Hand of Fate

This can be earned on Apprentice (easy) difficulty, so switch the difficulty to that and it should be a walk in the park. Even so, I'll explain the things I looked for to make this even easier.

My Strategy:

Always go for gold on the board or if an encounter offers the option. Then obviously visit every shop. Because you'll be playing for a while, you'll be getting a lot of gold and will be able to buy a lot of useful equipment. It won't be difficult and it won't be long before you have most of the equipment you're keeping an eye out for. Also, go out of your way for blessings, either by encounter or by buying them at the priest's shop.

I liked to use the Blood Crescent Sword, insta kill on the ground made battles go by quick and the weapon's ability to insta kill any enemy in exchange for health made battles with bosses or lava golems go by quicker. Secondly, the Skeleton King's Shield. It kills Skeletons with a single shield bash, making any fight with skeletons quick and easy. The Clairvoyant Helm is a good one, it lights up one failure card when you pick a chance card. On apprentice difficulty you start with the blessing that allows you to re pick a chance card, so combined with this helmet its very easy to get the outcomes you desire. Mithril was my armor as it counts as heavy armor for defense, but as light armor for movement speed and encounters like the River. The Ring of Experience makes you practically invincible after a while. It increases your max health by one for every blessing you have after every combat. So if you have 5 blessings, your max health goes up by 5 after every combat. Go for every blessing you can and buy them at the Priest's shop. I got up to over 500 health by the time I hit round 30. Finally, buy any rings you think will be helpful, especially look out for any rings that offer increases in healing both in and out of combat. This will allow you to use the Blood Crescent's ability more frequently as you can get massive heals in after each battle. I can't remember what rings I had, but I was getting over 30 health back from food and also got healed quite a bit during battle. Also remember to keep your food up, I never let mine drop below 20-25.

Short Summary:
Apprentice Difficulty
Visit every shop and always go for gold and blessings
Blood Crescent Sword
Skeleton Kings Shield
Clairvoyant Helm
Mithril Armor
Ring of Experience
Buy any helpful rings, especially ones that increase healing
Keep food stocks up

The above solution is really good for someone NOT having the wildcards DLC. However, if you got it you can make this slightly easier by using the DLC Fates instead of doing this on easy. In comparison to easy, this has one huge advantage to the upper method: you get the bonuses which come with each fate!
The second advantage is that you can get ALL other achievements as well, so the longer you play the more likely it is you can get a few other achievements on the way as well!

For my personal liking i sticked to the Lion Prince Fate (although the Shadow Agent, Wanderer and Merchant Guard are helpful as well), since the 2+max HP up to 200 made the slow start more than worth it. This is incredibly helpful if you stumble upon a lot of curses or are unlucky with the chance encounters (however these can be cheated by simply using the dashboard trick written down in other solutions). However be aware that this Fate has a really slow start at 40HP max, so be careful for the first 5-10 levels.

While going for every possible blessing at every opportunity, also make sure to remove the minor curses from time to time since you are limited to 18 active curses and blessings!
As for the rest of the equipment, i rather would stick to either the thunder mace or the dragons tongue (arguably the best weapon in the game) due to the strong weapon skills.
The rest of the above solution is pretty good and straight forward, so the rest of the equipment should be like mentioned above

Not a solution, but a hint how to finish this: if you are about to loose a battle or have failed a card selection, just pause the game and select "switch user". This will quit the game and you can afterwards continue with the last finished card. You will still get the same cards as before though, but you have both a chance to better prepare (go another way, equip another item) or just have more luck with the combat/trial. Did this several times in my run and the achievement unlocked.