Title: Oakland Vacation Packages | Holiday Packages & Trips 2026/2027 from CA $1,162 Expedia.ca

[Oakland Travel Guide](https://expedia.ca/Fort-Walton-Beach-Oakland.dx976223970762412032)[Hotels in Oakland](https://expedia.ca/Oakland-Hotels.d976223970762412032.Travel-Guide-Hotels)[Flights to Fort Walton Beach](https://expedia.ca/Cheap-Flights-To-Fort-Walton-Beach.d3732.Travel-Guide-Flights)[Things to do in Fort Walton Beach](https://expedia.ca/Things-To-Do-In-Fort-Walton-Beach.d3732.Travel-Guide-Activities)[Oakland Car Rentals](https://expedia.ca/Car-Rentals-In-Oakland.d976223970762412032.Car-Rental-Guide)

![](https://images.trvl-media.com/place/3732/0f9da049-3a8c-4c51-8aeb-61eac110b313.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Oakland Vacation Packages

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

Photo by Amber Palmer

- ##  
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 Oakland

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

![Hilton Garden Inn Destin Miramar Beach](https://images.trvl-media.com/lodging/46000000/45290000/45289300/45289201/a48e3f87_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Hilton Garden Inn Destin Miramar Beach

CA $1,162

per person

Apr 9 - Apr 13

found 9 hours ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Walton Beach (VPS)

8.8/10 Excellent! (1,115 reviews)

The room was nice and clean…. Well furnished.

Reviewed on Mar 1, 2026

![Pelican Beach 1418 by Pelican Beach Management](https://images.trvl-media.com/lodging/96000000/95110000/95103000/95102975/62d6bec6_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Pelican Beach 1418 by Pelican Beach Management

CA $2,326

per person

May 2 - May 9

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Walton Beach (VPS)

No reviews

![Bayou Village 613](https://images.trvl-media.com/lodging/38000000/37910000/37907300/37907285/f80f0a04_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Bayou Village 613

CA $1,663

per person

May 2 - May 9

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Walton Beach (VPS)

6.8/10 (5 reviews)

![Crystal Dunes by Southern Vacation Rentals](https://images.trvl-media.com/lodging/84000000/83420000/83418900/83418823/148c227a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Crystal Dunes by Southern Vacation Rentals

Crystal Beach

CA $2,879

per person

May 2 - May 9

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Walton Beach (VPS)

6.4/10 (5 reviews)

It was well maintained, clean and right on the beach. Communication from the rental company was good. Check in and check out were very easy. The location was quiet and off the main drag. Close to many restaurants and other activities.

Reviewed on Sep 12, 2025

![Crystal Sands #311a](https://images.trvl-media.com/lodging/84000000/83420000/83410500/83410449/ce85c64d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Crystal Sands #311a

Crystal Beach

CA $2,587

per person

May 2 - May 9

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Fort Walton Beach (VPS)

9.4/10 Exceptional! (3 reviews)

## Where to stay in Oakland

Find the best Oakland areas and neighborhoods for the activities you enjoy most. [Learn more about Oakland](https://expedia.ca/Fort-Walton-Beach-Oakland.dx976223970762412032)

![Okaloosa Island which includes a beach](https://images.trvl-media.com/place/6065716/9c643978-58cc-4053-802f-593ff2fa5f9d.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Okaloosa Island

7 out of top 10 points of interest in this area

 The perfect place for a romantic getaway or a family weekend retreat, this is an unforgettable shoreline delight. 

[Find hotel + flight trips in Okaloosa Island](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Okaloosa%20Island&DestID=6065716&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Billy bowlegs](https://images.trvl-media.com/place/3732/96c67946-022a-446d-9f60-20bd3125862a.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Fort Walton Beach

 While visiting Downtown Fort Walton Beach, you might make a stop by sights like Timpoochee Trail and Miracle Strip. 

[Find hotel + flight trips in Downtown Fort Walton Beach](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Fort%20Walton%20Beach&DestID=904318529407590400&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![#greatbuffalowings](https://images.trvl-media.com/place/3732/c9833ee3-4384-4fa4-bb0a-acdff70a8193.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Beal Parkway

 While Beal Parkway might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Timpoochee Trail and Miracle Strip. 

[Find hotel + flight trips in Beal Parkway](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Beal%20Parkway&DestID=976219078001950720&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Best place for pets ](https://images.trvl-media.com/place/3732/53354741-72a0-426c-b562-11c2a210ee36.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Seabreeze

 If you're spending some time in Seabreeze, Emerald Coast Science Center and Miracle Strip are top sights worth seeing. 

[Find hotel + flight trips in Seabreeze](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Seabreeze&DestID=976224107935203328&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Marco Island](https://images.trvl-media.com/place/553248635975849974/83769c30-88ea-4822-b174-7cb1a7ec7b4c.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Ocean City

 If you're spending some time in Ocean City, Choctawhatchee Bay and Bel-Air Shopping Center are top sights worth seeing. 

