Title: Pleasure Point Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $861 Expedia.ca

[Pleasure Point Travel Guide](https://expedia.ca/Santa-Cruz-Pleasure-Point.dx553248635975748864)[Hotels in Pleasure Point](https://expedia.ca/Pleasure-Point-Santa-Cruz-Hotels.0-n553248635975748864-0.Travel-Guide-Filter-Hotels)[Flights to Santa Cruz](https://expedia.ca/Cheap-Flights-To-Santa-Cruz.d6666.Travel-Guide-Flights)[Things to do in Santa Cruz](https://expedia.ca/Things-To-Do-In-Santa-Cruz.d6666.Travel-Guide-Activities)[Pleasure Point Car Rentals](https://expedia.ca/Car-Rentals-In-Pleasure-Point.d553248635975748864.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Pleasure Point Vacation Packages

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to CA $1,096 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, book, and manage your trip all in one place

## Top Holiday Package Deals in Pleasure Point

Price found within the past 48 hours. Click for updated prices.

![Avatar Hotel Santa Clara, Tapestry Collection by Hilton](https://images.trvl-media.com/lodging/1000000/30000/23800/23781/b7def48b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Avatar Hotel Santa Clara, Tapestry Collection by Hilton

CA $861

per person

Apr 1 - Apr 5

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to San Jose (SJC)

8.6/10 Excellent! (242 reviews)

Clean room, great restaurant with bar. Easy walking distance to Levi stadium.

Reviewed on Jan 13, 2026

![Aqua Breeze Inn](https://images.trvl-media.com/lodging/5000000/4120000/4110800/4110757/e7d0d42d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Aqua Breeze Inn

Westside Santa Cruz

CA $883

per person

Apr 2 - Apr 5

just found

Roundtrip non-stop flight included

Toronto (YYZ) to San Jose (SJC)

8/10 Very Good! (1,002 reviews)

Nice people. Easy location. Comfy beds.

Reviewed on Feb 6, 2026

![Motel 6 Santa Cruz, CA ](https://images.trvl-media.com/lodging/6000000/5360000/5353900/5353868/c9a8556d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Motel 6 Santa Cruz, CA 

Westside Santa Cruz

CA $1,140

per person

Apr 2 - Apr 5

found 1 hour ago

Roundtrip non-stop flight included

Toronto (YYZ) to San Jose (SJC)

6/10 (581 reviews)

The room was dirty and I'm very sure the bed sheets/blankets washed.

Reviewed on Nov 15, 2025

![West Cliff Inn - A Four Sisters Inn](https://images.trvl-media.com/lodging/2000000/1680000/1677400/1677375/e7f2f95e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### West Cliff Inn - A Four Sisters Inn

Westside Santa Cruz

CA $1,487

per person

Apr 2 - Apr 5

found 1 hour ago

Roundtrip non-stop flight included

Toronto (YYZ) to San Jose (SJC)

8.8/10 Excellent! (1,000 reviews)

Great staff, clean/beautiful room, loved the view. Happy hour and breakfast a big plus

Reviewed on Feb 6, 2026

![La Bahia Hotel and Spa](https://images.trvl-media.com/lodging/117000000/116230000/116228500/116228420/1de12286_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### La Bahia Hotel and Spa

Westside Santa Cruz

CA $1,305

per person

Apr 10 - Apr 13

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to San Jose (SJC)

9.6/10 Exceptional! (44 reviews)

Great amenities, very comfortable beds, and beautiful property!

Reviewed on Feb 2, 2026

## Where to stay in Pleasure Point

Find the best Pleasure Point areas and neighborhoods for the activities you enjoy most. [Learn more about Pleasure Point](https://expedia.ca/Santa-Cruz-Pleasure-Point.dx553248635975748864)

![This is a small state park at the northern end of Santa Cruz' scenic West Cliff Drive and a little over a mile from the Boardwalk, wharf and Main Beach.  A couple of times a year you can see Monarch butterflies during their migration. They are not in the numbers of years past, but you'll still see some.

