Marathon to Key West Private Tour of Florida Keys
Description
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.
Tour Options
Itinerary
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.
Experience the spectacular views along the Overseas Highway from the comfort of our customized touring van with panoramic windows.
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.
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.
Your guide will show you where Mallory Square is located so you can opt in for the nightly Sunset Celebration.
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!
Highlights
What's included
Pickup Locations & Times
Free Pick-up at your Hotel, Vacation Rental, Private Home, or any other requested location in Marathon, Duck Key, Layton, or anywhere in between!
Traveller Ratings
Important Information
- 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
Reviews(28)
Our driver Troy was fantastic! We all had a great time seeing all the sites in and around Key West. I would definitely recommend this for a group of friends.
Thank you so much for the wonderful review! I had a such a great time with you all. Troy
Troy was absolutely the best! The four of us had the best time on our private tour of the Keys. We left Duck Key and stopped a couple of places on our way to Key West. We let Troy know what we wanted to see and do and he added a few other adventures that added to our journey! Troy was very informative about the Keys and surrounding areas. We were able to check-out the local sights in Key West with out having to find a parking place or how to get around. We would highly recommend Troy as your private tour guide in the Keys!
Thanks so much for the awesome review! I had a great time showing you all around the Keys and adding in a few extra stops along the way. Glad you got to enjoy the sights without the hassle of parking or figuring out directions. Hope to catch you again next time you’re back in the Keys for another adventure! – Troy
We had an incredible private tour from Marathon to Key West, and it was truly one of the highlights of our time in the Keys. Troy is incredibly knowledgeable and brought the history of the islands to life with fascinating stories, fun facts, and great local insight. The stops along the way were thoughtful, interesting, and perfectly paced—places we never would have discovered on our own. The mix of history, culture, and humor made the day both educational and a lot of fun. If you’re looking for a personalized, engaging way to experience the Keys beyond the typical tourist spots, this is it. An amazing experience from start to finish.
Thank you Chris! I makes me happy to hear that. I absolutely love making your experiences enjoyable and memorable! Troy
Our tour guide was very polite, accommodating, knowledgeable, and friendly. He did an exceptional job.
Thank you! You have an amazing family! Thank you for choosing us to show you the keys! Troy
Our tour guide/driver Troy was amazing. He gave us several options for stops on our way to Key West. Then he gave us specific detailed options based on what we were interested in seeing. He also narrated the history and unique facts about the areas we were driving thru. He was very easy going which was great for our laid back comical group of friends. He had multiple suggestions for good restaurants and bars. It was a fun, interactive adventure for our group and we would not hesitate to use Up The Keys Tours again.
Thank you so much for the awesome review! It was a blast spending the day with your crew, and your laid-back, comical vibe made the drive fly by. Glad you enjoyed the different stop options, the stories along the way, and some of my favorite restaurant and bar suggestions. Next time you are heading up or down the Keys, reach out and let’s plan another adventure together! Troy
We just got off the Virgin voyage and had DiDi as our tour guide. She was knowledgeable and took our group on a delightful tour. I especially enjoyed the neighborhood she took us to with the active airstrip the center of the neighborhood (got to see a small plane takeoff from this private airstrip). There were several hidden treasures she got to show us. We enjoyed our time with her immensely. A lot of people come looking for an affordable tour, you can’t go wrong with this one!
Thank you so much for sharing your experience! We’re thrilled to hear you had such a wonderful time with DeeDee and enjoyed exploring the hidden treasures of the area. Watching a plane take off from that private airstrip is always a fun surprise! Your kind words mean a lot to our team, and we’re glad to know you found the tour both enjoyable and great value. We hope to welcome you back for another adventure soon! Troy
Troy was our driver and was the best! He made sure that he gave us information so that we could make choices about where to go and what to see. His knowledge of the Keys and Key West was so entertaining and helpful. Hands down, book this tour! We ranged in age from 4 to 64 and everyone enjoyed a wonderful day of sightseeing and adventure!
Thank you so much for the outstanding review! You guys were an amazing group. I look forward to seeing you again.. Troy
Troy was a great tour guide. We thoroughly had a wonderful time. He went over and above to make our tour fun. Van was very comfortable.
Thank you for your great review. I do like to make my tours memorable. You guys were great! Hope to see you again! Troy
Troy gave us an excellent tour. On ti.me, many options,. Very knowledgeable and friendly. We highly recommend his tour service.
Thank you so much for the outstanding review. You guys were a lot of fun! Hope to see you again! Troy
Great experience and a lot of fun. It started with a great tour guide who drove us from Marathon to Key West. Our driver Troy went out of his way to make the trip a great experience and shared a lot of history and general information about the keys. Everyone had a great time and would do it again.
I appreciate the great review! I tried my best to make everybody’s experience, enjoyable and Memorable. I tried to customize the experience to each individual group. Thank you Troy
