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.
The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Price was CA $988, price is now CA $827 per person
CA $827
per person
Oct 20 - Oct 23
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
8.4/10 Very Good! (2,813 reviews)
Had a great stay. Was safe and clean.

Reviewed on Sep. 8, 2025

The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Price was CA $1,395, price is now CA $1,008 per person
CA $1,008
per person
Oct 20 - Oct 23
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,014 reviews)
Excellent seaside resort.

Reviewed on Sep. 7, 2025

Harborside by Avantstay Expansive Destin Retreat

Harborside by Avantstay Expansive Destin Retreat

3 out of 5
Holiday Isle
Price was CA $4,770, price is now CA $3,742 per person
CA $3,742
per person
Oct 9 - Oct 13
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
8/10 Very Good! (1 review)
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Price was CA $1,030, price is now CA $835 per person
CA $835
per person
Oct 20 - Oct 23
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Walton Beach (VPS)
7.8/10 Good! (3,809 reviews)
This is the second time I stay here, and absolutely love it.

Reviewed on Sep. 5, 2025

Hotel Effie Sandestin, Autograph Collection

Hotel Effie Sandestin, Autograph Collection

4 out of 5
Price was CA $1,139, price is now CA $962 per person
CA $962
per person
Oct 20 - Oct 23
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,002 reviews)
Love everything! Easy access to everything

Reviewed on Aug. 13, 2025

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
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Villa Sabine

1 out of top 10 points of interest in this area
5/5(1 area review)

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

Find hotels in Villa Sabine

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Santa Rosa Island Hotel Deals

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 $170 per night from Sep 22 to Sep 23
CA $170
CA $192 total
Sep 22 - Sep 23
includes taxes & fees
Wyndham Garden Fort Walton Beach Destin
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 $186 per night from Sep 28 to Sep 29
CA $186
CA $261 total
Sep 28 - Sep 29
includes taxes & fees
The Island Resort at Fort Walton Beach
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
40 Fort Pickens Road, Pensacola Beach, FL
The price is CA $140 per night from Sep 10 to Sep 11
CA $140
CA $159 total
Sep 10 - Sep 11
includes taxes & fees
Surf & Sand Hotel
See all 5,922 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

Find out about the history of Fort Walton Beach when you take a trip to Okaloosa Island Pier. Stroll along the beautiful beaches in this family-friendly area, or check out its top-notch restaurants.

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

World Famous Crab Island Express Tour

World Famous Crab Island Express Tour

CA $82
per adult
100% of travellers recommend
World Famous Crab Island Express Tour
Waverunner Dolphin Tour

Waverunner Dolphin Tour

CA $260
per traveller
100% of travellers recommend
Waverunner Dolphin Tour
Snorkel by the jetties or Choctawhatchee Bay

Private Catamaran: Snorkel, Swim and Dolphin Watching

CA $639
per traveller
Private Catamaran: Snorkel, Swim and Dolphin Watching
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.