Caribbean Isle Vacations from $553

Book a Hotel + Flight or Car together to unlock savings

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.
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Save 100% on your flight
Price was $871, price is now $553 per person
$553
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
7.8/10 Good! (3,800 reviews)
Absolutely beautiful inside and out. Very clean and staff was nice and hospitable.

Reviewed on Aug 23, 2025

The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Save 100% on your flight
Price was $1,031, price is now $667 per person
$667
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,000 reviews)
LOVED staying here! I I’ll definitely go back. We went for vacation with our 3 small children.

Reviewed on Aug 23, 2025

Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Save 100% on your flight
Price was $868, price is now $575 per person
$575
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip flight included
Charlotte (CLT) to Fort Walton Beach (VPS)
9/10 Wonderful! (152 reviews)
It was a beautiful place to stay and the staff were so friendly and helpful.

Reviewed on Jul 3, 2025

Santa Rosa Beach Apartments Landing

Santa Rosa Beach Apartments Landing

4 out of 5
Save 100% on your flight
Price was $1,656, price is now $1,116 per person
$1,116
per person
Oct 1 - Oct 7
found 19 hours ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
6/10 (2 reviews)
A beautiful place to stay and has the convenience’s of home

Reviewed on Jul 17, 2025

LUXURY Penthouse Style Condo 2

LUXURY Penthouse Style Condo 2

4 out of 5
Save 100% on your flight
Price was $2,422, price is now $1,791 per person
$1,791
per person
Nov 5 - Nov 9
found 13 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Pensacola (PNS)
8/10 Very Good! (2 reviews)

Caribbean Isle Hotel Deals

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
$128 nightly
The price is $144 total per night from Sep 7 to Sep 8
$144 total
Sep 7 - Sep 8
Total with taxes and fees
7.8/10 Good! (1,843 reviews)
"Love this place"

Reviewed on Aug 23, 2025

Wyndham Garden Fort Walton Beach Destin
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
40 Fort Pickens Road, Pensacola Beach, FL
$116 nightly
The price is $131 total per night from Aug 28 to Aug 29
$131 total
Aug 28 - Aug 29
Total with taxes and fees
8.8/10 Excellent! (2,731 reviews)
"Love this place"

Reviewed on Aug 23, 2025

Surf & Sand Hotel
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
$241 nightly
The price is $272 total per night from Sep 1 to Sep 2
$272 total
Sep 1 - Sep 2
Total with taxes and fees
9.4/10 Exceptional! (2,447 reviews)
Awesome!!
"Amazing! Everything was so clean!!"

Reviewed on Aug 24, 2025

The Pensacola Beach Resort
See all 6,787 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

Explore the waterfront in Navarre with a trip to Navarre Beach Fishing Pier. Wander the beautiful beaches in this family-friendly area.

Navarre Beach Fishing Pier

Navarre Beach Marine Park

Explore the great outdoors at Navarre Beach Marine Park, a lovely green space in Navarre. Wander the beautiful beaches in this relaxing area.

Navarre Beach Marine Park

Things to do

Destin: Snorkeling Cruise with 2 Stops and Dolphin Watching

Destin: Snorkeling Cruise with 2 Stops and Dolphin Watching

$45
per adult
100% of travellers recommend
Destin: Snorkeling Cruise with 2 Stops and Dolphin Watching
Destin: Buccaneer Pirate Cruise

Destin: Buccaneer Pirate Cruise

$55
per adult
100% of travellers recommend
Destin: Buccaneer Pirate Cruise
Florida: Emerald Coast Sunset & Dolphin Cruise with Guide

Florida: Emerald Coast Sunset & Dolphin Cruise with Guide

$41
per adult
92% of travellers recommend
Florida: Emerald Coast Sunset & Dolphin Cruise with Guide
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.