US · beach
Key West, FL
United States
Hemingway's island, sunsets at Mallory Square, Caribbean vibes without a passport
Dec-Apr ideal (72-82°F). Summer hot/humid with frequent storms. Hurricane risk Jun-Nov, esp. Sept.
When to visit
Award flights from the US
Economy
American AAdvantage
+ $20 taxes
AA economy JFK-EYW via MIA (regional jet last leg)
Chase Ultimate Rewards
via Southwest Rapid Rewards
+ $30 taxes
Chase UR → Southwest to MIA/FLL, then drive 4h (Overseas Hwy)
Business / First
American AAdvantage
+ $20 taxes
AA business JFK-MIA, then connect on regional
Cash equivalent: economy ~$350 · business ~$1,200 roundtrip from NYC
Award hotels
Hyatt Centric Key West Resort & Spa
Hyatt
Cat 6 — Old Town location, walk to Duval Street.
Casa Marina, A Waldorf Astoria Resort
Hilton Honors
Dynamic 70-120K. Historic 1920s beachfront.
The Reach Key West, Curio Collection
Hilton Honors
Dynamic — sister to Casa Marina, more contemporary.
What to see & do
Mallory Square Sunset Celebration
Nightly street performers + sunset over the Gulf — Key West tradition since the 1960s.
Hemingway Home
Author's 1851 home with 60 six-toed cats. Tours daily.
Southernmost Point Buoy
Iconic colorful concrete buoy, 90 miles from Cuba. Photo op (with queue).
Duval Street
24-hour party street with bars, drag shows, live music.
Dry Tortugas National Park
70 miles west by ferry/seaplane — Fort Jefferson + pristine snorkeling.
Cuban Coffee Queen
Local cafecito + cubano sandwich shop. Bustling local favorite.
Monthly weather
| Month | Low | High | Rain |
|---|---|---|---|
| Jan | 65°F | 75°F | |
| Feb | 66°F | 76°F | |
| Mar | 69°F | 79°F | |
| Apr | 72°F | 82°F | |
| May | 76°F | 85°F | |
| Jun | 79°F | 88°F | |
| Jul | 80°F | 89°F | |
| Aug | 80°F | 89°F | |
| Sep | 79°F | 88°F | |
| Oct | 76°F | 85°F | |
| Nov | 71°F | 80°F | |
| Dec | 66°F | 76°F |
Best cards for this trip
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