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Any ideas on surprising my boyfriend with a holiday?

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Question - (27 June 2013) 2 Answers - (Newest, 28 June 2013)
A female Ireland age 36-40, anonymous writes:

Hi,

Not a big problem at all just looking for advice! I have decided for my one year anniversary with my boyfriend to book a holiday (go back to the place we had our first holiday - Egypt last January !)

I know I'm thinking ahead but I want to pay in instalments so I'm not broke and its quite a big present in terms of flights and accommodation in an all inclusive 5* resort for seven nights. Last time we went for 3* all inclusive. He has said he'd love to go back but would want to stay somewhere nicer... The anniversary is October 1st (I know I know aaaages away!) again it's a money thing! However his birthday is late November and then Christmas is in December. So what I thought I'd do was this:

Anniversary gift: card containing another envelope that says do not open until birthday. No clues!

Birthday gift: opens envelope - 7 nights holiday (give dates) AND another envelope within saying do not open until Christmas

Christmas gift: Egyptian pounds spending money.

Do you think this is a good plan?!

Have you any ideas on a more creative way or do you think it will work well like that? Should I tell him where we are going or keep that a surprise until Christmas? Thanks in advance!

View related questions: anniversary, christmas, money

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A female reader, anonymous, writes (28 June 2013):

Im the original poster! it's not a fortune that I'm spending! It's also a little selfish (I love holidays too!!) thing is he works for himself so going on holidays is a lot more money for him after he loses out on his income for that week whilst also paying someone else to cover for him! So I figure it would be nice to make it easier that way!

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A reader, anonymous, writes (28 June 2013):

I wouldnt spend all that money on him, to put it bluntly. and if you do want to go on holiday with him, I think the cost of flights would be enough as I know it is not cheap to fly from Ireland to Egypt. I worry that you are being too generous towards someone whom you are not married to/are close family, but it is nice of you to plan this far ahead.

pay for the flights, he can always pay his half for accommodation. if you want to make it special you could take him out there for an evening, or pay for him to get a massage/something similar.

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