Pleasure Point’s beat-up beach cottages are being torn down to erect multistory, multimillion-dollar homes. For lifelong Point denizens like the author, the changing face of an iconic neighborhood — one of California’s last rough-edged coastal zones — hasn’t been without its pros and cons. While the scene has become livelier and friendlier over the years, the cost of living has soared, sending many longtime locals packing.
Eastside / Live Oak / Pleasure Point
Eastside Santa Cruz, Live Oak and Pleasure Point neighborhoods
Slurps up!: Lily’s guide to the best hard slushies in Santa Cruz County
Here are a dozen places to celebrate the summer with a cold buzz (beware of the brain freeze!) — and leave 7-Eleven Slurpee machine memories far in the rearview mirror.
Guide to food trucks and pop-ups in Santa Cruz County
Forty food trucks and pop-ups now dot the Santa Cruz County landscape. Call it global food tourism — within 30 minutes. Here’s where to find dumplings, Cubanos, yakitori, adobo, tapas and so much more.
Into the blue: Your guide to Santa Cruz coastal exploration
Whether in a kayak or on a stand-up paddleboard, the waters just off Santa Cruz County are swimming with possibilities. Take it easy in the Yacht Harbor? Cruise around a wharf? Explore the wilds off the Westside? Venture to Shark Park and the Cement Ship? Lookout has you covered no matter what you choose.

