Unlike the others, I don’t believe there’s a single right answer.
The question really depends on your marina layout and your comfort level maneuvering the boat. I’ve heard a lot of concerns about backing out of slips from people with 30’s and larger, but haven’t found it a major problem in a 26 if you don’t rev up too quickly. Where the boat tends to pull its stern over in reverse is when the skipper overcorrects for not moving fast enough and guns the engine. That said, forward does take less practice than reverse for novices.
The other factor to be aware of is that, because of the mast and sail area toward the bow, the bow tends to blow off to one side or the other when not straight into the wind.
To me, the first question to ask is whether you expect to have crew or will be single-handing. Although it’s important that crew understand the difference between themselves and a boat fender (the latter is harder to injure and cheaper to replace), once they understand their limitations, they can to a lot to help you guide a boat in or out.
A 30 is starting to get heavy, but a 26 can be very responsive to someone on pulling a line from on deck or the dock. A common departure trick is to loop a line around a dock cleat, pull on it from the deck, then let one end go and haul it in. This keeps the crew on the boat. Depending on which dock cleat you use and where they stand, you can have a lot of control for keeping the boat near the dock or for making it turn the direction you want.
If you’re single handing, you may want to consider having some docklines fixed to the dock and some fixed to the boat. I have one attached to a midships cleat that’s just the length needed to stop the boat before it rams the dock; I go bow in and have plenty of time to drop it on the dock cleat closest to the end of the finger before the boat goes too far.
Whether single-handing or with crew, if someone on the dock can start pushing the boat out before putting the engine in gear, you have some motion and rudder control. That makes it easier to use the engine gently. Again, the N26’s are a lot easier to push and pull than the bigger Nonsuches. I’m pushing 70 and have a bad back, and I can do it.
The second question to ask is about the prevailing winds in your marina.
If you can get a slip where the wind tends to blow you out of the slip, then you have the most control, coming and going. In that case, the advice about backing in may make more sense for you.
If you have a slip where the wind tends to be blowing you into the slip, then it’s more difficult for a novice. Backing in will require more control because the bow will be into the wind and will tend to blow off, although departure will be easier.
The worst case is if you’re in a crosswind slip. If only slips where the wind tends to be on the side are available, try to get one where the wind will be blowing you towards the dock rather than towards another boat. Getting pushed toward the dock only makes the above tricks for pushing the boat around slightly easier, because you can get on or off the boat more easily without.
A couple of other suggestions that might reduce stress. First, fenders placed where you might contact another boat or a piling can alleviate a lot of stress. Making contact is a no harm, no foul situation if a fender’s there. Second, if your marina will let you, get a lot of discarded firehose (my favorite source is https://www.repurposedmaterialsinc.com/hoses/?categories=fire-hose) and put it in a scallop pattern the length of your dock. Here’s a picture of mine, with a good friend posing with it. (Traffic cones are surprisingly good for discouraging sea lions from climbing on your dock, but that’s a different thread.) The scalloped fire hose will give and let your boat slide in and out without marring it. I actually use this to do my docking without any fenders.

Last tip – don’t worry. There’s an old saying: a boat will scare people to death LONG before it kills them. Well, maybe, “The only thing we have to fear is fear itself,” might be more comforting. The point, though, is your boat is incredibly sturdy and can take a lot. Everyone in a marina either had to learn to dock themselves, or is lying about it, or is so rich that someone else does it for them (in which case, who cares about them). So, you can relax, take the time to practice and forgive yourself a few initial bumps in the night.
– Bob
Me Gusta
Nonsuch e26U #233