A dolphin swimming near a wooden dock and a tree branch in the water.
Photo by Monica Ferro
Open Photo by Monica Ferro

Grassy Key Cheap Vacations

Book a Hotel + Flight or Car together to unlock savings

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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 Cheap vacation packages in Grassy Key

Price found within the past 48 hours. Click for updated prices.
  • Feb 1 - Feb 5

    Henrosa Hotel + Flight

    South Beach
    4 nights
    3.5 star property
    8.4/10 - Very good (963 reviews)
    Roundtrip • Ottawa (YOW) - Miami (MIA)
    YOW - MIA • Nonstop MIA - YOW • Nonstop
    CA $1,729
    CA $988
    per traveller
    found 1 day ago
    Henrosa Hotel
  • Jan 24 - Jan 29

    The Retreat Collection at 1 Hotel & Homes South Beach + Flight

    South Beach
    5 nights
    5.0 star property
    8.0/10 - 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 June 22, 2016
    Roundtrip • Toronto (YTO) - Miami (MIA)
    YYZ - FLL • Nonstop FLL - YYZ • Nonstop
    CA $31,515
    CA $14,809
    per traveller
    found 1 day ago
    The Retreat Collection at 1 Hotel & Homes South Beach
  • Dec 20 - Dec 25

    Avi Lux Stay + Flight

    East Fort Lauderdale
    5 nights
    4.5 star property
    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 August 28, 2025
    Roundtrip • Toronto (YTO) - Miami (MIA)
    YTZ - FLL • 1 stop FLL - YYZ • Nonstop
    CA $2,320
    CA $1,106
    per traveller
    found 18 hours ago
    Avi Lux Stay
  • Dec 25 - Dec 31

    1 Hotel South Beach + Flight

    South Beach
    6 nights
    5.0 star property
    9.4/10 - Exceptional (1,702 reviews)
    "Wonderful staff, clean room, great amenities"
    Reviewed November 9, 2026
    Roundtrip • Montreal (YMQ) - Miami (MIA)
    YUL - MIA • 1 stop MIA - YUL • 1 stop
    CA $15,395
    CA $8,610
    per traveller
    found 1 day ago
    1 Hotel South Beach
  • Jan 27 - Feb 1

    Eurostars Langford + Flight

    Downtown Miami
    5 nights
    4.0 star property
    8.8/10 - Excellent (1,395 reviews)
    "Very clean and quiet."
    Reviewed November 9, 2026
    Roundtrip • Toronto (YYZ) - Miami (MIA)
    YYZ - FLL • Nonstop FLL - YYZ • Nonstop
    CA $3,300
    CA $1,895
    per traveller
    found 22 hours ago
    Eurostars Langford

What to do in Grassy Key

Top Cheap Grassy Key Hotels

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.

Frequently Asked Questions

How much does a Grassy Key vacation package cost?

Starting from just CA $988, 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.