Grassy Key Trip

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Top Grassy Key Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
President Hotel Villa

President Hotel Villa

3.5 out of 5
South Beach
Price was ₹157,621, price is now ₹79,446 per person
₹79,446
per person
28 Mar - 3 Apr
found 14 hours ago
Return flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (997 reviews)
Room was clean only had a problem with the toilet it took them awhile to come fix it the breakfast was good and staff definitely did everything they could to make our stay comfortable even until check out they held our bags for us because we had a later flight from our check out.

Reviewed on 15 Feb 2026

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 ₹2,349,859, price is now ₹1,085,870 per person
₹1,085,870
per person
28 Mar - 3 Apr
found 14 hours ago
Return flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1 review)
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was ₹190,925, price is now ₹90,275 per person
₹90,275
per person
28 Mar - 3 Apr
found 14 hours ago
Return flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
Lets be clear, you stay here for the location and the art deco building. Amenities are just OK. Staff is friendly but rooms are dated. Sofa bed for my 2 daughters was broken (room 301). No common area (lounge to seat down and relax), it is all restaurant. So this is one of those “been there donde that” kind of places. Next time either a B&B or a large chain hotel.

Reviewed on 17 Feb 2026

The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Price was ₹157,794, price is now ₹79,519 per person
₹79,519
per person
28 Mar - 3 Apr
found 14 hours ago
Return flight included
Boston (BOS) to Miami (MIA)
8.2/10 Very Good! (1,491 reviews)
The room was very clean and the staff was very friendly.

Reviewed on 16 Feb 2026

President Hotel

President Hotel

3.5 out of 5
South Beach
Price was ₹157,621, price is now ₹79,446 per person
₹79,446
per person
28 Mar - 3 Apr
found 14 hours ago
Return flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (1,775 reviews)
Needs painting, and cleaning carpets.

Reviewed on 16 Feb 2026

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 ₹20,296 per night from 24 Feb to 25 Feb
₹20,296
₹26,911 total
24 Feb - 25 Feb
includes taxes & fees
8/10 Very Good! (854 reviews)
The manager Summer was great. We loved our room. Everything was very clean.

Reviewed on 12 Feb 2026

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 ₹32,770 per night from 8 Mar to 9 Mar
₹32,770
₹41,216 total
8 Mar - 9 Mar
includes taxes & fees
9.4/10 Exceptional! (394 reviews)
We loved this resort. It is a great location as you can go anywhere to do things in the Keys in an hour or so. Our room was great, and the view from the patio looking through the palm trees was fantastic. The staff was friendly and helpful. The weather turned cold and we were not able to take advantage ...

Reviewed on 9 Feb 2026

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! (551 reviews)
Easy checkin online. Easy access to unit. Very clean. A lot of great amenities on the property that we didnt get to use due to weather.

Reviewed on 30 Jan 2026

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 featuring a sandy 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
Curry Hammock State Park featuring a beach and kayaking or canoeing

Curry Hammock State Park

4.5/5(2 reviews)

Go camping near mangroves, bird-watching beneath a thick canopy or kayaking between the islands of this scenic state park in the Middle Keys.

Curry Hammock State Park
Crane Point Museum and Nature Center featuring general coastal views

Crane Point Museum and Nature Center

You can spend an afternoon exploring the galleries in Crane Point Museum and Nature Center in Marathon. Discover the area's beautiful sunsets or seek out its jogging trails.

Crane Point Museum and Nature Center

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.

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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.