KEY LARGO TO KEY WEST PRIVATE DAY TOUR

ROADTRIP DOWN THE KEYS!

Overview

Enjoy a private 10-hour journey from Key Largo and Islamorada toward Key West with a friendly, knowledgeable local guide who customizes the day around what you want to see and do. As you travel, you’ll dive into the history, culture, and ecology of the Florida Keys while taking in endless ocean views and classic Overseas Highway scenery.

Between the famous stops, you’ll visit hidden local gems—quiet overlooks, small beaches, and off‑the‑beaten‑path spots that most visitors never discover. Ask questions, share your own stories, and help spot wildlife along the way. For this Key Largo day trip, the following suggested itinerary is designed as a starting point and can be adjusted to highlight both iconic sights and unforgettable, lesser‑known stops.

Duration

10 hours includes 4-5 hours free time in Key West

Available Add-ons For Our Guests:

Subject to Availability

  • Hemingway Rum Company Distillery Tour ($25 Per Person)
  • Champagne Sunset Sail on a historic schooner ($99 per person)
  • Request additional time in Key West at the time of booking for no additional charge!

Additional Company Information

Up The Keys Tours are the only land-based tours in the Florida Keys operating from Key West and we strive to provide the best possible tour experiences. Ride comfortably in an air-conditioned vehicle along the Overseas Highway. Drivers are also professional tour guides, equipped with microphones, who share fun and interesting information about the Florida Keys and the islands we traverse. It's more like a road trip with friends than a tour - ask questions, point out wildlife, and have fun with your friends. You'll love this Key Largo day tour so much, you'll book it again next year!


We sanitize our tour vehicles before each tour in accordance with CDC recommendations. For more information, please see our Health & Safety Policy.

BOOK NOW

FROM

$679

Up to 4 people

($49/each additional person)

Enjoy a captivating 10-hour round-trip journey from Key Largo to Key West that can be fully customized to your interests. Your friendly, knowledgeable guide will share the rich history, vibrant culture, and unique ecology of the Florida Keys as you soak in the breathtaking coastal scenery.

The adventure typically begins with a stop in Islamorada at Robbie’s Tarpon Feeding, where you can get up close to these impressive fish—a classic Keys tradition. From there, we often continue south to Bahia Honda State Park, known for its stunning beaches and crystal-clear waters, perfect for a short walk or unforgettable photos.

Next, you’ll usually cruise across the iconic Seven Mile Bridge, surrounded by sweeping ocean views in every direction. In Marathon, we can pause for lunch at a local eatery before heading to No Name Key for a quick visit to the quirky No Name Pub, where you might spot the tiny, endangered Key Deer found only in the Keys.

Once in Key West, you’ll enjoy about 2 hours of free time to explore on your own. Popular stops include Mile Marker Zero for a must-have photo at the end of US Route 1, Mallory Square for a stroll among street performers and local artisans, and Sloppy Joe’s Bar for a refreshing drink and a taste of island history.

Because this is a customizable experience, you’re welcome to swap or add stops based on your interests—whether that’s more time on the beach, extra photo spots, or additional hidden local gems—so your Key Largo to Key West day is tailored just for you.

Tour Details

  • We drive you from island-to-island on the iconic Overseas Highway, from Marathon to Key West and back.
  • Sit back & enjoy the scenery as we drive down to Key West
  • Choose to sightsee, enjoy a happy hour, eat a nice dinner, check out Mallory Square at sunset, take a sunset sail, and more!

What's Included


  • Local driver/guide
  • Scenic views
  • Key West recommendations
  • FREE pick-up at your requested location!

Recommended Stops During your Free Time

  • Ernest Hemingway’s House and Museum
  • Sloppy Joe’s Bar - A Key West Tradition!
  • Mile Marker Zero
  • Sunset Celebration at Mallory Square

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