Santa Rosa Island Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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Top Santa Rosa Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Sundrift Inn

Sundrift Inn

Okaloosa Island
CA $970
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
9/10 Wonderful! (857 reviews)
Perfect location. Beautiful Beach 24/7 access from hotel for guests

Reviewed on Oct 13, 2026

Bay Club of Sandestin

Bay Club of Sandestin

CA $1,342
per person
Nov 21 - Nov 28
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Walton Beach (VPS)
9/10 Wonderful! (183 reviews)
Baytowne Wharf by Avantstay Sandestin Condo + Communal Pool + Resort Amenities + Near Beach, Dining & Marina

Baytowne Wharf by Avantstay Sandestin Condo + Communal Pool + Resort Amenities + Near Beach, Dining & Marina

CA $1,715
per person
Nov 21 - Nov 28
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Walton Beach (VPS)
8.6/10 Excellent! (4 reviews)
Wavecrest Lodge

Wavecrest Lodge

Okaloosa Island
CA $1,063
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
9.2/10 Wonderful! (1,027 reviews)
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

CA $1,240
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Walton Beach (VPS)
7.8/10 Good! (4,217 reviews)

Where to stay in Santa Rosa Island

Find the best Santa Rosa Island areas and neighborhoods for the activities you enjoy most. Learn more about Santa Rosa Island
A lifeguard tower on a sandy beach with a clear blue sky.

Okaloosa Island

2 out of top 10 points of interest in this area

The perfect place for a romantic getaway or a family weekend retreat, this is an unforgettable shoreline delight.

A sandy beach with a pathway leading to a signpost labeled '25E'.

Villa Segunda

If you're spending some time in Villa Segunda, Opal Beach and Santa Rosa Sound are top sights worth seeing.

A diver holding a large shell underwater.

Villa Sabine

1 out of top 10 points of interest in this area

While visiting Villa Sabine, you might make a stop by sights like Casino Beach and Pensacola Beach Beaches.

A coastal cityscape with a long beach, a marina, and a prominent hotel.

Toilla Segunda

While Toilla Segunda might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Pensacola Beach Boardwalk and Quietwater Beach.

A coastal town with a marina, a bridge, and a beach.

Villa Primera

While visiting Villa Primera, you might make a stop by sights like Pensacola Beach Beaches and Santa Rosa Sound.

Ready to book your vacation to Santa Rosa Island?

Choose your dates

Santa Rosa Island Hotel Deals

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

Miracle Strip Parkway Southeast, 1500 Fort Walton Beach FL
Fully refundableReserve now, pay when you stay
CA $108
CA $172 total
Oct 28 - Oct 29
includes taxes & fees
8.2/10 Very good! (3,745 reviews)
"Always a amazing stay"

Reviewed on Oct 13, 2026

The Island Resort at Fort Walton Beach
 The Pensacola Beach Resort

The Pensacola Beach Resort

165 Fort Pickens Road Pensacola Beach FL
The Pensacola Beach Resort
Wavecrest Lodge

Wavecrest Lodge

540 Santa Rosa Blvd Fort Walton Beach FL
Fully refundableReserve now, pay when you stay
CA $157
CA $177 total
Nov 2 - Nov 3
includes taxes & fees
Wavecrest Lodge
See all 6,230 properties in Santa Rosa Island
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.

Stay near popular Santa Rosa Island attractions

A pier extending over the beach at sunset.

Navarre Beach

9.6/10 (1,114 reviews)
Head over to Navarre Beach, a favorite beach in Navarre to enjoy the surf and sand, along with fishing. Wander the seaside or discover the sunsets in this relaxing area.
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A beach with white sand and tall grasses leading to the ocean.

Pensacola Beach Beaches

9.6/10 (2,160 reviews)
Why not spend a lazy afternoon at Pensacola Beach Beaches during your trip to Pensacola Beach? Stroll along the area's seaside, or simply savor its top-notch restaurants.
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A beach with waves, a pier, and a clear sky.

Okaloosa Island Beach

9.4/10 (240 reviews)
Why not spend a lazy afternoon at Okaloosa Island Beach during your trip to Fort Walton Beach? Wander the beautiful beaches and seaside in this relaxing area.
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A large cannon on a circular platform with a brick wall and a bench in the foreground, set against a clear sky and distant buildings.

