Mexico’s Baja peninsula is a winter getaway with something for every kind of man: from boho surfer to superfoodie to A-list lounger to Hemingway angler. Here’s a north-to-south, high-low tour.

Dandy Del Sur, Tijuana

Drink Like a TJ Hipster
Northern Baja’s rough-and-ready border town has bounced back from the drug-war doldrums. And as in many other gentrifying neighborhoods, skinny-jeans-clad cool kids are leading the charge. Head to the intersection of Revolución and Sexta to drink with the artists and musicians at old-school Dandy del Sur, or sip through the extensive mezcal menu at La Mezcalera.

Casa de Piedra, Valle de Guadalupe

Rough It in Wine Country
Valle de Guadalupe
Napa is for wimps. If you can handle the bumpy roads of the Valle de Guadalupe wine-growing region, you deserve the drink that awaits at any number of small-scale wineries cranking out serious cabernet sauvignon, grenache and more. Map out a visit to Monte Xanic, Viñas de Garza and Casa de Piedra to sample their vinous offerings. (Call in advance to reserve a tasting.)

La Guerrerense, Ensenada

Taste the Real Baja Fresh
The fish taco, that cheap and transcendent culinary invention, has its roots in Ensenada. Experience the crunchy, creamy, refreshing real deal at Los Originales Tacos de Pescado. Go to La Guerrerense for sublime seafood tostadas and bring back one of its 16 salsas as a souvenir.

Get Some Yellowtail
Make like Hemingway in Loreto, a sleepy town on the eastern coast of the Baja peninsula where drinking and fishing are the primary activities. Charter a fishing expedition through Wild Loreto and try to hook a yellowtail on the Sea of Cortez.

Surf Todos Santos
Todos Santos
Some 50 miles north of overrun Cabo sits this quiet haven popular with artsy expats and serious surfers. The latter come here for the wave break aptly named Killers. Beginners need not fear: Mellower breaks abound. Book lessons through the reputable Costa Azul surf shop.

Las Ventanas, Cabo San Lucas

Go Luxe at Las Ventanas
Cabo San Lucas
There’s a reason Las Ventanas al Paraíso is considered one of the most luxurious resorts in the world. When people like George Clooney, Jennifer Aniston and Leonardo DiCaprio don’t feel pampered enough, they retreat here. Do their math: 80-degree weather, four restaurants, four golf courses, 3,900-square-foot villas.