Destination

Key West, United States: trips from $536

Key West is the end of the road, a small island of pastel conch houses, sunset celebrations and reef snorkelling at the tip of the Florida Keys.

Peaceful white sandy beach with palm trees in Key West under a clear blue sky.
Photo: Vincent Gerbouin / Pexels, Pexels License

Trips to Key West from every city

Cheapest first, per person, round trip, taxes and fees included.

Lowest fares to Key West by city, last 30 days

FromLowest, 30 daysChecks
Orlando$1471
Baltimore$3061
Raleigh-Durham$3171
Chicago$3191
Hartford$3402
San Juan$3421
Minneapolis$3901
Buffalo$4461
Boston$4692

When to go

Best months for Key West
MonthSeason
Januarybest
Februarybest
Marchbest
Aprilbest
Maybest
Junefine
Julyfine
Augustavoid
Septemberavoid
Octoberavoid
Novemberbest
Decemberbest
  • October: Fantasy Fest brings costumes and crowds in late October
  • June, July, August, September, October, November: Hurricane season; hotel rates drop in late summer

August, September, October: Peak hurricane season; many visitors wait until November

Where to stay in Key West

  • Old Town: Conch houses, Duval Street bars and most sights within walking distance.
  • Duval Street: Right in the thick of the bars and live music.
  • Truman Annex: Quiet gated streets steps from Old Town and Fort Zachary Taylor beach.
  • New Town: Chain hotels near the airport and Smathers Beach at lower rates.

What to do in Key West

  • Watch the sunset celebration in Mallory Square
  • Tour the Ernest Hemingway Home and meet its six-toed cats
  • Snorkel or dive the reef at Dry Tortugas National Park
  • Drive the Overseas Highway across the Seven Mile Bridge
  • Eat key lime pie on Duval Street

Good to know

AirportsKey West International (EYW), Miami International (MIA)
Passport for US citizensno
Price levelluxury
Time zoneAmerica/New_York
Kind of tripisland, beach, nightlife, romantic, history

Key West in pictures

Questions about Key West

When is the best time to visit Key West?

January, February, March, April, May, November and December. August, September, October: Peak hurricane season; many visitors wait until November

Do US citizens need a passport for Key West?

No. Key West is a domestic trip; a government photo ID is enough.

What is the cheapest flight to Key West right now?

Key West from Boston, Nov 27–30, 2026, from $536 per person round trip, is the cheapest trip we have published; the full list is on this page.

How expensive is Key West on the ground?

Key West is luxury by US standards: plan about $190 per person per day for food, getting around and tickets.