Caribbean Isle Vacations

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  • Better together

    Save up to ¥45,448 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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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 ¥21,248 per night from Jan 18 to Jan 19
¥21,248
¥24,341 total
Jan 18 - Jan 19
includes taxes & 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
The price is ¥10,640 per night from Jan 18 to Jan 19
¥10,640
¥12,548 total
Jan 18 - Jan 19
includes taxes & fees
8.6/10 Excellent! (3,002 reviews)
Room was clean and staff was so nice!!

Reviewed on Jan 15, 2026

Surf & Sand Hotel
Hilton Garden Inn Ft. Walton Beach

Hilton Garden Inn Ft. Walton Beach

3 out of 5
1297 Miracle Strip PKWY SE Fort Walton Beach FL
The price is ¥17,442 per night from Jan 25 to Jan 26
¥17,442
¥20,276 total
Jan 25 - Jan 26
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Beautiful ocean views and direct beach access. The staff is friendly and helpful and they have fire pits in the evening.

Reviewed on Jan 7, 2026

Hilton Garden Inn Ft. Walton Beach
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 vacation package cost?
Choose from any combination of hotels, flights and car rentals, and you can be vacationing 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 vacation 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 vacation 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 neighborhood.
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 travelers.
How far in advance should I book my Caribbean Isle vacation?
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 organizing a fancy romantic getaway or an affordable family break, browse our package deals today.
Can I choose my airline with a Caribbean Isle Expedia vacation 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 vacation 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 vacation 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

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