Caribbean Isle Vacation Packages

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Top Holiday Package Deals in Caribbean Isle

Price found within the past 48 hours. Click for updated prices.
SummerPlace Inn Destin

SummerPlace Inn Destin

2.5 out of 5
Save 100% on your flight
per person
Apr. 6 - Apr. 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Fort Walton Beach (VPS)
8.8/10 Excellent! (1,002 reviews)
Parking next to entrance

Reviewed on Feb. 23, 2025

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Save 100% on your flight
per person
May 14 - May 21
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Pensacola (PNS)
8.4/10 Very Good! (2,339 reviews)
Room was very clean. I liked the beach bar. Overall good experience.

Reviewed on Feb. 27, 2025

Bay Club of Sandestin by VRI Americas

Bay Club of Sandestin by VRI Americas

3.5 out of 5
per person
May 14 - May 21
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (136 reviews)
This is our favorite place to stay when we visit Sandestin. Close to the beach and dining, spacious rooms, and safety/quiet makes it the perfect place to relax! Even with construction going on, we had the perfect trip!

Reviewed on Aug. 13, 2024

Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
Save 100% on your flight
per person
Apr. 6 - Apr. 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Pensacola (PNS)
8.8/10 Excellent! (2,113 reviews)
We stayed a week enjoyable

Reviewed on Feb. 28, 2025

The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
per person
May 1 - May 8
found 21 hours ago
Roundtrip flight included
Edmonton (YEG) to Pensacola (PNS)
9.2/10 Wonderful! (1,941 reviews)
This property was fantastic! We went for Valentine's/mini-honeymoon. It will become a regular vacation spot for us. We got the Executive Gulf View Room and the romance package. The wrap around balcony was perfect. We did breakfast, which was very good. Everthing was extremely clean. The lobby is awesome with the views of the ocean. Beautiful. If your going for adult time, absolutely get the Executive room. It only allows two people so that room isn't for families. The ability to walk right on the beach was fantastic and the water was prettier than expected.

Reviewed on Feb. 28, 2025

Caribbean Isle Hotel Deals

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 CA $162 per night from Mar. 2 to Mar. 3
CA $162
CA $183 total
includes taxes & fees
Mar 2 - Mar 3
7.6/10 Good! (1,435 reviews)
"Great location and on the beach! Supper was excellent but breakfast coffee and donuts"

Reviewed on Feb. 26, 2025

Wyndham Garden Fort Walton Beach Destin
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 CA $316 per night from Mar. 2 to Mar. 3
CA $316
CA $360 total
includes taxes & fees
Mar 2 - Mar 3
9/10 Wonderful! (1,993 reviews)
Pensacola overnight
"Excellent in every way"

Reviewed on Feb. 26, 2025

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 CA $183 per night from Mar. 4 to Mar. 5
CA $183
CA $208 total
includes taxes & fees
Mar 4 - Mar 5
8.6/10 Excellent! (2,181 reviews)
"The location is excellent. The rooms are clean and the beds are comfortable. The property is clean and well kept. Would definitely stay here again."

Reviewed on Feb. 26, 2025

Surf & Sand Hotel
See all 6,629 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

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 $585. 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

Destin: Buccaneer Pirate Cruise

CA $79
per adult
Destin: Buccaneer Pirate Cruise
Learn to Surf - Navarre Beach

Learn to Surf - Navarre Beach

CA $142
per adult
Learn to Surf - Navarre Beach
Clear Kayak Glow Tour Destin Ft. Walton Beach

Clear Kayak Glow Tour Destin Ft. Walton Beach

CA $103
per adult
Clear Kayak Glow 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.