Are you talking about crossing an ocean? Or getting a boat to cruise around the Med
If you are talking about an extended cruise you have a few options:
Buy and own - do it yourself
Buy and own - hire profession crew
Buy and own - get competent sailing buds to help you out
All this depends on what size boat you are thinking about (more creature comforts generally mean larger). Are you interested in roughing it or looking for a floating hotel
to tour the Med
You can ship a yacht for 10-20K from Europe
to the US or hire a crew and have your boat beat up for 10K
If you are starting from scratch and want to learn to run a yacht around the Med, figure it will take on the order of years to get up to speed, unless you make getting up to speed a full time thing which most of us can't since we have jobs and so forth.
I decided to "cruise" while I was self employed in 85. I found a boat in 6 months and took 6 years to fit it out for cruising and off shore work
and learn to sail in all sorts of conditions. I felt "ready" after 6 years and now I feel 3 x more ready, but I did cruise for 3 years in 91.
There's lots to get and you can't cram this in a few short months. It's a slow and steady journey and enjoyable one. If you're in a hurry, cruising may not be for you.
On the other hand, I don't know of people who got the bug, got started and dropped it. Once people start with this they seem to soldier on. It's an enormous commitment in both time and money
, a decision not taken lightly, but very rewarding.
Go for it!