Caribbean Isle Holidays

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Our pick of the best 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
The price is NZ$616 per night from 31 May to 1 June
NZ$616
31 May - 1 June
includes taxes & fees
9.6/10 Exceptional! (3,133 reviews)
"The beds were very comfortable and clean. The only thing I didn’t like was they called me at 3am on the day I was leaving to head down and said my credit card didn’t go through for the first day’s payment. I called back at 8am and asked them to run it back through and it was fine. Don’t wake people ..."

Reviewed on 18 May 2026

The Pensacola Beach Resort
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
The price is NZ$424 per night from 20 May to 21 May
NZ$424
20 May - 21 May
includes taxes & fees
8.2/10 Very Good! (2,321 reviews)
"Property could be updated. Had to ask for towels and did not get until after 4:00 in the afternoon. Nothing was cleaned until we asked for someone to come clean it."

Reviewed on 18 May 2026

Wyndham Garden Fort Walton Beach Destin
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
40 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
The price is NZ$267 per night from 21 May to 22 May
NZ$267
21 May - 22 May
includes taxes & fees
8.8/10 Excellent! (3,157 reviews)
"Not bad. Not great. We had some loud neighbors late at night."

Reviewed on 18 May 2026

Surf & Sand Hotel
See all 7,108 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.

Frequently asked questions

How much does a Caribbean Isle holiday package cost?
Choose from any combination of hotels, flights and car rentals, and you can be holidaying in Caribbean Isle from just . And the more you bundle, the more money you save. The getaway of your dreams has never been more affordable.
How do I get a cheap travel package to Caribbean Isle?
Bundle your hotel and flight bookings, toss in extras such as activities or a rental car, and save with a Caribbean Isle holiday package. You won't just walk away with amazing discounts on your adventure — you'll have loads of choice too. When you book with Expedia, you can choose from more than 550 partner airlines and 1 000 000 hotels around the world. Your unforgettable holiday starts right here, right now!
Where should I stay in Caribbean Isle?
If you hope to check out Navarre Beach Marine Park, forget about commuting and find someplace to stay close by. It's one of the best attractions in this neighbourhood.
What are the top hotels in Caribbean Isle?
If it's your first visit to Caribbean Isle, reserve a room at Gorgeous Large, Recently Renovated Private Home In Gated Beach Community or Beach Home With Ocean View, High Speed Wifi. Both have good amenities and are top options with lots of travellers.
How far in advance should I book my Caribbean Isle holiday?
While not all airlines advertise tickets early, you can normally compare international fares on Expedia up to a year in advance. This is the time you'll nab some fantastic bargains. If you've left things to the last minute, you might still get lucky. Sometimes the lowest prices appear only weeks prior to departure.
What does an Expedia Caribbean Isle travel package include?
It comes down to what type of trip you're contemplating. Caribbean Isle travel deals can include flights, car rentals and hotels. You can mix and match to find the travel package that suits your budget and style. You can also add on activities and experiences after you've booked to score even bigger discounts.
What should I know before booking a Caribbean Isle travel package?
You'll land terrific savings when you bundle your hotels, flights and rental cars into a travel package. Plus, booking everything in one place makes trip planning much easier. So why waste time or money? Whether you're organising a fancy romantic getaway or an affordable family break, browse our package deals today.
Can I choose my airline with a Caribbean Isle Expedia holiday package?
Expedia offers access to more than 550 airline partners globally, so you sure can! Just select your preferred carrier and craft the perfect Caribbean Isle escape.
If I'm not able to travel, can I cancel my Caribbean Isle holiday package?
Because we understand life can be unpredictable, the answer is yes. For more information, visit our Customer Service Portal. But generally speaking, if you've booked your Caribbean Isle holiday package in the last 24 hours, you may be able to cancel or change it for free. Your airline, hotel or car rental company may impose a fee if your booking is older than that.

Discover the most popular places to visit in Caribbean Isle

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 relaxing area.

Navarre Beach Gulf Snorkel Reef

Flat Out Inshore Charters

Take the family on an outing to Flat Out Inshore Charters during your trip to Navarre. Wander the beautiful beaches in this relaxing area.

Flat Out Inshore Charters

Activities

Destin: Buccaneer Pirate Cruise

Destin: Buccaneer Pirate Cruise

NZ$93
per adult
100% of travellers recommend
Destin: Buccaneer Pirate Cruise
Sandestin: Fireworks Cruise

Sandestin: Fireworks Cruise

NZ$67
per adult
Sandestin: Fireworks Cruise
Sandestin: Morning Dolphin Watching Cruise with Donuts

Sandestin: Morning Dolphin Watching Cruise with Donuts

NZ$50
per adult
Sandestin: Morning Dolphin Watching Cruise with Donuts
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.