Caribbean Isle Holidays

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  • Better together

    Save up to S$134 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

Top hotels in Caribbean Isle

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 S$333 per night from 16 Apr to 17 Apr
S$333
16 Apr - 17 Apr
includes taxes & fees
9.6/10 Exceptional! (2,989 reviews)
We had a gulf view room, which was exactly what we wanted and could see dolphins from our balcony. The staff was friendly. The pool is really nice, but too many kids for my taste. We like to walk and never took the car for dinner. I would definitely recommend and hope to return soon.

Reviewed on 10 Apr, 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$257 per night from 12 Apr to 13 Apr
S$257
12 Apr - 13 Apr
includes taxes & fees
8.2/10 Very Good! (2,245 reviews)
The view of the beach was beautiful. Staff were friendly and helpful. The room was clean.

Reviewed on 10 Apr, 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 S$216 per night from 27 Apr to 28 Apr
S$216
27 Apr - 28 Apr
includes taxes & fees
8.8/10 Excellent! (3,101 reviews)
Great location! Lots of extras included. Would definitely stay here again!

Reviewed on 10 Apr, 2026

Surf & Sand Hotel
See all 7,104 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

Clear Kayak Ecotour Destin Ft. Walton Beach

Clear Kayak Ecotour Destin Ft. Walton Beach

S$115
per adult
Clear Kayak Ecotour Destin Ft. Walton Beach
Destin: Buccaneer Pirate Cruise

Destin: Buccaneer Pirate Cruise

S$71
per adult
100% of travellers recommend
Destin: Buccaneer Pirate Cruise
Sunset Clear Kayak Tour Destin Ft. Walton Beach

Sunset Clear Kayak Tour Destin Ft. Walton Beach

S$115
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. 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.