• Seven Mile Bridge - The Old Seven Mile Bridge in Marathon, Florida, stands as a historic landmark and an engineering wonder. Initially part of Henry Flagler’s Overseas Railroad, completed in 1912, it was the longest bridge globally at the time, connecting the Keys by rail. After suffering hurricane damage, it was adapted for automotive use. Today, a 2.2-mile section serves as a cherished pedestrian and cycling path, offering breathtaking ocean views and access to historic Pigeon Key, once home to railroad workers. It symbolizes innovation and is a favored spot for recreation and appreciating the Keys’ natural beauty.
• The Overseas Highway - Enjoy the breathtaking views along the Overseas Highway from the comfort of our customized touring van with panoramic windows.
• Robbie’s of Islamorada - Robbie’s of Islamorada, situated on the Overseas Highway, is a classic Florida Keys roadside attraction. Renowned for its unique tarpon feeding experience, visitors can hand-feed massive “silver kings” directly from the dock. Beyond this iconic activity, Robbie’s is a vibrant 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-visit destination for families and adventurers exploring the Keys.
• Up The Keys - HIGHLIGHTS
  • Ample free time in Key West
  • Designated driver
  • Narrated tour

This is not just a sightseeing tour; it’s an extraordinary road trip through the Florida Keys! Depart in a comfortable 15-passenger, air-conditioned van, traveling over 40+ bridges on the Overseas Highway. Your driver doubles as a friendly local tour guide, sharing engaging stories and fun facts through a headset microphone set to a comfortable audio level. Questions and comments are encouraged, and you can observe the wildlife and interesting sights along the way.

Once in Key West, enjoy approximately 3 hours of free time to do as you please. Enhance your experience with a sunset sail, Key West attraction, or a dinner cruise. We’ll provide a list of suggested places to visit and activities to enjoy.

You’ll be picked up at your accommodations or a specified location of your choice. An email with your pick-up time will be sent the day before your tour.

• Key West - HIGHLIGHTS
  • World-Famous Key West Sunset
  • Explore Key West’s iconic attractions
  • Ample free time in Key West

During your free time, we recommend visiting the Southernmost Point, Hemingway’s House, Mile Marker Zero, Sloppy Joe’s, and Mallory Square. Get lost in the island city of Key West! Ask us how to add a sunset sail, Key West attraction, or a dinner cruise to enhance your experience. We’ll provide a list of suggested places to visit and activities to enjoy.

• Key West Historic Seaport - We’ll drop you off at the Historic Seaport, allowing you to enjoy your free time from a convenient location. Duval Street & Sloppy Joe’s is just 2 blocks away!
• Duval Street - Experience the world-famous Duval Street during your free time in Key West! Enjoy the numerous bars, restaurants, shopping, and world-class people-watching.
• Southernmost Point - We’ll drive by the Southernmost Point so you can see it and photograph it from the van. You’ll have plenty of time to explore on your own for more pictures.
• Mallory Square - Mallory Square in Key West is a captivating and entertaining destination, especially renowned for its nightly Sunset Celebration. As dusk approaches, the waterfront transforms into a lively open-air festival. You’ll encounter 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 cherished 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.

• Local Driver/Professional Tour Guide
• Hotel pickup and drop-off
• Bottled water
• In-vehicle air conditioning
• Live commentary on board

• Gratuities

Welcome to the unique island city of KEY WEST!

Indulge in a guided tour as you journey down, accompanied by soothing island tunes on your return. This service is far beyond your typical shuttle.

KEY POINTS
• Explore Key West’s attractions
• Experience the iconic Key West sunset
• Ample Free Time
• Customizable stops along the trip
• Assigned Driver
• Guided Tour

Make the most of your time in Key West! Leave the driving to us!

During your leisure time, we suggest exploring the city, basking in the ambience of a happy hour, sampling a sumptuous dinner, visiting Mallory Square at sunset, or embarking on a sunset sail. The possibilities are endless!

Relax and take in the picturesque landscape as we journey to Key West. Your amiable local guide will enlighten you on the history, culture, and ecology of the Florida Keys & Key West.

It feels more like an adventurous car trip than a tour - feel free to ask questions, spot wildlife, make stops to visit landmarks of the Florida Keys of your interest and do much more!

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