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

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    Save up to ¥109,000 when you book a flight and hotel together*
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Top Cheap vacation packages in Grassy Key

Price found within the past 48 hours. Click for updated prices.
  • Jan 20 - Jan 26

    President Hotel + Flight

    South Beach
    6 nights
    3.5 star property
    8.4/10 - Very good (2,944 reviews)
    "The room was very clean. Location was excellent! Staff were very friendly. Breakfast was delicious. Everything was great!"
    Reviewed November 10, 2026
    Roundtrip • Tokyo (TYO) - Miami (MIA)
    HND - MIA • 1 stop MIA - NRT • 1 stop
    ¥1,130,106
    ¥611,873
    per traveler
    found 1 day ago
    President Hotel
  • Jan 20 - Jan 26

    Cavalier Hotel South Beach + Flight

    South Beach
    6 nights
    3.5 star property
    8.6/10 - Excellent (1,002 reviews)
    "I loved that it was an unique property & easily accessible to everything."
    Reviewed November 5, 2026
    Roundtrip • Tokyo (TYO) - Miami (MIA)
    HND - MIA • 1 stop MIA - NRT • 1 stop
    ¥1,155,947
    ¥618,603
    per traveler
    found 1 day ago
    Cavalier Hotel South Beach
  • Jan 20 - Jan 26

    The Marlin Hotel + Flight

    South Beach
    6 nights
    4.0 star property
    9.2/10 - Wonderful (1,009 reviews)
    "The room was great but did not have a valet as mentioned on website which made parking very complicated."
    Reviewed November 8, 2026
    Roundtrip • Tokyo (TYO) - Miami (MIA)
    HND - MIA • 1 stop MIA - NRT • 1 stop
    ¥1,163,287
    ¥629,748
    per traveler
    found 1 day ago
    The Marlin Hotel
  • Jan 20 - Jan 26

    Eurostars Langford + Flight

    Downtown Miami
    6 nights
    4.0 star property
    8.8/10 - Excellent (1,395 reviews)
    "Very clean and quiet."
    Reviewed November 9, 2026
    Roundtrip • Tokyo (TYO) - Miami (MIA)
    HND - MIA • 1 stop MIA - NRT • 1 stop
    ¥1,260,740
    ¥692,917
    per traveler
    found 1 day ago
    Eurostars Langford
  • Jan 20 - Jan 26

    Arlo Wynwood Miami + Flight

    Wynwood Art District
    6 nights
    4.0 star property
    9.0/10 - Wonderful (1,944 reviews)
    "Great stay and very kind staff"
    Reviewed November 10, 2026
    Roundtrip • Tokyo (TYO) - Miami (MIA)
    HND - MIA • 1 stop MIA - NRT • 1 stop
    ¥1,118,021
    ¥626,123
    per traveler
    found 1 day ago
    Arlo Wynwood Miami

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.

Find amazing cheap vacations in Grassy Key

How can I find budget-friendly Grassy Key vacation packages on Expedia?

Playing around with the easy-to-use search wizard is one of the best ways to find affordable Grassy Key vacation packages on Expedia. Tap your dates in and it'll offer some of the cheapest Grassy Key getaways within seconds. You can also use the maximum price filter to view deals within your budget. If you're traveling during peak season dates, it's a good idea to book early to snag some of the best offers. You may score irresistible last-minute specials for travel in low season.

How to find cheap last-minute Grassy Key travel deals?

On Expedia's last-minute travel deals page, you'll encounter a plethora of special offers for late vacations to Grassy Key. Remember, you're more likely to bag savings on last-minute travel during off-peak periods. Consider checking different departure dates, too. Expedia's nifty search tool lets you compare some of the best last-minute Grassy Key vacation packages. The handy filters let you tailor your trip according to your preferences, including hotel star rating, amenities, and property location.

When is the best time to visit Grassy Key on a budget?

For some of the cheapest vacation packages to Grassy Key from ¥611,873, it's best to travel during low season dates. With fewer people traveling during these periods, flights and hotels usually have lower prices. It's also a good idea to avoid popular travel times. These include spring break, Thanksgiving, and other federal holidays. On Expedia, you'll encounter some of the best travel deals to Grassy Key. Best of all, vacation payment plans mean you can spread the cost of your trip over 3, 6, or 12 months.

Can I cancel my Grassy Key vacation package booking?

Yes, many of Expedia's cheap Grassy Key getaway packages allow for free cancellation in case your plans change. Follow the easy steps to cancel by logging into your Expedia account and clicking on “Trips” page'. Keep in mind, though, that each vacation package has different cancellation policies, so be sure to look over them before booking. The good news is you'll clearly see this information on Expedia when you book. There's even a free cancellation search filter that lets you view flexible vacations to Grassy Key.

Why should I book my Grassy Key vacation with Expedia?

A multitude of exclusive travel deals you won't find anywhere else is one of the top reasons to book your cheap Grassy Key vacation package with Expedia. And with one of the widest choices of flights and hotels available, you'll easily find the right trip for you. The handy search wizard and filters let you compare hundreds of great deals in seconds, too. It's not only the cheap prices either: Expedia's booking protection and 24/7 support give you peace of mind before and during your 2026 trip.

How to find cheap Grassy Key vacation packages on Expedia?

When searching for budget vacations to Grassy Key, look out for the green savings label. This indicates you've snagged a deal only available on Expedia. Another popular way of getting money off your 2026Grassy Key vacation is by joining One Key. Expedia's amazing reward program gives you access to hundreds of member-only discounts on select hotels. Keep a look out for the blue savings label in the search results. Best of all, One Key is free to join.

Why should I book a package to Grassy Key?

You'll often snag package savings on your Grassy Key vacation when bundling together your flights and accommodation. Expedia even shows you how much you're saving by booking a package. It's not just cheaper prices, either. Packages often have more flexible booking conditions, meaning you're more likely to get a refund in case your 2026 plans change. While booking flights and hotels separately usually requires full payment, Grassy Key vacation packages often let you pay a small upfront deposit to confirm.

How to plan a cheap vacation to Grassy Key?

Settling on your dates is usually the first step to planning an affordable Grassy Key getaway. If you're traveling during peak season dates, it's a good idea to book your trip in advance. This way, you're more likely to bag early-bird deals. Don't rule out a last-minute travel deal for low season dates, though. Once you've picked your dates, tap them into the search wizard to see some of the best Grassy Key vacation package deals. Hop over to Expedia's vacation planning page for more tips for your dream vacation.