques.Siracusa's old nucleus of Ortygia, a compact area, is a pleasure to amble around without getting unduly tired. In contrast, mainland Siracusa is a grid of wider avenues. At the northern end of Corso Gelone, above Viale Paolo Orsi, the orderly grid gives way to the ancient quarter of Neapolis, where the sprawling Parco Archeologico is accessible from Viale Teracati (an extension of Corso Gelone). East of Viale Teracati, about a 10-minute walk from the Parco Archeologico, the district of Tyche holds the archaeological museum and the church and catacombs of San Giovanni, both off Viale Teocrito (drive or take a taxi or city bus from Ortygia). Coming from the train station, it's a 15-minute trudge to Ortygia along Via Francesco Crispi and Corso Umberto. If you're not up for that, take one of the free electric buses leaving every 10 minutes from the bus station around the corner.
DAY 9
Malta is situated approximately 58 miles (about 93 kilometres) south of Sicily, and approximately 179 miles (about 288 kilometres) north of Africa. The Maltese Archipelago lies at the centre of the Mediterranean. Gozo, the ‘Isle of Calypso’, is a unique island that forms a part of the Maltese Archipelago, and is famous for its mythical legends, folklore and crafts. Some parts of Gozo are still undiscovered and unspoilt. The southern part of the island facing Malta is low-lying, but it rises near the coast and forms the vertical cliffs of Ta’ Cenc that jut out like a bastion into the sea. Several narrow valleys cut through and dissect the plateau; the best-known being Xlendi.
DAY 10
Malta's capital, the minicity of Valletta, has ornate palaces and museums protected by massive fortifications of honey-color limestone. Houses along the narrow streets have overhanging wooden balconies for people-watching from indoors. Generations ago they gave housebound women a window on the world of the street. The main entrance to town is through the City Gate (where all bus routes end), which leads onto Triq Repubblika (Republic Street), the spine of the grid-pattern city and the main shopping street. Triq Mercante (Merchant Street) parallels Repubblika to the east and is also good for strolling. From these two streets, cross streets descend toward the water; some are stepped. Valletta's compactness makes it ideal to explore on foot. City Gate and the upper part of Valletta are experiencing vast redevelopment that includes a new Parliament Building and open-air performance venue. The complex, completed mid-2013, has numerous pedestrian detours in place along with building noise and dust. Before setting out along Republic Street, stop at the tourist information office on Merchant Street for maps and brochures.
Date & price
Flights included from London Heathrow, London Gatwick and Manchester
Departs
Fri 16 Oct 2026
from £3,379 pp
Enquire now Call 020 7590 0610Per person, based on two sharing, flights included. Updated daily and confirmed when you book. Flights from UK airports only.