Grassy Key Holidays

Photo by Monica Ferro

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Top Flight + Hotel Deals in Grassy Key

Price found within the past 48 hours. Click for updated prices.
EAST Miami

EAST Miami

5 out of 5
Brickell
Price was €3,238, price is now €1,786 per person
€1,786
per person
31 Jan - 7 Feb
found 9 hours ago
Return flight included
Dublin (DUB) to Miami (MIA)
9.2/10 Wonderful! (3,553 reviews)
Amazing hotel. Top notch and no complaints. We will definitely be back

Reviewed on 10 Dec 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 €23,792, price is now €10,737 per person
€10,737
per person
31 Jan - 7 Feb
found 9 hours ago
Return flight included
Dublin (DUB) to Miami (MIA)
8/10 Very Good! (1 review)
The Shelborne By Proper, a Member of Design Hotels

The Shelborne By Proper, a Member of Design Hotels

4 out of 5
South Beach
Price was €3,985, price is now €2,107 per person
€2,107
per person
31 Jan - 7 Feb
found 9 hours ago
Return flight included
Dublin (DUB) to Miami (MIA)
9.4/10 Exceptional! (56 reviews)
Incredible staff, very attentive and from start to check out. The hotel is spotless and smells so lovely! Didn't get to use the pool because of the weather but it looked very inviting. Thanks for a lovely stay.

Reviewed on 10 Dec 2025

EAST Miami Residences

EAST Miami Residences

5 out of 5
Brickell
Price was €3,909, price is now €2,123 per person
€2,123
per person
31 Jan - 7 Feb
found 9 hours ago
Return flight included
Dublin (DUB) to Miami (MIA)
9/10 Wonderful! (84 reviews)
Great location and hotel.

Reviewed on 8 Dec 2025

1 Hotel South Beach

1 Hotel South Beach

5 out of 5
South Beach
Price was €5,038, price is now €2,764 per person
€2,764
per person
31 Jan - 7 Feb
found 9 hours ago
Return flight included
Dublin (DUB) to Miami (MIA)
9.4/10 Exceptional! (1,365 reviews)
Great hotel, would stay again.

Reviewed on 2 Dec 2025

Top hotels in Grassy Key

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 €156 per night from 13 Dec to 14 Dec
€156
13 Dec - 14 Dec
includes taxes & fees
8/10 Very Good! (775 reviews)
Great location, friendly service and very clean!

Reviewed on 6 Dec 2025

Rainbow Bend Resort
Grassy Flats Resort & Beach Club

Grassy Flats Resort & Beach Club

2.5 out of 5
58182 Overseas Hwy Marathon FL
The price is €254 per night from 14 Dec to 15 Dec
€254
14 Dec - 15 Dec
includes taxes & fees
9.4/10 Exceptional! (353 reviews)
Great place

Reviewed on 8 Dec 2025

Grassy Flats Resort & Beach Club
Gulf View Waterfront Resort

Gulf View Waterfront Resort

2.5 out of 5
58743 OVERSEAS HWY Marathon FL
8.4/10 Very Good! (523 reviews)
yes

Reviewed on 6 Dec 2025

Get rates
Gulf View Waterfront Resort
See all 2,303 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.

Popular places to visit

Sombrero Beach showing a beach and general coastal views

Sombrero Beach

4.5/5(7 reviews)

Play beach games; go swimming, kayaking or snorkeling; and lounge in the sun at one of Marathon’s most visited beaches.

Sombrero Beach
Seven Mile Bridge

Seven Mile Bridge

4.5/5(20 reviews)

Walk, jog, cycle or drive across one of the longest bridges in North America to take in the scenic ocean views it provides.

Seven Mile Bridge
Coco Plum Beach

Coco Plum Beach

Why not spend a lazy afternoon at Coco Plum Beach during your trip to Marathon? Discover the area's beautiful sunsets or seek out its jogging trails.

