Florida Keys Vacations from ￥328,984

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The Latest Florida Keys Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was ￥519,826, price is now ￥328,984 per person
￥328,984
per person
Mar 25 - Mar 31
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.4/10 Very Good! (1,001 reviews)
AC - do not work or air movement- Only 1 channel for TV - Checking was long and felt distracting to do.

Reviewed on Jan 16, 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 ￥3,836,548, price is now ￥1,856,018 per person
￥1,856,018
per person
Mar 13 - Mar 18
found 1 day ago
Roundtrip non-stop flight included
Tokyo (HND) to Miami (MIA)
8/10 Very Good! (1 review)
EAST Miami

EAST Miami

5 out of 5
Downtown Miami
Save 100% on your flight
Price was ￥748,328, price is now ￥479,143 per person
￥479,143
per person
Mar 25 - Mar 31
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
9.2/10 Wonderful! (3,553 reviews)
I absolutely loved the place. Highly recommend.

Reviewed on Jan 15, 2026

Hotel Riu Plaza Miami Beach

Hotel Riu Plaza Miami Beach

4 out of 5
Mid Beach
Price was ￥572,201, price is now ￥372,821 per person
￥372,821
per person
Mar 25 - Mar 31
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8/10 Very Good! (1,120 reviews)
Average hotel. Noticed few things during our stay. - The staff outside the hotel is "valet only" staff. Don't expect anyone to help you with your bags. - One day, our room was not made up. Looks like they are "scheduled". Not sure if they do it daily by default. - Zero sound-proof. We heard literally everything our room neighbors said. - We didn't rent a car but if you do, expect a front parking of just 4-5 cars. So, don't take a car with you. - No late checkout available. Good things. - The pool is good.

Reviewed on Jan 12, 2026

President Hotel

President Hotel

3.5 out of 5
South Beach
Price was ￥485,762, price is now ￥331,040 per person
￥331,040
per person
Mar 25 - Mar 31
found 9 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Miami (MIA)
8.4/10 Very Good! (1,775 reviews)
Great hotel.. everyone was great! We had a good time here

Reviewed on Jan 18, 2026

Where to stay in Florida Keys

Find the best Florida Keys areas and neighborhoods for the activities you enjoy most. Learn more about Florida Keys
Key West Historic District

Old Town Key West

2 out of top 10 points of interest in this area
4.5/5(226 area reviews)

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

Find hotels in Old Town Key West

Find the Best Florida Keys Vacation Packages

Florida Keys Hotel Deals

Chesapeake Beach Resort

Chesapeake Beach Resort

3.5 out of 5
83409 Overseas Hwy Islamorada FL
Fully refundableReserve now, pay when you stay
The price is ￥26,605 per night from Jan 29 to Jan 30
￥26,605
￥38,824 total
Jan 29 - Jan 30
includes taxes & fees
9.2/10 Wonderful! (1,631 reviews)
The check in was easy. The front desk employee was very kind. Our room was spotless. We spent the afternoon on the beach and used the kayak. We enjoyed breakfast. The omelet chef was awesome. Overall I was very happy with my stay

Reviewed on Jan 12, 2026

Chesapeake Beach Resort
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
61 Hawks Cay Blvd Marathon FL
Fully refundableReserve now, pay when you stay
The price is ￥44,218 per night from Jan 29 to Jan 30
￥44,218
￥60,794 total
Jan 29 - Jan 30
includes taxes & fees
8/10 Very Good! (1,000 reviews)
Beautiful place

Reviewed on Jan 14, 2026

Hawks Cay Resort
Isla Bella Beach Resort & Spa

Isla Bella Beach Resort & Spa

5 out of 5
1 Knights Key Boulevard Marathon FL
Fully refundableReserve now, pay when you stay
The price is ￥55,617 per night from Jan 19 to Jan 20
￥55,617
￥72,806 total
Jan 19 - Jan 20
includes taxes & fees
9/10 Wonderful! (1,078 reviews)
The room was amazing.... Mahina was 5* dining The beach unfortunately do not plan to swim there or snorkel which is #1 for me personally to free swim and snorkel... The pools amazing.. Thr attention to detail and placment of amenities excellent except if you are in last building where volleyball ...

