
Pleasure Point Vacations from $359
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Your Pleasure Point Vacation
Reserving a Pleasure Point vacation package is a wonderful way to get to know this unique neighborhood. From its must-see spots to its lesser-known gems, there's a lot to delve into. Can't wait to explore the sights during your trip to Pleasure Point? Make sure you stop by nearby attractions like Santa Cruz Beach Boardwalk, Main Beach and Capitola Wharf. Expedia can help turn your dream Pleasure Point vacation into reality, no matter your budget or travel plans.
The Latest Pleasure Point Vacation Packages




Sonesta Silicon Valley
Reviewed on Feb 25, 2026
Where to stay in Pleasure Point

Westside Santa Cruz
Westside Santa Cruz is known for its stunning beaches, and with sights like Monterey Bay and Pacific Avenue, you won't get bored spending a day wandering around this part of Santa Cruz.
Pleasure Point Hotel Deals

Seacliff Inn Aptos, Tapestry Collection by Hilton
I recently stayed at the Seacliff Inn and overall had a very pleasant experience. The highlight of this property is definitely its beautiful, scenic environment. The grounds are incredibly peaceful, with a charming bridge and a lovely pond that make the setting feel almost like a hidden retreat. ...
Reviewed on Feb 25, 2026

Chaminade Resort & Spa
The view was amazing, the rooms quite clean and spacious, and the pool/hot tub area was perfect.
Reviewed on Feb 25, 2026

Hotel Paradox, Autograph Collection
Staff was great! We stayed one night over the holiday weekend and enjoyed our evening at the restaurant/bar.
Reviewed on Feb 25, 2026
Discover the most popular places to visit in Pleasure Point

Santa Cruz Beach Boardwalk
Enjoy the thrill rides with your kiddos at Santa Cruz Beach Boardwalk as part of your trip to Santa Cruz. Attend a sporting event in this walkable area, or seek out the biking trails.

Mystery Spot
Find out about the history of Santa Cruz with a stop at Mystery Spot. Attend a sporting event in this walkable area, or seek out the surfing spots.

Natural Bridges State Park
You can take time to visit Natural Bridges State Park during your travels to Santa Cruz. Attend a sporting event in this walkable area, or seek out the biking trails.
Things to do

Capitola Private Personalized Self-Guided App Tour

























