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 All inclusive Vacations

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 All-inclusive vacation packages in Grassy Key

Price found within the past 48 hours. Click for updated prices.
  • Feb 6 - Feb 11

    Creekside Inn + Flight

    Tavernier
    5 nights
    2.5 star property
    7.8/10 - Good (1,023 reviews)
    "The staff was friendly and welcoming and the restaurants were very close. On the 2nd day I needed a fresh set of towels and they delivered them quickly. I will stay there again if I'm in Tavanier."
    Reviewed November 13, 2026
    Roundtrip • Toronto (YYZ) - Miami (MIA)
    YYZ - FLL • 1 stop FLL - YYZ • 1 stop
    CA $1,233
    CA $675
    per traveller
    found 11 hours ago
    Creekside Inn
  • Jan 15 - Jan 19

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

    South Beach
    4 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 • Montreal (YMQ) - Miami (MIA)
    YUL - MIA • 1 stop MIA - YUL • 1 stop
    CA $30,018
    CA $15,853
    per traveller
    found 1 day ago
    The Retreat Collection at 1 Hotel & Homes South Beach
  • Jan 5 - Jan 11

    Miami Vacation Rentals - District 225 + Flight

    Downtown Miami
    6 nights
    3.5 star property
    9.0/10 - Wonderful (6 reviews)
    "The apartment had not been cleaned thoroughly. The bed sheets were not clean and the floor was dirty. I would appreciate it if the cleaning could be done more carefully in the future."
    Reviewed September 7, 2026
    Roundtrip • Toronto (YTO) - Miami (MIA)
    YYZ - FLL • Nonstop FLL - YYZ • Nonstop
    CA $2,375
    CA $1,362
    per traveller
    found 1 day ago
    Miami Vacation Rentals - District 225
  • Jan 5 - Jan 11

    District 225 - Rooftop Pool - Gym - Parking - Downtown Miami + Flight

    Downtown Miami
    6 nights
    4.0 star property
    Roundtrip • Toronto (YTO) - Miami (MIA)
    YYZ - FLL • Nonstop MIA - YYZ • 1 stop
    CA $2,631
    CA $1,519
    per traveller
    found 1 day ago
    District 225 - Rooftop Pool - Gym - Parking - Downtown Miami
  • Dec 30 - Jan 4

    E11EVEN Lifestyle - Pool, Nightlife & Downtown + Flight

    Downtown Miami
    5 nights
    4.0 star property
    10/10 - Exceptional (1 review)
    "Loved this stay! The place was PERFECT. Could not ask for more!! Will definitely staying here again next time I’m in Miami."
    Reviewed October 20, 2026
    Roundtrip • Ottawa (YOW) - Miami (MIA)
    YOW - MIA • 1 stop MIA - YOW • 1 stop
    Save 100% on your flight
    CA $4,248
    CA $2,476
    per traveller
    found 2 hours ago
    E11EVEN Lifestyle - Pool, Nightlife & Downtown

What to do in Grassy Key

Top All-inclusive 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.

Embark on an unforgettable all-inclusive trip to Grassy Key including airfare with Expedia

What are some benefits of booking an all-inclusive vacation?

When you opt for an all-inclusive vacation to Grassy Key, you can have everything you want to do planned out in advance. That means you get to simply coast through your vacation knowing exactly what's coming next. Plus, this helps you get a final tally on the costs beforehand, so it's much easier on your budget.

Can I book all-inclusive packages with airfare and meals?

Yes, all-inclusive vacation packages are readily available for Grassy Key, and you can search for them simply by using the search filter for all-inclusivity. When you book your flight along with your accommodations, you may even find some savings, with the potential to save up to 45.

Why should I book Grassy Key vacations that are all inclusive and adults only?

Adults-only stays in Grassy Key are good for travellers who are looking to relax in laid-back and easygoing surroundings. Everyone in the area will be looking to do much of the same without any kids to worry about, so you can truly take in some time for yourself in pampered bliss. Plus, you can filter for adults-only stays specifically in your search, so they're easy to find.

Can I book all-inclusive packages?

Yes, all-inclusive packages are fairly standard in Grassy Key. You can easily find all-inclusive options by using the search filters, but that's just the beginning. If you're booking at the last minute, you may even find additional discounts as properties try to fill their last remaining spots for cheap vacations that are all inclusive.

Can I book cheap all-inclusive trips to Grassy Key?

If you're looking to save, you'll find a wide range of prices available, ranging from CA $675. By booking your accommodations and flight together, you may be able to enjoy savings of up to 45. Be sure to sort your search results by price to list the cheapest options first.

What should I look for when booking a 5-star all-inclusive vacation in Grassy Key?

If you've implemented the 5-star filter when searching for your all-inclusive vacation in Grassy Key, there are a few factors to keep an eye out for. Spa access is particularly popular, as it's one of the best features you'll find in luxury accommodation options. Additionally, you should consider opting for an infinity pool and a luxury suite, especially if you're travelling with a relatively large group.

What should I consider when booking Grassy Key vacation packages that are all inclusive for the family?

The most important thing to consider for all-inclusive family vacations to Grassy Key is what your family is interested in. If your kids need access to a pool, you'll want to implement the search filter for that amenity. Kids' clubs can also be perfect for your family, as can babysitting services if the adults in your group plan on enjoying Grassy Key's nightlife.

How can I find the best deals on all-inclusive vacations in Grassy Key?

You can always sort your search results by price to automatically put the cheapest options at the top of your search while still considering all your implemented search filters.

Can I book an all-inclusive package that is fully refundable?

Yes, reservations that are fully refundable are available on some all-inclusive packages in Grassy Key. You can explore each package's cancellation policy in the policy section of their page, where you'll learn exactly how you can qualify. Sometimes, nothing is required to qualify.

Why should I book an all-inclusive vacation with Expedia?

Booking with Expedia makes it easy to find the ultimate all-inclusive vacation package. By offering accommodations and flights together, all-inclusive packages are easy for us to create and for you to enjoy. With benefits like being fully refundable and flexible dates on some packages, you can enjoy a more stree-free booking process. Expedia Rewards members can take that even further with the possibility of additional discounts.