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Departure City: New York City

Destination: Key West , FL

Dates: All Dates

Change your departure city  |  Modify your search  |  Package prices are based on double occupancy and include all tax recovery charge & service fees.


Flight + Hotel

(optional car available) 

Flight + Car

Your dates from $336

Destination Dates Price per Person
Key West, FL
All Dates from $340
See options below

Available Dates

Destination Dates Price per Person
Key West, FL
Fri, Nov, 20 - Mon, Nov 23 from $660
Key West, FL
Sat, Nov, 21 - Mon, Nov 23 from $608
Destination This Weekend Price per Person
Key West, FL
Leaving Fri, Nov 20
    Returning Sun, Nov 22
    Returning Mon, Nov 23
    Returning Tue, Nov 24

from $340
from $660
from $824
Key West, FL
Leaving Sat, Nov 21
    Returning Mon, Nov 23
    Returning Tue, Nov 24

from $608
from $772
Destination Next Weekend Price per Person
Key West, FL
Leaving Wed, Nov 25
    Returning Mon, Nov 30

from $928
Key West, FL
Leaving Thu, Nov 26
    Returning Mon, Nov 30
    Returning Tue, Dec 1

from $877
from $987
Key West, FL
Leaving Fri, Nov 27
    Returning Mon, Nov 30
    Returning Tue, Dec 1

from $796
from $824
Key West, FL
Leaving Sat, Nov 28
    Returning Mon, Nov 30
    Returning Tue, Dec 1

from $605
from $633
Destination More Weekends Price per Person
Key West, FL
Leaving Thu, Dec 3
    Returning Sun, Dec 6
    Returning Mon, Dec 7
    Returning Tue, Dec 8

from $605
from $613
from $647
Key West, FL
Leaving Fri, Dec 4
    Returning Sun, Dec 6
    Returning Mon, Dec 7
    Returning Tue, Dec 8

from $579
from $587
from $621
Key West, FL
Leaving Sat, Dec 5
    Returning Mon, Dec 7
    Returning Tue, Dec 8

from $452
from $485
Key West, FL
Leaving Thu, Dec 10
    Returning Sun, Dec 13
    Returning Mon, Dec 14
    Returning Tue, Dec 15

from $599
from $582
from $615
Key West, FL
Leaving Fri, Dec 11
    Returning Sun, Dec 13
    Returning Mon, Dec 14
    Returning Tue, Dec 15

from $529
from $512
from $545
Key West, FL
Leaving Sat, Dec 12
    Returning Mon, Dec 14
    Returning Tue, Dec 15

from $452
from $441

Compare your options instantly! We have already priced alternatives based on your search so you can easily find the best deal for you.

Other Florida Destinations

Destination Dates Price per Person
West Palm Beach, FL
All Dates from $242
Tampa, FL
All Dates from $244
St. Petersburg/ Clearwater, FL
All Dates from $246
Orlando, FL
All Dates from $246
Fort Lauderdale, FL
All Dates from $252
Boca Raton, FL
All Dates from $253

Other Beach Destinations

Destination Dates Price per Person
Key Largo/ Islamorada, FL
All Dates from $268
Sarasota, FL
All Dates from $291
Long Beach, CA
All Dates from $291
Santa Barbara, CA
All Dates from $388

Key West: Why Go

Key West, FL: The Fun Also Rises
Whether your idea of fun involves margaritas or following in the steps of literary giants, the options are endless in Key West. So go ahead, conch yourself out!

People who live in Key West call themselves "conchs," but people who come for extended stays call themselves everything from novelists to rock stars. In the novelist category: Ernest Hemingway, who lived in town on and off for 30 years. You can tour his house, see his writing room, and even pet his cats (well, their six-toed descendents) on Whitehead Street.

Speaking of writers, you can pay homage to Robert Frost at his writing cottage on Caroline Street--that's right, even the Bard of the North sometimes felt the need to trade snowy woods for Florida sand. While you're there, be sure to visit the adjacent Heritage House Museum for a look at what life was like during Key West's short happy life as the cigar capital of the South.

For a change in latitude, head over to Jimmy Buffet's Margaritaville Cafe. Have a cheeseburger in paradise and let the good times roll at this clean, well-lighted place for libations.

But don't spend your whole stay with your nose in a book--or a margarita glass. Hit the beach, or take to the waves on a fishing expedition. (Hint: Just cruise the charter-boat haven of Mallory Square to find the operation that suits you best.) Or, stroll the moveable feast for the senses that is Duval Street, the backbone of Key West's nightlife. Surrounded by parrot heads, club kids, and the occasional drag queen, (and only 90 miles from Cuba) you might just feel like you're in another country.

Editor's Key West Picks

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