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.
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
7.8/10 Good! (3,717 reviews)
Area was great. Bunch of amenities. Bayside hotel/condo was outdated.

Reviewed on Jul. 16, 2025

The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,007 reviews)
Best place in Destin. We have been several times and we will only stay and Henderson from here on out!

Reviewed on Jul. 16, 2025

Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
9/10 Wonderful! (151 reviews)
It was a beautiful place to stay and the staff were so friendly and helpful.

Reviewed on Jul. 3, 2025

Beach Street Cottages

Beach Street Cottages

3.5 out of 5
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
9/10 Wonderful! (22 reviews)
Family Tides

Family Tides

3.5 out of 5
per person
Sep 26 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) 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 $209 per night from Aug 10 to Aug 11
CA $209
CA $286 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (2,659 reviews)
"Pool"

Reviewed on Jul. 18, 2025

The Island Resort at Fort Walton Beach
Wyndham Garden Fort Walton Beach Destin

Wyndham Garden Fort Walton Beach Destin

3 out of 5
573 Santa Rosa Blvd, Fort Walton Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $224 per night from Aug 18 to Aug 19
CA $224
CA $253 total
Aug 18 - Aug 19
includes taxes & fees
7.8/10 Good! (1,760 reviews)
Great place for a getaway!!!
"Absolutely an awesome place to stay while visiting the beaches near Fort Walton/Destin area. The suite was great, the beach was right there and the views were spectacular!!!"

Reviewed on Jul. 17, 2025

Wyndham Garden Fort Walton Beach Destin
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 $127 per night from Aug 10 to Aug 11
CA $127
CA $142 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (1,249 reviews)
Amazed Hotel
"Amazing"

Reviewed on Jul. 18, 2025

Courtyard by Marriott Sandestin Grand Boulevard
See all 26,325 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Gulf Pines vacation package cost?
Maybe less than you might think — from as low as CA $1,181, 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

4/5(3 reviews)

You can enjoy retail therapy at Silver Sands Premium Outlets during your visit to Miramar Beach. Stroll along the beautiful beaches 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 beautiful beaches in this family-friendly area, or seek out the golf courses.

Grand Boulevard at Sandestin

Things to do

Group of cruises floating in the water at Crab Island.

4.5 Hour Sandestin to Crab Island Excursion Aboard Sol y Luna

CA $109
per adult
100% of travellers recommend
4.5 Hour Sandestin to Crab Island Excursion Aboard Sol y Luna
Sol y Luna Docked at Baytowne Marina in Sandestin

Sandestin Sunset Eco-Dolphin Cruise Aboard Sol y Luna

CA $47
per adult
100% of travellers recommend
Sandestin Sunset Eco-Dolphin Cruise Aboard Sol y Luna
Dolphin & Sunset Cruises

Dolphin & Sunset Cruises

CA $55
per adult
96% of travellers recommend
Dolphin & Sunset Cruises
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.