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
Portofino Island Resort
Emerald Isle
Priv Heated Pool + Hot Tub, Boat-friendly, Sleeps 16! Good Times by Avantstay
Beach Club Resort Residence and Spa

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
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.

Discover the most popular places to visit in Caribbean Isle

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.