Title: Santa Rosa Island Adventure Vacations 2026 | Expedia.com ![](https://images.trvl-media.com/place/6341180/6dcf6f87-9561-461f-9e22-530d2348c079.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # 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. ![Beach Club Resort Residence and Spa](https://images.trvl-media.com/lodging/7000000/6520000/6515500/6515462/20f55a8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beach Club Resort Residence and Spa Villa Primera $700 per person Apr 9 - Apr 12 found 1 day ago Roundtrip non-stop flight included Chicago (CHI) 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 ![Portofino Island Resort](https://images.trvl-media.com/lodging/1000000/920000/910100/910026/c52d5753_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Portofino Island Resort $854 per person Apr 9 - Apr 12 found 1 day ago Roundtrip non-stop flight included Chicago (CHI) to Pensacola (PNS) 8.8/10 Excellent! (470 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 Island Resort at Fort Walton Beach](https://images.trvl-media.com/lodging/1000000/10000/8100/8016/cdb39e06_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Island Resort at Fort Walton Beach Okaloosa Island $779 per person Apr 9 - Apr 12 found 1 day ago Roundtrip non-stop flight included Albuquerque (ABQ) to Pensacola (PNS) 8.4/10 Very Good! (2,910 reviews) Overall, I had a very good experience at this resort. The property itself is beautiful, well-maintained, and offers a relaxing atmosphere. The rooms were clean and comfortable, and the amenities (especially the pool and dining options) really stood out and made the stay enjoyable. That said, the customer service was a noticeable downside. Some staff members seemed disengaged, and a few requests took longer than expected or required follow-ups. While nothing completely ruined the trip, it did take away from what could have been an excellent experience. Despite the service issues, I still enjoyed my stay and would consider returning, especially if improvements are made in staff responsiveness and communication. With better customer service, this resort could easily be a top-tier destination. Reviewed on Feb 2, 2026 ![ The Pensacola Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/16600/16596/3512c628_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Pensacola Beach Resort Villa Sabine $912 per person Apr 11 - Apr 15 found 1 day ago Roundtrip non-stop flight included Albuquerque (ABQ) to Pensacola (PNS) 9.4/10 Exceptional! (2,609 reviews) Great views. Nice room. Reviewed on Feb 5, 2026 ![Hilton Pensacola Beach](https://images.trvl-media.com/lodging/1000000/910000/907700/907688/25623f49_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hilton Pensacola Beach $795 per person Apr 10 - Apr 13 found 1 day ago Roundtrip non-stop flight included Dallas (DFW) to Pensacola (PNS) 8.2/10 Very Good! (1,001 reviews) Everything about the Hilton was just perfect! Reviewed on Jan 22, 2026 Don't see what you're looking for? See all available trips from Columbus to Santa Rosa Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-07/2026-03-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=VPS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Adventure vacations in Santa Rosa Island Price found within the past 48 hours. Click for updated prices. ![Beach Club Resort Residence and Spa](https://images.trvl-media.com/lodging/7000000/6520000/6515500/6515462/20f55a8a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Beach Club Resort Residence and Spa Villa Primera $700 per person Apr 9 - Apr 12 found 1 day ago Roundtrip non-stop flight included Chicago (CHI) 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 ![Portofino Island Resort](https://images.trvl-media.com/lodging/1000000/920000/910100/910026/c52d5753_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Portofino Island Resort $854 per person Apr 9 - Apr 12 found 1 day ago Roundtrip non-stop flight included Chicago (CHI) to Pensacola (PNS) 8.8/10 Excellent! (470 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 Island Resort at Fort Walton Beach](https://images.trvl-media.com/lodging/1000000/10000/8100/8016/cdb39e06_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Island Resort at Fort Walton Beach Okaloosa Island $779 per person Apr 9 - Apr 12 found 1 day ago Roundtrip non-stop flight included Albuquerque (ABQ) to Pensacola (PNS) 8.4/10 Very Good! (2,910 reviews) Overall, I had a very good experience at this resort. The property itself is beautiful, well-maintained, and offers a relaxing atmosphere. The rooms were clean and comfortable, and the amenities (especially the pool and dining options) really stood out and made the stay enjoyable. That said, the customer service was a noticeable downside. Some staff members seemed disengaged, and a few requests took longer than expected or required follow-ups. While nothing completely ruined the trip, it did take away from what could have been an excellent experience. Despite the service issues, I still enjoyed my stay and would consider returning, especially if improvements are made in staff responsiveness and communication. With better customer service, this resort could easily be a top-tier destination. Reviewed