Reviewed on Jan 12, 2026

Isla Bella Beach Resort & Spa
See all 8,405 properties in Florida Keys
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 Florida Keys

Duval Street featuring signage

Duval Street

Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.

Duval Street
Mallory Square which includes a sunset and a bay or harbor as well as a large group of people

Mallory Square

Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.

Mallory Square
Smathers Beach showing a luxury hotel or resort, tropical scenes and a beach

Smathers Beach

Key West’s popular party beach has an electric atmosphere on the weekends and is a destination for water sports lovers.

Smathers Beach

What to do in Florida Keys

Aerial view of people snorkeling in Key West

Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast

￥7,039
per adult
94% of travellers recommend
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Key Largo Snorkeling Tour - rental mask, fins and vest INCLUDED

Key Largo Snorkeling Tour - rental mask, fins and vest INCLUDED

￥11,743
per adult
88% of travellers recommend
Key Largo Snorkeling Tour - rental mask, fins and vest INCLUDED
Key West Parasailing Downtown

Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides

￥12,518
per traveler
92% of travellers recommend
Bucket-List Parasailing In Downtown Key West - Highest & Longest Rides
See all activities in Florida Keys

Frequently asked questions

Can I cancel my flight booking to Florida Keys due to COVID-19?
If you've yet to book your tickets, read the terms and conditions of the airfare you're considering. If you've already reserved your flight to Florida Keys, make use of our Customer Service Portal. The information here will help determine which COVID-19 policies apply to your booking and guide you with the next steps.
What's the best way to find cheap flights to Florida Keys that have flexible change policies?
We understand that things can change from one minute to the next, so booking a flexible ticket with Expedia is a sensible idea. Just tick the "No change fee" box directly under the "Flexible change policies" filter. Your low-cost, flexible flight to Florida Keys is just a few clicks away.
What are some of the general tips for travelers to Florida Keys during the COVID-19 outbreak?
The COVID-19 pandemic has brought about dramatic changes to the way we travel. If you're planning an escape to Florida Keys, the following tips will help you navigate these new rules and challenges:
  • Research what, if any, rules or restrictions apply to both your origin and destination. It may not be possible to travel depending on local circumstances, so be sure to check before you lock something in.
  • When you pass through airport screening, keep your face mask on. You will be asked to briefly lower it for identification purposes. Anyone refusing to wear a mask may be fined and denied entry.
  • Avoid handing your boarding pass directly to a TSA employee. Instead, position the pass on the reader and then hold it up to allow the agent to visually inspect it.
  • TSA is now permitting passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on luggage. This will have to be removed from your bag for screening.
  • Put any personal items (phone, wallet and keys) in your carry-on rather than a bin to minimize handling during screening.
  • Separate any food you have for X-ray screening. Placing it in a clear plastic bag and into a bin reduces the need for a TSA employee to touch and inspect your belongings.

Which airlines fly to Florida Keys?
Delta is a leading airline servicing Florida Keys. Search for airfares to Key West Intl. Airport (EYW) and you'll have 191 Delta flights each month to pick from.
How can I find cheap tickets to Florida Keys?
An effective strategy for scoring cheap airfares is to be flexible with your travel dates. Begin with searching for your flight to Florida Keys, then click on the "flexible dates" box to see prices for nearby days. Another helpful hint? Book well in advance. To give you an idea of fares, was the best price for a flight to Florida Keys in the last seven days.
How much is a flight to Florida Keys?
The cost of a round-trip journey to Florida Keys in the last seven days ranged between and . If you were traveling one way from (), you could have gotten a great deal from only .
What are the most popular airports to fly into in Florida Keys?
Start planning your Florida Keys escape by securing one of the 1119 flights each month to Key West Intl. Airport (EYW). This is the region's main entry point.
When is the cheapest time to fly to Florida Keys?
Jet off on a Tuesday to boost your odds of picking up the cheapest deal to Florida Keys. Mondays are usually the second most affordable day to depart. Saturday is normally the most expensive day to fly anywhere.
How much is a plane ticket to Florida Keys?
In the last seven days, ticket prices to Florida Keys varied from to .
Which airlines with flights to Florida Keys employ COVID-19 cleanliness policies?
As passengers begin traveling once again, most reputable airlines have introduced social distancing and other important measures to help lessen the spread of COVID-19. Here are some of them:
  • 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.