21-Day Adriatic & Western Mediterranean: Italy & Spain

Trieste, a historic port city in Italy, is renowned for its rich cultural tapestry and stunning architectural heritage. Must-do experiences include sampling local delicacies like ćevapi and sachertorte, and exploring the vibrant Mercato Coperto. The best time to visit is during the spring and early autumn, when the weather is pleasant and the city is alive with activity.

Zadar, a historic port city on Croatia's Dalmatian coast, is a captivating blend of ancient architecture and vibrant culture. Must-do experiences include visiting the Church of St. Donatus and enjoying the enchanting music of the Sea Organ. The best season to visit is during the warm summer months when the city comes alive with festivals and outdoor activities.

Dubrovnik, Croatia's stunning port city, is a blend of rich history, dramatic architecture, and vibrant culture, making it a must-visit destination. Don't miss a stroll along the city walls for breathtaking views and savor local dishes like "peka" and "black risotto." The best time to visit is in late spring or early fall when the weather is pleasant and the crowds are thinner.

The port of Kotor, a UNESCO World Heritage site, is renowned for its stunning natural beauty and rich historical tapestry. A must-do experience includes wandering the cobblestone streets of the Old Town, where culinary delights like "kacamak" and fresh seafood await. The best time to visit is during the spring or early fall, when the weather is pleasant and the crowds are fewer.

Where Homer placed the island of the Phaeacians and four centuries of Venetian rule left their most enduring Mediterranean legacy, Corfu is a singular island of extraordinary historical depth and natural beauty. The UNESCO-listed Old Town — its narrow Kantounia alleyways, the elegant Liston arcade, and twin Venetian fortresses — is the finest preserved Venetian streetscape in Greece. Beyond the town, secret coves, olive groves of immense antiquity, and mountain villages offer weeks of unhurried discovery. May through June and September offer perfect conditions: warm sea temperatures, clear skies, and the island before or after its summer crescendo.

Messina guards the storied strait that separates Sicily from the Italian mainland — the passage Homer mythologised as Scylla and Charybdis — and its Norman cathedral's astronomical clock, one of the world's largest mechanical clocks, puts on a captivating automated display each noon as gilded figures enact scenes of the Resurrection. The city was catastrophically rebuilt after the 1908 earthquake, but its markets and waterfront convey the fierce energy of a Sicilian port that has witnessed two and a half millennia of Mediterranean history. Messina is the perfect gateway to Taormina, a 40-minute drive into the hills above the Ionian coast, with views of Etna at their most dramatic. Spring and autumn are ideal.

Naples — Napoli — is Europe's most operatically alive city, a sun-battered baroque metropolis where Vesuvius broods on the horizon and the streets below pulse with 2,500 years of continuous human drama. The unmissable Museo Archeologico Nazionale houses the world's finest collection of artefacts from Pompeii and Herculaneum, while the Spaccanapoli, the arrow-straight artery that has bisected the city since Greek times, delivers an unfiltered encounter with Neapolitan life. A single slice of pizza Margherita from one of the centro storico's historic pizzerias is a culinary pilgrimage in itself. Visit between April and June or September and October for warmth, manageable crowds, and the city at its golden best.

Rome's ancient maritime gateway since the Emperor Trajan commissioned its harbour in 106 AD, Civitavecchia is the natural prologue to the Eternal City — just seventy minutes southeast by express rail. The port's Renaissance fortress, designed in part by Michelangelo, anchors a working waterfront that has welcomed travellers for millennia. Beyond Rome's unmissable monuments, consider an afternoon in the Civitavecchia thermal baths, drawing on mineral waters prized since antiquity. Spring and autumn offer the ideal balance of mild weather and manageable crowds for exploring the capital's layered history.

Barcelona is the city where Roman history, Gothic grandeur, and Gaudí's delirious Modernisme collide in a Mediterranean coastal capital of astonishing energy and beauty. The Sagrada Família — still under construction after 140 years — continues its audacious ascent toward completion, while the Gothic Quarter's Roman-era foundations and the Passeig de Gràcia's extraordinary concentration of Modernisme masterpieces reward days of exploration. For a complete sensory experience, lose an afternoon in the covered labyrinth of La Boqueria market before descending to the waterfront for Catalan seafood at its finest. May through June and September through October offer the most pleasant weather; the city connects directly to Paris by overnight train.

Málaga distils three thousand years of Mediterranean civilisation into one of Andalusia's most compelling port cities, where the Moorish Alcazaba fortress surveys a modern waterfront of elegant promenades and sun-drenched café terraces. Do not leave without visiting the Museo Picasso — the artist was born here in 1881 — and ascending to the ruined Castillo de Gibralfaro for panoramic views stretching to the Rif Mountains of Morocco on clear days. Malagueta anchovies fried in olive oil and the sweet Pedro Ximénez-laced dessert wine are the city's defining pleasures. The shoulder seasons of April, May, and October offer perfect Mediterranean warmth.

