Winter / Spring Tropical Birthday Trip?

Hi there,

Hoping folks can help me out. I’ve been to Puerto Rico and Costa Rica, but really unfamiliar with other places in the Caribbean.

I turn 35 in the spring and would love to go on a tropical birthday trip sometime around February – April. Ideally I’ll get some friends to come with, but if not I’ll go by myself.

I’m thinking $3K with flights from Boston for 4 or 5 nights? (Feel free to give me actual ideas of budgeting during the high season)

Any suggestions of island destinations or hotels? Would like beach time, adventure time, and some light nightlife (karaoke or a bar with a DJ, nothing like bottle service).

Thank you!