Key Largo/Islamorada to Key West Private Day Tour Florida Keys
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September 2026
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Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
5.0/5
Based on 10 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Key Largo/Islamorada to Key West Private Day Tour Florida Keys worth booking?
Key Largo/Islamorada to Key West Private Day Tour Florida Keys is a 10-hour experience in Miami, United States, from $169 per person. It scores 67 out of 100 on the Outty Ranking, which we label “Solid Choice”, based on a 5/5 rating across 10 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 67 / 100
- Rating
- 5/5 (10)
- Duration
- 10 hours
- From
- $169 per person
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. This is way more than just a shuttle service. HIGHLIGHTS • See the sights in Key West • Stay f
What you get
About this experience
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. This is way more than just a shuttle service. HIGHLIGHTS • See the sights in Key West • Stay for the Key West sunset • Plenty of Free Time • Stops of your choosing along the way • Designated Driver • Narrated Tour Do what you want in Key West! We're doing the driving! During your free time we recommend to sightsee, enjoy a happy hour, eat a nice dinner, check out Mallory Square at sunset, take a sunset sail. There's so much to do! 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. It's more like a road trip than a tour - ask questions, point out wildlife, stop to visit the Florida Keys landmarks of your choosing and more!
What's included
Included
- Local Driver/Professional Tour Guide
- Hotel pickup and drop-off
- Bottled water
- In-vehicle air conditioning
- Live commentary on board
Not included
- Gratuities
What you'll see and do
Seven Mile Bridge
The Old Seven Mile Bridge in Marathon, Florida, is a historic landmark and engineering marvel. Originally part of Henry Flagler's Overseas Railroad, completed in 1912 which was the longest bridge in the world when it was built., it linked the Keys by rail. After hurricane damage, it was converted for automotive use. Now, a 2.2-mile section is a beloved pedestrian and cycling path, offering stunning ocean views and access to historic Pigeon Key, which once housed railroad workers. It's a testament to ingenuity and a popular spot for recreation and enjoying the Keys' natural beauty.
Pass by without stopping
The Overseas Highway
Experience the spectacular views along the Overseas Highway from the comfort of our customized touring van with panoramic windows.
Pass by without stopping
Robbie's of Islamorada, located on the Overseas Highway, is a quintessential Florida Keys roadside attraction. Famous for its unique tarpon feeding experience, visitors can hand-feed massive "silver kings" right from the dock. Beyond this iconic activity, Robbie's is a bustling marina offering boat and kayak rentals, fishing charters, snorkeling trips, and jet ski adventures. It also features the Hungry Tarpon Restaurant, souvenir shops, and an open-air market, making it a lively, must-stop destination for families and adventurers exploring the Keys.
60 minutes here
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 of the Florida Keys! You depart in a comfortable 15-passenger, air-conditioned van, and you'll travel over 40+ 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. Once in Key West, enjoy approximately 3 hours of free time 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 or specified location of your choosing. You'll receive an email with your pick-up time the day before your tour.
180 minutes here · Admission included
Key West
HIGHLIGHTS • World-Famous Key West Sunset • See Key West's iconic attractions • Lots of free time in Key West During your free time we recommend you check out the Southernmost Point, Hemingway's House, Mile Marker Zero, Sloppy Joe's, Mallory Square, get lost in the island city of Key West! Ask us how to 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.
180 minutes here
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!
60 minutes here
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.
60 minutes here
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.
Mallory Square
Mallory Square in Key West is a captivating and fun destination, especially famous for its nightly Sunset Celebration. As dusk approaches, the waterfront transforms into a lively open-air festival. You'll find an eclectic mix of street performers – including jugglers, magicians, acrobats, and musicians – alongside local artisans, food vendors, and eager crowds. It's an energetic, quirky, and beloved Key West tradition offering spectacular views of the sunset over the Gulf of Mexico, making it a truly unique and memorable experience for all ages. Nearby shops, museums, and restaurants add to the appeal
60 minutes here
Where it starts and ends
Hotel pickup
Pickup is included for all travelers. Pickup begins about 15 minutes before departure.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 14 travelers per booking
- Operated by
- Up The Keys Tours
Know before you go
- Specialized infant seats are available
- Service animals allowed
- Public transportation options are available nearby
- Infants and small children can ride in a pram or stroller
- Suitable for all physical fitness levels
Photos
What travelers are saying
Outty’s summary of the themes that recur across 10 traveler reviews. Written by us, not quoted from reviewers.
The guide
7 mentionsTravelers single out the guide as the reason the experience works.
Knowledge and storytelling
3 mentionsReviewers describe the commentary as informative rather than scripted.
Small groups
3 mentionsThe group size is repeatedly described as intimate rather than packed.
Value for money
2 mentionsTravelers feel they got more than they paid for.