Gibraltar is a British Overseas Territory perched at the southern tip of the Iberian Peninsula, where the Mediterranean meets the Atlantic beneath an iconic limestone monolith steeped in over a millennium of contested history. No visit is complete without ascending the Rock to encounter the Barbary macaques and the panoramic views stretching to North Africa, followed by a plate of calentita — the territory's beloved Genoese-heritage chickpea bake — at a Main Street bakery. The mild Mediterranean climate makes Gibraltar a rewarding port call year-round, though spring and early autumn offer the clearest skies for spotting whales and dolphins in the Strait.

Tangier is Morocco's storied gateway between Africa and Europe, a city of Phoenician origins where a whitewashed medina, vibrant souks, and a cosmopolitan waterfront converge at the Strait of Gibraltar. Visitors should not miss savouring traditional pastilla in a rooftop riad and exploring the Kasbah's amber-lit ramparts at sunset. The ideal season to arrive is April through June or September through October, when mild Mediterranean temperatures and fewer crowds allow the city's layered beauty to reveal itself at an unhurried, luxurious pace.

Almeria, Spain is a distinctive port city where deep cultural heritage meets authentic local atmosphere, featured on itineraries by Azamara. Must-do experiences include walking the historic center to experience the layered architectural heritage, and seeking out the regional culinary traditions at a locally favored establishment away from the port area. The optimal time to visit is May through September, when mild temperatures and long days favor unhurried exploration.

Cagliari, Sardinia's sun-drenched capital overlooking the Gulf of Angels, has absorbed three thousand years of Phoenician, Carthaginian, Roman, Pisan, and Spanish ambitions into a layered and deeply compelling Mediterranean city — where the flamingo-fringed salt lagoons stretching to the city's western edge create one of Europe's most surreal urban vistas. The Castello quarter's medieval ramparts enclose a cathedral, Pisan towers, and panoramic terraces that survey the entire city and coastline, while the Marina district below offers some of the finest bottarga pasta and fresh tuna in Italy. Visit May through September for beach perfection; the prehistoric Nuraghe Su Nuraxi at Barumini, a UNESCO Wonder, is an hour's drive north.

Rome's ancient maritime gateway since the Emperor Trajan commissioned its harbour in 106 AD, Civitavecchia is the natural prologue to the Eternal City — just seventy minutes southeast by express rail. The port's Renaissance fortress, designed in part by Michelangelo, anchors a working waterfront that has welcomed travellers for millennia. Beyond Rome's unmissable monuments, consider an afternoon in the Civitavecchia thermal baths, drawing on mineral waters prized since antiquity. Spring and autumn offer the ideal balance of mild weather and manageable crowds for exploring the capital's layered history.

Purpose-built as a Medici utopia in the late sixteenth century, Livorno was conceived from the outset as a city without discrimination — its founding Leggi Livornine granted equal rights to Jews, Christians, Muslims, and merchants of every nation, making it one of the most cosmopolitan cities in Renaissance Europe. Today, the Venetian-style canals of the Venezia Nuova quarter reflect colourful palazzi with a distinctly faded glamour, while the Mercato Centrale's fish counters display the cacciucco ingredients — a robust Livornese brodetto of five sea creatures — that make this port city a pilgrimage for serious eaters. Day trips to Pisa and Lucca are effortless from here. The season runs April through October.

Ajaccio, the vibrant capital of Corsica, enchants visitors with its rich history as Napoleon's birthplace and its stunning coastal views. Don't miss trying local delicacies like figatellu and brocciu, and explore the nearby picturesque villages. The best season to visit is during the mild spring or fall months, when the weather is pleasant and the crowds are fewer.

Founded by Greek sailors in 600 BC, Marseille is France's oldest and most viscerally alive city — a Mediterranean port where the catch is still sold from fishing boat decks at the Vieux-Port each morning beneath the golden Madonna of Notre-Dame de la Garde, gleaming on her basilica above the city. The bouillabaisse served at harbourside institutions such as Chez Fonfon is not merely a dish but a rite, its saffron-stained broth tying Marseille to its Hellenic roots. Explore the dramatic Calanques national park, a coastal labyrinth of turquoise coves just south of the city. Spring and autumn are the finest seasons.

Barcelona is the city where Roman history, Gothic grandeur, and Gaudí's delirious Modernisme collide in a Mediterranean coastal capital of astonishing energy and beauty. The Sagrada Família — still under construction after 140 years — continues its audacious ascent toward completion, while the Gothic Quarter's Roman-era foundations and the Passeig de Gràcia's extraordinary concentration of Modernisme masterpieces reward days of exploration. For a complete sensory experience, lose an afternoon in the covered labyrinth of La Boqueria market before descending to the waterfront for Catalan seafood at its finest. May through June and September through October offer the most pleasant weather; the city connects directly to Paris by overnight train.