Caribbean Isle Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Caribbean Isle
Price found within the past 48 hours. Click for updated prices.
Caribbean Isle Hotel Deals
The Pensacola Beach Resort
165 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
CA $272
CA $312 total
Sep 13 - Sep 14
includes taxes & fees
9.6/10 Exceptional! (3,577 reviews)
"Our new go to resort every time we visit Pensacola! Highly recommend!"
Reviewed on Sep 11, 2026
Surf & Sand Hotel
40 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
CA $185
CA $218 total
Sep 13 - Sep 14
includes taxes & fees
Wavecrest Lodge
540 Santa Rosa Blvd Fort Walton Beach FL
Fully refundableReserve now, pay when you stay
CA $168
CA $190 total
Sep 21 - Sep 22
includes taxes & fees
9.2/10 Wonderful! (1,033 reviews)
"Pros: Nice, clean place with easy beach access. Staff were nice. Good location. Cons: I don’t know if they have a strict adherence to the 4:00 check-in time or if housekeeping is understaffed, but we got there between 3-3:30 and couldn’t check in because room wasn’t ready. When we came back a little ..."
Reviewed on Sep 9, 2026
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 CA $1,035. 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
Destin: Buccaneer Pirate Cruise
CA $83
per adult
94% of travellers recommend
Clear Kayak Ecotour Destin Ft. Walton Beach
CA $125
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.