Hi Milepoint. I'm super new to all this and wanted to get your expert opinion. I'm getting married soon to a lovely woman who also happens to be a teacher. We are deferring our honeymoon until the summer of 2015, when school is out of session. We are based in New York City and very much want it to be a fantastic adventure through many European destinations – places like northern Italy, Denmark, Norway, Croatia, or the Czech Republic. Not knowing any of this, a relative has kindly offered to give us ~59,000 Starwood points. She says they must be used by the end of the year and she cannot make use of them. I have 1,000 Starwood points of my own, for what it's worth. I am enrolled in Amex Membership Rewards and I currently have ~90,000 points. We've both flown economy our whole lives and I'd love to travel to Europe in an upgraded seat. I'm so new at this I'm not sure if what I have is even good enough for a free flight, let alone two upgraded ones. My questions to the community: What can I expect to get out of the points I have? Good enough for a NYC <-> Europe round trip for two? I don't know where to start with this piece of the puzzle. Assuming it's even possible, would it make sense to transfer the Starwood and Membership Rewards points to a single carrier and book the trip that way? If not, what's the best way to utilize the Starwood points? I've heard a lot of talk about using stopovers and "open jaws" to get more out of a flight, but I'm not sure how to do so. Are there are any specific techniques I should look into? Huge thanks in advance for any light you can shed on this!