If you’ve only got three days in Key West, this itinerary hits the highlights first and leaves room to slow down on your last day.
Day 1: Duval Street
Start your first day at Duval Street, which is the natural anchor point for a trip to Key West and usually worth arriving early for to beat the crowds. Spend the rest of the morning exploring the surrounding area on foot before settling into a relaxed afternoon.
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Day 2: Dry Tortugas and Beyond
On your second day, work Dry Tortugas into the morning and leave the afternoon open for a sunset sail or simply exploring at your own pace.
Day 3: Day Trip or Deeper Dive
For your final day, consider a day trip to Miami if you have the time — it’s a popular add-on for visitors to Key West and gives you a different perspective before you head home. If you’d rather stay local, use the day to revisit any spots that deserve a second look.
Tips for Planning Your Key West Itinerary
- Comfortable walking shoes go a long way in Key West, since most itineraries like this one involve a fair amount of time on foot between sights.
- Comfortable walking shoes go a long way in Key West, since most itineraries like this one involve a fair amount of time on foot between sights.
- Book your must-do tours and tickets before you arrive, especially anything involving Duval Street — popular time slots can sell out during busy periods.
Frequently Asked Questions
Is 3 days enough for Key West?
For most first-time visitors, yes — 3 days is enough to see the major highlights of Key West without feeling completely rushed, though a longer stay allows more room for day trips and slower exploration.
What should I see first in Key West?
Duval Street is the usual starting point for most itineraries, since it’s the anchor sight most visitors build their trip around.
Can I do a day trip during a 3-day visit to Key West?
Yes, a day trip to Miami is a popular way to use a third day, though it does mean less time in Key West itself — plan accordingly if you’d rather stay local.
Do I need to book tours in advance?
It’s recommended, particularly for anything at Duval Street or Dry Tortugas — booking ahead helps you avoid long lines and sold-out time slots.
Related: Key West airport to Key West City Center: Transfer Options (2026)
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