Located in Santa Cruz County, California, Pleasure Point is a census-designated place. It is located 33 feet above sea level and is home to a population of 5,821 people as of the 2020 census.

East Side Eatery

Located in the heart of Pleasure Point, the PleasurePoint East Side Eatery is one of the few local establishments offering an impressive menu of award-winning dishes. This Capitola California restaurant also offers a dog-friendly patio.

PleasurePoint East Side Eatery is owned by Derek Rupp, who is a local Pleasure Point resident. The former Google executive chef has a long history with food, and his expertise has made him a well-rounded chef with a deep appreciation for locally sourced foods.

The restaurant is a popular hangout for locals and beachgoers. The menu includes old favorites, as well as new twists on the classic. It also offers specialty pasta, entrees, and a kid's menu.

The restaurant is open seven days a week. The menu is filled with small plates, salads, sandwiches, and entrees. There are also some tasty desserts to choose from. The restaurant also offers takeout. In addition to its tasty food, PleasurePoint East Side Eatery also features large-screen TVs and a dog-friendly outdoor patio. 

Cliff Cafe

Located at the corner of 41st Avenue and Portola Drive, the Cliff Cafe is a local favorite. It serves breakfast and lunch and is a popular spot with locals. It's also a great place to pick up a delicious coffee.

Cliff Cafe has a friendly staff, great coffee, and a diverse menu. It's open early in the morning for breakfast and stays open late for lunch. The menu includes vegetarian and vegan options, as well as burgers. It also features a few gluten-free bread choices.

The Cliff Cafe has a cool old-school vibe. The menu is small, but there are some highlights. The tofu scramble is the best of both worlds, with a perfect golden crust, sautéed mushrooms, and hash browns.

There's a large selection of beers on tap. Nubo is a local craft brewery that focuses on sustainable practices and offers 20 different offerings each year. It's also a popular spot for beer lovers.

The Kendra Baker Eis Cafe is another Pleasure Point staple and features homemade waffle cones, toasted marshmallow fluff, and seasonal scoops. The ice cream is organic and comes with a roasted marshmallow topping.

Surf Shop

Located in Pleasure Point, CA, Free line Design Surf Shop has been in business for 53 years. The store has undergone a lot of changes but still has the same feel and vibe. It has a large board rack and is filled with a wide variety of wetsuit brands. It is also a great place to shop for clothes and sunglasses. It even has dog treats for four-legged visitors!

John Mel founded Free line Design Surf Shop in 1969. He fell in love with the world-class waves at Pleasure Point. He then moved to Hawaii and began to shape surfboards. The shop is now owned and operated by John's wife Tara and his son, Peter. He plans to attend the anniversary party with his son.

The shop has a large selection of rental boards and also has a good selection of beginner boards. The shop also has a good selection of wetsuits and UV rashes. A full-day board rental is $30. 

Roadhouse

Located on East Cliff Drive between 38th and 41st Avenues, the PleasurePoint Roadhouse is a historic building on the coast of Santa Cruz. Originally a home, the Roadhouse has served a variety of purposes throughout the years, including a gas station, saloon, and grocery store.

During the Prohibition era, the Roadhouse became the busiest speakeasy in Santa Cruz. Bootleggers and off-duty policemen mixed, putting contraband liquor into the sand beneath the cliffs by night.

In the early 1920s, smuggling became a major industry along the coast, and Point became a drop-off point for liquor shipped to San Francisco. In addition to dropping off the liquor, the Point became known for its small cottages and surfers. The Roadhouse also became popular with farmers and hunters.

The Road House became a popular tourist destination during the Roaring '20s. It featured an open-air dance pavilion and a cozy fireplace. The Road House also rented rooms for tourists.

The PleasurePoint Roadhouse was a controversial building. Locals wanted to preserve the landmark, but its owners were opposed to the community's desire to preserve it. In 2007, longtime owners began the process of razing the property.