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
5.0
(20 Ratings)
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1 star
Pomerjo
Mar 21, 2025
Great time and a great experience - 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.
Review provided by Tripadvisor
Elisabeth
Mar 6, 2025
Wonderful day trip - We enjoyed this private day tour. Driver Troy showed us not only the highlights but also the special places of the Keys. He did so with great enthusiasm and flair and adapted the program well to our wishes. Much told about the history, flora and fauna but also about life on the Keys.
Review provided by Tripadvisor
David
Feb 10, 2025
Perfect day in the Florida Kays. - This was our first visit to the Florida Keys. We wanted a private tour to get the lay of the land and to get knowledge about the area. Troy picked us up at our rental in Marathon. Troy asked what we wanted to do. Troy offered to show us his favorite things. This turned out perfect for us. We spent more time on our trip to Key West than actually in Key West. Which was exactly what was best for us. We stopped at Troy's favorite restaurants in the lower keys and it was fantastic! We asked Troy to arrange a sunset cruise. Again, it was perfect. We could not have asked for a better day. Thank you, Troy!
Review provided by Tripadvisor
William_m
Jan 10, 2025
Key West tour - Troy was awesome! He had a great personality & was very knowledgeable about the area. As owner of the business, he took great pride in his approach. My wife and I would highly recommend this tour with Troy. OUTSTANDING
Review provided by Viator
954francislill
Dec 26, 2024
Troy’s tour of the Keys - Troy was lots of fun and so obliging. He was flexible and knowledgeable. He knew the best spots and swimming in the Atlantic Ocean was a highlight of my holiday in America. Exploring Key West with sunset photos to end the day was magical. I want to come back and explore more of the Keys. You can tell that Troy loves his job!
Review provided by Tripadvisor
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
From $84
up to 10 guests
4 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).