The question you are asking is exactly right. It shows you are not just looking for an itinerary, but for direction from the Lord Himself. And the deepest need you have on this vacation is the same deepest need you have at home: to enter into the rest of God.
We often think rest will come when we get all our tasks sorted out, or when we can finally see how a difficult situation will resolve. We say, "If I could just see the plan, then I could rest." But the truth is, you will never find rest by figuring everything out. You only find rest by faith. Trying to rest in your own ability to plan or control things will always leave you exhausted. Complete commitment to the Lord is where complete rest is found. That total abandonment to His care is the place of perfect peace.
Consider what it means that Jesus did it all. His finished work on the cross is the basis for your rest. You do not have to strive or perform. You can cease from your own works, just as God rested from His. This vacation is a beautiful picture of that. It is a time set apart to stop your ordinary labor. But more than that, it is an opportunity to stop the internal labor, the worrying, the scheming, the bargaining with God.
We often fall into the trap of developing a plan and then trying to get God to bless it. We say, "Lord, I'm going to do this great thing for you, so please do this for me." That is just another form of work. The far better way is to simply come on the basis of His grace and ask, "Lord, show me your plan. What are you wanting to do in me and through me?" God's will for your life is the very best thing that could ever happen to you. It is better than any plan you could craft. Your prayers cannot change His perfect will, and that is a terrifying thought only if you do not trust His love. He loves you deeply, and His purposes are good.
Think of how God works behind the scenes. Even in confusing and painful times, His hand is present, unfolding a purpose you cannot yet see. Nothing is happenstance. No weapon formed against you will prosper. He is preparing you for what He has already decided you should do for His kingdom. The challenge is to not bail out when the pressure comes, to not check out of His program because you think He is taking too long. Waiting two weeks and seeing nothing does not mean God is not moving. He is faithful.
So, as you go on this vacation, let it truly be a vacation unto the Lord. Rest in Him. You are breathing His air, eating His food, living on His earth. Everything belongs to Him. You are simply a sheep in His field. He is your refuge and fortress. You can lie down knowing the entire situation is in His hands. Do not let the promise of entering His rest be left unused. Let the weary part of your soul find its refreshing. Trust Him with the whole thing, and that is exactly what to do.