Food and drink
2 mentionsThe tastings and food stops are a highlight for most reviewers.
Good for families
2 mentionsReviewers traveling with kids report it landed well with their group.
Traveler reviews
10 verified traveler reviews for Key Largo/Islamorada to Key West Private Day Tour Florida Keys. Ratings and reviews provided by Viator and Tripadvisor.
Troy of the Keys
Troy was great! He showed the sights and provided a wealth of information about the Keys. He tailored the day to our requests, which worked out perfectly for our group. He advised us what to do and where to go. Our day was so fun! Lots of great memories. We loved that we didn’t have to drive and deal with parking as well. Thanks to Troy. Very personable and funny!
Response from the operator: Thank you so much for this awesome review! It was a blast spending the day with your group and I’m really glad the mix of sightseeing, local tips, and not having to worry about driving or parking all hit the spot. Hearing that you made lots of great memories is exactly why I love doing these tours. Hope to see you back in the Keys for another adventure soon! Troy
via Viator
Personalised and great value for money
We highly recommend this tour. Communication was excellent and easy pre tour and on the tour. When on the tour, Troy went out of his way to get to know us, and tailored the tour to cater to our interests, providing the best experience and enabling us to see things we would not have seen otherwise. We found the flexibility and tailored suggestions great - it was a unique and private experience with so much information provided - we learnt a lot about the area.
Response from the operator: I am so glad you enjoyed your tour! My goal is to make your experience as enjoyable and memorable as possible. I’m glad to have met you two! Thank you Troy
via Tripadvisor
Troy is the best.
Troy hospitality is the best. The charm of Key West was also doubled when Troy attended! They are flexible enough to adjust the time and change the location. I would recommend it to anyone who wants to visit Key West.
Response from the operator: Thank you very much for the great review. You guys were an outstanding and fun group! I’m glad I was able to be part of it. Thank you Troy
via Tripadvisor (translated)
Fantastic!!!!
I only have one word to describe this tour fantastic!!!! both Troy and Marianne were great tour guides, if you want to see the Keys in one day this is for you Duval street and Hemingway house is a must this is a real good touring company.
Response from the operator: Thank you Augi. We had an amazing time with you! I sure am glad you enjoyed it. We’ll take up on your offer to show us around if we get up to your neck of the woods Troy n Marianne
via Tripadvisor
Top tour - highly recommended 👍
Private tour to the Keys I can only recommend! Our guide Troy, who is also the owner, took excellent care of us. The tour can be customized, which makes it very varied and personal. We had a wonderful time, and the tour was definitely worth it. Thumbs up! I would book them again anytime. He also has tips on where to eat and offers a selection of attractions depending on what you are interested in. Overall very pleasant and entertaining design.
Response from the operator: Thank you guys for the outstanding review. I really had a great time with you. I just wish we could’ve talked to girls into feeding the tarpon. 😜
via Tripadvisor (translated)
Good to know
- Duration
- 10 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Hotel pickup
- Included for all travelers
- Booked in 30 days
- 4
- Verdict
- Solid Choice
Why this scores 67
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Key Largo/Islamorada to Key West Private Day Tour Florida Keys: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Miami.
How much does Key Largo/Islamorada to Key West Private Day Tour Florida Keys cost?
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Prices start at $169 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Miami usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Key Largo/Islamorada to Key West Private Day Tour Florida Keys take?
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Plan for about 10 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Miami is not rushed.
Is Key Largo/Islamorada to Key West Private Day Tour Florida Keys worth it?
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It holds an Outty Ranking of 67 out of 100, which we label "Solid Choice". That score blends traveler sentiment (5/5 across 10 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Miami, and how flexible the cancellation terms are.
Can I cancel or reschedule Key Largo/Islamorada to Key West Private Day Tour Florida Keys?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Key Largo/Islamorada to Key West Private Day Tour Florida Keys suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 10-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Key Largo/Islamorada to Key West Private Day Tour Florida Keys?
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Around 4 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Miami can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Miami and add a light layer if any part of the 10-hour experience runs outdoors or after sunset.
Where does Key Largo/Islamorada to Key West Private Day Tour Florida Keys start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Miami within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Miami?
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Miami splits between the water and the neighbourhoods. Biscayne Bay boat tours, Key Biscayne snorkelling and Everglades airboats cover the first, while Wynwood mural walks, Little Havana food crawls and South Beach deco tours cover the second. We rank Everglades operators carefully: many depart from Miami but the good ones run their own boats rather than reselling seats. On Outty we rank every Miami experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include 2 hrs Miami Private Boat with Cooler, Ice, Bluetooth Stereo, Little Havana Food and Walking Tour in Miami, Miami: 2 Hour Private Yacht Cruise. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Miami?
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November to April, dry season, before hurricane and humidity months. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Miami?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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