Private Tour of Florida Keys from Marathon to Key West

Recommended by 100% of travelers

Badge of Excellence

Key West, USA

8 hours (approx.)
Pickup offered
Group discounts
Mobile ticket
Offered in: English

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Overview

Ideal for travelers short on time, this private tour covers the best of Key West in one day from Marathon. Highlights include stops at the Hemingway House, Mile Marker Zero, and Mallory Square at sunset. Enjoy roughly three hours of free time to explore at your own pace. Upgrade to include a sunset sail, dinner cruise, or other Key West attractions.

A private day trip to Key West from Marathon or Duck Key
Sightseeing with several hours of free time in Key West
Add a sunset sail, dinner cruise, or more Key West attractions
Round-trip transport from anywhere between Marathon and Duck Key

What's Included

Local Driver/Professional Tour Guide
Live commentary on board
Hotel pickup and drop-off

Gratuities

Meeting and Pickup

Pickup points

Select a pickup point

Pickup details

Free Pick-up at your Hotel, Vacation Rental, Private Home, or any other requested location in Marathon, Duck Key, Layton, or anywhere in between!

Operating hours
.11:00 am

Itinerary

Up The Keys

3 hours • Admission Ticket Included

The Overseas Highway (Pass By)

Key West

4 hours • Admission Ticket Free

Seven Mile Bridge (Pass By)

Mallory Square (Pass By)

Key West Historic Seaport (Pass By)

Additional Info

Confirmation will be received at time of booking
Not wheelchair accessible
Stroller accessible
Service animals allowed

Near public transportation
Infant seats available
Most travelers can participate
This is a private tour/activity. Only your group will participate

Supplied by

Cancellation Policy

You can cancel up to 24 hours in advance of the experience for a full refund.

Traveler Photos

Gallery picture 1 (from a traveler's review)

Gallery picture 2 (from a traveler's review)

Gallery picture 3 (from a traveler's review)

Gallery picture 4 (from a traveler's review)

Gallery picture 5 (from a traveler's review)

Reviews

5.0

based on 27 reviews

Total reviews and rating from Viator & Tripadvisor

We perform checks on reviews

Highly recommend Troy and Up the Keys!

Chris_W, Jan 2026

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.

Response from Host, Jan 2026

Thank you Chris! I makes me happy to hear that. I absolutely love making your experiences enjoyable and memorable! Troy

Great tour

Roger_V, Jan 2026

Our tour guide was very polite, accommodating, knowledgeable, and friendly. He did an exceptional job.

Response from Host, Jan 2026

Thank you! You have an amazing family! Thank you for choosing us to show you the keys! Troy

Perfect day trip.

Darlene_A, Dec 2025

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.

Response from Host, Dec 2025

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

Book this tour with no hesitation!

Carrie_R, Jul 2025

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!

Response from Host, Jul 2025

Thank you so much for the outstanding review! You guys were an amazing group. I look forward to seeing you again.. Troy

Troy gave us an excellent...

Robert_B, Jun 2025

Troy gave us an excellent tour. On ti.me, many options,. Very knowledgeable and friendly. We highly recommend his tour service.

Response from Host, Jun 2025

Thank you so much for the outstanding review. You guys were a lot of fun! Hope to see you again! Troy

Key West tour

William_M, Jan 2025

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

Response from Host, Jan 2025

Thank you for the amazing review!. I throughly enjoyed you guys!. Very Very fun!. I look forward to seeing you again ! Troy

No hassle round trip to Key West

Eric_N, Nov 2024

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!

Response from Host, Nov 2024

Thank you so much for the review! Scott is a really good guide and an amazing person! I’m really glad you enjoyed your tour! Looking forward to seeing you again Troy

Worth the trip.

Tisha_K, Jun 2024

Scott was very knowledgeable about the area. He was very personable and made the trip enjoyable. Would highly recommend.

Response from Host, Jun 2024

We're so glad you enjoyed it! Thank you for your recommendation, happy travels :)

Great experience

Sharon_J, Feb 2022

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!