Day 1 Barcelona, Spain

The infinite variety of street life, the nooks and crannies of the medieval Barri Gòtic, the ceramic tile and stained glass of Art Nouveau facades, the art and music, the throb of street life, the food (ah, the food!)—one way or another, Barcelona will find a way to get your full attention. The capital of Catalonia is a banquet for the senses, with its beguiling mix of ancient and modern architecture, tempting cafés and markets, and sun-drenched Mediterranean beaches. A stroll along La Rambla and through waterfront Barceloneta, as well as a tour of Gaudí's majestic Sagrada Famíliaand his other unique creations, are part of a visit to Spain's second-largest city. Modern art museums and chic shops call for attention, too. Barcelona's vibe stays lively well into the night, when you can linger over regional wine and cuisine at buzzing tapas bars.

Day 2 Mahón, Menorca, Spain

The capital of Menorca since 1721, Mahon has a impressive natural deep water harbour, which is one of the largest in the world. This, coupled with its strategic location, has made it a stronghold for many nations throughout history. Mahon has an abundance of historical buildings, the oldest being the Arch of Saint Roc which is all that remains of the wall that once encircled the whole town. The island was occupied by the British during the 18th century and Lord Nelson is thought to have stayed there. Indeed, San Antoni Mansion, located on the north side of the harbour, houses a collection of Nelson memorabilia. The legacy of colonial rule can be seen in the muted Georgian style of some of the buildings, but Mahon still boasts attractive examples of neo-Classical, Baroque and Romanesque architecture. With narrow streets to explore, pleasant shaded squares and welcoming pavement cafés, there is something for everyone to enjoy. Please be aware that most shops in town close for a siesta between 1330 and 1730.

Day 3 Alghero, Italy

A tourist-friendly town of about 45,000 inhabitants with a distinctly Spanish flavor, Alghero is also known as "Barcelonetta" (little Barcelona). Rich wrought-iron scrollwork decorates balconies and screened windows; a Spanish motif appears in stone portals and bell towers. The town was built and inhabited in the 14th century by the Aragonese and Catalans, who constructed seaside ramparts and sturdy towers encompassing an inviting nucleus of narrow, winding streets with whitewashed palazzi. The native language spoken here is a version of Catalan, not Italian, although you probably have to attend one of the Masses conducted in Algherese (or listen in on stories swapped by older fishermen) to hear it. Besides its historic architectural gems such as the Alghero Cathedral and Palazzo d'Albis, the fortified city is well worth a visit to simply stroll and discover local culture on narrow cobblestone streets. The city also has a reputation to serve great food at reasonable prices.

Day 4 Cagliari, Italy

Known in Sardinia as Casteddu, the island's capital has steep streets and impressive Italianate architecture, from modern to medieval. This city of nearly 160,000 people is characterized by a busy commercial center and waterfront with broad avenues and arched arcades, as well as by the typically narrow streets of the old hilltop citadel (called, simply, “Castello”). The Museo Archeologico makes a good starting point to a visit. The imposing Bastione di Saint Remy and Mercato di San Benedetto (one of the best fish markets in Italy) are both musts.

Day 5 Trapani, Sicily, Italy

Trapani, the most important town on Sicily's west coast, lies below the headland of Mount Erice and offers stunning views of the Egadi Islands on a clear day. Trapani's Old District occupies a scimitarshaped promontory between the open sea on the north and the salt marshes to the south. The ancient industry of extracting salt from the marshes has recently been revived, and it is documented in the Museo delle Saline. In addition to the salt marshes,Trapani's other interesting environs include the beautiful little hill town of Erice, the promontory of Capo San Vito stretching north beyond the splendid headland of Monte Cofano, the lovely island of Motya and the town of Marsala. Trips farther afield will take you to the magnificent site of Segesta or the Egadi Islands, reached by boat or hydrofoil from Trapani Port.

Day 6 Palermo, Italy

Once the intellectual capital of southern Europe, Palermo has always been at the crossroads of civilization. Favorably situated on a crescent-shaped bay at the foot of Monte Pellegrino, it has attracted almost every culture touching the Mediterranean world. To Palermo's credit, it has absorbed these diverse cultures into a unique personality that is at once Arab and Christian, Byzantine and Roman, Norman and Italian. The city's heritage encompasses all of Sicily's varied ages, but its distinctive aspect is its Arab-Norman identity, an improbable marriage that, mixed in with Byzantine and Jewish elements, created some resplendent works of art. No less noteworthy than the architecture is Palermo's chaotic vitality, on display at some of Italy's most vibrant outdoor markets, public squares, street bazaars, and food vendors, and above all in its grand climax of Italy's most spectacular passeggiata (the leisurely social stroll along the principal thoroughfare).

Day 7 Lipari, Italy

The largest and most developed of the Aeolians, Lipari welcomes you with distinctive pastel-color houses. Fields of spiky agaves dot the northernmost tip of the island, Acquacalda, indented with pumice and obsidian quarries. In the west is San Calogero, where you can explore hot springs and mud baths. From the red-lava base of the island rises a plateau crowned with a 16th-century castle and a 17th-century cathedral.

Day 8 Reggio di Calabria, Italy

Day 9 Catania, Italy

Catania is an ancient port city on Sicily's east coast. It sits at the foot of Mt. Etna, an active volcano with trails leading up to the summit. The city's wide central square, Piazza del Duomo, features the whimsical Fontana dell'Elefante statue and richly decorated Catania Cathedral. In the southwest corner of the square, La Pescheria weekday fish market is a rowdy spectacle surrounded by seafood restaurants.

Day 10 Siracuse, Sicily, Italy

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 11 Mgarr, Gozo, Malta

Day 12 Valletta, Malta

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.