Cupertino, California
Looking for the best chillin in Cupertino? We've got you covered with the top trails, trips, hiking, backpacking, camping and more around Cupertino. The detailed guides, photos, and reviews are all submitted by the Outbound community.
Top Chillin Spots in and near Cupertino
-
Pescadero, United States
Relax at Costanoa Lodge
3.0Looking for a quick escape from the city, but sleeping on the ground isn’t really your thing? Look no further than Costanoa Lodge in Pescadero, an upscale "glamping" experience just an hour south of San Francisco with tons of hiking options. This is a really fun option for anyone who enjoys being...Read more -
Davenport, California
Hike around Greyhound Beach and Climb Greyhound Rock
0.7 mi / 0 ft gainThe trailhead is at the Greyhound Rock State Marine Conservation Area which is directly off Highway 1. There is a large paved parking lot with a good amount of trees so finding a shady parking spot isn't that difficult (if that's important to you). The parking lot is located on the beach cliffs ...Read more -
Belmont, California
Hike San Mateo's Sugarloaf Mountain
5.01.5 mi / 500 ft gainSugarloaf is tucked away in Laurelwood Park which is located in a residential neighborhood right off of Hwy 92 in San Mateo, making this a great hiking & trail running option for Peninsula residents.I always park on Glendora Dr. and follow the paved path down towards the playground. At the bo...Read more -
Mount Hamilton, California
Stargaze at Lick Observatory
3.8Hop on Road 130 heading out of San Jose and follow the winding two lane road up, up, up to to the top of Mt. Hamilton and the Lick Observatory. There are lots of deer, wild turkey, and pigs in the area. If you are lucky you will get to see a herd of deer grazing in a meadow. But be careful that y...Read more -
Santa Cruz, California
Hike the Rincon Fire Trail
5.01 mi / 300 ft gainThe Rincon Fire Trail Starts at a small dirt parking lot next to CA-9 and traverses down the mountain to the San Lorenzo River Connecting with the Pipeline Trail. The trail can be a simple one of a mile out and back or up to 5 miles depending on your preference. The elevation will change by about...Read more -
Pescadero, California
Catch a Sunset at Bean Hollow State Beach
5.0There are a bunch of places to photograph this beach if you head north on the trail that runs along the beach.There is parking at the beach but it can fill up quickly!The only warning you need is about the tide. Make sure you are watching it the entire time because it can creep up on you and will...Read more -
Pescadero, California
Explore the Pidgeon Point Lighthouse
5.0Pidgeon Point Lighthouse is conveniently located just 50 miles south of San Francisco. Constructed in 1872 and standing at 115 feet, it is among the tallest lighthouse in America.Part of the state park system, it is surprisingly secluded. Numerous parking space were available in the lot with hand...Read more -
Pescadero, California
Exploring Big Sur to Pigeon Point
We started off in Big Sur and took as many pull-off viewpoints as possible between Big Sur and the final destination, Pigeon Point Lighthouse. The weather was foggy in some spots but would open up to reveal the vast Pacific Ocean and sun in others. The weather was mild for us but we're familiar w...Read more -
Cowell Ranch Beach Access, California
Picnic at Cowell Ranch Beach
5.0Hike half a mile to this beautiful, secluded beach. There are high cliffs with a steep staircase down to the beach. The beach has wonderful rock formations on one side. It is a great place to watch the sunset or bring a picnic. A great place for a beach day if you are looking for something le...Read more -
Half Moon Bay, California
Bike the Cowell-Purisima Coastal Trail
4.0This trail begins at the Cowell State Beach parking lot and is only open on the weekends. From the lot, take the short Cowell Ranch Access trail to a scenic overlook. There are steps down to the secluded pocket beach just above the main trail. The trail playfully meanders along the cliffside with...Read more -
Davenport, California
Beach Picnic at Shark Fin Cove
4.3Shark Fin Cove is a large rock formation in an inlet off Highway 1 in Northern California. It is located 1 mile south of Davenport and 10 miles north of Santa Cruz. There is a sizable parking lot located on the side of Highway 1 to park in. Walk down the path left of the parking lot and cross the...Read more -
Santa Cruz, California
Explore Panther Beach
4.5Panther Beach's white sand, clear water, and interesting rock formations make it one of the most stunning beaches along this stretch of CA1. But this is a hidden gem for a reason - there are no signs along CA1 for Panther Beach. You need to keep you eyes peeled for cars parked along the side of t...Read more -
Half Moon Bay, California
Hike Along the Half Moon Bay Coastal Trail
4.65 mi / 104 ft gainStart at the visitor center along Kelly Avenue. Take note that the day parking fee is $10 in 2016 for each vehicle. You will then be able to enjoy both the Coastside Trail and Francis Beach (plus other beaches) with access to the amenities such as coin-operated showers and a semi-private beach.Th...Read more -
Santa Cruz, California
Bonfire at Seabright State Beach
5.0This is a wide, beautiful beach that's an amazing spot to spend the day and enjoy a bonfire at night. Seabright is probably the most popular spot in Santa Cruz for a bonfire, due to its convenient proximity to the Beach Boardwalk. But luckily, this beach is tucked in between the San Lorenzo River...Read more -
Santa Cruz, California
A Beach Bonfire in Santa Cruz at Twin Lakes SB
This one-mile stretch of beach is the perfect option for those looking for a peaceful Santa Cruz experience, but without the crowds. The beach features soft sand, playful surf, an awesome view of Walton Lighthouse, and a handful of fire pits to choose from. It's a great spot to spend the entire d...Read more -
Santa Cruz, California
Beach Day at Lighthouse Field State Beach
4.0This beach is less crowded compared to other beaches in Santa Cruz. I got there early on a Saturday and found easy street parking. There was plenty of space to spread out on the soft sand. Later in the day I saw dolphins several times! This is close to the Santa Cruz Surfing Museum. It’s als...Read more