Fort Pickens

9.2/10 (1,165 reviews)
You can find out about the history of Pensacola Beach with a stop at Fort Pickens. Experience the great live music or attend a sporting event in this family-friendly area.
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A wooden pier extending into a body of water with a cloudy sky above.
Photo by mlur_RN

Pensacola Beach Boardwalk

8.8/10 (928 reviews)
You can search for that perfect souvenir at Pensacola Beach Boardwalk during your visit to Pensacola Beach. Wander the beautiful beaches and seaside in this family-friendly area.
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A pier with multiple concrete pillars extending into the turquoise ocean.

Boardwalk on Okaloosa Island

9.0/10 (1,643 reviews)
After visiting Boardwalk on Okaloosa Island, make a plan to see the other sights and activities in Fort Walton Beach. Check out the shops and top-notch restaurants in this family-friendly area.
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A coastal road with beach huts and a parking area.
Photo by Brad Taylor

Opal Beach

8.8/10 (314 reviews)
Why not spend a lazy afternoon at Opal Beach during your trip to Pensacola Beach? Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.
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A pier extending into the ocean with waves crashing against it.

Pensacola Beach Gulf Pier

9.0/10 (2,289 reviews)
After visiting Pensacola Beach Gulf Pier, make a plan to see the other sights and activities in Pensacola Beach. Amble around this family-friendly area's beautiful beaches or experience its great live music.
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What to do in Santa Rosa Island

Screaming Eagle Speedboat Thrill Ride in Destin

Screaming Eagle Speedboat Thrill Ride in Destin

CA $95
per adult
Screaming Eagle Speedboat Thrill Ride in Destin
SunVenture I and SunVenture II at Crab Island in Destin, FL

4 Hour Destin Harbor Crab Island Excursion

CA $111
per adult
100% of travellers recommend
4 Hour Destin Harbor Crab Island Excursion
Destin Dolphin Watching and Sunset Cruise

Destin Dolphin Watching and Sunset Cruise

CA $38
per adult
96% of travellers recommend
Destin Dolphin Watching and Sunset Cruise
See all activities in Santa Rosa Island

Frequently asked questions

How much does a Santa Rosa Island vacation package cost?
Much less than you might think — from a low CA $970, as a matter of fact! By bundling flights, hotels and car rentals into your own tailor-made travel package, your getaway to Santa Rosa Island is only clicks away.
How do I get a cheap travel package to Santa Rosa Island?
One of the simplest ways to save dollars (and time) is to combine your bookings with Expedia. Flights, rental cars, hotels and activities — we've got them all. Select a combination that best fits you and see your savings pile up. Of course, a travel package is never one-size-fits-all. That's why we offer more than 550 partner airlines and 1,000,000 hotel options from all over the world, which lets you customize your Santa Rosa Island getaway.
How far in advance should I book my Santa Rosa Island vacation?
Browse Expedia to compare flights ASAP. You can normally purchase a seat up to a year prior to departure. If it's too early for your preferred air carrier, or you've left things to the last moment, don't worry. Cheap fares to Santa Rosa Island occasionally appear just weeks before the date of departure.
What does an Expedia Santa Rosa Island travel package include?
Choose from any combination of hotels, rental cars and flights. Once you've made your booking, you can add tours and experiences. Want to pick your fare class? That's also possible. The choice is all yours when it comes to arranging your ideal Santa Rosa Island trip.
What should I know before booking a Santa Rosa Island travel package?
When you book your flights, hotels and car rentals together, you'll score incredible discounts. Whether you're organizing a beach escape in a villa or would rather stay in an upscale city hotel, Expedia will make it happen for less.
Can I choose my airline with a Santa Rosa Island Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines around the world. Our vacation packages give you the freedom to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Santa Rosa Island vacation package?
Whether it's your hotel, flight or rental car, yes, you can cancel or amend it. Booked your Santa Rosa Island vacation package in the last 24 hours? You may be able to make any changes for free. If it's been longer than that, you may be charged a fee by your hotel, airline or car rental company. For more details, look up our Customer Service Portal. We're here to help you each step of the way.

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