THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Drive the iconic Overseas Highway from Miami to Key West, explore Duval Street’s vibrant culture, visit the historic Hemingway Home, and enjoy a sunset at Mallory Square with two free hours of rentals included.
Drive the iconic Overseas Highway from Miami to Key West, explore Duval Street’s vibrant culture, visit the historic Hemingway Home, and enjoy a sunset at Mallory Square with two free hours of rentals included.
Book with South Florida Trikke Tours
Verified experiences and guided adventures in the surrounding area.
Operated by South Florida Trikke Tours · Miami Beach, Florida
Just a few hours south of Miami Beach, the road to Key West unfolds into one of the most remarkable drives in the United States. The Overseas Highway, stretching over 100 miles across turquoise waters and connecting a series of islands, offers travelers a journey filled with panoramic ocean views and island charm. This day trip from Miami unleashes all the coastal wonders of Key West with the added bonus of two free hours of equipment rentals to extend your adventure on South Beach.
Starting early in Miami Beach, your adventure leads you across the Florida Keys, a chain of coral islands renowned for their unique ecosystems and vibrant cultural heritage. The drive is punctuated with opportunities to spot native flora such as mangroves and sea grape trees, alongside marine life glimpses beneath the shimmering surface of the Atlantic and Gulf waters. Key West itself is a kaleidoscope of colors and history—a laid-back island town with a distinct personality.
Duval Street, the main artery of Key West, beckons with lively shops, eclectic eateries, and historic architecture echoing the island’s storied past. Here, you can wander cobblestone streets, discover galleries, and feel the pulse of a community shaped by sailors, writers, and artists. No visit is complete without seeing the Ernest Hemingway Home and Museum, a snapshot of mid-20th-century literary life, still inhabited by the famous six-toed cats.
As the day progresses, Mallory Square becomes the gathering spot for locals and visitors alike. It’s renowned for its sunset celebration, where street performers, artisans, and food vendors create a festive atmosphere against the backdrop of the sun dipping below the Gulf. The golden-hour light bathes the waterfront, perfect for memorable photos or simply soaking in the moment.
The free two-hour rental included with this trip gives you a chance to cruise South Beach or explore Key West on your terms—think bikes, scooters, or snorkeling gear for a personalized taste of island life. Whether you choose to venture further into hidden beaches or savor a quiet spot by the water, this flexibility sets the trip apart.
Key West’s appeal lies in its effortless blend of natural beauty, rich culture, and inviting pace. For anyone looking to deepen their Florida experience beyond the mainland’s buzz, this trip is a must. It’s a chance to traverse one of America’s most iconic drives and embrace an island where every corner tells a story.
easy.
10–12 hours.
Moderate fitness required for walking around Key West and optional biking; most driving is easy and accessible.
The drive covers about 160 miles and typically takes around 3.5 to 4 hours each way along the scenic Overseas Highway.
You can choose from bikes, scooters, or snorkeling gear to explore Key West at your own pace after the guided tour portion.
Yes, the trip is family-friendly, but children should be supervised during the rental activities like biking or scootering for safety.
Meals are not included, but you’ll find plenty of dining options on Duval Street and near Mallory Square for all tastes and budgets.
Yes! The included rental time allows you to explore independently, making it easy to customize your experience.
Bring sun protection, comfortable shoes, a camera, and a reusable water bottle to enjoy the day fully.
Key West has a rich maritime history as a former cigar manufacturing hub and a haven for writers like Ernest Hemingway.
The Florida Keys ecosystem is fragile; visitors are encouraged to respect wildlife and avoid disturbing coral reefs during water activities.
South Florida Trikke Tours operates in Miami Beach, Florida, offering a broad collection of mobility rentals, guided tours, and combo experiences across South Beach and greater Miami. The company provides electric bike rentals, tandem e-bikes, beach cruiser bicycles, Segway tours, Everglades airboat excursions, boat cruises, and luggage storage services. Tours and rentals focus on iconic Miami destinations, including Ocean Drive, the Art Deco Historic District, Wynwood, the Miami Design District, Star Island, South Point Park, Millionaire's Row, Biscayne Bay, and Little Havana. Rental options range from one-hour beach cruiser sessions to longer-term bike rentals up to two months, and e-bikes and tandems for shared riding. Combo packages blend transport and attractions: city bus routes paired with narrated Biscayne Bay boat cruises, Everglades airboat adventures, and scenic Millionaire’s Row cruises. Several tour listings include complimentary rental hours with bookings; exact free-time offers are detailed in each tour description. Practical amenities include daily luggage drop-off from 9am to 8pm, onsite restroom access, and WiFi to support guest convenience. Experienced local guides lead narrated Segway and airboat tours, while self-guided e-bike routes and suggested itineraries enable flexible exploration. South Florida Trikke Tours markets experiences to tourists seeking active, accessible ways to see Miami’s beaches, neighborhoods, wildlife, and waterfront scenes. Reservations, tour durations, accessibility, and current safety information are available in each tour listing and at the booking point to help travelers plan confidently. Booking information, age and weight restrictions, and equipment specifications are provided with each tour to ensure safe, informed choices for everyone.
Book with South Florida Trikke Tours