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.
Embassy Suites By Hilton Gulf Shores Beach Resort

Embassy Suites By Hilton Gulf Shores Beach Resort

3.5 out of 5
per person
Aug 23 - Aug 28
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
No reviews
Residence Inn by Marriott Sandestin at Grand Boulevard

Residence Inn by Marriott Sandestin at Grand Boulevard

3 out of 5
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (240 reviews)
This was the absolute best family, friendly hotel. The suites were absolutely amazing for a family of four. The breakfast in the morning was above and beyond. We will definitely be staying here in the future again.

Reviewed on Jul. 15, 2025

The Lodge at Gulf State Park, A Hilton Hotel

The Lodge at Gulf State Park, A Hilton Hotel

4 out of 5
per person
Aug 23 - Aug 28
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
9.2/10 Wonderful! (1,006 reviews)
Great relaxing stay overall. Recommend for those who have never visited the Gulf Coast.

Reviewed on Jul. 14, 2025

Beach Colony Condos

Beach Colony Condos

4 out of 5
per person
Aug 23 - Aug 28
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
No reviews
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
per person
Aug 31 - Sep 6
found 18 hours ago
Roundtrip flight included
Sault Ste. Marie (YAM) to Pensacola (PNS)
9.4/10 Exceptional! (2,258 reviews)
Friendly people love the pool love the bartender the room was clean and beautiful

Reviewed on Jul. 15, 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 $280 per night from Aug 3 to Aug 4
CA $280
CA $316 total
Aug 3 - Aug 4
includes taxes & fees
7.8/10 Good! (1,749 reviews)
"Loved everything"

Reviewed on Jul. 14, 2025

Wyndham Garden Fort Walton Beach Destin
Surf & Sand Hotel

Surf & Sand Hotel

2 out of 5
40 Fort Pickens Road, Pensacola Beach, FL
The price is CA $188 per night from Aug 10 to Aug 11
CA $188
CA $214 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (2,614 reviews)
"We love the location, the amenities included in the rate, the views, but most of all-the friendliness of the staff. Everyone there always has a smile and an offer of help if you need it. This will always be our choice when staying in Pensacola Beach. Thank you for a wonderful stay!"

Reviewed on Jul. 13, 2025

Surf & Sand Hotel
Quality Inn & Suites Pensacola Bayview

Quality Inn & Suites Pensacola Bayview

2.5 out of 5
7601 Scenic Highway, Pensacola, FL
Fully refundableReserve now, pay when you stay
The price is CA $108 per night from Jul 17 to Jul 18
CA $108
CA $122 total
Jul 17 - Jul 18
includes taxes & fees
7/10 Good! (1,015 reviews)
Very comfortable stay
"Staff is very friendly and efficient. They catered to our needs and seemed concerned about our comfort. The room was clean and the A/C kept the room very comfortable. Bed was comfortable with plenty of pillows. Plenty of towels in the bathroom. Everything was very clean."

Reviewed on Jul. 13, 2025

Quality Inn & Suites Pensacola Bayview
See all 6,798 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

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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 $1,234. 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
Florida: Emerald Coast Sunset & Dolphin Cruise with Guide

Florida: Emerald Coast Sunset & Dolphin Cruise with Guide

CA $58
per adult
90% of travellers recommend
Florida: Emerald Coast Sunset & Dolphin Cruise with Guide
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
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.