One of the great things about the nightlife scene in Cabo San Lucas is that it's diverse, yet predictable. Hot spots rotate according to the relative position of the sun or moon, so you never really feel as if you're missing anything.
Early afternoon? Head to Medano Beach, dig your toes in the sand and order buckets of beer or tropical cocktails from one of the seaside cantinas. Sunset? It's happy hour on the Marina, with cheap drinks and a great vantage point from which to watch the fishing boats motor in with the day's catch. Late night? Walk downtown and you'll hear live music or DJs pumping out jams on every block.
Sammy Hagar performs at Cabo Wabo Cantina — Photo courtesy of Cabo Wabo Cantina
If you're not spending the day fishing or playing golf, you might as well head to the beach. Medano Beach is Cabo's best bet for sunshine, safe swimming and water-based rentals, and it's lined with a succession of cantinas and restaurants.
Mango Deck and The Office are the two most consistently popular, and both boast cold beer, Mexican and American comfort food, and plenty of tropical cocktail options. Umbrellas are available for either your lounge chair or your margarita.
ME Cabo Hotel's Nikki Beach Club is one of the hippest spots on Medano Beach with poolside parties and a rotating cast of visiting DJs. After dark, the scene moves inside to the Passion Lounge.
Nowhere Bar is one of the most well-regarded bars on the Marina. It's particularly busy during happy hour, when all the charter boats and tour companies have finished for the day, and locals and visitors alike want to unwind with a cold cerveza. Tuesday is Ladies' Night, and although many bars offer free drinks to females at least one night per week, Nowhere takes it to another level.
Baja Brewing Company has sites at Medano Beach and on the Marina, and offers some of the peninsula's best craft beers, as well as excellent burgers and gourmet pizzas. Restaurants like Baja Cantina and Solomon's Landing are also great spots to soak up the Marina scene, and if you want to extend the happy hour into dinner, the food is equal to the seaside views and nautical atmosphere.
Late night revelry at Pink Kitty in Cabo San Lucas — Photo courtesy of Pink Kitty
Cabo's nightlife district is about a block off the Marina, between Plaza Bonita and Puerto Paraiso. Within the space of a single block you'll find half a dozen top bars and clubs, including perennial late night favorites El Squid Roe and Baja Junkie, and the hip nightclubs Mandala and Pink Kitty. Live music venues like Jungle Bar, Cabo Wabo, Cabo Blue and Cabo Lounge are also within easy walking distance of the Marina, but are closer to Wyndham Los Cabos and Pedregal than Puerto Paraiso.
The downtown scene picks up after dinner, and most of the better bars and clubs are open very late. If it's 5 am and you suddenly discover you're hungry, try El Venado behind Squid Roe, or Subway next to the Cabo Lounge.