Sweet, this is the kind of advice I wanted to hear! I've heard crowds can be a problem up in the north just like you noted, so definitely something to consider. I've spent a few months in Costa Rica on a study-abroad years ago, but only got to surf around Playa Hermosa which was pretty shite. Never been over to the Caribbean side and I would have to change some potential plans up to make it happen but might be worth the effort. Have you surfed around PV area?I would expect you would not have head-high/overhead surf in Guanacaste in November. I wouldn't expect overhead at any time of year. Wouldn't call it much of a surprise May-Sept, but if I wanted overhead surf in November I'd look elsewhere.
Grande can be a good wave for advanced surfers. When I was at Playa Negra the wave quality wasn't the problem - had decent vert and peel speed; it was the quantity. The times I was there it could support maybe 5 people if they were cool and the crowd was 8-10 including some turbo jockey who we eventually took turns paddling too deep while others surfed because he refused to ever let anyone else have priority uncontested, ever.
He's telling you tubes are a-plenty at the crown jewel of the Carib side, not Tamarindo. If you want overhead tubes in November in trunks, the suggestion is Hawaii.
I love Hawaii but I feel like I've almost been too many times over the past few years; multiple stints to Kauai & Oahu surfing the majority of north-facing spots. Love the tropical island vibe and wave quality, but the crowds can just be insane and the island can get a bit dull after a while. Wanted to try something new that wasn't too expensive/far-away that I could score decent waves (head-high HPSB waves, doesn't have to be solid) and thought CR might fit the bill. Was maybe thinking El Salvador but seems a bit difficult/sketchy at times to get around (might be with my dad) or Nica but I haven't been convinced that the waves are actually good (and not just glorified close-out beachbreak barrels of which I have plenty of at SFOB).