Santa Rosa Island Vacation Packages

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Top Santa Rosa Island Vacation Deals

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
Price was CA $1,954, price is now CA $1,342 per person
CA $1,342
per person
Jun 18 - Jun 23
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
7.8/10 Good! (3,870 reviews)
The view was great at the condo.

Reviewed on May 11, 2026

Beachfront Townhome With Instant Access to Beach Beachside Kisses by Avantstay

Beachfront Townhome With Instant Access to Beach Beachside Kisses by Avantstay

3 out of 5
Okaloosa Island
Price was CA $7,546, price is now CA $5,650 per person
CA $5,650
per person
Aug 1 - Aug 8
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
No reviews
Hampton Inn & Suites Destin

Hampton Inn & Suites Destin

2.5 out of 5
Price was CA $2,161, price is now CA $1,636 per person
CA $1,636
per person
Jun 18 - Jun 23
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
8.6/10 Excellent! (1,006 reviews)
Breakfast was great hot and easy to get to. Paring was wonderful

Reviewed on May 11, 2026

Portofino Island Resort

Portofino Island Resort

4 out of 5
Price was CA $3,140, price is now CA $2,411 per person
CA $2,411
per person
Jul 8 - Jul 12
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Pensacola (PNS)
8.8/10 Excellent! (479 reviews)
The view from the balcony was incredible! The pool by the bay was resort level quality and had a stocked bar in addition to, two dining options. Direct easy access to the gulf side where the resort had chairs and umbrellas, pending you upgraded your package. My only criticism would be the adventure package pricing is a bit high considering how frequently you may actually utilize it. I think a single use option should be provided such as water park for two hours, Kayaks for one hour etc. just felt for my family personally we only spent several Hours using those amenities and it could have been more cost effective for travelers. Otherwise we thoroughly enjoyed it and would highly recommend to Others

Reviewed on Apr 28, 2026

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Okaloosa Island
Price was CA $2,152, price is now CA $1,656 per person
CA $1,656
per person
Jun 18 - Jun 23
found 10 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
8.2/10 Very Good! (3,097 reviews)
The pool was nice but water was very cold. The door to the room we stay in was missing bottom metal seal which left about 1/2 inch gap. The bathroom was missing bodywash (empty container) and the Kleenex box was also empty.

Reviewed on May 11, 2026

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
Okaloosa Island

Okaloosa Island

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

Find hotels in Okaloosa Island

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Santa Rosa Island 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 $238 per night from May 18 to May 19
CA $238
CA $320 total
May 18 - May 19
includes taxes & fees
8.2/10 Very Good! (3,133 reviews)
The pool was nice but water was very cold. The door to the room we stay in was missing bottom metal seal which left about 1/2 inch gap. The bathroom was missing bodywash (empty container) and the Kleenex box was also empty.

Reviewed on May 11, 2026

The Island Resort at Fort Walton Beach
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
165 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $405 per night from May 31 to Jun 1
CA $405
CA $464 total
May 31 - Jun 1
includes taxes & fees
9.6/10 Exceptional! (3,113 reviews)
Beach view, outdoor pollo was great!!

Reviewed on May 12, 2026

The Pensacola Beach Resort
Wyndham Garden Fort Walton Beach Destin

Wyndham Garden Fort Walton Beach Destin

3 out of 5
573 Santa Rosa Blvd Fort Walton Beach FL
The price is CA $327 per night from May 19 to May 20
CA $327
CA $369 total
May 19 - May 20
includes taxes & fees
8.2/10 Very Good! (2,309 reviews)
Weekend getaway with the husband. Had a great time at the beach front cabana. Beautiful gulf view close to many restaurants like Stewby’s and Asiago grill! We ubered everywhere.

Reviewed on May 11, 2026

Wyndham Garden Fort Walton Beach Destin
See all 6,171 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.
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Discover the most popular places to visit in Santa Rosa Island

Okaloosa Island Pier

Okaloosa Island Pier

Okaloosa Island Pier is just one of the places to see in Fort Walton Beach, so why not enjoy the other things to explore during your travels? Wander the beautiful beaches and seaside in this family-friendly area.

Okaloosa Island Pier
Wild Willy's Adventure Zone

Wild Willy's Adventure Zone

You can take time to visit Wild Willy's Adventure Zone during your travels to Fort Walton Beach. Attend a sporting event or simply enjoy the seafood restaurants while you're in the area.