on Feb 2, 2026 Don't see what you're looking for? See all available trips from Columbus to Santa Rosa Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-07/2026-03-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=VPS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 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](https://images.trvl-media.com/lodging/1000000/10000/8100/8016/cdb39e06_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Island Resort at Fort Walton Beach Okaloosa Island $780 per person Apr 9 - Apr 13 found 24 hours ago Roundtrip flight included Boston (BOS) to Pensacola (PNS) 8.4/10 Very Good! (2,910 reviews) Overall, I had a very good experience at this resort. The property itself is beautiful, well-maintained, and offers a relaxing atmosphere. The rooms were clean and comfortable, and the amenities (especially the pool and dining options) really stood out and made the stay enjoyable. That said, the customer service was a noticeable downside. Some staff members seemed disengaged, and a few requests took longer than expected or required follow-ups. While nothing completely ruined the trip, it did take away from what could have been an excellent experience. Despite the service issues, I still enjoyed my stay and would consider returning, especially if improvements are made in staff responsiveness and communication. With better customer service, this resort could easily be a top-tier destination. Reviewed on Feb 2, 2026 ![Portofino Island Resort](https://images.trvl-media.com/lodging/1000000/920000/910100/910026/c52d5753_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Portofino Island Resort Save 100% on your flight $915 per person Apr 11 - Apr 15 found 1 day ago Roundtrip flight included New York (NYC) to Pensacola (PNS) 8.8/10 Excellent! (470 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 ![Emerald Isle](https://images.trvl-media.com/lodging/2000000/1510000/1500400/1500364/ddb29acc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Emerald Isle Villa Primera $1,108 per person Apr 9 - Apr 13 found 6 hours ago Roundtrip non-stop flight included Chicago (ORD) to Pensacola (PNS) 8.6/10 Excellent! (83 reviews) The beach view was awesome. Never went in pool. Weather was not great. Cold wet and windy but condo was beautiful and well appointed making staying in doors quite pleasant Reviewed on Nov 4, 2025 Don't see what you're looking for? See all available trips from Columbus to Santa Rosa Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-03-07/2026-03-14/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=VPS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Find 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](https://images.trvl-media.com/lodging/1000000/10000/8100/8016/cdb39e06_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Island Resort at Fort Walton Beach Miracle Strip Parkway Southeast, 1500 Fort Walton Beach FL - 24 min drive from Navarre Beach Book a stay at this 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! (2,967 reviews) The room was very clean. Staff was very polite just wish it was warm enough to enjoy to pool and beach. Overall everything was excellent Reviewed on Feb 2, 2026 [](https://expedia.com/Fort-Walton-Beach-Hotels-The-Island-Resort-At-Fort-Walton-Beach.h8016.Hotel-Information) ![Portofino Island Resort](https://images.trvl-media.com/lodging/1000000/920000/910100/910026/c52d5753_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Portofino Island Resort 10 Portofino Drive Pensacola Beach FL - 19 min drive from Navarre Beach Book a stay at this 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! (471 reviews) Clean rooms! Reviewed on Dec 27, 2025 [](https://expedia.com/Pensacola-Hotels-Portofino-Island-Resort.h910026.Hotel-Information) ![ The Pensacola Beach Resort](https://images.trvl-media.com/lodging/1000000/20000/16600/16596/3512c628_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Pensacola Beach Resort 165 Fort Pickens Road Pensacola Beach FL - 25 min drive from Navarre Beach 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! (2,771 reviews) Clean room excellent serrvice from check in ro wait staff - house keeping Reviewed on Feb 2, 2026 [](https://expedia.com/Pensacola-Hotels-Margaritaville-Beach-Hotel.h16596.Hotel-Information) [See all 6,028 properties in Santa Rosa Island](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6341180) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. 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](https://expedia.com/Cheap-Flights-To-Santa-Rosa-Island.d6341180.Travel-Guide-Flights)[ Santa Rosa Island Hotels ](https://expedia.com/Santa-Rosa-Island-Hotels.d6341180.Travel-Guide-Hotels)[ Vacation Rentals in Santa Rosa Island ](https://expedia.com/Santa-Rosa-Island-Vacation-Rentals.d6341180.Travel-Guide-VacationRentals)[ Car Rentals in Santa Rosa Island ](https://expedia.com/Car-Rentals-In-Santa-Rosa-Island.d6341180.Car-Rental-Guide)[ Santa Rosa Island Vacations ](https://expedia.com/Santa-Rosa-Island.d6341180.Destination-Travel-Guides)[ Things to do in Santa Rosa Island ](https://expedia.com/Things-To-Do-In-Santa-Rosa-Island.d6341180.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app