If you walk north towards the rocks during low tide you will find some amazing tidepools full of sea anenomes, sea urchins, starfish, crabs, hermit crabs, and all sorts of marine life. The tidepools are on a ledge, so the tide needs to be quite high](https://images.trvl-media.com/place/6666/b5aae69b-1420-44c5-9700-09c18e2d48b0.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Westside Santa Cruz

8 out of top 10 points of interest in this area

4/5(34 area reviews)

 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. 

[Find hotel + flight trips in Westside Santa Cruz](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Westside%20Santa%20Cruz&DestID=553248633938969903&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Carmel California.  Point Lobos National Park.  Pinnacle Point panorama.](https://images.trvl-media.com/place/553248633938969699/060c3d42-eae5-418b-80d1-a16092a76e93.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Eastside Santa Cruz

5/5(1 area review)

 Eastside Santa Cruz is known for its beaches, and you can plan a trip to Monterey Bay and Twin Lakes State Beach while you're in town. 

[Find hotel + flight trips in Eastside Santa Cruz](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Eastside%20Santa%20Cruz&DestID=553248633938969699&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Downtown, Santa Cruz, California, USA, during autumn. The image shows the street with trees in fall colors, buildings, and a bus. The photo shows the city's architecture.](https://images.trvl-media.com/place/553248633938969818/f79caaa9-8341-416d-bfd4-b5257e0727fe.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Santa Cruz

 Unique features of Downtown Santa Cruz include the beaches and restaurants. Make a stop by Pacific Avenue or Santa Cruz Museum of Art and History while you're exploring the area. 

[Find hotel + flight trips in Downtown Santa Cruz](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Santa%20Cruz&DestID=553248633938969818&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![CWFJJA USA California CA Santa Cruz clock tower and trolley on Pacific Avenue](https://images.trvl-media.com/place/6327592/765dd2b7-8dc8-43e9-a63e-99581f2057c7.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Beach Hill - Beach Flats

 Beach Hill - Beach Flats might not have many top sights, but Main Beach and Monterey Bay National Marine Sanctuary Exploration Center are two attractions nearby that you can check out. 

[Find hotel + flight trips in Beach Hill - Beach Flats](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Beach%20Hill%20-%20Beach%20Flats&DestID=553248635976479150&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Evening stroll at the Seabright Beach. If you are lucky, you might run into Matt performing amazing bike tricks by the lighthouse. #LifeAtExpedia #sunset #goldenBeach #blueSky ](https://images.trvl-media.com/place/6666/bd262d99-b232-4469-b402-cfcb7088bfdf.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Upper Seabright

 When in Upper Seabright, you can plan a visit to Santa Cruz Harbor and Santa Cruz Beach Boardwalk, some noteworthy sights in the nearby area. 

[Find hotel + flight trips in Upper Seabright](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Upper%20Seabright&DestID=553248635976384107&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Pleasure Point Hotel Deals

![Santa Cruz N At The Beach! Oceanfront w/ Amazing Sunsets!](https://images.trvl-media.com/lodging/34000000/33710000/33707100/33707028/fcd90c64_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Santa Cruz N At The Beach! Oceanfront w/ Amazing Sunsets!

 Santa Cruz CA

9.2/10 Wonderful! (118 reviews)

The view and sounds of the ocean are sooo fantastic! Loved it!

Reviewed on Jan 17, 2026

[Get rates](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=33707028&PinnedHotelID=33707028&HadPinnedHotel=true&regionId=553248635975748864)

[](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=33707028&PinnedHotelID=33707028&HadPinnedHotel=true&regionId=553248635975748864)

![La Quinta Inn & Suites by Wyndham Santa Cruz](https://images.trvl-media.com/lodging/1000000/10000/8700/8673/534cb8dc_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

La Quinta Inn & Suites by Wyndham Santa Cruz

550 2nd St Santa Cruz CA

Fully refundableReserve now, pay when you stay

CA $173

CA $200 total

Feb 11 - Feb 12

includes taxes & fees

9.2/10 Wonderful! (1,257 reviews)

Wonderful visit.

