Oak Vacations from $800

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Your Oak Vacation

Book a custom vacation package to Oak and prepare to experience this fascinating city your way. Consider spending time in the neighborhood of Oyster Bay, which is good for fishing and tons more. Gulf Shores Beach, The Wharf and Gulf State Park are just a few of the attractions you'll want to see during your trip to Oak. Expedia can help you escape your daily routine. Tailor your vacation to Oak to suit your style of travel, whatever that may be!

The Latest Oak vacation packages

Price found within the past 48 hours. Click for updated prices.
Hotel Indigo Orange Beach - Gulf Shores by IHG

Hotel Indigo Orange Beach - Gulf Shores by IHG

3.5 out of 5
Save 100% on your flight
Price was $1,173, price is now $800 per person
$800
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
9.4/10 Exceptional! (1,001 reviews)
The hotel was great, and the service was amazing! Our room was nice, and the bed was very comfortable. The food was great too!! Cynthia was so sweet and gave great service for a delicious breakfast.

Reviewed on Jan 15, 2026

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Okaloosa Island
Save 100% on your flight
Price was $1,581, price is now $1,063 per person
$1,063
per person
Mar 27 - Apr 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pensacola (PNS)
8.4/10 Very Good! (2,910 reviews)
Room was cleaned daily, staff was great, long list o

Reviewed on Jan 13, 2026

El Matador

El Matador

4 out of 5
Okaloosa Island
Save 100% on your flight
Price was $1,392, price is now $977 per person
$977
per person
Apr 5 - Apr 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Pensacola (PNS)
No reviews
Emerald Isle

Emerald Isle

3 out of 5
Villa Primera
Save 100% on your flight
Price was $1,838, price is now $1,298 per person
$1,298
per person
Mar 21 - Mar 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
8.6/10 Excellent! (83 reviews)
The beach view was awesome. Never went in pool. Weather was not great. Cold wet and windy but condo was beautiful and well appointed making staying in doors quite pleasant

Reviewed on Nov 4, 2025

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Discover the most popular places to visit in Oak

Gulf Shores Beach showing a coastal town, general coastal views and a beach

Gulf Shores Beach

For the complete beach experience, visit this well-groomed swath of sand on the Gulf Coast, with thoughtful amenities and a convenient and central location.

Gulf Shores Beach
Fort Morgan

Fort Morgan

Experience southern United States military history, lounge on soft white-sand beaches and explore quiet natural parks in this beautiful Mobile Bay destination.

Fort Morgan
Fort Morgan Beach

Fort Morgan Beach

Why not spend a lazy afternoon at Fort Morgan Beach during your trip to Fort Morgan?

Fort Morgan Beach

What to do in Oak

2-Hour Dolphin and Nature Eco Tour from Orange Beach

2-Hour Dolphin and Nature Eco Tour from Orange Beach

$38
per adult
96% of travellers recommend
2-Hour Dolphin and Nature Eco Tour from Orange Beach
The Explorer at Sunset

Dolphin and Nature Sunset Cruise from Orange Beach

$50
per adult
100% of travellers recommend
Dolphin and Nature Sunset Cruise from Orange Beach
Orange Beach: Dolphin-Watching Sunset Catamaran Cruise

Orange Beach: Dolphin Eco Sunset Cruise aboard The Explorer

$55
per adult
Orange Beach: Dolphin Eco Sunset Cruise aboard The Explorer
See all activities in Oak

Oak Hotel Deals

The Lodge at Gulf State Park, A Hilton Hotel

The Lodge at Gulf State Park, A Hilton Hotel

4 out of 5
21196 East Beach Blvd Gulf Shores AL
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $116 total per night from Feb 9 to Feb 10
$116 total
Feb 9 - Feb 10
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
Clean rooms, nice staff

Reviewed on Jan 13, 2026

The Lodge at Gulf State Park, A Hilton Hotel
Beachside Resort Hotel

Beachside Resort Hotel

2 out of 5
610 W Beach Blvd Gulf Shores AL
Fully refundable
$59 nightly
The price is $68 total per night from Jan 20 to Jan 21
$68 total
Jan 20 - Jan 21
Total with taxes and fees
8/10 Very Good! (1,562 reviews)
Good staff. Clean. Good value.

Reviewed on Jan 15, 2026

Beachside Resort Hotel
Hilton Garden Inn Orange Beach Beachfront

Hilton Garden Inn Orange Beach Beachfront

3 out of 5
23092 Perdido Beach Blvd Orange Beach AL
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $97 total per night from Jan 21 to Jan 22
$97 total
Jan 21 - Jan 22
Total with taxes and fees
7.8/10 Good! (1,386 reviews)
Everything was great

Reviewed on Jan 13, 2026

Hilton Garden Inn Orange Beach Beachfront
See all 18,736 properties in Oak
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.

Find the Best Oak Vacation Packages

Oak Essential Information

Language
English
Currency
U.S dollars
Max Temp Winter
60ºF
Max Temp Summer
90ºF
Top Sights
Waterville USA, Alabama Gulf Coast Zoo and The Track Family Recreation Center

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Frequently asked questions

How much does an Oak vacation package cost?
You'll find cheap prices from $800 on Expedia for your Oak getaway. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Oak costs.
What are the cheapest months to go to Oak?
March, May and August are the best times to look for cheap Oak vacation packages. Traveling in quieter periods means you can typically find reduced prices on flights and accommodations.
How many days is enough for Oak?
With a well-organized itinerary, you can easily hit the main Oak attractions in a handful of days. But if you prefer to explore off the beaten track or take day trips, consider booking your Oak vacation for longer.
How to find the best Oak package deals?
Use Expedia's filters to find some unbeatable Oak package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Oak package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book an Oak vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging flights and stays individually. Better still, you can customize your Oak getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Oak?
If you're considering an impromptu Oak adventure, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can land awesome deals on your flights and hotels by booking ahead.
Does Expedia offer Book Now, Pay Later Oak vacation packages?
Jet off on your perfect trip to Oak with our Book Now, Pay Later vacations. No need to scrimp and save or wait for your next payday — we've joined forces with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans mean you can spread the total cost over 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stay on budget and snap up cheap deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.