Weekend trips from Key West

  1. Orlando / Fort Lauderdale
  2. Sanibel / Naples

For any of these trips, you could visit just the first or second destination if you want to do less driving and spend more time in the area.


Trip idea #1: Key West → Orlando → Fort Lauderdale → Key West


Key West to Orlando
leave Key West on Friday
1 hour → Marathon
1 hour → Key Largo
1.5 hours → Miami
1 hour → West Palm Beach
1.5 hours → Vero Beach
1.5 hours → Kissimmee
33 minutes → Orlando (stay Friday night)
view all routes
8 hours of driving

Orlando to Fort Lauderdale
leave Orlando on Saturday
48 minutes → Wild Florida Airboats & Gator Park
52 minutes → Yeehaw Junction
37 minutes → Vero Beach
1 hour → Jupiter
41 minutes → Delray Beach
33 minutes → Fort Lauderdale (stay Saturday night)
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4.5 hours of driving

Fort Lauderdale to Key West
leave Fort Lauderdale on Sunday
44 minutes → Miami
38 minutes → Robert Is Here, Inc.
1.5 hours → Key Largo
49 minutes → Bahia Honda State Park
29 minutes → Key West (back home)
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4 hours of driving

Total driving time for this trip is about 16.5 hours of driving.


Trip idea #2: Key West → Sanibel → Naples → Key West


Key West to Sanibel
leave Key West on Friday
1 hour → Marathon
1 hour → Key Largo
1.5 hours → Miami
53 minutes → Everglades National Park
43 minutes → Alligator Alley
1 hour → Naples
1.5 hours → Sanibel (stay Friday night)
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7.5 hours of driving

Sanibel to Naples
leave Sanibel on Saturday
13 minutes → Captain Nemos
15 minutes → Sun Harvest Citrus
11 minutes → Gulf Coast Main Street
11 minutes → Estero
14 minutes → Bonita Springs
17 minutes → Steamers of Naples
14 minutes → Pelican Larry’s Raw Bar & Grill
12 minutes → Naples (stay Saturday night)
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2 hours of driving

Naples to Key West
leave Naples on Sunday
43 minutes → Alligator Alley
53 minutes → Everglades National Park
44 minutes → Miami
38 minutes → Robert Is Here, Inc.
1.5 hours → Key Largo
49 minutes → Bahia Honda State Park
1 hour → Key West (back home)
view all routes
6 hours of driving

Total driving time for this trip is about 15.5 hours of driving.



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Discover weekend getaways from Key West and explore places that are easily drivable for a short 3-day trip or a longer weekend if there's a holiday or you can get time off. Once you've picked a destination, you can search for alternate routes that might have more interesting stops along the way. If you're looking for all of the possible destinations, try searching for a radius of 50 miles from Key West up to 200 miles from Key West or anything in between. If you don't have enough time for a long weekend, try searching for day trips from Key West, or you can make Key West your destination instead. If you have more time, you can plan a drive from Key West to Harbour Island.