Pirates Cove Holidays from AU$4,544

Book a Hotel + Flight or Car together to unlock savings

Photo by Patricia Smith

  • Plan, book, travel with confidence

  • Better together

    Save up to AU$703 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Your Pirates Cove Holiday

Make travel planning easier by reserving a holiday package to Pirates Cove. Let us handle the small stuff, so you can concentrate on savouring everything this neighbourhood can offer. Start your trip to Pirates Cove by visiting nearby attractions such as Jimmy Johnsons Big Chill, Bluefin Rock Harbour Marina and Jacobs Aquatic Centre. Whatever your dream Pirates Cove holiday may look like, you can make it a reality with Expedia.

Top Holiday Package Deals in Pirates Cove

Price found within the past 48 hours. Click for updated prices.
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Price was AU$6,208, price is now AU$4,544 per person
AU$4,544
per person
9 Jan - 14 Jan
found 4 hours ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
8/10 Very Good! (1,003 reviews)
Amazing for young families! Heading back again!

Reviewed on 29 Nov 2025

The Key West Hotel

The Key West Hotel

2.5 out of 5
Key West Historic District
Price was AU$8,257, price is now AU$5,969 per person
AU$5,969
per person
9 Jan - 14 Jan
found 4 hours ago
Return direct flight included
Sydney (SYD) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
Beautiful private oasis

Reviewed on 25 Nov 2025

Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
Price was AU$7,475, price is now AU$5,590 per person
AU$5,590
per person
9 Jan - 14 Jan
found 4 hours ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
9.2/10 Wonderful! (1,055 reviews)
Beautiful property, stunning vistas, clean, spacious rooms, friendly staff.

Reviewed on 23 Nov 2025

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns

3.5 out of 5
Key West Historic District
Price was AU$6,564, price is now AU$5,116 per person
AU$5,116
per person
9 Jan - 14 Jan
found 4 hours ago
Return direct flight included
Sydney (SYD) to Key West (EYW)
9.2/10 Wonderful! (845 reviews)
Location was great and convenient to Shopping/Entertainment/Food. Staff was pleasant and helpful. Drawback was bathroom not fully updated w/walk in shower and lack of chairs in room. Room was on 2Fl, not sure was prepared for the stairs but managed ok. Info at check in was not fully delivered. These comments would not deter us from returning but would be more mindful of the room location and inside of room accommodations.

Reviewed on 2 Dec 2025

Tranquility Bay Beachfront Hotel and Resort

Tranquility Bay Beachfront Hotel and Resort

4 out of 5
Price was AU$6,383, price is now AU$5,000 per person
AU$5,000
per person
9 Jan - 14 Jan
found 4 hours ago
Return direct flight included
Sydney (SYD) to Miami (MIA)
8.8/10 Excellent! (1,003 reviews)
The place was great and appropriately named because it was very tranquil and relaxing. The only disappointment was that there is no spa facility and breakfast available only in your room.

Reviewed on 27 Nov 2025

Black Friday Sale

Save up to 40% on select hotels
Book now

Our guide on where to stay in Pirates Cove

Find the best Pirates Cove areas and neighborhoods for the activities you enjoy most. Learn more about Pirates Cove
Default Image

Rock Harbor

1 out of top 10 points of interest in this area

While there might not be top attractions in Rock Harbor, you can explore the larger area and discover places like Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill.

Find hotels in Rock Harbor

Our pick of the best Pirates Cove Hotel Deals

Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AU$314 per night from 11 Dec to 12 Dec
AU$314
11 Dec - 12 Dec
includes taxes & fees
9.2/10 Wonderful! (1,587 reviews)
Excellent hotel

Reviewed on 26 Nov 2025

Chesapeake Beach Resort
Cheeca Lodge & Spa

Cheeca Lodge & Spa

5 out of 5
81801 Overseas Highway, Mile Marker 82 Islamorada FL
Fully refundableReserve now, pay when you stay
The price is AU$419 per night from 17 Dec to 18 Dec
AU$419
17 Dec - 18 Dec
includes taxes & fees
9/10 Wonderful! (1,276 reviews)
We stayed in the newest section of the Cheeca Lodge. It is so incredibly nice! We had other family staying in the lagoon area. We enjoyed all the activities on the property as well. My nephew especially loved the par3 golf course. I really loved the staff at Cheeca Lodge too. Shelia, Amber and David ...

Reviewed on 26 Nov 2025

Cheeca Lodge & Spa
Amara Cay Resort

Amara Cay Resort

4 out of 5
80001 Overseas Hwy Islamorada FL
The price is AU$421 per night from 10 Dec to 11 Dec
AU$421
10 Dec - 11 Dec
includes taxes & fees
8.8/10 Excellent! (1,269 reviews)
Loved the resort

Reviewed on 21 Nov 2025

Amara Cay Resort
See all 2,593 properties in Pirates Cove
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 Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Pirates Cove holiday package cost?
Handcraft your Pirates Cove package from as low as AU$4,544. Pick from any combination of rental cars, flights and hotels to put together the escape you've been dreaming of. Don't forget to add on one or two experiences!
How do I get a cheap travel package to Pirates Cove?
Combining your flight and hotel with Expedia won't just save precious time — it'll save you cash too. A Pirates Cove holiday package makes it easy to put together your perfect trip. With more than 550 airlines throughout the world to pick from, finding flights that suit your busy schedule will be no sweat. In addition to that, we have over 1 000 000 properties globally to choose from. Now that's what we call choice. Whatever your budget, Expedia puts the world within your reach.
Where should I stay in Pirates Cove?
A getaway to Pirates Cove isn't complete without paying a visit to Jimmy Johnsons Big Chill, Bakers Cay Resort Beach and Bluefin Rock Harbour Marina. Spend your nights close to these attractions and make sightseeing easy.
What are the top hotels in Pirates Cove?
Key Largo Gem On The Water With A Little Slice Of Heaven and Amazing Waterfront 2 Bed/1 Bath Private Fenced Home are a couple of the most sought-after hotels in Pirates Cove. Why not check out the amenities and rates at each and then decide?
How far in advance should I book my Pirates Cove holiday?
While prices change frequently, we generally suggest booking your holiday as soon as possible. Many international airfares become available on Expedia up to 12 months in advance. If circumstances have left you booking last minute, you might still be in luck. Cheap journeys to Pirates Cove sometimes appear in the weeks prior to departure.
What does an Expedia Pirates Cove travel package include?
Hotels, flights and a reliable car for your road trip adventures. Simply select your favourite bundle and get access to incredible deals. Once you've made your booking, add on a couple of tours and experiences and watch your savings pile up. When it comes to creating your Pirates Cove holiday, you're the one in control!
What should I know before booking a Pirates Cove travel package?
Bundling your bookings into a Pirates Cove holiday package is the most convenient way to organise your trip. Not only that, you'll save when you combine your flights, hotels and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Pirates Cove Expedia holiday package?
Yes — that's the beauty of an Expedia package. You get to decide. We have access to more than 550 airline partners around the world, so you have options galore when putting together your Pirates Cove trip.
If I'm not able to travel, can I cancel my Pirates Cove holiday package?
Whether it's your hotel or flight, you can cancel and rebook it. Locked in your Pirates Cove holiday package in the last 24 hours? You may be able to make changes or cancellations for free. For older bookings, you may incur a charge from your airline, hotel or car rental company. For further information, visit our Customer Service Portal. We're here to help you each step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.