Ayamonte in the context of "Guadiana River"

The Guadiana River (/ˌɡwɑːdiˈɑːnə/ GWAH-dee-AH-nə, US also /ɡwɑːdˈjɑːnə/ gwahd-YAH-nə, Spanish: [ɡwaˈðjana], Portuguese: [ɡwɐdiˈɐnɐ]) is an international river defining a long stretch of the Portugal-Spain border, separating Extremadura and Andalusia (Spain) from Alentejo and Algarve (Portugal). The river's basin extends from la Mancha and the eastern portion of Extremadura to the southern provinces of the Algarve; the river and its tributaries flow from east to west, then south through Portugal to the border towns of Vila Real de Santo António (Portugal) and Ayamonte (Spain), where it flows into the Gulf of Cádiz. With a course that covers a distance of 829 kilometres (515 mi), it is the fourth-longest in the Iberian Peninsula, and its hydrological basin extends over an area of approximately 68,000 square kilometres (26,000 sq mi) (the majority of which lies within Spain).

Vila Real de Santo António (pronounced [ˈvilɐ ʁiˈal d(ɨ) ˈsɐ̃t(u) ɐ̃ˈtɔni.u, - ɐ̃ˈtɔnju] ) is a city, civil parish, and municipality in the Algarve, Portugal. The population in 2011 was 19,156, in an area of 61.25 km. It is one of the few municipalities in Portugal without territorial continuity: its territory comprises two parts, with the municipal seat located in the eastern part. Vila Real de Santo António was founded after the 1755 Lisbon earthquake, and largely expanded in 1774 using the same architectural and construction techniques employed in the reconstruction of Lisbon after the disaster.

The city is situated next to the Guadiana river. Before the construction of the Guadiana International Bridge (in its neighboring upstream municipality of Castro Marim), it used to be the easiest access to Portugal from Andalusia (via ferry from the Spanish city of Ayamonte across the river). Nevertheless, international movement of people and goods is still intense and quite visible in the city.