Grassy Key Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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

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Top Grassy Key Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Pelican Grand Beach Resort - A Noble House Resort

Pelican Grand Beach Resort - A Noble House Resort

4 out of 5
East Fort Lauderdale
Price was CA $2,181, price is now CA $1,205 per person
CA $1,205
per person
Dec 13 - Dec 19
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Miami (MIA)
8.8/10 Excellent! (1,779 reviews)

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 $15,066, price is now CA $7,188 per person
CA $7,188
per person
Feb 1 - Feb 4
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) 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

W Fort Lauderdale Residences

W Fort Lauderdale Residences

3.5 out of 5
East Fort Lauderdale
Save 100% on your flight
Price was CA $3,628, price is now CA $1,911 per person
CA $1,911
per person
Jan 20 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
Ottawa (YOW) to Miami (MIA)
6/10 (2 reviews)
we had a power outage for 24 hours almost ; no. communication ,no compensation ; very upsetting Kept on asking for late checkout ; never. an answer

Reviewed on Jan 12, 2024

Centric 40thFloor Brickell Condo FREE parking by Palermo Home Miami

Centric 40thFloor Brickell Condo FREE parking by Palermo Home Miami

3 out of 5
Brickell
Price was CA $2,215, price is now CA $1,236 per person
CA $1,236
per person
Jan 23 - Jan 30
just found
Roundtrip flight included
Toronto (YYZ) to Miami (MIA)
6/10 (2 reviews)

YotelPad Miami

YotelPad Miami

4 out of 5
Downtown Miami
Price was CA $2,499, price is now CA $1,408 per person
CA $1,408
per person
Jan 20 - Jan 25
found 9 hours ago
Roundtrip non-stop flight included
Ottawa (YOW) to Miami (MIA)
8.4/10 Very good! (543 reviews)
Hotel is in a good location if you are looking for one near the cruise port

Reviewed on Nov 2, 2026

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Grassy Key Hotel Deals

Rainbow Bend Resort

Rainbow Bend Resort

2.5 out of 5
57784 Overseas Hwy Marathon FL
Fully refundableReserve now, pay when you stay
The price is CA $145 per night from Nov 9 to Nov 10
CA $145
CA $226 total
Nov 9 - Nov 10
includes taxes & fees
8.2/10 Very good! (1,002 reviews)
"When was clean, Property was clean and organized, staff was really sweet and helpful. Best part was the lounge chairs on the beach watching the sunset. Close to a lot of state parks which we really enjoyed. Overall we’ll be back."

Reviewed on Nov 7, 2026

Rainbow Bend Resort
Gulf View Waterfront Resort

Gulf View Waterfront Resort

2.5 out of 5
58743 OVERSEAS HWY Marathon FL
The price is CA $169 per night from Dec 2 to Dec 3
CA $169
CA $191 total
Dec 2 - Dec 3
includes taxes & fees
Gulf View Waterfront Resort
Grassy Flats Resort & Beach Club

Grassy Flats Resort & Beach Club

4 out of 5
58182 Overseas Hwy Marathon FL
The price is CA $258 per night from Dec 6 to Dec 7
CA $258
CA $357 total
Dec 6 - Dec 7
includes taxes & fees
9.4/10 Exceptional! (504 reviews)
"Loved everything about this place!"

Reviewed on Nov 5, 2026

Grassy Flats Resort & Beach Club
See all 2,338 properties in Grassy Key
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

What to do in Grassy Key

Marathon: Rhum Runner Aqua Park Adventure

Marathon: Rhum Runner Aqua Park Adventure

CA $53
per adult
Marathon: Rhum Runner Aqua Park Adventure
Day Sailing Adventure in the Florida Marine Sanctuary

Day Sailing Adventure in the Florida Marine Sanctuary

CA $169
per adult
100% of travellers recommend
Day Sailing Adventure in the Florida Marine Sanctuary
Marathon: Cruisin' Tikis Marathon - Private Sunset Cruise

Marathon: Cruisin' Tikis Marathon - Sunset Cruise

CA $155
per adult
Marathon: Cruisin' Tikis Marathon - Sunset Cruise
See all activities in Grassy Key

Frequently asked questions

How much does a Grassy Key vacation package cost?
Starting from just CA $1,205, a package is your portal to low-priced travel. Custom build your Grassy Key trip by selecting from our wide range of airfares, hotels and rental cars.
How do I get a cheap travel package to Grassy Key?
Search for flights that fit your schedule, add a hotel room to your booking and watch how much you save with a Grassy Key vacation package. It's that simple! From hotels and flights to activities and rental cars, Expedia is where your cheap getaway begins. And with over 550 air carriers and 1,000,000 hotels around the world to pick from, you'll never be short of choice.
Where should I stay in Grassy Key?
Close to the action. Many travelers like to book hotels within easy reach of top sights, like Dolphin Research Center, Curry Hammock State Park and Crawl Key.
What are the top hotels in Grassy Key?
Make a reservation at Gulf View Waterfront Resort. It's one of this neighborhood's most popular hotels. Another highly rated option in Grassy Key is Sun Outdoors Marathon.
How far in advance should I book my Grassy Key vacation?
It's difficult to pick the ideal time for airfares, but we normally say the earlier, the better. Many international flights on Expedia become available to compare up to a year in advance. If you can't book ahead, don't stress. Budget prices appear from time to time within a few weeks of departure dates.
What does an Expedia Grassy Key travel package include?
It all depends on what sort of escape you want to have. Grassy Key vacation deals can include hotels, flights and car rentals. You can mix and match to find the travel package that suits you. You can also add on experiences and activities after you've booked to get even bigger discounts.
What should I know before booking a Grassy Key travel package?
A package can be easier on the wallet than individually booking everything you need for your getaway. For example, bundle your hotels, flights and rental cars and save a tidy sum. No matter your vacation plans, there's sure to be a package within your budget.
Can I choose my airline with a Grassy Key Expedia vacation package?
With a vacation package, you're the boss. Whether you're looking to fly to Grassy Key in economy or first class, simply choose from the available airline options. Expedia has access to more than 550 partner airlines worldwide.
If I'm not able to travel, can I cancel my Grassy Key vacation package?
Whether it's your hotel, flight or rental car, you can cancel or change it. Locked in your Grassy Key vacation package in the last 24 hours? You may be able to make changes for free. For bookings made more than 24 hours ago, you may incur a fee from your hotel, airline or car rental company. For more information, take a look at our Customer Service Portal. We're here to help you every step of the way.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.