Coco Plum Beach

What to do in Grassy Key

Marathon: Rhum Runner Aqua Park Adventure

Marathon: Rhum Runner Aqua Park Adventure

€32
per adult
Marathon: Rhum Runner Aqua Park Adventure
Thumbs up!

Mangroves and Manatees - Guided Kayak Eco Tour

€53
per adult
96% of travellers recommend
Mangroves and Manatees - Guided Kayak Eco Tour
Marathon: Private Cable or Cable Kiteboarding Session

Marathon: Private Cable or Cable Kiteboarding Session

€153
per traveller
Marathon: Private Cable or Cable Kiteboarding Session
See all activities in Grassy Key

Frequently asked questions

Can I cancel my flight booking to Grassy Key due to COVID-19?
If you've yet to book your tickets, check the terms and conditions of the airfare you're considering. If you've already locked in your flight to Grassy Key, make use of our Customer Service Portal. It has information that will help you work out which COVID-19 policies apply to your reservation and provide you with the next steps.
What's the best way to find cheap flights to Grassy Key that have flexible change policies?
By using our nifty "No change fee" filter, that's how. Just type in your travel details, click "Search," then check the box underneath the "Flexible change policies" heading (to the left of your screen). Expedia makes it easy to find flexible and affordable tickets to Grassy Key.
What are some of the general tips for travellers to Grassy Key during the COVID-19 outbreak?
The COVID-19 pandemic has triggered substantial changes to the way we travel. If you're planning a trip to Grassy Key, these tips will help you navigate travel's newest challenges:
  • Investigate if any travel restrictions apply to your origin and destination before booking anything. Also check if there are any conditions you'll need to follow on arrival, such as proof of a negative COVID-19 test.
  • When you pass through airport screening, keep your face mask on. You will be required to lower it briefly to verify your identity. Anyone refusing to wear a mask may face civil penalties and may also be denied boarding.
  • Rather than handing a TSA employee your boarding pass, position it directly on the reader yourself. When that's done, hold it up for inspection.
  • You are now allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on baggage. This will need to be removed for X-ray scanning.
  • Remove items from your pockets, such as your wallet, coins and keys, and put them in your carry-on instead of the bins. This will reduce handling during the screening process.
  • Transport any food items in a clear plastic bag and also place them in a screening bin. Keeping your food separate from your carry-on means it's less likely a TSA officer will need to open your bag for inspection.

Which airlines fly to Grassy Key?
Delta runs flights into or near Grassy Key, including 191 that land at Key West Intl. Airport (EYW) each month. Work out your holiday dates and then reserve your ticket early to score the best deal.
How can I find cheap tickets to Grassy Key?
For an amazing deal to Grassy Key, book well ahead of time. Also think about using Expedia's "flexible dates" feature above your search results. This will show you the cheapest prices for nearby days. In the last seven days, was the best price for a flight to Grassy Key.
How much is a flight to Grassy Key?
One-way flights taking off from () sold for just in the last seven days. During this time, the cost of a return ticket to Grassy Key ranged between and . If you spot a bargain ticket, book ASAP — these prices don't stick around for long.
What are the most popular airports to fly into in Grassy Key?
Pack your suitcase and fly into Key West Intl. Airport (EYW), Grassy Key's leading flight hub. Book a ticket on one of the 1119 flights that touch down at this favourite destination every month.
When is the cheapest time to fly to Grassy Key?
Try to leave earlier in the week to score the best deal to Grassy Key. Tuesday is usually the most affordable day to fly, with Monday a close second. Saturday often has the costliest ticket prices. This is because many travellers like to start their holiday on a weekend.
How much is a plane ticket to Grassy Key?
In the last seven days, plane fares to Grassy Key ranged from to .
Which airlines with flights to Grassy Key employ COVID-19 cleanliness policies?
In an effort to minimize contact between passengers and flight crew during the ongoing pandemic, many airlines have taken physical distancing and other strategies to the skies. A great example of these are:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Delta - this airline is known for electrostatic cleaning and cleaning with disinfectant.
  • Frontier Airlines - this airline is known for electrostatic cleaning and conducting passenger temperature checks.

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