Fleming Key Vacations from ￥253,200

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The Latest Fleming 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 ￥367,033, price is now ￥253,200 per person
￥253,200
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.2/10 Very Good! (1,491 reviews)
Stayed at the Penguin for the first time and had a great experience. The room was clean and comfortable. Staff was courteous and helpful upon arrival. Would recommend this property and would stay here in the future

Reviewed on Oct 31, 2025

Bentley Hotel South Beach

Bentley Hotel South Beach

4 out of 5
South Beach
Save 100% on your flight
Price was ￥587,626, price is now ￥351,900 per person
￥351,900
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9.4/10 Exceptional! (390 reviews)
Everything was perfect. I will recommend this hotel excellent.

Reviewed on Oct 28, 2025

President Villa

President Villa

3.5 out of 5
South Beach
Price was ￥382,114, price is now ￥259,359 per person
￥259,359
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.2/10 Very Good! (1,000 reviews)
Very nice staff. Very accommodating.

Reviewed on Oct 28, 2025

President Hotel

President Hotel

3.5 out of 5
South Beach
Price was ￥377,764, price is now ￥257,582 per person
￥257,582
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.4/10 Very Good! (1,905 reviews)
The staff is very helpful with information specially Henry and the lady who works at the same desk when he is off duty. Even the guy who is parking cars offered a usufull information about the area.

Reviewed on Oct 29, 2025

Maison Felix

Maison Felix

2 out of 5
North Beach
Price was ￥438,254, price is now ￥306,754 per person
￥306,754
per person
Dec 1 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
No reviews

Find the Best Fleming Key Vacation Packages

Fleming Key Hotel Deals

Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4 out of 5
5950 Peninsular Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ￥27,587 per night from Nov 3 to Nov 4
￥27,587
￥40,014 total
Nov 3 - Nov 4
includes taxes & fees
8.8/10 Excellent! (1,730 reviews)
This was my 4th year in a row staying at this property. Great views and a great location.

Reviewed on Oct 28, 2025

Oceans Edge Key West Resort, Hotel & Marina
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4 out of 5
3820 North Roosevelt Boulevard, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ￥13,744 per night from Dec 1 to Dec 2
￥13,744
￥24,124 total
Dec 1 - Dec 2
includes taxes & fees
7.8/10 Good! (1,636 reviews)
Nice Hotel

Reviewed on Oct 26, 2025

Blue Flamingo Resort Key West
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ￥40,499 per night from Nov 23 to Nov 24
￥40,499
￥55,609 total
Nov 23 - Nov 24
includes taxes & fees
8.8/10 Excellent! (1,015 reviews)
The hotel is right on the beach, had all the amenities and walking distance from Duvall street and Mallory square. Sunsets were beautiful

Reviewed on Oct 25, 2025

Hyatt Centric Key West Resort and Spa
See all 2,815 properties in Fleming 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.

Frequently asked questions

Can I cancel my flight booking to Fleming Key due to COVID-19?
Our handy Customer Service Portal has useful information about canceling or changing your flight due to COVID-19. Before booking your tickets, it's smart to look over the terms and conditions of your chosen airline too.
What's the best way to find cheap flights to Fleming Key that have flexible change policies?
Search for your affordable flights to Fleming Key, then tick the "No change fee" box directly below the "Flexible change policies" filter. It really is that simple. We know that travel plans change and flexibility is essential, so book with confidence with Expedia.
What are some of the general tips for travelers to Fleming Key during the COVID-19 outbreak?
In the era of COVID-19, traveling today comes with more challenges than usual. Cast your eye over these helpful tips before hopping on your plane to Fleming Key:
  • Find out if any travel restrictions apply to your origin and destination before locking in your flight. Also check if there are any special conditions you'll need to follow on arrival, such as installing a contact tracing app.
  • When you go through airport checkpoints, do not remove your face mask. You will be required to lower it briefly for identification purposes. Anyone refusing to wear a mask may face civil penalties and may also be escorted from the building.
  • To minimize the risk of cross-contamination, position your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your pass directly to a TSA employee.
  • You are now allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on baggage. You'll have to remove it for X-ray screening.
  • Empty your personal items from your pockets, like your wallet and phone, and place them in your carry-on rather than the bins. This will minimize handling during screening.
  • Transport all 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 employee will need to open and touch your bag for inspection.

Which airlines fly to Fleming Key?
Let Delta get you there. This top carrier offers 191 services per month to Key West Intl. Airport (EYW), a Fleming Key gateway.
How can I find cheap tickets to Fleming Key?
Book in advance, fly in or out of nearby airports, avoid school vacation time — there are plenty of ways! Another one is to take advantage of Expedia's "flexible dates" feature. Find a Fleming Key flight, then check out the prices for nearby dates. In the last seven days, the best price for a flight to Fleming Key was .
How much is a flight to Fleming Key?
In the last seven days, round-trip tickets to Fleming Key sold for as little as and reached a maximum price of . For one-way fares departing from (), the cheapest seat during this same period was only .
What are the most popular airports to fly into in Fleming Key?
Fleming Key's main airport is Key West Intl. Airport (EYW). Get your next awesome adventure underway by reserving an airfare on one of the 1119 flights per month to this destination.
When is the cheapest time to fly to Fleming Key?
Try to jet off early on in the week to nab the best airfare to Fleming Key. Tuesday is commonly the most economical day to take off, followed by Monday. Saturday typically has the highest fares. This is because lots of people prefer to begin their break on a weekend.
How much is a plane ticket to Fleming Key?
In the last seven days, flights to Fleming Key cost between and . Prices depend on multiple things, particularly the departure time, airline, seating class and when you make your booking.
Which airlines with flights to Fleming Key employ COVID-19 cleanliness policies?
In response to the ongoing pandemic, the majority of airlines have adopted additional steps and actions to help their passengers and crew fly with peace of mind. These carriers include:
  • 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.