When you and your significant other alone - or you and your family alone - are choosing a destination for your vacation, it will be much easier, as there will generally be two people involved in the final decision. But when another couple or another family is involved, you will double the number of decision makers to four (or more!), and it will be important that you go through the various possible destinations together, making sure no one is making a compromise for their vacation.
You should also decide on how the money for the trip is going to be split before you embark on the trip itself; if you are in separate hotel rooms at a resort, this will be easy, but if you rent a boat or a beach house together - and if you go with two families that have a different number of members in each - this will be more complicated, and you will want to make sure all of this is laid out in advance.
And one of the fun things about a vacation is having everyone together - relaxing and doing the same things - but with two groups converging, there might be some different ideas about what the plans for each day will be, and for this reason, your final step of planning should be making sure everyone is on the same page with all ideas and plans!
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