[Find hotel + flight trips in Ocean City](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Ocean%20City&DestID=553248635975849974&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Oakland Hotel Deals

![The Island Resort at Fort Walton Beach](https://images.trvl-media.com/lodging/1000000/10000/8100/8016/cdb39e06_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Island Resort at Fort Walton Beach

Miracle Strip Parkway Southeast, 1500 Fort Walton Beach FL

Fully refundableReserve now, pay when you stay

CA $184

CA $258 total

Mar 2 - Mar 3

includes taxes & fees

8.4/10 Very Good! (2,972 reviews)

The room itself was fine, however we had to call to get the heat/AC and TV fixed Also had to request sufficient towels. The grotto pool was closed for repairs 😣. Didn't appreciate the resort fee or parking fee. Other than that everything was fine. Right on the beach!

Reviewed on Feb 28, 2026

[](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=8016&PinnedHotelID=8016&HadPinnedHotel=true&regionId=976223970762412032)

![Wyndham Garden Fort Walton Beach Destin](https://images.trvl-media.com/lodging/1000000/20000/10100/10029/46cb556a_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Wyndham Garden Fort Walton Beach Destin

573 Santa Rosa Blvd Fort Walton Beach FL

Fully refundableReserve now, pay when you stay

CA $147

CA $167 total

Mar 2 - Mar 3

includes taxes & fees

8/10 Very Good! (2,168 reviews)

Great little bar on property. Breakfast was good at the coffee shop.

Reviewed on Mar 1, 2026

[](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=10029&PinnedHotelID=10029&HadPinnedHotel=true&regionId=976223970762412032)

![The Henderson Beach Resort & Spa](https://images.trvl-media.com/lodging/16000000/15200000/15192500/15192425/939ecd5c_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

The Henderson Beach Resort & Spa

200 Henderson Resort Way Destin FL

CA $381

CA $507 total

Mar 2 - Mar 3

includes taxes & fees

9.2/10 Wonderful! (1,000 reviews)

All around great resort for any occasion!!!

Reviewed on Feb 23, 2026

[](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=15192425&PinnedHotelID=15192425&HadPinnedHotel=true&regionId=976223970762412032)

[See all 19,946 properties in Oakland](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&regionId=976223970762412032)

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)

### Discover the most popular places to visit in Oakland

![Okaloosa Island Pier which includes a sunset, general coastal views and a beach](https://images.trvl-media.com/place/553248621560493217/67de52dd-8192-495f-b2f1-1bc528f429ce.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Okaloosa Island Pier

Okaloosa Island Pier is just one of the places to see in Fort Walton Beach, so why not enjoy the other things to explore during your travels? Wander the beautiful beaches and seaside in this family-friendly area. 

[](https://expedia.ca/Okaloosa-Island-Pier-Okaloosa-Island.d553248621560493217.Vacation-Attraction)

![Wild Willy\'s Adventure Zone featuring golf](https://images.trvl-media.com/place/6208039/fc78d222-b295-4be6-b303-c074e9af0c4e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Wild Willy's Adventure Zone

You can take time to visit Wild Willy's Adventure Zone during your travels to Fort Walton Beach. Attend a sporting event or simply enjoy the seafood restaurants while you're in the area. 

[](https://expedia.ca/Wild-Willys-Adventure-Zone-Okaloosa-Island.d6208039.Vacation-Attraction)

![FortWaltonBeach_NorthwestFloridaStateCollegeFortWaltonBeachCampus_553248621561196394_01](https://images.trvl-media.com/place/553248621561196394/00df01fb-5735-4d29-9900-97e7d92b5274.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Northwest Florida State College - Fort Walton Beach Campus

Enjoy the collegiate vibe at Northwest Florida State College - Fort Walton Beach Campus during your stay in Fort Walton Beach. Amble around this family-friendly area's beautiful beaches and enjoy its seafood restaurants. 

[](https://expedia.ca/Northwest-Florida-State-College-Fort-Walton-Beach-Campus-Fort-Walton-Beach.d553248621561196394.Vacation-Attraction)

### Things to do

![Dolphin & Sunset Cruises](https://mediaim.expedia.com/localexpert/47221940/e1b6157b-bf4e-4208-bfec-d311db55d224.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Dolphin & Sunset Cruises

CA $55

per adult

**94%** of travellers recommend

[](https://expedia.ca/things-to-do/dolphin-sunset-cruises.a47221940.activity-details)

![Destin: Buccaneer Pirate Cruise](https://mediaim.expedia.com/localexpert/48872204/58f3b3dd-c58b-42b6-af31-a65d7630c1a5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Destin: Buccaneer Pirate Cruise

CA $76

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/destin-buccaneer-pirate-cruise.a48872204.activity-details)

[See all activities in Fort Walton Beach](https://expedia.ca/things-to-do/search?rid=976223970762412032)

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