The Overland and Equestria have relatively good relations, albeit they’re not as close. The Overland has best relations with the Dragon Lands, Kirinlandia, Hippogriffia and Seaquestria, since those are the closest countries to the Overland. Even though the Overland and Equestria don’t have the best of relations, they are trying to make things better. For one, they share each others cultures. How, you may ask? In the spring, some ponies go to the Overland (mainly Summer Island) to share their culture. In the summer, some overlanders go to Equestria (usually Canterlot or Manehatten) to share their culture. Both countries have different cultures, but Equestria is willing to be understanding of the Overland culture. In this picture, this Overland to Equestria event takes place in Manehatten and during summer time.
Overlanders featured:
Bintang of Lalui Island (lives in the Dragon Lands)
Bumi of Summer Island (water overlander)
Lnx1y of Jawu Island (currently lives in Equestria)
Usually there would be both land and water overlanders since those are both the species of overlanders. Since the Overland has 1000+ ethnic groups, they only show the more populated ethnic groups to Equestria. This cultural exchange event helps better the relations of Equestria and the Overland.