Santa Rosa Island Adventure Vacations
Book a Adventure Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to $1,045 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Adventure vacation packages in Santa Rosa Island
Price found within the past 48 hours. Click for updated prices.
The Island Resort at Fort Walton Beach
Okaloosa Island
Price was $583, price is now $467 per person
$467
per person
Dec 23 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Pensacola (PNS)
8.4/10 Very Good! (2,890 reviews)
Beach was amazing ! Pool was like ice in October but otherwise beautiful. They have a swim up bar . The beach was pretty busy in October
Staff was great! Room was great ! Bar easily accessible and good . Snow cones and a taco truck close by too . Great restaurants nearby in walking distance : The Crab shack . Oasis coffee bar was super close and Yummy .
Reviewed on Oct 22, 2025
Portofino Island Resort
Price was $1,422, price is now $1,184 per person
$1,184
per person
Dec 25 - Dec 30
found 1 hour ago
Roundtrip flight included
Minneapolis (MSP) to Pensacola (PNS)
8.8/10 Excellent! (469 reviews)
The property set the bar for a relaxing, yet engaging, vacation. The room was spacious, as we were accommodating five people.The food choices were diverse and the pool areas were laid out beautifully. The live music by the pool was such a a nice touch, and there was any activity one could want by the water. A swift walk to the beach for another adventure directly across from the hotel set the tone for a day of fun I. The sun. We will be back.
Reviewed on Jul 29, 2025
The Pensacola Beach Resort
Villa Sabine
Price was $569, price is now $494 per person
$494
per person
Nov 22 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Pensacola (PNS)
9.4/10 Exceptional! (2,566 reviews)
Great staff, awesome resort restaurant and well maintained/beautiful beach
Reviewed on Oct 22, 2025
Beach Club Resort Residence and Spa
Villa Primera
Price was $1,316, price is now $1,123 per person
$1,123
per person
Dec 25 - Dec 30
found 8 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Pensacola (PNS)
8.2/10 Very Good! (118 reviews)
Amazing location, beautiful property and exception amenities. The only thing I’d change is that the bed was listed as being a king, but definitely more like a full.
Reviewed on Jul 18, 2024
Don't see what you're looking for?
See all available trips from Columbus to Santa Rosa Island
View all trips3 Night Adventure vacations in Santa Rosa Island
Price found within the past 48 hours. Click for updated prices.
The Island Resort at Fort Walton Beach
Okaloosa Island
Price was $583, price is now $467 per person
$467
per person
Dec 23 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Pensacola (PNS)
8.4/10 Very Good! (2,890 reviews)
Beach was amazing ! Pool was like ice in October but otherwise beautiful. They have a swim up bar . The beach was pretty busy in October
Staff was great! Room was great ! Bar easily accessible and good . Snow cones and a taco truck close by too . Great restaurants nearby in walking distance : The Crab shack . Oasis coffee bar was super close and Yummy .
Reviewed on Oct 22, 2025
The Pensacola Beach Resort
Villa Sabine
Price was $737, price is now $624 per person
$624
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Pensacola (PNS)
9.4/10 Exceptional! (2,566 reviews)
Great staff, awesome resort restaurant and well maintained/beautiful beach
Reviewed on Oct 22, 2025
Portofino Island Resort
Price was $1,022, price is now $909 per person
$909
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip non-stop flight included
Des Moines (DSM) to Pensacola (PNS)
8.8/10 Excellent! (469 reviews)
The property set the bar for a relaxing, yet engaging, vacation. The room was spacious, as we were accommodating five people.The food choices were diverse and the pool areas were laid out beautifully. The live music by the pool was such a a nice touch, and there was any activity one could want by the water. A swift walk to the beach for another adventure directly across from the hotel set the tone for a day of fun I. The sun. We will be back.
Reviewed on Jul 29, 2025
Don't see what you're looking for?
See all available trips from Columbus to Santa Rosa Island
View all trips4 Night Adventure vacations in Santa Rosa Island
Price found within the past 48 hours. Click for updated prices.
The Island Resort at Fort Walton Beach
Okaloosa Island
Price was $707, price is now $562 per person
$562
per person
Nov 22 - Nov 26
found 1 hour ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Pensacola (PNS)
8.4/10 Very Good! (2,890 reviews)
Beach was amazing ! Pool was like ice in October but otherwise beautiful. They have a swim up bar . The beach was pretty busy in October
Staff was great! Room was great ! Bar easily accessible and good . Snow cones and a taco truck close by too . Great restaurants nearby in walking distance : The Crab shack . Oasis coffee bar was super close and Yummy .
