Hello everyone, My first post and I'm very new at this, so be gentle. I am trying to get everything alligned for my honeymoon sometime in the early December 2012 timeframe. We plan to go to St. John by way of STT and looking to stay 5 nights. We don't plan to use points for accomodations while there, only airfare to get to the islands. Being our honeymoon, I'd like to fly Business class if at all possible, but if we have to do without it it's not a huge deal. I've some points saved up in several different areas and will list them for the convenience of anyone willing to help. I also travel a small amount for work so will have the opportunity to rack up several more air and hotel points although they will probably be spread throughout the various reward programs due to locations and availability (unknown airlines, with hotels mostly Hiltons and Marriotts). Airlines: AA - 5,421 CO - 2,436 Delta - 32,983 United - 500 US - 9,191 Virgin America - a few hundred that haven't shown up yet Hotels: HH - 15,750 Priority Club - 1,050 MR - 13,819 SPG - 1,272 The two of us have no reward credit cards at this time, but are planning to get some within the next few days depending on what info I can get here. My questions begin with which cards I should consider that will allow me the best use of current points manipulation and spending bonuses on these cards to get me where I am going (ie. converting hotel or other airline points over to allow for award for this flight)? I was thinking the Chase Sapphire and Ink Bold cards to start with... Here is where I have no experience, as its my first time trying to get award tickets...can someone provide a strategy of how to move these points around and which airlines I should be looking at trying to find rewards on? If possible suggest rewards flights if you find some that will be useful. I am not wanting to be lazy. I just know that I need to acquire points and book flights as soon as possible in order to find the best point useage and am not sure where to start. Edit: Sorry forgot to include my local airport. I'm based out of Huntsville, AL (HSV), but the closest major airport is ATL. Thank you very much for anyone that can provide a helping hand.