Try the shopinbit.com travel concierge service, it's outstanding.

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Looks intriguing. I'll give it a try at some point.

For this time I think I already screwed up. Round-trip was at least $1.8k so when I saw one-way at $700 I bought it for the five of us, only to learn that at least some of the return flights would have been $200 cheaper round-trip. But going there together is of importance, so ... guess I'll have to accept to pay a bit extra.

Ok, https://shopinbit.com/forms/index/sFid/27 looks very shady. I double-checked if you're the Max I'm following but their stories about discounts going back to mistakes on part of the vendors doesn't feel right.

I just know that the service makes arranging travels a breeze (I guess your OP was about a lack of convenience), and that the discounts and upgrades work sometimes as well (not all the time, it depends on flight or hotel).

As I trust you, I consider checking them out but they look so shady ;)