Verdict
Key West Day-Trip

Key West Day-Trip

A long but iconic drive down the Overseas Highway to the southernmost point of the US.

The call

Worth it if you are watching the budget and you are traveling as a couple.

Independent, never pay-to-rankGraded for who you areVerified 2026-06-17How we decide

Why

  1. 01

    The drive itself is the attraction — the Seven Mile Bridge and turquoise straits are unforgettable, and Key West has Hemingway's house, Mallory Square sunsets, and Duval Street's party.

    Our read
  2. 02

    The catch: it's ~3.5 hours each way, so a day-trip means most of your day in the car and only a few hours there — it really wants an overnight.

    Our read

Is it a fit?

Go if

Think twice if

  • You are traveling with kids

    With kids, skip Key West Day-Trip.

  • You only have one day

    Keep Key West Day-Trip only when it outranks a half-day elsewhere.

  • You want the trip to feel easy

    Key West Day-Trip offers some relaxation, but not enough to make it the reason to go.

  • The night matters

    Key West Day-Trip offers some nightlife, but not enough to make it the reason to go.

Plan it well

Cost
Gas/tolls or tour ~$70+; do as overnight ideally
Timing
Leave at dawn to maximize hours there; ideally make it an overnight.
Booking
If touring, ~$70+ per person; book the Hemingway Home online.
Allow
Full long day (12+ hrs)
Accessibility
Old Town Key West is mostly flat; the long drive is the main barrier.
Getting there
~160 miles / 3.5 hrs via the Overseas Highway; drive or take a day-tour bus.

Consider instead

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