Key West, FL Vacation Packages
At the end of the 113-mile Overseas Highway in the Florida Keys is the vibrant town of Key West, the southernmost point in the continental United States. The `Conch Republic`, just 90 miles from Cuba, has a flair and attitude all its own, which you can see out on Duval Street and Mallory Square, places to see and be seen. Grab a cold drink and enjoy the relaxing and welcoming tropical atmosphere only Key West knows how to provide.
Best Key West, FL Vacation Packages:
The Best Key West Getaway
5 nights from $1,383*
An epic vacation at one of Florida`s best cities!. Get ready to enjoy Key West (island city that is part of the Florida Keys archipelago, known for its coral reefs, famous for watersports, lively nightlife and beaches): from visit multiple locations and learn about the spooky histories and haunted happenings from your guide, to enjoy the sunset from the water on cruise, to sailing adventure and water sports like kayaking, snorkeling, parasailing and more....there is no way to be bored!.
Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city while enjoying included, curated activities that enhance your experience!
Other Key West, FL Vacation Packages:
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Take Florida into your own hands, travelling between popular cities with a rental car. Visit Miami (well known for fun in the sun - from sandy shores to its infamous parties), Key West and Key Largo (first city of the fabulous Florida Keys and the self-proclaimed Dive Capital of the World).
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Driving Time
Key Largo - Miami : 1 hr. 20 mins. approx.
Easily upgrade your vacation to a Experience Series, featuring upgraded hotels, premium-class trains, and private activities including city tours and more!
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Venture through beautiful sunny Florida with a Rental Car. Combine Miami (the city and the metropolitan area are well known for its beaches, such as Miami Beach and South Beach) and Key West (a U.S. island city that is part of the Florida Keys archipelago, known for its coral reefs).
Fully Flexible Itinerary: Personalize your hotels, transportation, and length of stay in each city. Easily add curated experiences to complete your journey.
Driving Time
Miami - Key West: 4 hr. approx.
Key West - Miami: 4 hr. approx.
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Map of Key West
Hotels and Activities
More to Explore
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Take the fantastic 127.5-mile drive along the Overseas Highway (US1) from Miami crossing over 42 bridges and connecting 34 islands down to the stunning Florida Keys and fascinating Key West.
SUGGESTED Key West, FL VACATION PACKAGES:
USA Customer Reviews
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Overall, my experience, the trip masters was good, but but I had a problem you couldn’t help. The reason I say this is that we had a problem with a ho ...Traveled on:9/24/2026
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The hotel in Washington DC was very small and the bathroom offered little space and privacy. However, the hotel was eccentric and had fun decorations. ...Traveled on:8/24/2026
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You guys are great! Keep being awesome ...Traveled on:6/12/2026
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It was an excellent trip ...Traveled on:6/5/2026
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I liked the car rental, hotels, flights, and locations. It was quite an adventure! It would have been nice to know of the one-way car rental fee more ...Traveled on:3/29/2026
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