Peter (Senior Airfare Analyst): San Francisco to Los Cabos, Mexico $285 round-trip, nonstop, on Virgin, United, and Alaska. Travel is valid through April 30.
Where to Sleep: Bajas Cactus Hotel y Hostel is very affordable compared to high-end hotels in Cabo. I got a clean private room and was able to meet other travelers to go out on the town with quite easily.
Where to Eat: Gordo Lele's Tacos & Tortas for excellent tacos and great ambiance in a small restaurant. There was even some random karaoke.
Have a Drink: At night, there is a plethora of places to go. I enjoyed El Squid Roe for its non-pretentious vibe.
Favorite Thing to Do in Cabo: The beach, of course. I rented a jet ski for my birthday last year and had a blast cruising around the picturesque arch of Cabo San Lucas.