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
May 9 - May 14
found 10 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Walton Beach (VPS)
8.8/10 Excellent! (1,009 reviews)
Great location, just a short walk to the beach. Close drive to restaurants and shopping!

Reviewed on Apr. 3, 2025

Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
per person
Jun. 22 - Jun. 28
found 13 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Fort Walton Beach (VPS)
7.8/10 Good! (3,500 reviews)
Communication wasn’t the best.

Reviewed on Apr. 3, 2025

The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
Save 100% on your flight
per person
May 9 - May 14
found 10 hours ago
Roundtrip flight included
Detroit (DTW) to Pensacola (PNS)
9.2/10 Wonderful! (2,059 reviews)
Beautiful property, friendly staff.

Reviewed on Apr. 4, 2025

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
per person
Jun. 6 - Jun. 9
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Pensacola (PNS)
8.4/10 Very Good! (2,389 reviews)
Loved the Gulf view room. Soft white sand. Close proximity to the Gulf beach.breakfast. heated pool. Kind people

Reviewed on Apr. 3, 2025

Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
Save 100% on your flight
per person
May 9 - May 14
found 10 hours ago
Roundtrip flight included
Detroit (DTW) to Pensacola (PNS)
8.8/10 Excellent! (2,288 reviews)
We had an amazing time at the property. The staff were helpful and attentive. In particular Elizabet, who worked the Breakfast. She was a true Ambassador for enjoyment. She would go out of her way to make sure you had enough to eat or items there to choose from. She was very efficient and friendly. Elizabet made breakfast feel like family dining. She is amazing, energetic and an asset to the property. Thank you for making our stay so memorable and great.

Reviewed on Apr. 4, 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 $199 per night from May 4 to May 5
CA $199
CA $225 total
includes taxes & fees
May 4 - May 5
7.6/10 Good! (1,484 reviews)
"Could be more dining options"

Reviewed on Mar. 31, 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 $345 per night from Apr. 20 to Apr. 21
CA $345
CA $393 total
includes taxes & fees
Apr 20 - Apr 21
9.2/10 Wonderful! (2,086 reviews)
"Beautiful property safe and comfortable"

Reviewed on Apr. 1, 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 $196 per night from Apr. 8 to Apr. 9
CA $196
CA $223 total
includes taxes & fees
Apr 8 - Apr 9
8.6/10 Excellent! (2,309 reviews)
"Always a nice stay. Friendly staff and beautiful pool."

Reviewed on Mar. 30, 2025

Surf & Sand Hotel
See all 6,662 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 $651. 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 $80
per adult
Destin: Buccaneer Pirate Cruise
Learn to Surf - Navarre Beach

Learn to Surf - Navarre Beach

CA $144
per adult
Learn to Surf - Navarre Beach
Clear Kayak Ecotour Destin Ft. Walton Beach

Clear Kayak Ecotour Destin Ft. Walton Beach

CA $105
per adult
Clear Kayak Ecotour 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.