This kind of plays into a post I've started blocking out to put into "Cheap and Cheerful" - something along the lines of a string of reviews for "Five Buck Chuck" because there are a lot of great cigars out there for ~US$5.50 or less. Note: I am a sucker for long, thin vitolas over stubbier, short ones.
I'm still working on checking out more Cubans, but the two boxes I've purchased that fit in this category are:
La Gloria Cubana Medaille d'Or No. 4: This hits a lot of the same notes as the Monte No. 2 - a pretty classic Cuban mineral-y, woody smoke. I feel that the longer vitola really lets these shine in a way that nubbier ones do not (that said, nubbier ones do have a lot of protection against overcooking from vigorous puffing, insulation & consistency from ash, and so on). The downside is that prices on these vary wildly and I think I really lucked out finding these around $5/stick.
Por Larranaga Montecarlos: These are really spectacular - these sticks lean much more towards the wood side, but a lot of that figgy fermented tobacco flavor comes through for me. These are delightful, and I do love them. THAT SAID a perfect draw tool or similar is really mandatory. These have like a 40-50% plug rate, and it's frustrating not to have one on hand when you're doing your test draws (and moreso when you forget to check the draw!)
I'm waiting on some H. Upmann Regalias (just shipped today!) that I am extremely excited to try. There are others on my list, but that's what I have on the way.
For non-Cubans, I have a little more experience/availability. My humidor staples (very quickly) are:
Illusione Rothchilde: Chocolatey, spicy, Nicaraguan flavor. Somehow manages to pack a completely full flavor evolution experience into a tiny package (4-1/2 x 50)
Tatuaje Series P: That sub-brand sounds so familiar, where have I... oh well. I have only had the short robustos so far (box of 20: $67.50), however I am going to pick up the toros as soon as possible (box of 20: $72) because the short robustos while delicious leave me wanting just a little more, and I would much rather spend the extra few cents per stick to be able to put it down when I want rather than have it end before I want it to.
Drew Estate Nica Rustica El Brujito: Want to try Liga Privada? It's a scam price-wise, have these instead. Serenely smooth and the nicotine sneaks up on you and will keep you in your chair.
Lastly, shoutout to La Faraona out of Tampa Bay, their lanceros and in-house Faraona Natural are great, and if you end up with 20 cigars, they're $5/each. Worth a shot, and I'm a sucker for fellow small businesses.
I'll be taking notes on other responses in here! Very excited to expand the humidor.