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After getting engaged all I wanted to do was dive into wedding planning and explore all of the possibilities. After crunching some numbers and doing some soul searching we decided that a Cuban Destination wedding was for us. We are dead set on it! The next thing was to pick a date. Now, I don't know about you, but I really hate the "When's the big day" question. People have been asking since the day I got engaged. I know it probably comes from a good place, but it does grate on you after a while, especially when people continue to badger you about it. Being extremely organized and on top of everything I decided to dive into finding a suitable date. My fiancee and I knew that our engagement would be longer than a traditional engagement. From my understanding most traditional engagements are about a year. Being students who are trying to set the foundation of getting a career and moving in together we knew that was not realistic for us. However, on the other end of the spectrum, we don't want to wait too long before we get married. I know a couple that's been engaged for 10 years (yikes!), but it's whatever they want and feel comfortable with. My fiancee is really hesitant about setting a date because all of the unknowns, and I understand that. However, with a destination wedding we NEED to come up with a date to let everyone know what's going on. Most of our friends and family have to save money and request vacation time off. Personally, the first thing I wanted to do was to set a date. I originally picked May, 2015 since it seemed not so away, but not so close either. Shortly after the new year my fiancee and I got into a small disagreement with the wedding. This led to me compromising that we move our wedding about 6 months. We compromised on the first week of October, October 4 is our anniversary and it was important for us to be married on or around that date. After doing some research I discovered that our ideal date is really close to Thanksgiving (we're Canadian, so thanksgiving is usually the second weekend in October) and I didn't want to make anyone sacrifice their holiday weekend. Furthermore, it is in the middle of hurricane season meaning lots of rain and humidity (What bride wants that?). The only plus seemed to be that trips to Cuba are really cheap around then. After thinking it over and doing some more thinking and discussing we agreed that we want to be married on November 24, 2015 at the Melia Cayo Santa Maria. November 24 was the day he proposed to me so our wedding will still be special. November is a "shoulder month" meaning that it's in between seasons. After doing some weather research we determined that the weather would probably be better in late November than early October. I've spent the last few weeks clearing that date with our family and friends. It seems to be okay for most people; however, it is exam time for those who are in University. This is a downer since two members in our wedding party may still be in school. It feels like whatever I do or choose someone out there isn't happy or there is some problem with it. It becomes discouraging after a while and grates on you. I just don't want to make my wedding about other people or what they want. We really want our wedding to be about the love we share for each other. I'm also a little frustrated at my fiancee's lack of commitment when it comes to setting a date. I know that there are things that arise that we can't plan for, but I feel like that doesn't mean that we can't do any planning. I want to send my save the dates out a little more than a year in advance to give everyone the time they need to save and book the time off. Is anyone else in a similar position or can relate to what I'm going through? How did you guys decide on a date? Happy Planning, - Dia