Buccaneer Point Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 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

Top Holiday Package Deals in Buccaneer Point

Price found within the past 48 hours. Click for updated prices.
Avi Lux Stay

Avi Lux Stay

4.5 out of 5
East Fort Lauderdale
Save 100% on your flight
Price was CA $2,399, price is now CA $1,286 per person
CA $1,286
per person
Jan 22 - Jan 27
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Miami (MIA)
7.6/10 Good! (10 reviews)
If you are looking for a quiet place to stay this suite is NOT recommended. You can hear motorcycles and racing cars at all hours of the night. Valet is $60 per night mandatory payment required upon check in for the entire length of your stay tips not included. This is not stated in the description prior to booking. BEWARE.

Reviewed on Aug 28, 2025

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 $49,795, price is now CA $24,859 per person
CA $24,859
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) 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

YotelPad Miami

YotelPad Miami

4 out of 5
Downtown Miami
Price was CA $2,977, price is now CA $1,618 per person
CA $1,618
per person
Jan 11 - Jan 18
found 10 hours ago
Roundtrip flight included
Ottawa (YOW) to Miami (MIA)
8.4/10 Very good! (543 reviews)
There was no hotel Room just a place with a bunk bed

Reviewed on Oct 31, 2026

Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Save 100% on your flight
Price was CA $2,435, price is now CA $1,343 per person
CA $1,343
per person
Jan 19 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.6/10 Excellent! (1,002 reviews)
Good stay overall would stay again!

Reviewed on Oct 31, 2026

The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Save 100% on your flight
Price was CA $2,537, price is now CA $1,401 per person
CA $1,401
per person
Jan 19 - Jan 26
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.4/10 Very good! (2,021 reviews)
Offered complementary room upgrade , with sea view. Staff very accommodating. Bedroom clean.

Reviewed on Oct 31, 2026

Where to stay in Buccaneer Point

Find the best Buccaneer Point areas and neighborhoods for the activities you enjoy most. Learn more about Buccaneer Point
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

Buccaneer Point 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 $224 per night from Nov 1 to Nov 2
CA $224
CA $354 total
Nov 1 - Nov 2
includes taxes & fees
Cheeca Lodge & Spa
Reefhouse Resort & Marina

Reefhouse Resort & Marina

4.5 out of 5
103800 Overseas Hwy Key Largo FL
Fully refundableReserve now, pay when you stay
The price is CA $306 per night from Nov 1 to Nov 2
CA $306
CA $400 total
Nov 1 - Nov 2
includes taxes & fees
Reefhouse Resort & Marina
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 $194 per night from Nov 2 to Nov 3
CA $194
CA $297 total
Nov 2 - Nov 3
includes taxes & fees
9.4/10 Exceptional! (1,803 reviews)
"The property had bikes, kayaks, paddle boards and fishing rods you can use at no charge. The breakfast was omelettes made to order, pancakes and a variety of other breakfast items ( no meats) and a nice area to sit outside and enjoy breakfast. It was a very nice place. We will definitely stay there ..."

Reviewed on Oct 31, 2026

Chesapeake Beach Resort
See all 2,506 properties in Buccaneer Point
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 Buccaneer Point vacation package cost?
From as little as CA $1,286. Yes, you read that correctly. Our Buccaneer Point packages are a great way to make your dollars go much further. Bundle your preferred hotels, flights and rental car and get out and see this wonderful destination.
How do I get a cheap travel package to Buccaneer Point?
You'll save tons of cash if you bundle your car rentals, flights and hotels into a Buccaneer Point travel package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer over 550 air carriers and 1,000,000 hotels across the world, which means you'll always have plenty of options to choose from. Want to save even more? Add some popular activities to your package deal and unlock even more bargains! After all, travel is about more than just getting to your destination.
Where should I stay in Buccaneer Point?
With so much to explore in Buccaneer Point, it'd be handy for you to stay close to its attractions. Jimmy Johnsons Big Chill, Bakers Cay Resort Beach and Bluefin Rock Harbor Marina are some fascinating ones to put on your itinerary.
How far in advance should I book my Buccaneer Point vacation?
Travelers are usually able to compare international flights on Expedia within 12 months of the departure date. Booking last minute? With a stroke of luck, it's still possible to nab an affordable ticket only weeks before your journey.
What does an Expedia Buccaneer Point travel package include?
From airfares and hotels to rental cars, Expedia can help you craft a Buccaneer Point package that suits you. Vacationing for a week or two? Consider a rental car, flight and hotel bundle. If your break is short, a hotel and airfare deal may be more your style. Tours and activities can be added after you've booked. Our vacation packages make it a breeze to plan and save.
What should I know before booking a Buccaneer Point travel package?
You can look forward to saving with an Expedia travel package. Bundle your airfares, rental cars and hotels and enjoy exciting discounts. Hotels aren't your only choice, however. Book with us and select from beachside villas, creek-side mountain cabins and just about everything in between!
Can I choose my airline with a Buccaneer Point Expedia vacation package?
Definitely. Expedia has over 550 partner airlines to choose from all over the world. With so much choice, finding the ideal carrier to take you to Buccaneer Point will be a snap.
If I'm not able to travel, can I cancel my Buccaneer Point vacation package?
It's impossible to predict what tomorrow might bring, so it's good to know that you can cancel or change your Buccaneer Point vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to find out more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.