Key Largo/Islamorada to Key West Private Day Tour Florida Keys

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!

1. 1

   Seven Mile Bridge

   Pass by

   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.

2. 2

   The Overseas Highway

   Pass by

   Experience the spectacular views along the Overseas Highway from the comfort of our customized touring van with panoramic windows.

3. 3

   Stop 3

   1 hour

   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.

4. 4

   Up The Keys

   3 hours

   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.

5. 5

   Key West

   3 hours

   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.

6. 6

   Key West Historic Seaport

   1 hour

   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!

7. 7

   Duval Street

   1 hour

   Experience world-famous Duval Street during your free time in Key West! Enjoy the countless bars, restaurants, shopping, and world-class people-watching.

8. 8

   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.

9. 9

   Mallory Square

   1 hour

   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

• 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

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