Oriole Beach Vacation Packages

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Your Oriole Beach Vacation

Say farewell to the stress of planning and hello to a Oriole Beach vacation package. With your travel details organized before you take off, you can focus on discovering this city, starting with Downtown Pensacola, which is great for shopping, festivals and bars and pubs. Fill up your itinerary with tours of Tiger Point Golf and Country Club, Shoreline Park and Naval Live Oaks Nature Preserve, some of the things you simply have to see during your trip to Oriole Beach. Your Oriole Beach vacation is a few clicks away. Search flights, accommodations and more on Expedia for an adventure that's tailored to suit your style.

Top Oriole Beach Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sleep Inn & Suites Fort Walton Beach - Destin West

Sleep Inn & Suites Fort Walton Beach - Destin West

3 out of 5
Downtown Fort Walton Beach
Price was CA $1,233, price is now CA $1,194 per person
CA $1,194
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pensacola (PNS)
9/10 Wonderful! (646 reviews)
I will say that the staff was great when it came to me leaving my meds behind in the refrigerator and notifying me. The place could use some cleaning and updating. Tiny tiny rooms.

Reviewed on Nov 12, 2026

SpringHill Suites by Marriott Navarre Oceanfront

SpringHill Suites by Marriott Navarre Oceanfront

4 out of 5
Price was CA $1,424, price is now CA $1,360 per person
CA $1,360
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pensacola (PNS)
8.6/10 Excellent! (1,042 reviews)

Wavecrest Lodge

Wavecrest Lodge

2.5 out of 5
Okaloosa Island
Price was CA $1,390, price is now CA $1,338 per person
CA $1,338
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pensacola (PNS)
9.2/10 Wonderful! (1,005 reviews)
Not very clean it was just ok it wasn't horrible but wasnt good pool is super tiny it does have a good location..Beware of 10 a night parking which is ridiculous it should be free the staff was nice and helpful about the parking issues we probably wouldnt ever stay here again

Reviewed on Nov 11, 2026

Home2 Suites by Hilton Fort Walton Beach Eglin AirForce Base

Home2 Suites by Hilton Fort Walton Beach Eglin AirForce Base

3 out of 5
Kenwood
Price was CA $1,361, price is now CA $1,320 per person
CA $1,320
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pensacola (PNS)
9.8/10 Exceptional! (218 reviews)

El Matador 513

El Matador 513

3 out of 5
Okaloosa Island
Price was CA $1,573, price is now CA $1,535 per person
CA $1,535
per person
Dec 24 - Dec 27
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pensacola (PNS)
No reviews

Ready to book your vacation to Oriole Beach?

 

Choose your dates

Oriole Beach Hotel Deals

The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
165 Fort Pickens Road Pensacola Beach FL
The price is CA $285 per night from Dec 14 to Dec 15
CA $285
CA $326 total
Dec 14 - Dec 15
includes taxes & fees
9.6/10 Exceptional! (3,715 reviews)
"Excelente"

Reviewed on Nov 12, 2026

The Pensacola Beach Resort
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
40 Fort Pickens Road Pensacola Beach FL
The price is CA $76 per night from Dec 13 to Dec 14
CA $76
CA $89 total
Dec 13 - Dec 14
includes taxes & fees
8.8/10 Excellent! (3,239 reviews)
"I was very pleased with everything about this place! Not a name brand hotel but, I’m so glad we gave them a try! Clean, easy access to many restaurants, great staff! Give them a try!"

Reviewed on Nov 13, 2026

Surf & Sand Hotel
Paradise inn

Paradise inn

2.5 out of 5
21 Via De Luna Dr Pensacola Beach FL
The price is CA $88 per night from Nov 15 to Nov 16
CA $88
CA $100 total
Nov 15 - Nov 16
includes taxes & fees
9/10 Wonderful! (382 reviews)
"This is an older but clean and well maintained property. The location is fantastic with a paved Gulf beach access directly in front of the hotel and within a short walk of the Boardwalk and other bars and restaurants. The on site bar and grill is a very nice feature also."

Reviewed on Nov 12, 2026

Paradise inn
See all 5,113 properties in Oriole Beach
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.
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What to do in Oriole Beach

Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

CA $55
per adult
98% of travellers recommend
Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour
Picture 1 for Activity Dolphin & Scenic Bay Sightseeing Cruise Up to 49, Pensacola

Dolphin & Scenic Bay Sightseeing Cruise Up to 49, Pensacola

CA $71
per adult
Dolphin & Scenic Bay Sightseeing Cruise Up to 49, Pensacola
Destin: Dolphin Cruise aboard a Glass-Bottom Boat

Destin: Dolphin Watching Cruise aboard the Southern Star

CA $58
per adult
Destin: Dolphin Watching Cruise aboard the Southern Star
See all activities in Oriole Beach

Frequently asked questions

How much does a Oriole Beach vacation package cost?
You'll find cheap prices from CA $1,194 on Expedia for your Oriole Beach break. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Oriole Beach costs.
What are the cheapest months to go to Oriole Beach?
If you'd like to book a cheap Oriole Beach vacation package, consider planning a trip in January, February and September. You'll generally find lower prices on hotels and airfares during these months — ideal for a budget-friendly getaway.
How many days is enough for Oriole Beach?
You can easily see all the main attractions in Oriole Beach in a few days, including the must-see Shoreline Park. If you want an extended Oriole Beach vacation, check out what sort of activities and day trips are available in the area.
How to find the best Oriole Beach package deals?
Finding a cheap Oriole Beach package deal is a cinch with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply a couple of filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to view the most economical Oriole Beach package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Oriole Beach vacation as a package?
You can enjoy significant savings on your next Oriole Beach break by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great flight and hotel prices. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Oriole Beach?
If you have your Oriole Beach travel dates locked in, book as early as you can to grab some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for jetting off on a whim.
How to plan a trip to Oriole Beach?

  1. Pick your dates: The things you want to do in Oriole Beach and your favourite season will help you decide when to get away.
  2. Figure out your budget: Ensure you have enough money to cover everything from transportation and meals to flights and experiences. Your hotel will likely be the biggest expense during your trip to Oriole Beach.
  3. Set the duration of your trip: Start by compiling a list of the attractions and activities you'd like to get to in Oriole Beach. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to find a Oriole Beach vacation package that brings all your bookings together.

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