Caribbean Isle Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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Top hotels in Caribbean Isle

The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
165 Fort Pickens Road Pensacola Beach FL
The price is S$459 per night from 31 May to 1 Jun
S$459
31 May - 1 Jun
includes taxes & fees
9.6/10 Exceptional! (3,186 reviews)
"Outdoor pool was closed for most of our stay. The Rose was closed to us as well for a private event. This is the second time staying the rose has been closed. The restaurant needs upgrading. The bar is way too small especially when weather is not great. They need more one TV in the restaurant. The ..."

Reviewed on 26 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 S$374 per night from 31 May to 1 Jun
S$374
31 May - 1 Jun
includes taxes & fees
8.2/10 Very Good! (2,335 reviews)
"The staff at the front desk was NOT friendly or accommodating but the cleaning staff were very nice and friendly. There were two laundry rooms in my building and BOTH were out of service. We had to walk two buildings over. We had the give view suite so we had a lotWe stayed 4 nights and the suite ..."

Reviewed on 25 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
The price is S$268 per night from 28 May to 29 May
S$268
28 May - 29 May
includes taxes & fees
8.8/10 Excellent! (3,175 reviews)
"Staff went above and beyond in every aspect to ensure a comfortable and enjoyable stay. The complimentary paddle board, kayak, and bike use was worth its weight in gold with our daughters! Great stay, will stay again."

Reviewed on 26 May, 2026

Surf & Sand Hotel
See all 7,145 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.

Things to do

Sandestin: Fireworks Cruise

Sandestin: Fireworks Cruise

S$51
per adult
Sandestin: Fireworks Cruise
Clear Kayak Ecotour Destin Ft. Walton Beach

Clear Kayak Ecotour Destin Ft. Walton Beach

S$114
per adult
Clear Kayak Ecotour Destin Ft. Walton Beach
Destin: Buccaneer Pirate Cruise

Destin: Buccaneer Pirate Cruise

S$70
per adult
100% of travellers recommend
Destin: Buccaneer Pirate Cruise
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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.