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.
Spark by Hilton Destin

Spark by Hilton Destin

3 out of 5
Price was CA $1,382, price is now CA $1,238 per person
CA $1,238
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
8.6/10 Excellent! (970 reviews)
Not the cleanest, but more than decent for the price. Perfect for our 1 night stay to go to a concert at the LA Club across the street. Location wise, no complaints. In the middle of all that Destin has to offer. Close to public beach access, although parking was not like it was 5, 10 years ago. Scarce and expensive. Close to varying food options, even walkable. Breakfast was as expected at these types of hotels, although pretty bare. I was disappointed they did not have a pancake machine, or even microwavable breakfast options as I have seen at other places.

Reviewed on Jun 25, 2026

The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Price was CA $2,233, price is now CA $1,937 per person
CA $1,937
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,005 reviews)
Excellent stay, rooms are fantastic. Quality furniture, amenities and build. Well maintained property and hotel. Staff especially night time front desk and valet guys are super helpful. Only the Restaurants here need to up their game. For a hotel of this class, the food could have been much better and tastier. We’d love to stay here again.

Reviewed on Jun 25, 2026

Homewood Suites by Hilton Destin

Homewood Suites by Hilton Destin

3 out of 5
Price was CA $1,637, price is now CA $1,421 per person
CA $1,421
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
9/10 Wonderful! (1,463 reviews)
Everything was top notch! Enjoyed our trip to the max with our kids. The splash pad and pool were perfect for learning swimmers. Rooms are fully decked out with everything we needed. The location is perfect! 5 mins away from the beach via car.

Reviewed on Jun 25, 2026

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Okaloosa Island
Price was CA $1,567, price is now CA $1,386 per person
CA $1,386
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
8.2/10 Very good! (3,285 reviews)
Have stayed at the Island twice now. We enjoy the stay each time. The room is always clean and maintained. The pools and beach are easily assessable regardless of room location. Kid friendly with activities suited for them. Restaurants on location makes for convenience. Staff is professional and respectful. We will continue our annual stays.

Reviewed on Jun 26, 2026

Home2 Suites By Hilton Destin

Home2 Suites By Hilton Destin

3 out of 5
Price was CA $1,823, price is now CA $1,669 per person
CA $1,669
per person
Aug 7 - Aug 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
8.8/10 Excellent! (1,008 reviews)
Very clean and had everything we need I’ll deff be staying here again

Reviewed on Jun 23, 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

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.

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
The price is CA $371 per night from Jun 28 to Jun 29
CA $371
CA $475 total
Jun 28 - Jun 29
includes taxes & fees
8.2/10 Very good! (3,271 reviews)
"Have stayed at the Island twice now. We enjoy the stay each time. The room is always clean and maintained. The pools and beach are easily assessable regardless of room location. Kid friendly with activities suited for them. Restaurants on location makes for convenience. Staff is professional and ..."

Reviewed on Jun 26, 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 $484 per night from Jun 29 to Jun 30
CA $484
CA $555 total
Jun 29 - Jun 30
includes taxes & fees
9.6/10 Exceptional! (3,307 reviews)
"great staff - friendly"

Reviewed on Jun 25, 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 $325 per night from Jun 29 to Jun 30
CA $325
CA $367 total
Jun 29 - Jun 30
includes taxes & fees
8.2/10 Very good! (2,409 reviews)
"Room was clean, the staff was excellent, love the view from our room."

Reviewed on Jun 25, 2026

Wyndham Garden Fort Walton Beach Destin
See all 6,266 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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Stay near popular Santa Rosa Island attractions

Photo by Brad Taylor
Open Photo by Brad Taylor

Navarre Beach

9.6/5 (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.
See properties

What to do in Santa Rosa Island

4 Hour Destin Harbor Crab Island Excursion

4 Hour Destin Harbor Crab Island Excursion

CA $109
per adult
100% of travellers recommend
4 Hour Destin Harbor Crab Island Excursion
Dolphin & Sunset Cruises

Dolphin & Sunset Cruises

CA $54
per adult
94% of travellers recommend
Dolphin & Sunset Cruises
Original Cruisin' Tikis 3hr Crab Island Sandbar Adventure

Original Cruisin' Tikis 3hr Crab Island Sandbar Adventure

CA $123
per adult
96% 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.