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.
Crest Hotel Suites

Crest Hotel Suites

3.5 out of 5
South Beach
Price was €2,260, price is now €1,490 per person
€1,490
per person
29 Dec - 5 Jan
found 1 day ago
Return direct flight included
Munich (MUC) to Miami (MIA)
7.8/10 Good! (1,000 reviews)
Nice little boutique hotel walking distance to everything

Reviewed on 5 Oct 2025

President Villa

President Villa

3.5 out of 5
South Beach
Price was €2,700, price is now €1,601 per person
€1,601
per person
29 Dec - 5 Jan
found 1 day ago
Return direct flight included
Munich (MUC) to Miami (MIA)
8.2/10 Very Good! (1,000 reviews)
Right on one of the main boulevards, convenient parking nearby, clean room and polite staff. Limited breakfast options, expensive resort fee for amenities offered, no housekeeping offered unless u requested and stayed over 3 days.

Reviewed on 7 Jul 2025

The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Price was €2,804, price is now €1,662 per person
€1,662
per person
29 Dec - 5 Jan
found 1 day ago
Return direct flight included
Munich (MUC) to Miami (MIA)
8.2/10 Very Good! (1,491 reviews)
The hotel is old, rundown and very small rooms. The staff is amazing!! Very friendly and helpful, I give the staff 5 stars.

Reviewed on 25 Oct 2025

President Hotel

President Hotel

3.5 out of 5
South Beach
Price was €2,681, price is now €1,592 per person
€1,592
per person
29 Dec - 5 Jan
found 1 day ago
Return direct flight included
Munich (MUC) to Miami (MIA)
8.4/10 Very Good! (1,905 reviews)
The staff are very friendly and welcoming, and place is clean.

Reviewed on 25 Oct 2025

Casa Boutique Hotel

Casa Boutique Hotel

3 out of 5
South Beach
Price was €2,519, price is now €1,659 per person
€1,659
per person
29 Dec - 5 Jan
found 1 day ago
Return direct flight included
Munich (MUC) to Miami (MIA)
8.6/10 Excellent! (1,007 reviews)
Great staff, good location in Miami Beach.

Reviewed on 13 Oct 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 €139 per night from 27 Oct to 28 Oct
€139
27 Oct - 28 Oct
includes taxes & fees
8/10 Very Good! (753 reviews)
Clean and easy to check in, even after office hours.

Reviewed on 13 Oct 2025

Rainbow Bend Resort
Grassy Flats Resort & Beach Club

Grassy Flats Resort & Beach Club

2.5 out of 5
58182 Overseas Hwy, Marathon, FL
Fully refundableReserve now, pay when you stay
The price is €217 per night from 27 Oct to 28 Oct
€217
27 Oct - 28 Oct
includes taxes & fees
9.4/10 Exceptional! (324 reviews)
The staff was WONDERFUL! Receptive, responsive and so happy! They make your stay so special, everyone makes you feel like you are the only guest there! The bartender Jeff makes the BEST drinks, Lizzy and the office staff are all excellent. They know everything in the area that’s fun to do and the ...

Reviewed on 13 Oct 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! (508 reviews)
Second time staying, very convenient for us

Reviewed on 14 Oct 2025

Get rates
Gulf View Waterfront Resort
See all 2,302 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

Thumbs up!

Mangroves and Manatees - Guided Kayak Eco Tour

€57
per adult
96% of travellers recommend
Mangroves and Manatees - Guided Kayak Eco Tour
Marathon: Rhum Runner Aqua Park Adventure

Marathon: Rhum Runner Aqua Park Adventure

€32
per adult
Marathon: Rhum Runner Aqua Park Adventure
Marathon: Private Cable or Cable Kiteboarding Session

Marathon: Private Cable or Cable Kiteboarding Session

€151
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.