You will find plenty of choices to make. Where you live and how much time you can devote to sailing will likely influence your boat choice.
Boats can be had (owned) or rented (chartered). And when you own one, it can be co-owned: you find somebody like you who wants to sail. Get a boat, then either sail it on split months or else sail together.
If you want to coast, a smaller day sailer can be an optimal choice. You can place a tent over the boom and sleep inside. Or you can tie to the shore and and camp next to the boat.
Long ago when we were still owned by the Babylon, we made lovely cruises hauling our small craft up the beach and camping in the protection of the hulls. We sailed small trips I think 600 miles was the longest one. It was big fun and good
school of cruising.
If you hate camping, or if your shore is not conductive (e.g. very rocky) you can get a small cruising boat. They come in endless varieties and choices. You can elect an older and proven thing, which could be quite inexpensive to get, or else buy something modern, fast and more fun to sail, often at a higher cost too.
Think about where you will keep the boat, yours or co-owned, when she is yours. It is good to know in advance the boat will cost you something and then there will be berthing
fees,
winter storage fees, boatyard fees, etc. Quite a lot of fees. Get to know them in advance. See how comfortable you are with these numbers. Over time these tend to add up to round sums higher than the cost of of the boat up front.
Look around at
charter options. You do not need to own a car to drive it. You only need the drivers
license, gas, and a rented car. As good as own. And way less headache.
Thinking along such twisted routes will help you find the best tool for the job in hand. Using the best tool gives plenty of pleasure, be it baking, biking or sailing.
barnakiel
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