Thousand Oaks Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Thousand Oaks
Price found within the past 48 hours. Click for updated prices.
The Island Resort at Fort Walton Beach
Okaloosa Island
CA $1,137
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pensacola (PNS)
8.2/10 Very good! (3,564 reviews)
It has not been updated, and they charge you for everything. I had to pay for parking and other extras. They charge you to park on their property.
Reviewed on Sep 2, 2026
Sandestin Golf and Beach Resort
CA $1,527
per person
Nov 14 - Nov 21
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Walton Beach (VPS)
7.8/10 Good! (4,159 reviews)
This is a large resort, so it's wonderful that they have complimentary tram service. And I enjoyed making use of the bikes and kayaks. There's plenty of active outdoor things to do in addition to the beach and pools.
Reviewed on Sep 1, 2026
Where to stay in Thousand Oaks
Find the best Thousand Oaks areas and neighborhoods for the activities you enjoy most. Learn more about Thousand Oaks
Downtown Pensacola
3 out of top 10 points of interest in this area
If you're spending some time in Downtown Pensacola, Saenger Theatre and Historic Pensacola Village are top sights worth seeing.
Southeast Pensacola
While visiting Southeast Pensacola, you might make a stop by sights like Palafox Shopping Center and Beach Road Shopping Center.
South Pensacola
While visiting South Pensacola, you might make a stop by sights like Palafox Shopping Center and Pensacola Outlet Mall.
Perdido Key Coves One
While Perdido Key Coves One isn't home to many top sights, Perdido Key State Park and Ono Island are some notable places to visit nearby.
Northeast Pensacola
2 out of top 10 points of interest in this area
While visiting Northeast Pensacola, you might make a stop by sights like Cordova Mall and Roger Scott Athletic Complex.
Thousand Oaks Hotel Deals
The Pensacola Beach Resort
165 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
CA $286
CA $328 total
Sep 3 - Sep 4
includes taxes & fees
Surf & Sand Hotel
40 Fort Pickens Road Pensacola Beach FL
CA $175
CA $207 total
Sep 8 - Sep 9
includes taxes & fees
Paradise inn
21 Via De Luna Dr Pensacola Beach FL
CA $178
CA $202 total
Sep 8 - Sep 9
includes taxes & fees
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.
Frequently asked questions
How much does a Thousand Oaks vacation package cost?
Perhaps much less than you think — from a low CA $1,137, actually! By bundling flights, hotels and car rentals into your own custom-made package, your trip to Thousand Oaks is just clicks away.
How do I get a cheap travel package to Thousand Oaks?
Our Thousand Oaks vacation packages offer plenty of savings for the savvy traveler. For the best deal, simply combine your hotel, flights and activities into a neat and tidy package. But cheap prices are only the start of your next awesome adventure. Book with Expedia and you'll have more than 550 airlines and 1,000,000 hotel options throughout the world to select from. No matter your budget, there's a package to suit you.
Where should I stay in Thousand Oaks?
Make sightseeing a breeze by staying someplace just a stone's throw away from Thousand Oaks's big attractions. Pensacola Naval Air Station and Pensacola Bay Center are two of the most popular.
How far in advance should I book my Thousand Oaks vacation?
Travelers are normally able to compare international airfares on Expedia up to a year in advance of departure. Booking at the last minute? With a stroke of luck, it's still possible to nab an affordable ticket just weeks before your journey.
What does an Expedia Thousand Oaks travel package include?
Travel packages include flights, rental cars and hotels, but you can combine any of them to create your perfect Thousand Oaks escape. You can also add on a few activities and tours once you've made your booking. You're in the driver's seat! When you combine your bookings with Expedia, you'll score discounts you won't find elsewhere.
What should I know before booking a Thousand Oaks travel package?
So many places to wander around, so many things to experience. With a package, you can cross more of them off your list. Combine your flights, hotels and rental cars and get ready to save.
Can I choose my airline with a Thousand Oaks Expedia vacation package?
With a vacation package, you're in control. Whether you'd like to fly to Thousand Oaks in coach or first class, simply pick from the available airline options. Expedia has access to over 550 airline partners all over the world.
If I'm not able to travel, can I cancel my Thousand Oaks vacation package?
Don't stress if you're rethinking your Thousand Oaks vacation package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We know life can occasionally throw a spanner in the travel works, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we'll take care of it.
Things to do
Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour
CA $54
per adult
98% of travellers recommend
Dolphin & Scenic Bay Sightseeing Cruise Up to 49, Pensacola
CA $69
per adult
Orange Beach: Dolphin-Watching Eco-Boat Tour
CA $57
per adult
100% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.