Every girl loves getting a surprise gift from the man in her life and, unless you plan on popping the question, there is no surprise greater than a holiday. However, the logistics of such a large surprise can make it hard to plan. If you don’t know where to start, are having trouble picking a location, or stressing about asking for holiday dates for both of you at work, then never fear, we’ve got you covered.

Choose Your Location

First things first, you need to pick a destination. For the ultimate romantic surprise holiday, choose a relaxing, far-flung location – though this might be more work to plan, the surprise will certainly be much greater. Choose a picturesque beach holiday in Hawaii, experience European food and culture on a quiet Greek Island, or spend some time together in a cabin situated in the English countryside. If you’re on a tight budget, choose a destination that’s a few hours away by car. Alternatively, choose a location that is romantic to the two of you, such as the city where you met.

 

Booking the Time Off

This is where planning a surprise holiday becomes quite difficult. You need to make sure that both of you have the agreed vacation time with your bosses, but how do you ensure she has the time off without letting her know what you’re planning? There are a few different ways you can tackle this.

If you’ve met her boss or know her work colleagues, you can bring them into the fold. Call or visit her office, explain the situation to her boss and see if he will let you put in a holiday request for her.

Alternatively, make plans together to go away but make tell her it’s something more low key, such as visiting family. That way she can get her time off authorised and you can surprise her the night before you leave.

Logistical issues such as booking flights should also be looked at in plenty of time – make absolutely sure your partner’s passport won’t expire before your date of departure. Planning on your own means you can’t take it for granted that things will be done, so make a checklist early on to ensure you don’t forget anything. If you’re going abroad, make sure to shop around before you buy your currency to ensure you get the best rate possible, and for peace of mind take out travel insurance with a reputable company, ideally one with a consumer seal of approval – Columbus Direct, for example, were voted Best Travel Insurance Provider 2014 in the Your Money Awards.

Problems with Packing

Packing can be another huge problem. If you’re planning on a warm destination, your girlfriend will need a bikini and summer clothing, so she’ll probably want time to go clothes shopping.

You could ask her best friend to help you pack her suitcase, but the last thing you want is for her favourite top to be left at home leaving her feeling uncomfortable. Instead, one month before you leave, you can discuss booking a holiday when you get your next pay check. That way, you can go shopping together, so you’ll know exactly what to pack in her suitcase.

Happy planning and good luck!

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