Santa Rosa Island Adventure Vacations

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    Save up to CA $4,200 when you book a flight and hotel together*
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Flight and Adventure hotel deals in Santa Rosa Island

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

Okaloosa Island
CA $1,209
per person
Sep 17 - Sep 20
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
8.2/10 Very good! (3,449 reviews)
 The Pensacola Beach Resort

The Pensacola Beach Resort

Villa Sabine
CA $1,642
per person
Sep 13 - Sep 18
found 16 hours ago
Roundtrip flight included
Ottawa (YOW) to Pensacola (PNS)
9.6/10 Exceptional! (3,446 reviews)
Highly recommend! Excellent experience.

Reviewed on Aug 7, 2026

Hilton Pensacola Beach

Hilton Pensacola Beach

CA $1,768
per person
Oct 9 - Oct 15
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
8.2/10 Very good! (1,008 reviews)
Overall experience was great

Reviewed on Aug 5, 2026

Beal House Fort Walton Beach, Tapestry Collection by Hilton

Beal House Fort Walton Beach, Tapestry Collection by Hilton

Okaloosa Island
CA $1,233
per person
Sep 17 - Sep 20
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
9/10 Wonderful! (1,007 reviews)
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3 Night Adventure holidays in Santa Rosa Island

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

Okaloosa Island
CA $1,209
per person
Sep 17 - Sep 20
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
8.2/10 Very good! (3,449 reviews)
Beal House Fort Walton Beach, Tapestry Collection by Hilton

Beal House Fort Walton Beach, Tapestry Collection by Hilton

Okaloosa Island
CA $1,233
per person
Sep 17 - Sep 20
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
9/10 Wonderful! (1,007 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Santa Rosa Island
View all trips

4 Night Adventure holidays in Santa Rosa Island

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

Okaloosa Island
CA $920
per person
Oct 19 - Oct 23
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
8.2/10 Very good! (3,449 reviews)
 The Pensacola Beach Resort

The Pensacola Beach Resort

Villa Sabine
CA $1,648
per person
Sep 14 - Sep 18
found 16 hours ago
Roundtrip flight included
Ottawa (YOW) to Pensacola (PNS)
9.6/10 Exceptional! (3,446 reviews)
Highly recommend! Excellent experience.

Reviewed on Aug 7, 2026

Surf & Sand Hotel

Surf & Sand Hotel

CA $1,484
per person
Sep 14 - Sep 18
found 16 hours ago
Roundtrip flight included
Ottawa (YOW) to Pensacola (PNS)
8.8/10 Excellent! (3,241 reviews)
Customer service was excellent

Reviewed on Aug 8, 2026

Don't see what you're looking for?
See all available trips from Columbus to Santa Rosa Island
View all trips

Adventure Hotels in Santa Rosa Island

The Island Resort at Fort Walton Beach

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 3 restaurants. Our guests praise the breakfast and the pool in our ...
The Island Resort at Fort Walton Beach
Portofino Island Resort

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! (493 reviews)
"great time and experience there rooms where clean and very nice the view was awesome looking into the Bayside staff was great id recommend this place to anyone for a great place too stay"

Reviewed on Aug 2, 2026

Portofino Island Resort
 The Pensacola Beach Resort

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 ...
9.6/10 Exceptional! (3,471 reviews)
"Highly recommend! Excellent experience."

Reviewed on Aug 7, 2026

The Pensacola Beach Resort
See all 6,237 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.

Things to do

Screaming Eagle Speedboat Thrill Ride in Destin

Screaming Eagle Speedboat Thrill Ride in Destin

CA $95
per adult
Screaming Eagle Speedboat Thrill Ride in Destin
Shark Boat Destin Dolphin Watch and Sunset Cruise

Shark Boat Destin Dolphin Watch and Sunset Cruise

CA $53
per adult
Shark Boat Destin Dolphin Watch and Sunset Cruise
Dolphin & Sunset Cruises

Dolphin & Sunset Cruises

CA $55
per adult
96% of travellers recommend
Dolphin & Sunset Cruises
See all activities in Santa Rosa Island

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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.