Wild Willy's Adventure Zone

What to do in Santa Rosa Island

Dolphin & Sunset Cruises

Dolphin & Sunset Cruises

CA $54
per adult
94% of travellers recommend
Dolphin & Sunset Cruises
4 Hour Destin Harbor Crab Island Excursion

4 Hour Destin Harbor Crab Island Excursion

CA $103
per adult
100% of travellers recommend
4 Hour Destin Harbor Crab Island Excursion
Original Cruisin' Tikis 3hr Crab Island Sandbar Adventure

Original Cruisin' Tikis 3hr Crab Island Sandbar Adventure

CA $123
per adult
98% of travellers recommend
Original Cruisin' Tikis 3hr Crab Island Sandbar Adventure
See all activities in Santa Rosa Island

Frequently asked questions

Can I cancel my flight booking to Santa Rosa Island due to COVID-19?
If you haven't booked yet, look through the terms and conditions of your preferred airline. If you've already locked in your flight to Santa Rosa Island, visit our Customer Service Portal. It will help you figure out which COVID-19 policies apply to your booking and advise the next steps.
What's the best way to find cheap flights to Santa Rosa Island that have flexible change policies?
It's as easy as 1-2-3 with Expedia. Step 1: Enter your preferred dates and destination and click on the "Search" button. Next, check "No change fee" directly underneath the "Flexible change policies" filter to the left of your screen. Step 3. Nab a cheap and flexible fare to Santa Rosa Island.
What are some of the general tips for travelers to Santa Rosa Island during the COVID-19 outbreak?
The COVID-19 outbreak may have changed how we travel, but it hasn't stifled our enthusiasm for exploring. Here are some tips on how to handle the new challenges of traveling:
  • Before booking anything, see if any travel restrictions or bans apply — in both your origin and destination. Get up-to-date information by reviewing government websites.
  • When you go through airport screening, do not remove your face mask. You will be required to briefly lower it to confirm your identity. Travelers who refuse to wear a face mask may face civil penalties and may also be denied boarding.
  • Instead of handing a TSA agent your boarding pass, place it straight on the scanner yourself. After that, hold it up for inspection.
  • One container of liquid hand sanitizer is now allowed in your carry-on luggage. It must not be larger than 12 oz (350 ml), and you'll have to take it out of your bag at the X-ray machine for scanning.
  • To reduce handling during screening, put items such as your belt, phone and wallet into your carry-on instead of into the bins.
  • Transport any food items in a clear plastic bag and also put them in a screening bin. Separating food from your carry-on makes it less likely that a TSA officer will need to touch and open your bag for inspection.

Which airlines fly to Santa Rosa Island?
Delta is a leading air carrier servicing Santa Rosa Island. Book an airfare to Pensacola Intl. Airport (PNS) and you'll have 243 Delta flights each month to select from.
How can I find cheap tickets to Santa Rosa Island?
One of the best ways to get your hands on cheap tickets to Santa Rosa Island is to be flexible with your dates. Search for your flights, then click "flexible dates" at the top of your results. It'll bring up the cheapest prices for nearby days. The best price for a flight to Santa Rosa Island in the last seven days was . Booking ahead of time will generally help you pick up an even better deal.
How much is a flight to Santa Rosa Island?
You could have picked up a return air ticket to Santa Rosa Island from anywhere between and in the last seven days. For one-way trips departing from (), the lowest amount paid during this period was .
What are the most popular airports to fly into in Santa Rosa Island?
Start planning your Santa Rosa Island adventure by booking a ticket on one of the 1758 flights each month to Pensacola Intl. Airport (PNS). This is the region's principal gateway.
When is the cheapest time to fly to Santa Rosa Island?
Leave for Santa Rosa Island early in the week and you'll usually be rewarded with cheaper fares. Tuesday is generally the cheapest day to jump on a plane, with Monday a close second. If you want to avoid the priciest flights, give Saturdays a wide berth.
How much is a plane ticket to Santa Rosa Island?
In the last seven days, plane tickets cost between and . Check out our great deals to Santa Rosa Island, make a booking and then get packing!
Which airlines with flights to Santa Rosa Island employ COVID-19 cleanliness policies?
To help reduce contact between passengers and cabin crew during the ongoing COVID-19 pandemic, many airlines have taken physical distancing and other strategies to the skies. A great example of these are:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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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.