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Private Tour of Florida Keys from Marathon to Key West

Overview
Visit the one-and-only island city of KEY WEST!

Enjoy a narrated tour on the way down, and island music on the way back.

HIGHLIGHTS
• See the sights in Key West
• Stay for the Key West sunset
• Plenty of Free Time
• Designated Driver
• Narrated Tour

Do what you want in Key West! We're doing the driving!

Sightsee, enjoy a happy hour, eat a nice dinner, check out Mallory Square at sunset, take a sunset sail, and more!

Sit back & enjoy the scenery as we drive down to Key West. Learn the history, culture, and ecology of the Florida Keys & Key West from your friendly local guide.

See the Southernmost Point, Hemingway's House, Mile Marker Zero, Sloppy Joe's, and Mallory Square

It's more like a road trip than a tour - ask questions, point out wildlife, make new friends.
City: Key West
Tue 24 Jun
i
You can choose the date already on the booking website
Starting at $235.00
Tue 24 Jun
Starting at $235.00
Make a reservation
What's Included
Hotel pickup and drop-off
Local Driver/Professional Tour Guide
Live commentary on board
Additional Info
  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby
  • Specialized infant seats are available
  • Suitable for all physical fitness levels
  • Hand sanitiser available to travellers and staff
  • Regularly sanitised high-traffic areas
  • Gear/equipment sanitised between use
  • Transportation vehicles regularly sanitised
  • Guides required to regularly wash hands
  • Regular temperature checks for staff
  • Contactless payments for gratuities and add-ons
What To Expect
1
Up The Keys
HIGHLIGHTS • Lots of free time in Key West • Designated driver • Narrated tour It's not an ordinary sightseeing tour. It's an extraordinary road trip among friends who just haven't met yet. You depart Marathon in a comfortable 15-passenger, air-conditioned van, and you'll travel over 20+ bridges on the Overseas Highway. Your driver is also your friendly local tour guide that entertains you with interesting stories and fun facts with a headset microphone set to a comfortable audio level. You are encouraged to ask questions and make comments and observe the wildlife and interesting sightings along the way.  See the Southernmost Point, Hemingway's House, Mile Marker Zero, Sloppy Joe's, and Mallory Square and then enjoy approximately 3 hours of free time in Key West to do whatever it is you want. Add a sunset sail, Key West attraction, or a dinner cruise to enhance your experience. We'll provide you with a list of suggested places to go and things to do. Arrive back in Marathon about 2 hours after sunset. You'll be picked up at your accommodations in Marathon or other specified location of your choosing. You'll receive an email with your pick-up time the day before your tour.
2
The Overseas Highway
Experience the spectacular views along the Overseas Highway from the comfort of our customized touring van with panoramic windows.
3
Key West
HIGHLIGHTS • World-Famous Key West Sunset • See Key West's iconic attractions • Lots of free time in Key West See the Southernmost Point, Hemingway's House, Mile Marker Zero, Sloppy Joe's, and Mallory Square and then enjoy approximately 3 hours of free time in Key West to do whatever it is you want. Add a sunset sail, Key West attraction, or a dinner cruise to enhance your experience. We'll provide you with a list of suggested places to go and things to do. You'll be picked up at your accommodations in Marathon or other specified location of your choosing. You'll receive an email with your pick-up time the day before your tour.
4
Seven Mile Bridge
We’ll drive over the iconic 7-Mile Bridge & revel at the 1912 historic original, which was the longest bridge in the world when it was built.
5
Mallory Square
Your guide will show you where Mallory Square is located so you can opt in for the nightly Sunset Celebration.
6
Key West Historic Seaport
We'll drop you off at the Historic Seaport so you can enjoy your free time from a convenient location. Duval Street & Sloppy Joe's is only 2 blocks away!
7
Duval Street
Experience world-famous Duval Street during your free time in Key West! Enjoy the countless bars, restaurants, shopping, and world-class people-watching.
8
Southernmost Point
We'll drive by the Southernmost Point so you can see it & photograph it from the van. You'll have plenty of time to go on your own for more pictures.
Show 5 more stops
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Traveler Photos
Reviews (7)
SchoppeK
Sep 2021
Kim is AWESOME!! She took a large group of us from Key West up to the two Breweries in Islamorada. We made a lot of pits stops along the way and back ... She kept us on task and told us a lot about the areas and sites as we made the drive. I HIGHLY recommend contacting Kim if your needing a tour guide/driver. KIM ROCKS!!!
Response from Host
Sep 2021
Ha Ha Ha! "Kept you on task..." Sure was fun trying! hahaha Thank you for your fun 5-Star Review! It was my pleasure to spend the day with you and your group. I look forward to seeing you on your next visit to Key West. -Kim
Craig F
Sep 2021
Kim is the best. She picked up our group of 10 adults and took us to our choice of breweries and bars up the Keys. She was entertaining and kept us informed of where we were and lots of great information.
Response from Host
Sep 2021
Thank you for your awesome 5-Star Review! Y'all were quite entertaining for me as well! I'm glad you had fun and look forward to your next visit to the Keys! -Kim
Vickerydk
Jan 2020
On Jan. 15th our party of 4 used Up The Keys to transport us to Key West and give us the opportunity to sit back, relax, and drink some adult beverages. Riding with Kim was a great find. Kim is very personable, knowledgeable, and made our trip quite enjoyable. Thanks Kim! We may see you again on a future trip.
Response from Host
Jan 2020
Thank you for your lovely 5-star review! We are so glad you enjoyed your tour and your guide. We look forward to seeing you again on your next trip to the Florida Keys. Happy travels,

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