In a large bowl, combine the pineapple, cucumber, red onion, cilantro, and finely chopped jalapeño.
In a small bowl, whisk together the lime juice, rice vinegar, olive oil, honey, salt, black pepper, and red pepper flakes.
Pour the dressing over the salad and toss gently to coat.
Taste and adjust seasoning — add more lime for brightness, honey for sweetness, or salt for balance.
Transfer to a serving bowl. Top with jalapeño rings, a sprinkle of Tajín, and cotija if using.
Chill for 20–30 minutes before serving for the best flavor.