Please help!! Proposal Dilemma!

posted 3 years ago in Proposals
Post # 3
11668 posts
Sugar Beekeeper
  • Wedding: November 1999

whats more important to you – the element of surprise or a “cool” proposal?  If it’s the surprise factor, I say propose right before the trip so you guys can have a fun celebration weekend, or at the very end right when she’s getting disappointed that it didn’t happen.  I think before is best, though.


If the element of surprise is less important than a “cool” proposal, then I say do it on the balloon ride.

When are you planning to tell her about the trip? right before you leave?  If so, personally I’d love if I got proposed to then was told to go pack my bag, we were going on a surprise trip to celebrate!

Post # 4
14 posts
  • Wedding: March 2014

@hopefull123:  I would say that the story is more important. I think that, of course, a surprise is awesome. But I also think the amount of planning you have done is a huge proof of how much she means to you. I would even kind of wait until the end of the ride, or like right in the middle. Make her start to doubt that the proposal is coming during the ride. You are obviously an awesome boyfriend. Congrats in advance!

Post # 5
608 posts
Busy bee
  • Wedding: September 2013

@hopefull123:  I would not make a big deal to her about the trip or anything planned on the trip…when actually on your trip could you just kinda stumble upon the idea of a baloon ride?..oh my gosh, look! Ive always wanted to do this!!…come on lets go!`….maybe tell the balloon peeps to play along with this before hand…act like you only just had the idea etc.ALSO… I would propose up in the air!




Post # 6
673 posts
Busy bee
  • Wedding: June 2014

If your GF is anything like most of us waiting bees on here, she’s probably expecting it to happen anytime, all the time! I would stick to your original plan of proposing once you’re up in the air as you risk disappointing her if you leave it for the next day. A proposal on its own is an emotional moment regardless if its a surprise or not. Good luck and congratulations!!

Post # 7
62 posts
Worker bee
  • Wedding: November 2013

@lifegirl:  I like this! If she thinks it was spur of the moment, then she won’t think it was part of the plan! or way at the end as you’re landing, after she realized that it WASN’T going to happen. Anything revolved around a hot-air balloon will make a GREAT story!!


Post # 8
3222 posts
Sugar bee
  • Wedding: April 2015

I think the story trumps the surprise factor. If she thinks it’ll happen during this trip and it doesn’t, she’ll probably be sorely disappointed. There are tons of “wtf was he thinking?!” stories on the Waiting boards where the guy set up the perfect proposal scene, but didn’t propose.

Post # 9
218 posts
Helper bee
  • Wedding: July 2013

@MrsWBS:  Agreed.


We had been talking about getting married for about a year and had even attended wedding shows and looked at venues, and picked a date. I knew the proposal was coming. I expected it to come while we were on vacation, but he propsed a week before we left, that surprised me. It was like we were having a little vacation to celebrate the engagement. 

@lifegirl:  This is a good idea too.

Post # 10
3047 posts
Sugar bee
  • Wedding: August 2013

Definitely don’t save it to the next day. If she’s expecting it to come, I could see how the disappointment would take away from the air-balloon experience. Instead, I think you should propose while mid air – that makes the best story and will give her this little gem of a memory!

My FI proposed to me while on Bermuda, it was perfect. It wouldn’t have been as perfect had he saved it to the airport on the way back. 🙂

Pick the most romantic scenario!

Post # 11
2731 posts
Sugar bee
  • Wedding: October 2014 - Disney

I instinctually knew my fiance would propose the day he did and it didnt make it any less special.

Post # 12
3735 posts
Sugar bee
  • Wedding: September 2014

@hopefull123:  Hi guy! I’d propose as soon as she saw the balloon. Then you can spend the balloon ride canoodling and basking in your happiness. I’m afraid if you put off the proposal until the next day, she might be like “WTF dude!” or a little disappointed the rest of the night after your lovely ride.

Decisions, decisions! How exciting!

Post # 13
534 posts
Busy bee
  • Wedding: March 2014

Definitely propose on the balloon ride.  Even if it’s not a surprise, she’s going to be sooo flattered that you put so much time and effort into planning a beautiful moment.  Good luck!  🙂

Post # 14
753 posts
Busy bee
  • Wedding: June 2013

@hopefull123:  This happened to my co worker… he bought some earings and gave them to her when she was expecting the ring… he waited until they were backin the hotel room a couple hours later when she was clearly dissapointed and confused bc shre thought she was getting the ring earlier.. so cute and soo funny!! 🙂 good luck :))) 

Post # 15
2661 posts
Sugar bee
  • Wedding: August 2015

I agree that it depends on whether the story or the surprise is more important.

As PPs have said, many waiting Bees are expecting proposals around every corner, so the surprise factor might not matter as much.

I do think the idea of getting the proposal and then having a mini vacation to celebrate sounds like a great idea.

BUT it sounds like you’ve put a lot of effort into this trip, and getting proposed to while in a hot air balloon sounds amazing!!!!

I know I didn’t help in the least…but I think you just need to weigh out what is more important. Either way, I think she’ll be thrilled!

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