Caribbean Isle Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Top Holiday Package Deals in Caribbean Isle

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Destin

Days Inn by Wyndham Destin

2.5 out of 5
Price was CA $525, price is now CA $467 per person
CA $467
per person
Oct 10 - Oct 12
found 8 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Walton Beach (VPS)
5.8/10 (1,000 reviews)
How dirty it was compared to other properties nearby

Reviewed on Aug. 30, 2025

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Price was CA $757, price is now CA $612 per person
CA $612
per person
Oct 10 - Oct 12
found 8 hours ago
Roundtrip flight included
Detroit (DTW) to Pensacola (PNS)
8.4/10 Very Good! (2,786 reviews)
Very friendly staff! Lot of amenities. Walk to the beach. It has everything we needed.

Reviewed on Aug. 31, 2025

Homewood Suites by Hilton Destin

Homewood Suites by Hilton Destin

3 out of 5
Price was CA $696, price is now CA $587 per person
CA $587
per person
Oct 10 - Oct 12
found 8 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Walton Beach (VPS)
9/10 Wonderful! (1,043 reviews)
Rooms were clean. Included free breakfast. However staff seemed not focused at times.

Reviewed on Aug. 28, 2025

The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Price was CA $1,075, price is now CA $955 per person
CA $955
per person
Oct 10 - Oct 12
found 8 hours ago
Roundtrip flight included
Detroit (DTW) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,006 reviews)
Having three pools to chose from was nice! Also the Beach access was well marked and not a far walk from resort.

Reviewed on Aug. 28, 2025

Aqua Villa 404

Aqua Villa 404

3.5 out of 5
Price was CA $1,149, price is now CA $1,025 per person
CA $1,025
per person
Oct 10 - Oct 12
found 8 hours ago
Roundtrip flight included
Detroit (DTW) to Pensacola (PNS)
10/10 Exceptional! (1 review)

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 $169 per night from Sep 9 to Sep 10
CA $169
CA $192 total
Sep 9 - Sep 10
includes taxes & fees
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
The price is CA $259 per night from Sep 28 to Sep 29
CA $259
CA $294 total
Sep 28 - Sep 29
includes taxes & fees
The Pensacola Beach Resort
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
40 Fort Pickens Road, Pensacola Beach, FL
The price is CA $139 per night from Sep 7 to Sep 8
CA $139
CA $158 total
Sep 7 - Sep 8
includes taxes & fees
Surf & Sand Hotel
See all 6,801 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 $467. 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 $76
per adult
100% of travellers recommend
Destin: Buccaneer Pirate Cruise
Night Glow Kayak Paddle Session in Navarre Beach

Night Glow Kayak Paddle Session in Navarre Beach

CA $89
per traveller
Night Glow Kayak Paddle Session in Navarre Beach
Learn to Surf - Navarre Beach

Learn to Surf - Navarre Beach

CA $138
per adult
Learn to Surf - Navarre 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.