The symbolism Ogygia carries is, I think, fundamentally about the duality of isolation—it's both a prison and a sanctuary. Calypso's island is described as beautiful, idyllic, with everything one could need... and yet it's a cage. Odysseus has all the physical comforts, even the companionship of a goddess who loves him, but he's pining for Ithaca, for his rough, human life. That's the core of it: isolation isn't just being alone; it's being severed from your context, your identity, your purpose. Ogygia is a gilded cage where time stretches and meaning drains away.
You see this echoed in how it's presented versus other mythical isolations. The Lotus-Eaters offer forgetfulness, Circe offers enchantment, but Ogygia offers a kind of perfect, sterile stasis. It's not actively harmful, which makes its isolation more insidious. Calypso herself is isolated, bound to the island, making her a prisoner too. Their mutual isolation creates this weird, sad dynamic—two beings trapped together, one yearning to leave, the other yearning for him to stay. It's less about physical solitude and more about existential disconnect.
That symbolism resonates hard with any story about being stuck in a 'perfect' but wrong life. It's the prototype for narratives about beautiful prisons, whether they're literal or metaphorical, where everything is provided except the thing that makes you 'you'—your connections, your struggles, your home.