Oyster Bay Vacations from $339

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Your Oyster Bay Vacation

Entertainment, food, art and more … There's so much to immerse yourself in with a Oyster Bay vacation package. And with the ability to easily customize your city adventure, you know it'll be one that's difficult to forget. Fill your days with tours of Gulf Shores Beach, Gulf State Park and Alabama Gulf Coast Zoo, some of the things you should see during your trip to Oyster Bay. Expedia is here to help you escape your daily routine. Tailor your vacation to Oyster Bay to suit your style of travel, whatever that may be.

The Latest Oyster Bay vacation packages

Price found within the past 48 hours. Click for updated prices.
Stay Express Inn & Suites - Mobile AL

Stay Express Inn & Suites - Mobile AL

2.5 out of 5
Save 100% on your flight
Price was $581, price is now $339 per person
$339
per person
Jan 13 - Jan 17
found 5 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Mobile (MOB)
7.8/10 Good! (185 reviews)
courteous, friendly, Staff. Had problem getting a key card to work staff stayed at it till it worked.

Reviewed on Dec 3, 2025

The Original Romar House B&B Inn

The Original Romar House B&B Inn

4 out of 5
Save 100% on your flight
Price was $1,019, price is now $604 per person
$604
per person
Feb 21 - Feb 25
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Pensacola (PNS)
9.8/10 Exceptional! (22 reviews)
Amazing nostalgic bed and breakfast!! Top notch breakfast Great hospitality Beachfront easy walking distance to beach

Reviewed on Oct 14, 2025

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 $626, price is now $371 per person
$371
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
8.4/10 Very Good! (2,910 reviews)
Me hubiera gustado que fuera todo incluido; o al menos el desayuno

Reviewed on Dec 5, 2025

OYO Hotel Pensacola I-10 & Hwy 29

OYO Hotel Pensacola I-10 & Hwy 29

2 out of 5
Save 100% on your flight
Price was $538, price is now $373 per person
$373
per person
Feb 17 - Feb 24
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Pensacola (PNS)
4.2/10 (698 reviews)
It was decent nice staff nice room quite easy check in etc

Reviewed on Oct 4, 2025

El Matador

El Matador

4 out of 5
Okaloosa Island
Save 100% on your flight
Price was $763, price is now $537 per person
$537
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Pensacola (PNS)
No reviews
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Discover the most popular places to visit in Oyster Bay

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 Oyster Bay

2-Hour Dolphin and Nature Eco Tour from Orange Beach

2-Hour Dolphin and Nature Eco Tour from Orange Beach

$38
per adult
92% 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
98% of travellers recommend
Dolphin and Nature Sunset Cruise from Orange Beach
Dolphin Cruise in Orange Beach Alabama

Dolphin Cruise in Orange Beach Alabama

$34
per adult
Dolphin Cruise in Orange Beach Alabama
See all activities in Oyster Bay

Oyster Bay Hotel Deals

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 Dec 14 to Dec 15
$97 total
Dec 14 - Dec 15
Total with taxes and fees
7.8/10 Good! (1,332 reviews)
The room was clean but you could tell it was dated. The soap dispenser pulled out of the wall the second day we were there. Over the hotel is nice. the outdoor bar and pool area are very nice and well kept. The lobby is fresh and clean. The staff was friendly and inviting and always very ...

Reviewed on Nov 29, 2025

Hilton Garden Inn Orange Beach Beachfront
Beachside Resort Hotel

Beachside Resort Hotel

2 out of 5
610 W Beach Blvd Gulf Shores AL
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $70 total per night from Dec 7 to Dec 8
$70 total
Dec 7 - Dec 8
Total with taxes and fees
8/10 Very Good! (1,553 reviews)
Staff was very courteous

Reviewed on Dec 3, 2025

Beachside Resort Hotel
Best Western Premier The Tides

Best Western Premier The Tides

3 out of 5
26032 Perdido Beach Blvd Orange Beach AL
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $109 total per night from Dec 7 to Dec 8
$109 total
Dec 7 - Dec 8
Total with taxes and fees
9.2/10 Wonderful! (1,268 reviews)
The room was beautiful, the beds were

Reviewed on Dec 2, 2025

Best Western Premier The Tides
See all 18,285 properties in Oyster Bay
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 Oyster Bay Vacation Packages

Oyster Bay Essential Information

Language
English
Currency
U.S dollars
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 Oyster Bay vacation package cost?
Offering great value package deals from $339 on Expedia, you'll be thrilled with how little a vacation to Oyster Bay costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Oyster Bay?
October, November and December are great times to search for cheap Oyster Bay vacation packages. Opting to travel in quieter months means you can typically find better prices on hotels and flights.
How many days is enough for Oyster Bay?
The ideal duration of your Oyster Bay vacation depends on what you'd like to see and do. Generally, a few days to a week will give you plenty of time to hit all the leading sights and discover some hidden treasures along the way.
How to find the best Oyster Bay package deals?
Use Expedia's filters to find some of the best Oyster Bay 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 adventure for midweek, or search for Oyster Bay package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book an Oyster Bay vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and hotels separately. Better still, you can customize your Oyster Bay getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Oyster Bay?
Land incredible discounts by booking your flights in advance with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Oyster Bay trip.
Does Expedia offer Book Now, Pay Later Oyster Bay vacation packages?
If you're anything like us, you love jet-setting around the world but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Oyster Bay trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.