Private Florida Keys Tour: Explore Key West

Embark on a private Florida Keys tour and explore the vibrant island city of Key West. Enjoy a narrated tour, designated driver, and plenty of free time to sightsee, dine, and experience the sunset. It’s a road trip adventure with a local guide!

Duration: 8 hours
Cancellation: 24 hours
Highlights
  • 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…
What's Included
  • Hotel pickup and drop-off
  • Local Driver/Professional Tour Guide
  • Live commentary on board
What's Not Included
  • Gratuities
Additional Information

Explore the unique island town of KEY WEST!
Take pleasure in a guided journey on our way there, and delight in island rhythms during our return trip.
FEATURES
• Take in the sights around Key West
• Experience a Key West sunset
• Plenty of Leisure Time
• Appointed Driver
• Guided Tour
Experience Key West your way! The driving is on us!
Tours,…

Location
Up The Keys
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.9
(15 Ratings)
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1 star
Samantha
Nov 28, 2024
Key West - Our day trip to Key West was perfect for us. Troy arrived at our residence at 11am in a very comfortable van. He was very friendly, knowledgeable and funny. He was available for questions even before the tour started. He provided suggestions of places for us to see and allowed us to tailor the trip to our needs. Whether you’re looking for a low key experience or a lot of big excitement, this is a great tour option I highly recommend!
Review provided by Tripadvisor
Eric_n
Nov 26, 2024
No hassle round trip to Key West - Scott did a wonderful job keeping us entertained and educated during the entire trip. He was always available at a moments notice to take us to the next location. I would highly recommend and will use them again if we get the chance!
Review provided by Viator
Lindasb4406qy
Jul 21, 2024
Great all day tour and entertainment - Scott picked us up at our accommodations mid morning and proceeded to WOW us all day. He gave us many options for our trip down to Key West. We had a terrific water front lunch, saw numerous Key deer and loved the bridge view vistas on the Overseas Highway. We toured Key West and had time on our own for shopping and watching the Mallory Square antics. We were four couples and we managed to wear our selves out. Scot was available to assist us at a moments notice and we enjoyed spending time with him and his stories during the drive and during the meals. After our busy day, we were thrilled to not have to drive back to Marathon on our own! Highly recommend this company. They are terrific to work with and will make sure that your trip exceeds your expectations!! Book your tour with Up The Keys and you will not be disappointed.
Review provided by Tripadvisor
Tisha_k
Jun 14, 2024
Worth the trip. - Scott was very knowledgeable about the area. He was very personable and made the trip enjoyable. Would highly recommend.
Review provided by Viator
Mstau002
Sep 4, 2023
Great day with friendly owners! - Our group of friends had a blast! Maddie was so accommodating and kind to book with and Scott made sure our trip went smoothly. Great communication and comfortable vehicle to explore the keys in!
Review provided by Tripadvisor
Damorelli
Mar 9, 2023
Great Tour for First Time Visitors to Key West - We spent a fun afternoon with Maddy. She introduced us to places that we had not visited, despite this being our 4th trip to KW. She is a gracious, typically nice Canadian who aims to please. I wouldn’t hesitate to recommend this company to give you a tour of the area. We saw many key deer, a couple of huge alligators and walked the historic bridges of the Keys. She also offered some recommendations of other things to see, restaurants, etc. we were offered cold water and granola bar during the tour. The van is comfortable and very nice. She offered to stop at a local coffee shop to grab some coffee but we had just eaten lunch before the tour. Put this tour on your to do list, especially if it’s your first trip to the Keys.
Review provided by Tripadvisor
Mattsh1220ks
Jul 5, 2022
Great Private Booze Cruise - We booked a private trip for 10 of us from Key West up to Marathon with 4 other stops on various keys for our own personal booze cruise. Maddy was awesome helping me choose some fun sites for our group. The van was prompt on pickup and was very open to letting us navigate our day if we wanted to make any last minute changes. I would definitely recommend!
Review provided by Tripadvisor
Sharon_j
Feb 16, 2022
Great experience - Meghan was so friendly and informative. We learned a lot of local history from her. Her tips of where to go on the island were spot on. Mikey was very accommodating and friendly. He got us home safe and sound. Highly recommend!
Review provided by Viator
Schoppek
Sep 24, 2021
Z Brew Krewe - Pub Crawl - 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!!!
Review provided by Tripadvisor
802lauraz
May 9, 2022
Nice to be driven! - This was a private tour, meaning just the two of us were on the 15 person van. We rented a car for our Keys trip, so it was kinda odd that we did this. I thought it was more of a "party" trip with others. For some reason, I also thought beverages were included; they are not, except water. The driver was wonderful and knew lots about the Keys and Key West in particular. You don't actually stop anywhere though. You get driven past the sight seeing highlights in Key West, which helps you get the lay of the land. Hours of free time and sun set watching on your own. Key West is plenty walkable so it was fun. I just wouldn't spend this much money to be driven anywhere again. To be clear, although I was confused on what the tour involved, the tour company called me the day before and made it clear we would not be stopping anywhere, just driving past sites.
Review provided by Tripadvisor
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up to 10 guests
1 Adult
January 2025
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