Monaco City Cruise from Monte Carlo to Lisbon — 9 Days

Monte Carlo, Monaco

Monte Carlo makes a striking first impression, with superyachts in Port Hercule and the Alps rising behind the coast. A short walk leads to Casino Square, where Belle Époque architecture frames the famous casino and designer boutiques. For a quieter contrast, climb to Monaco-Ville for the Prince’s Palace, cathedral and views across the harbor. The principality is compact and easy to explore on foot, though its steep streets reward comfortable shoes.

Collioure, France

Collioure sits where the Pyrenees meet the Mediterranean, close to Spain on France’s Côte Vermeille. At its harbor, the medieval Château Royal faces Notre-Dame-des-Anges, whose bell tower once served as a lighthouse. Walk the old lanes and taste Collioure’s celebrated anchovies, cured here for generations. Matisse and Derain came here in 1905, drawn by the town’s vivid Mediterranean light.

Palma de Mallorca, Spain

Palma rewards an unhurried first walk. From the waterfront, the Gothic towers of La Seu rise above the old city, a landmark shaped over centuries. Inside, soaring columns and Antoni Gaudí’s modernist contributions add a striking note. Beyond the cathedral, lanes lead to shaded courtyards, shops and cafés serving local ensaimada. For a wider view, take a taxi to Bellver Castle, whose circular form overlooks the bay.

At Sea (At Sea)

Malaga, Spain

Málaga is more than a gateway to Andalusia; it is a port city with a confident life of its own. In the old centre, the Roman Theatre sits below the Moorish Alcazaba, while the cathedral rises above nearby streets. Visit the Picasso Museum or his birthplace, then try grilled sardines and local wine at a pavement table. The Mediterranean is close: city beaches, Atarazanas Market and palm-lined promenades make lingering easy.

Tangier, Morocco

Tangier faces Spain across the Strait of Gibraltar, where the Mediterranean meets the Atlantic. Walk its medina’s steep lanes past whitewashed houses and shops selling leather, ceramics, and spices. At the Kasbah, find sea views and the former sultan’s palace, now a museum. Beyond the old walls, cafés and boulevards recall the city’s international past. Visit the American Legation, the first U.S. diplomatic property abroad. Or drive to Cap Spartel, where Atlantic and Mediterranean waters meet.

Seville, Spain

Seville’s river port opens onto a city of Moorish courtyards, Gothic grandeur and lively streets. The cathedral and Giralda dominate the old quarter. The Alcázar’s tiled rooms and gardens reveal centuries of Islamic and Christian rule. Along the Guadalquivir, former trading warehouses recall the city’s Atlantic fortunes. Come ashore ready to walk, pause for tapas, and let the details set the pace.

Portimao, Portugal

Portimão sits where the Arade River meets the Atlantic, in Portugal’s sunlit Algarve. From the quay, Praia da Rocha’s ochre cliffs and broad sands are close at hand. In the old town, tiled façades and cafés frame the Igreja de Nossa Senhora da Conceição. Choose fresh sardines at the waterfront, or cross the river to Ferragudo for a quieter village view. Portimão makes an easy base for exploring the Algarve’s coast without sacrificing a genuine working-town feel.

Lisbon, Portugal

Lisbon is a city best approached with time and comfortable shoes. Its seven hills rise above the Tagus, linking tiled lanes, grand squares and viewpoints with wide river views. In Alfama, narrow streets preserve the feel of old Lisbon. In Belém, the Jerónimos Monastery and Tower recall Portugal’s age of discovery. Pause for coffee and a warm pastel de nata between sights.