Pirates Cove Vacation Packages

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Top Holiday Package Deals in Pirates Cove

Price found within the past 48 hours. Click for updated prices.
Luxuri Suites

Luxuri Suites

3 out of 5
South Beach
Price was CA $1,651, price is now CA $936 per person
CA $936
per person
Sep 30 - Oct 7
found 24 hours ago
Roundtrip flight included
Montreal (YUL) to Miami (MIA)
6.8/10 (55 reviews)
Ok the fact we had no desk for check was terrible. I could not check in due to a code for door and room acess never being sent to my email resulted in me not checking for 3hours until I was told about a sister property 3 blocks from where I was stay had to walk in the rain to the siater property for thwm to grant me acess codes to get into my room now at 3am. I wouls likw to be reemburst for that night and day. My TV had no working batteries and once I go batteries the TV volum did not work.

Reviewed on Jul 9, 2026

The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was CA $33,008, price is now CA $16,209 per person
CA $16,209
per person
Aug 21 - Aug 28
found 4 hours ago
Roundtrip flight included
Ottawa (YOW) to Miami (MIA)
8/10 Very good! (1 review)
Horrible checkin / checkout... Would never stay there again...Double charged me entire stay and still fighting to get someone to refund 2nd one that is so clearly a duplicate for same stay....

Reviewed on Jun 22, 2016

Beach Plaza

Beach Plaza

2 out of 5
South Beach
Price was CA $1,547, price is now CA $942 per person
CA $942
per person
Aug 24 - Aug 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Miami (MIA)
8.6/10 Excellent! (174 reviews)
Ari ed Early and the staff was amazing. He was extremely helpful. Rooms super cute and clean. Have lockers to store luggage.

Reviewed on Jul 13, 2026

Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

4 out of 5
Mid Beach
Price was CA $2,760, price is now CA $1,778 per person
CA $1,778
per person
Aug 12 - Aug 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8/10 Very good! (1,151 reviews)
la pisina estaba sucia los cuartos limpios pero la pisina un asco tuvimos 2 dias sin playa x el zargazo mas la pisina sucia horrible

Reviewed on Jul 12, 2026

Beach Club at The Boca Raton

Beach Club at The Boca Raton

5 out of 5
East Boca Raton
Price was CA $2,682, price is now CA $1,753 per person
CA $1,753
per person
Aug 17 - Aug 21
found 23 hours ago
Roundtrip flight included
Ottawa (YOW) to Miami (MIA)
9.2/10 Wonderful! (572 reviews)
We had a wonderful stay at Boca BC Our butler Mark serviced our room 531 and did an outstanding job !! We travel a lot to beautiful properties and everything about our stay was amazing !! All of the staff were great … Our pool valet Juan was absolutely wonderful and incredibly polite and professional !! We can’t wait to return

Reviewed on Jul 11, 2026

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
A wooden pier extending into calm waters, with a covered area at the end.

Rock Harbor

1 out of top 10 points of interest in this area

While Rock Harbor isn't home to many top sights, Bluefin Rock Harbor Marina and Jimmy Johnson's Big Chill are some notable places to visit nearby.

Find hotels in Rock Harbor

Pirates Cove Hotel Deals

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 CA $237 per night from Jul 19 to Jul 20
CA $237
CA $370 total
Jul 19 - Jul 20
includes taxes & fees
9.2/10 Wonderful! (1,347 reviews)
"Resort was nice, just needs some updates"

Reviewed on Jul 11, 2026

Cheeca Lodge & Spa
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 CA $226 per night from Aug 12 to Aug 13
CA $226
CA $334 total
Aug 12 - Aug 13
includes taxes & fees
9.2/10 Wonderful! (1,758 reviews)
"The room was clean and seemed up to date and not old. The staff was rarely seen. Maybe they have fewer workers in the summer. The breakfast was choices were enough to satisfy most people, I think. We had a beautiful view and it was the perfect place for our staycation."

Reviewed on Jul 13, 2026

Chesapeake Beach Resort
Baker's Cay Resort Key Largo, Curio Collection by Hilton

Baker's Cay Resort Key Largo, Curio Collection by Hilton

4 out of 5
97000 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
The price is CA $429 per night from Aug 12 to Aug 13
CA $429
CA $561 total
Aug 12 - Aug 13
includes taxes & fees
8.6/10 Excellent! (1,136 reviews)
"Everything"

Reviewed on Jul 11, 2026

Baker's Cay Resort Key Largo, Curio Collection by Hilton
See all 2,506 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 Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Pirates Cove vacation package cost?
Handcraft your Pirates Cove package from as low as CA $936. 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 vacation 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 Harbor 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 vacation?
While prices change frequently, we generally suggest booking your vacation 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 favorite 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 vacation, you're the one in control!
What should I know before booking a Pirates Cove travel package?
Bundling your bookings into a Pirates Cove vacation package is the most convenient way to organize 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 vacation 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 vacation package?
Whether it's your hotel or flight, you can cancel and rebook it. Locked in your Pirates Cove vacation 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.