Reviewed on Feb 5, 2026

[](https://expedia.ca/Hotel-Search?startDate=11%2F02%2F2026&endDate=12%2F02%2F2026&selected=8673&PinnedHotelID=8673&HadPinnedHotel=true&regionId=553248635975748864)

![Chaminade Resort & Spa](https://images.trvl-media.com/lodging/1000000/30000/27600/27566/9f8bd72a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Chaminade Resort & Spa

1 Chaminade Ln Santa Cruz CA

CA $220

CA $308 total

Feb 23 - Feb 24

includes taxes & fees

8/10 Very Good! (1,003 reviews)

Restaurant and hotel staff were very friendly.

Reviewed on Feb 6, 2026

[](https://expedia.ca/Hotel-Search?startDate=23%2F02%2F2026&endDate=24%2F02%2F2026&selected=27566&PinnedHotelID=27566&HadPinnedHotel=true&regionId=553248635975748864)

[See all 1,211 properties in Pleasure Point](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=09%2F02%2F2026&endDate=10%2F02%2F2026&regionId=553248635975748864)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Family Vacations

[](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

## Frequently asked questions

### How much does a Pleasure Point vacation package cost?

### How do I get a cheap travel package to Pleasure Point?

### Where should I stay in Pleasure Point?

### What are the top hotels in Pleasure Point?

### How far in advance should I book my Pleasure Point vacation?

### What does an Expedia Pleasure Point travel package include?

### What should I know before booking a Pleasure Point travel package?

### If I'm not able to travel, can I cancel my Pleasure Point vacation package?

### Discover the most popular places to visit in Pleasure Point

![Gotta ride this 100 year old wooden roller Coaster on the Santa Cruz Beach Boardwalk](https://images.trvl-media.com/place/6666/b45be7dc-b7ee-4e2f-913e-96687d20622a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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. 

[](https://expedia.ca/Santa-Cruz-Beach-Boardwalk-Westside-Santa-Cruz.d6065915.Vacation-Attraction)

![Sunrise at Walton Lighthouse ](https://images.trvl-media.com/place/6666/5efa86b1-6902-415a-9ffb-268e96cf0614.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Santa Cruz Harbor

Explore the waterfront in Santa Cruz with a trip to Santa Cruz Harbor. While you're in the area, stroll along the beautiful beaches. 

[](https://expedia.ca/Santa-Cruz-Harbor-Eastside-Santa-Cruz.d6153463.Vacation-Attraction)

![T4D055 Sunset, Cowell Beach, Santa Cruz, California, United States](https://images.trvl-media.com/place/553248621557937450/fe21f93d-bfaa-46a2-a425-8cd03914b5a9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Cowell's Beach

Explore the waterfront of Cowell's Beach and enjoy activities such as surfing in Santa Cruz. Attend a sporting event in this walkable area, or seek out the biking trails. 

[](https://expedia.ca/Cowells-Beach-Westside-Santa-Cruz.d553248621557937450.Vacation-Attraction)

### Things to do

![Santa Cruz Redwoods Forest Therapy ](https://mediaim.expedia.com/localexpert/4252920/81677566-18a6-4e11-abfe-6b1d4f48d69b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Redwoods Forest Bathing

CA $121

per adult

[](https://expedia.ca/things-to-do/redwoods-forest-bathing.a4252920.activity-details)

![Rock Climbing 2 - Beyond the Basics](https://mediaim.expedia.com/localexpert/1391601/fe50a3dc-b95f-4815-a331-05cbbc16d855.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Outdoor Rock Climbing - Level 2

CA $162

per adult

[](https://expedia.ca/things-to-do/outdoor-rock-climbing-level-2.a1391601.activity-details)

![Beginner Outdoor Rock Climbing - Bay Area](https://mediaim.expedia.com/localexpert/1389006/f88c6e25-e576-4462-9814-d27f0a305b4f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Beginner Outdoor Rock Climbing - Bay Area

CA $176

per adult

[](https://expedia.ca/things-to-do/beginner-outdoor-rock-climbing-bay-area.a1389006.activity-details)

[See all activities in Santa Cruz](https://expedia.ca/things-to-do/search?rid=553248635975748864)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.