Lisbon, Portugal — Embark (Fri, Jan 22)

Raise a glass to sail-away after wandering Alfama’s lanes and Belém’s riverside monuments. With an overnight at the end too, you’ll have time for fado, pastéis de nata, and tram-rattled viewpoints before and after your island loop.

Portimão, Portugal — 8:00 AM–6:00 PM (Sat, Jan 23)

Base for the Algarve’s golden cliffs, Portimão puts Praia da Rocha and the Benagil sea caves within easy reach. Stroll the marina, sample grilled sardines, or take a coastal cruise beneath honey-colored arches.

Tangier, Morocco — 8:00 AM–4:00 PM (Sun, Jan 24)

Step through the medina to the Kasbah for sweeping Strait of Gibraltar views, then browse spice-scented souks for crafts and mint tea. Time permitting, pair the Hercules Caves with a photo stop at Cap Spartel.

Fuerteventura, Canary Islands, Spain — 9:30 AM–6:00 PM (Tue, Jan 26)

Think powder-soft beaches and windswept beauty: head to Corralejo’s dunes, El Cotillo’s lagoons, or a seaside chiringuito for fresh seafood. Active types can try a coastal hike or gentle e-bike ride between viewpoints.

Tenerife, Canary Islands, Spain — 8:00 AM–10:00 PM (Wed, Jan 27) — Late stay

Ride up to Teide National Park for otherworldly lava fields and vistas, then wander La Laguna’s UNESCO-listed old town. With a late departure, linger over tapas and Canarian wines in Santa Cruz’s lively squares.

San Sebastián de La Gomera, Spain — 8:00 AM–6:00 PM (Thu, Jan 28)

La Gomera charms with laurel forests, terraced hillsides, and quiet harbors. Explore Garajonay National Park and the Roque de Agando lookout, then return to town for a slow lunch by the water.

Gran Canaria, Canary Islands, Spain — Arrive 8:00 AM, Overnight (Fri–Sat, Jan 29–30)

Split your time between Las Palmas’ historic Vegueta and the rolling dunes of Maspalomas. The overnight makes room for a tapas crawl and beachfront sunset before you continue your island hop.

Lanzarote, Canary Islands, Spain — 8:00 AM–4:00 PM (Sun, Jan 31)

Volcanic drama meets César Manrique’s artistry: tour Timanfaya’s lava landscapes, then see Jameos del Agua or Mirador del Río. Balance it with a winery tasting of the island’s distinctive malvasía.

Agadir, Morocco — 8:00 AM–1:00 PM (Mon, Feb 1)

Make the most of a compact call with a Kasbah viewpoint, a browse through Souk El Had, or a coastal walk along the corniche. Prefer countryside? Opt for a quick dash to palm-ringed Taroudant.

Casablanca, Morocco — 8:00 AM–6:00 PM (Tue, Feb 2) — Long day

Marvel at the ocean-side Hassan II Mosque, explore the Habous quarter’s arcades, and pause for a classic lunch. Culture lovers can add a museum stop—or a cinematic nod at Rick’s Café—before sail-away.

Cádiz, Spain — Arrive 9:00 AM, Overnight (Wed–Thu, Feb 3–4)

One of Europe’s oldest cities invites slow wandering through sea-breezed plazas and along the cathedral’s baroque-neoclassical façade. Use the extra time for sherry tastings in nearby Jerez or a tapas tour in Cádiz’s lantern-lit lanes.

Lisbon, Portugal — Arrive 8:00 AM, Overnight (Fri–Sat, Feb 5–6) & Disembark

Return to the Tagus for a final overnight: bookend your journey with hilltop miradouros, riverfront strolls, and a farewell dinner in Chiado. Disembark with your camera roll full and your shoulders officially lowered.