San Juan, Puerto Rico
All eyes were on San Juan this January when the Broadway hit musical Hamilton came to town. Reprising his role as the OG Alexander Hamilton was the show’s creator, Lin-Manuel Miranda, whose return to the stage successfully put the national spotlight back on Puerto Rico. This gorgeous island is still rebuilding after 2017's devastating Hurricane Maria, and while your shot at seeing Hamilton rise up has passed, now’s a great time to check out the progress that’s been made. The weather is fine x1000 this time of year, but if you need yet another excuse to sip piña coladas on the beach in mid-February, you can make a direct impact on the local community simply by booking a hotel room.
Marriott International has partnered with Hamilton and the Flamboyan Arts Fund -- an initiative championed by Miranda and his father -- to help raise funding for local art museums, theater and dance groups, cultural education programs, and more. That means an automatic $1-$10 donation for every room booked at properties like the San Juan Marriott Resort & Stellaris Casino (which, indeed, boasts a glitzy casino; ask for a newly renovated Cabana room) or the lush, luxurious Dorado Beach, a Ritz-Carlton Reserve. You’ll have to arrive before February ends, but in further defense of this spontaneous getaway, there are snaggable flights in the $200 range.