Caribbean Isle Vacations from $770

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Your Caribbean Isle Vacation

Experiencing all that Caribbean Isle has to offer is simple with a Caribbean Isle vacation package. Renowned for its golfing and more, this captivating neighborhood is waiting to welcome you. When it's time to get out and explore, you'll find loads of big-name attractions nearby including Navarre Beach Fishing Pier, Navarre Beach Gulf Snorkel Reef and Navarre Beach Marine Park. Tick off one or all during your trip to Caribbean Isle. No matter what your dream Caribbean Isle vacation looks like, you can make it a reality with Expedia.

The Latest Caribbean Isle Vacation Packages

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
Okaloosa Island
Price was $1,038, price is now $770 per person
$770
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
8.4/10 Very Good! (2,910 reviews)
It was everything I wanted

Reviewed on Jan 8, 2026

Portofino Island Resort

Portofino Island Resort

4 out of 5
Save 100% on your flight
Price was $1,682, price is now $1,224 per person
$1,224
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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

Emerald Isle

3 out of 5
Villa Primera
Save 100% on your flight
Price was $1,573, price is now $1,151 per person
$1,151
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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

Priv Heated Pool + Hot Tub, Boat-friendly, Sleeps 16! Good Times by Avantstay

Priv Heated Pool + Hot Tub, Boat-friendly, Sleeps 16! Good Times by Avantstay

3 out of 5
Seagrove Beach
Save 100% on your flight
Price was $4,099, price is now $3,028 per person
$3,028
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Philadelphia (PHL) to Fort Walton Beach (VPS)
No reviews
Beach Club Resort Residence and Spa

Beach Club Resort Residence and Spa

4.5 out of 5
Villa Primera
Save 100% on your flight
Price was $1,264, price is now $939 per person
$939
per person
Feb 28 - Mar 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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

Caribbean Isle Hotel Deals

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
$152 nightly
The price is $171 total per night from Jan 14 to Jan 15
$171 total
Jan 14 - Jan 15
Total with taxes and fees
9.4/10 Exceptional! (2,737 reviews)
The resort was very clean and well maintained. Breakfast was the only meal we ate on site and it was amazing. The room was very clean and spacious with wonderful views of the sunrise and ocean. Definitely coming back.

Reviewed on Jan 12, 2026

The Pensacola Beach Resort
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
40 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $79 total per night from Jan 14 to Jan 15
$79 total
Jan 14 - Jan 15
Total with taxes and fees
8.6/10 Excellent! (3,002 reviews)
Yes, services at the front desk was very nice and helpful. The room was very clean the sheets even smell fresh view beautiful.

Reviewed on Jan 10, 2026

Surf & Sand Hotel
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
$82 nightly
The price is $92 total per night from Feb 1 to Feb 2
$92 total
Feb 1 - Feb 2
Total with taxes and fees
8/10 Very Good! (2,127 reviews)
Clean room. Beautiful view. Staff at Manatees (Kim) and Slow Wake (Holly and Abby) were incredibly friendly and helpful. Really enjoyed my stay.

Reviewed on Jan 7, 2026

Wyndham Garden Fort Walton Beach Destin
See all 6,902 properties in Caribbean Isle
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Caribbean Isle

Navarre Beach

Navarre Beach

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.

Navarre Beach

Navarre Beach Fishing Pier

Navarre Beach Fishing Pier is just one of the places to see in Navarre, so why not enjoy the other things to explore during your travels? Wander the beautiful beaches in this relaxing area.

Navarre Beach Fishing Pier

Navarre Beach Gulf Snorkel Reef

Commune with nature and explore the great outdoors at Navarre Beach Gulf Snorkel Reef during your travels in Navarre. Wander the beautiful beaches in this family-friendly area.

Navarre Beach Gulf Snorkel Reef

Things to do

Clear Kayak Ecotour Destin Ft. Walton Beach

Clear Kayak Ecotour Destin Ft. Walton Beach

$69
per adult
Clear Kayak Ecotour Destin Ft. Walton Beach
Clear Kayak Glow Tour Destin Ft. Walton Beach

Clear Kayak Glow Tour Destin Ft. Walton Beach

$69
per adult
100% of travellers recommend
Clear Kayak Glow Tour Destin Ft. Walton Beach
Sunset Clear Kayak Tour Destin Ft. Walton Beach

Sunset Clear Kayak Tour Destin Ft. Walton Beach

$73
per adult
Sunset Clear Kayak Tour Destin Ft. Walton Beach
See all activities in Navarre
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.