Reviewed on Oct 22, 2025
Emerald Isle
Villa Primera
Price was $1,224, price is now $959 per person
$959
per person
Dec 26 - Dec 30
found 18 hours ago
Roundtrip flight included
Minneapolis (MSP) to Pensacola (PNS)
8.6/10 Excellent! (80 reviews)
We enjoyed our stay here so much we booked a condo again for next summer.
Reviewed on Aug 8, 2025
Beach Club Resort Residence and Spa
Villa Primera
Price was $1,101, price is now $941 per person
$941
per person
Dec 26 - Dec 30
found 18 hours ago
Roundtrip flight included
Minneapolis (MSP) to Pensacola (PNS)
8.2/10 Very Good! (118 reviews)
Amazing location, beautiful property and exception amenities. The only thing I’d change is that the bed was listed as being a king, but definitely more like a full.
Reviewed on Jul 18, 2024
Don't see what you're looking for?
See all available trips from Columbus to Santa Rosa Island
View all tripsFind awesome Santa Rosa Island adventure vacations
How can I book the best Santa Rosa Island adventure trips?
Choose your own adventure in Santa Rosa Island, whether that’s a white-knuckle experience or a weekend walk. Read the reviews of the adventures that have gone before to be sure your chosen stay is your idea of fun.
How can I plan the perfect Santa Rosa Island family adventure vacation?
Adventure awaits when you select the family-friendly filter. There’s plenty of excitement for all ages in Santa Rosa Island. Just make sure to check your chosen escapade is within the realms of can-do for the whole clan and will have the whole team grinning.
Can I book all-inclusive Santa Rosa Island adventure vacation packages?
By refining your filters, you can explore all-amazing, all-adventurous, all-inclusive vacation packages. Amp up the extravagance with a few more filters too. Pick pristine pools, sensational spas, or wondrous waterparks for a sensational adventure getaway.
Why should I book a Santa Rosa Island adventure vacation for couples?
Book a Santa Rosa Island couples adventure vacation for the ultimate in romance and memory-making. Stunning scenery, heart-racing happenings, and the grandeur of the great outdoors—it’s the best way to bond.
How can I find the best deals on adventure packages in Santa Rosa Island?
It’s easy to unleash fabulously affordable adventures. Enter the dates for your caper, then sort your search results by price or deals.
Can I book an adventure vacation package in Santa Rosa Island with free cancellation and/or flexible dates?
Yes! When you’re searching for a great getaway, filter by payment option for free cancellation, so a change of plans won’t mess up your adventures. You’ll find buy now, pay later options, too, for full-on flexibility.
Why should I book a Santa Rosa Island adventure trip with Expedia?
Adventure, airfare, accommodation, ATOL protection, and activities—all on one site. And that’s just the benefits that begin with A.
Top Adventure Santa Rosa Island Hotels
The Island Resort at Fort Walton Beach
Miracle Strip Parkway Southeast, 1500, Fort Walton Beach, FL
Stay at this 4-star beach resort in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
8.2/10 Very Good! (2,921 reviews)
Beach was amazing ! Pool was like ice in October but otherwise beautiful. They have a swim up bar . The beach was pretty busy in October Staff was great! Room was great ! Bar easily accessible and good . Snow cones and a taco truck close by too . Great restaurants nearby in walking distance : The ...
Reviewed on Oct 22, 2025
Portofino Island Resort
10 Portofino Drive, Pensacola Beach, FL
Stay at this 4-star beach aparthotel in Pensacola Beach. Enjoy free WiFi, free parking, and 8 outdoor pools. Our guests praise the property condition in our ...
8.8/10 Excellent! (468 reviews)
Staff very friendly, everything was great minus a few inconviences
Reviewed on Oct 13, 2025
The Pensacola Beach Resort
165 Fort Pickens Road, Pensacola Beach, FL
Book a stay at this beach hotel in Pensacola Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our ...
9.4/10 Exceptional! (2,569 reviews)
The entire staff was excellent, friendly, and genuine. A walk-in shower, I've never been in a hotel with a huge walk-in shower. The food was excellent and the cost was equal to out in the area. The drinks were outstanding. I wish there was a mini microwave in the room. There was a private event with ...
Reviewed on Oct 16, 2025
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.
More vacations you might like
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
