Lisbon to Rome (Civitavecchia)

Lisbon, Portugal's enchanting capital, stands out for its rich history, stunning architecture, and vibrant culture. Must-try experiences include savoring local dishes like bacalhau à brás and pastéis de nata at Mercado da Ribeira. The best time to visit is during the spring or fall, when the weather is mild and the city is alive with festivals and events.

Portimão is the Algarve's most storied port city, where Phoenician trading heritage meets golden-cliff beaches and Portugal's finest grilled sardine tradition along the Arade River. Visitors should not miss the charcoal-grilled sardines at the riverside churrasqueiras and the dramatic sandstone formations of Praia da Rocha. The port is at its luminous best from May through October, when long Atlantic days bathe the coastline in honeyed light and the August Sardine Festival electrifies the waterfront.

Cádiz, founded by Phoenician traders around 1100 BC and a strong contender for the oldest continuously inhabited city in Western Europe, juts into the Atlantic on a narrow peninsula where honey-colored ramparts frame improbable views of open ocean and the sun sets directly into the sea. The old quarter is an intoxicating labyrinth of baroque churches, hidden plazas, and carnival spirit — Cádiz's annual February carnival is the wildest and most satirically sharp in Spain — while the tapas culture here, centered on fresh Atlantic seafood cooked with Andalusian simplicity, represents Spanish cuisine at its most elemental and joyful. Visit February for carnival or spring for gentle Atlantic breezes. Seville is ninety minutes inland by bus or rail.

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.

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.

Palma de Mallorca announces itself with one of the most spectacular Gothic cathedrals in the world — La Seu, its honey-coloured sandstone buttresses rising directly from the bay, its interior modified by Antoni Gaudí and illuminated by the world's largest Gothic rose window. The old town behind it is a quarter of Arab baths, Renaissance palaces converted into boutique hotels, and the Passeig del Born — a plane-tree-shaded promenade where Balearic life conducts itself with unhurried grace. The local ensaïmada pastry and fresh sobrasada sausage from the island's black pigs are essential breakfast rituals. Visit May, June, or September: warm, brilliant, and measurably calmer than the July–August peak.

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.

Palamós is an authentic Catalan fishing port on the Costa Brava, renowned for its legendary deep-water Gamba de Palamós red prawns and a vibrant working harbor where daily fish auctions continue centuries of maritime tradition. Must-dos include the Fishing Museum, coastal walks on the Camí de Ronda, and dining on fresh-from-the-sea Catalan cuisine. May through October offers ideal Mediterranean conditions.

Saint-Tropez is the legendary Côte d'Azur fishing port turned global glamour destination, where Provençal authenticity endures beneath the mythology of yachts and celebrities. Must-dos include browsing the Musée de l'Annonciade's Fauvist masterpieces, tasting tarte tropézienne and fresh-caught rouget, and strolling the Sentier du Littoral coastal path to hidden coves. May through June and September through October offer the best weather with fewer crowds.

Monaco, Monaco is a distinctive port city where deep cultural heritage meets authentic local atmosphere, featured on itineraries by Regent Seven Seas Cruises. 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.

Tucked at the head of a deep Ligurian harbour that Byron and Shelley named the Gulf of Poets, La Spezia serves as the ideal base for exploring the Cinque Terre — five cliff-hanging fishing villages threaded by ancient paths above a turquoise sea. The town itself rewards exploration: the Museo Amedeo Lia houses one of Italy's finest private collections of medieval and Renaissance art, and the naval museum reflects La Spezia's long maritime history. A boat excursion to Portovenere and the island of Palmaria, or a trail walk between Vernazza and Corniglia, constitutes a perfect day from port. Best visited April through June and September through October, avoiding the summer heat and peak crowds.

Trapani is western Sicily's sickle-shaped port city where ancient salt flats, cloud-wrapped medieval Erice, and the crystal-clear Egadi Islands converge at the Mediterranean's cultural crossroads. Visit April through October via Seabourn or Windstar for cable-car ascents to Norman-era pastry shops, sunset salt-flat reflections, and the Arab-influenced seafood couscous that distinguishes this coast from anywhere else in Italy.

Reggio di Calabria is the toe of Italy's boot, home to the magnificent Bronzi di Riace bronze warriors and a sun-drenched waterfront promenade overlooking the Strait of Messina and Sicily. Must-dos include visiting the Magna Grecia museum, tasting 'nduja and grilled swordfish, and walking the Lungomare with Mount Etna in view. May through October offers the warmest weather and calmest strait conditions.

Olbia, Sardinia's northeastern gateway, offers three millennia of history from Carthaginian trading post to today's vibrant Italian city, too often bypassed in the rush to the Costa Smeralda. Sardinia's ceremonial suckling pig, DOCG Vermentino wines, and Bronze Age Nuragic ruins reward those who explore beyond the beach. AIDA, MSC Cruises, and Oceania Cruises dock at this convenient port where a walkable historic center and world-class coastline meet fiercely independent Sardinian culture.

Sorrento is a clifftop jewel on southern Italy's Sorrentine Peninsula, perched sixty meters above the Bay of Naples with sweeping views of Vesuvius and Capri. Visitors should not miss the gnocchi alla sorrentina at a family-run trattoria in the old quarter, nor the short excursion along the Amalfi Coast to Positano and Ravello. The ideal season stretches from late April through mid-October, when warm Mediterranean light illuminates the tufa cliffs and the famed local lemons reach their most fragrant peak.

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.