I did a little further digging on BookIt.com and man-oh-man do they have some nice packages! All Inclusive as well! I'm hoping there aren't all of these extra fees and things they hit us up for in the end, because right now it appears to be too good to be true!
Here's the one I was looking at: Grand Sunset Princess Resort (I won't lie...It drew me in with the name "Princess"...) in Cancun. We can get there just afternoon on Monday, Oct. 10 (Giving us that Sunday to relax, finish packing, visit, etc.) and come back Friday afternoon...flights and the restaurants included it totals $684 a person! Throw in taxes and transportation to the resort (which we may swap that out for a rental car so we have an easy way to get to the other places we need to go) and you're at $1,647! If we can pay that much and have food, airfare and room covered that is pretty awesome! I'm so glad Jo showed me this site. I am definitely going to call and try to speak with someone before putting money towards it because I want to know we're getting all we think. It appears as though the restaurants are included but I'd hate to bank on that and then it all costs a ton! Then again, we'll be in Mexico so it should all be cheaper anyway.
The other cool part is that there are so many neat things to do near by like ziplining or visiting the Mayan ruins. Now, included in the package is a $90 charge for the roundtrip from the airport to the resort, so we don't have to worry about it ourselves. We could remove that and do a rental car for $18 a day which comes out about the same price. My thought is, if we have the car we can do any traveling we want to; however, are we going to regret trying to get around ourselves as opposed to just riding with people/services who do it everyday? Another cost we might end up with the rental car is parking it in whatever garage they have. It might be less of a headache to just spend the money to take the bus or whatever to the different activities, because you know they'll have that readily available. Maybe the travel to and from those main places is fairly cheap or even a service of the resort.
Jon and I aren't hung up on doing anything overly exotic. We mainly just want time to get away together. In my opinion, whatever is cheap and requires the least work on our behalf is great. So far this is looking like the winner, but I think we'll need to decide soon if we want to get this price!