Grassy Key Vacations from ￥75,892

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The Latest Grassy Key Vacation Packages

Price found within the past 48 hours. Click for updated prices.
The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Price was ￥111,138, price is now ￥75,892 per person
￥75,892
per person
Jun 28 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
8.2/10 Very Good! (1,844 reviews)
El hotel tenía todo lo que yo necesitaba para mi estancia; cerca de los lugares populares de la zona, de la playa, para salir a caminar y luego de un dia de actividades , llegar al hotel a descansar. Lo recomiendo al 100 y claro que volvere

Reviewed on May 24, 2026

President Hotel

President Hotel

3.5 out of 5
South Beach
Price was ￥125,351, price is now ￥81,926 per person
￥81,926
per person
Jun 28 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
8.4/10 Very Good! (2,361 reviews)
Beyond pleased with this hotel! Will stay again! Highly recommended!

Reviewed on May 26, 2026

Nobu Hotel Miami Beach

Nobu Hotel Miami Beach

5 out of 5
Mid Beach
Save 100% on your flight
Price was ￥212,938, price is now ￥140,261 per person
￥140,261
per person
Jun 28 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
8.6/10 Excellent! (1,365 reviews)
Absolutely loved our stay here. The rooms were gorgeous and the staff was so friendly and attentive. The food and drinks were amazing. We loved the private adult pool and the beach! We will be back

Reviewed on May 24, 2026

Kimpton EPIC Hotel by IHG

Kimpton EPIC Hotel by IHG

5 out of 5
Downtown Miami
Price was ￥137,756, price is now ￥100,512 per person
￥100,512
per person
Jun 28 - Jul 1
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Miami (MIA)
9/10 Wonderful! (2,469 reviews)
Room was exactly as described, concierge was helpful and accommodated both my early check-in & late check-out. Amenities were clean & conveniently located. Staff were amazing overall, truly enjoyed myself. Traveled solo and felt extremely comfortable and safe. Was also conveniently located just short 7 minute walk into Brickell City.

Reviewed on May 26, 2026

Fontainebleau Miami Beach

Fontainebleau Miami Beach

4.5 out of 5
Mid Beach
Price was ￥503,527, price is now ￥368,922 per person
￥368,922
per person
Jul 30 - Aug 5
found 23 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.4/10 Very Good! (8,206 reviews)
The property itself was amazing. I would have haven it 5 stars, but the valet staff wasn’t as good. Pulled up to the hotel and was informed to park on the side as they helped other cars before us. Took them about 5mins to help us. Other than that it was a great experience got a free upgrade because of my Expedia status.

Reviewed on May 26, 2026

Find the Best Grassy Key Vacation Packages

Grassy Key Hotel Deals

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 ￥15,785 per night from May 31 to Jun 1
￥15,785
￥24,909 total
May 31 - Jun 1
includes taxes & fees
8.2/10 Very Good! (968 reviews)
"Was only here one day with the fam, but we had a great stay. The hideaway cafe is a real gem too, and we didn’t know the you get discount at the restaurant if you stay here, plus the free breakfast"

Reviewed on May 25, 2026

Rainbow Bend Resort
Grassy Flats Resort & Beach Club

Grassy Flats Resort & Beach Club

4 out of 5
58182 Overseas Hwy Marathon FL
The price is ￥37,978 per night from Jun 2 to Jun 3
￥37,978
￥50,354 total
Jun 2 - Jun 3
includes taxes & fees
9.4/10 Exceptional! (446 reviews)
"The room was clean and spacious. The staff were genuinely friendly they seemed like they enjoyed being there. Breakfast was next door and convenient. The pools were clean and the tiki bar was added to the ambiance."

Reviewed on May 24, 2026

Grassy Flats Resort & Beach Club
Gulf View Waterfront Resort

Gulf View Waterfront Resort

2.5 out of 5
58743 OVERSEAS HWY Marathon FL
The price is ￥25,617 per night from Jun 2 to Jun 3
￥25,617
￥28,818 total
Jun 2 - Jun 3
includes taxes & fees
8.4/10 Very Good! (576 reviews)
"The property room and amenities were nicely maintained at felt clean and comfortable. The view of the golf from the balcony was lovely. I would stay here again."

Reviewed on May 23, 2026

Gulf View Waterfront Resort
See all 2,367 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.

Discover the most popular places to visit in Grassy Key

Sombrero Beach

Sombrero Beach

4.5/5(428 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(841 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

What to do in Grassy Key

Mangroves and Manatees - Guided Kayak Eco Tour

Mangroves and Manatees - Guided Kayak Eco Tour

￥10,826
per adult
92% of travellers recommend
Mangroves and Manatees - Guided Kayak Eco Tour
Marathon: Rhum Runner Aqua Park Adventure

Marathon: Rhum Runner Aqua Park Adventure

￥5,903
per adult
Marathon: Rhum Runner Aqua Park Adventure
Sunset Cruise

Sunset Cruise

￥13,988
per adult
100% of travellers recommend
Sunset Cruise
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 travelers 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 vacation 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 favorite 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 travelers like to start their vacation 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.