Days 1–4: São Tomé Island (Old Town culture + Southern Coast) → Days 5–6: Príncipe Island (reserve and beaches) → Day 7: Return and departure. Domestic flights are infrequent; book Príncipe flights before finalizing the itinerary.
Arrive at São Tomé International Airport in the afternoon and check into your hotel in the city. Stroll along the Baía Ana Chaves waterfront in the evening, see the Independence Square and the exterior of the Cathedral, and dine on the national dish, Calulu.
Visit colonial-era buildings in the morning: the Cathedral, the National Museum (São Sebastião Fortress), and 17th-century mansions. In the afternoon, head to the Monte Café coffee plantation and cocoa experimental station in the foothills to learn about the entire process from planting to roasting, and stop by the town of Trindade on the way back.
Spend the day on a private car tour of the southern loop: start at the fishing village of São João dos Angolares → scenic cliffside ocean views along the way → visit the Pico Cão Grande (Big Dog Peak) viewpoint to see the 663-meter volcanic spire → swim in the natural pool at Praia Piscina → stay overnight at the small southern port of Porto Alegre.
Take a small boat to Ilhéu das Rolas, where you can straddle the equator at the monument; enjoy snorkeling on the island and climb the small lighthouse for views of the strait. Return to São Tomé City in the afternoon for rest.
Fly back to São Tomé. Depending on your flight time, shop for souvenirs at the market (cocoa, chocolate, and coffee), then depart in the evening.