Gulf Pines Vacation Packages

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Top Holiday Package Deals in Gulf Pines

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott Sandestin at Grand Boulevard

Residence Inn by Marriott Sandestin at Grand Boulevard

3 out of 5
per person
Oct 11 - Oct 18
found 11 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (257 reviews)
Everyone is very kind. The rooms are spacious, and very clean. Will be back if we visit the Destin area again.

Reviewed on Jul. 31, 2025

Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
per person
Oct 11 - Oct 18
found 11 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Fort Walton Beach (VPS)
7.8/10 Good! (3,770 reviews)
The first room we were give was awful. There was construction being done to the building and our room had what seems to be an air mattress on the bed and the windows to the balcony was covered with plastic. We had no visibility to the beach and the door was sealed shut to the balcony. We returned to guest services with our concerns. We were please with the results, after we discussed our problems with our room and guest services were able to give us another room. The replacement room was much better.

Reviewed on Aug. 1, 2025

The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
per person
Oct 11 - Oct 18
found 11 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,007 reviews)
Great pool, great easy access to the private beach and great smelling sheets.

Reviewed on Aug. 4, 2025

Miramar Beach Studio w/ Pool, Tennis & Walk to Beach Luau Eastern Sky

Miramar Beach Studio w/ Pool, Tennis & Walk to Beach Luau Eastern Sky

3 out of 5
per person
Oct 11 - Oct 18
found 11 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Fort Walton Beach (VPS)
10/10 Exceptional! (3 reviews)
This was the perfect place to stay during our vacation! From the personalized text messages to make sure we found everything we needed all the way to reminders for our exit, we couldn’t have asked for a better place to be made feel at home!

Reviewed on Jul. 14, 2025

Resort Condo Steps to Beach Pool, Hot Tub, Tennis, Golf Sandestin, Miramar Beach

3 out of 5
per person
Oct 11 - Oct 18
found 11 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Fort Walton Beach (VPS)
No reviews

Where to stay in Gulf Pines

Find the best Gulf Pines areas and neighborhoods for the activities you enjoy most. Learn more about Gulf Pines
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Frangista Beach

Frangista Beach might not have many top sights, but Miramar Beach and Golf Course At Seascape Resort are two attractions nearby that you can check out.

Find hotels in Frangista Beach

Gulf Pines Hotel Deals

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Miracle Strip Parkway Southeast, 1500, Fort Walton Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from Aug 24 to Aug 25
CA $184
CA $258 total
Aug 24 - Aug 25
includes taxes & fees
8.2/10 Very Good! (2,698 reviews)
"Great place"

Reviewed on Aug. 2, 2025

The Island Resort at Fort Walton Beach
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
9300 Emerald Coast Pkwy W, Miramar Beach, Miramar Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Aug 11 to Aug 12
CA $173
CA $325 total
Aug 11 - Aug 12
includes taxes & fees
7.8/10 Good! (3,772 reviews)
"The first room we were give was awful. There was construction being done to the building and our room had what seems to be an air mattress on the bed and the windows to the balcony was covered with plastic. We had no visibility to the beach and the door was sealed shut to the balcony. We returned ..."

Reviewed on Aug. 1, 2025

Sandestin Golf and Beach Resort
Courtyard by Marriott Sandestin Grand Boulevard

Courtyard by Marriott Sandestin Grand Boulevard

3 out of 5
100 Grand Blvd, Miramar Beach, Miramar Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $110 per night from Sep 3 to Sep 4
CA $110
CA $123 total
Sep 3 - Sep 4
includes taxes & fees
9/10 Wonderful! (1,283 reviews)
"."

Reviewed on Aug. 1, 2025

Courtyard by Marriott Sandestin Grand Boulevard
See all 26,179 properties in Gulf Pines
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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Frequently asked questions

How much does a Gulf Pines vacation package cost?
Maybe less than you might think — from as low as CA $1,319, in fact! By combining hotels, flights and car rentals into your own tailor-made travel package, your getaway to Gulf Pines is just a few clicks away.
How do I get a cheap travel package to Gulf Pines?
Browse and lock in everything in one place with our Gulf Pines vacation packages. You'll find bargains on hotels, flights and more that'll keep your bank account happy and your adventurous spirit busy. And, with more than 550 air carriers and 1,000,000 hotel options all over the world to select from, you'll have the flexibility to mix and match as you want.
Where should I stay in Gulf Pines?
If you're itching to be in the heart of the action, stay somewhere close to Silver Sands Premium Outlets. Many vacationers book a hotel around this top tourist attraction.
What are the top hotels in Gulf Pines?
Fabulous Views Beachfront Unit 4135 Bs1 and Stunning Beachfront Condo With Gorgeous Views 4349 Bs2 are among the most sought-after hotels in Gulf Pines. Why not take a look at the facilities and rates at each and then decide?
How far in advance should I book my Gulf Pines vacation?
Be rewarded with the widest variety at the cheapest prices by booking your trip to Gulf Pines nice and early. Air carriers tend to release flights anywhere up to 12 months before departure, so reserve your spot as soon as possible. Having said that, Expedia is dedicated to giving you the best deals around, so it's always a good time to book your dream vacation!
What does an Expedia Gulf Pines travel package include?
It all boils down to what kind of escape you have in mind. Gulf Pines travel deals can include hotels, flights and car rentals. You can mix and match to create the bundle that suits your budget and style. You can also add on activities and experiences after you've booked to score even bigger discounts.
What should I know before booking a Gulf Pines travel package?
A package can be cheaper than individually booking everything you need for your escape. For example, bundle your flights, hotels and rental cars and save a tidy sum. Whatever kind of vacation you're planning, there's bound to be a package within your budget.
Can I choose my airline with a Gulf Pines Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You're in control. We have more than 550 airline partners across the globe, so you have lots of choice when creating your Gulf Pines escape.
If I'm not able to travel, can I cancel my Gulf Pines vacation package?
If your vacation plans in Gulf Pines have been upended, it's good to know that you can cancel your booking. If you made your booking within the last 24 hours, you may be able to get a refund. If your booking is older than that, your airline, hotel or car rental company may charge a fee. To learn more, check our Customer Service Portal.

Discover the most popular places to visit in Gulf Pines

Silver Sands Premium Outlets

Silver Sands Premium Outlets

You can enjoy retail therapy at Silver Sands Premium Outlets during your visit to Miramar Beach. Stroll along the seaside or attend a sporting event in this family-friendly area.

Silver Sands Premium Outlets

Grand Boulevard at Sandestin

You can do some window-shopping at Grand Boulevard at Sandestin during your trip to Miramar Beach. Stroll along the seaside in this family-friendly area, or seek out the golf courses.

Grand Boulevard at Sandestin

Things to do

Dolphin Sunset Cruise in Destin with Bathroom on board!

Sunset Dolphin Cruise

CA $53
per adult
Sunset Dolphin Cruise
Destin: Sunset Cruise with Soft Drinks on a Tiki-Themed Boat

Destin: Sunset Cruise with Soft Drinks on a Tiki-Themed Boat

CA $88
per adult
Destin: Sunset Cruise with Soft Drinks on a Tiki-Themed Boat
SunVenture Cruises Destin Harbor Fireworks Cruise

Destin Harbor Fireworks Cruise

CA $55
per adult
Destin Harbor Fireworks Cruise
See all activities in Miramar Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.