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Private tour in Miami Massimiliano D
4. “Florida Keys Scenic Drive to Key West – Private Tour”
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12 hours
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12 hours
1
Massimiliano D.
5.0
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Licensed & Insured Local Guide – Miami & South Florida I am a fully licensed and insured Miami tour operator, holding all the necessary permits and commercial insurance to provide safe and professional transportation and guiding services. Miami-Dade Limousine/PMC Chauffeur License Florida Seller of Travel License #ST44515 Full operating permits for Port of Miami & Miami International Airport I operate two luxury vehicles: 2023 Chevrolet Suburban Luxury SUV (up to 7 passengers) 2025 Mercedes Sprinter Van (up to 14 passengers) Both vehicles are fully licensed with Miami-Dade permits, equipped for luggage, comfort, and long-distance travel. Languages: English · Français · Español · Italiano I first visited Miami in 1988 and instantly fell in love with the “Magic City.” With a University degree in Business Administration (Tourism focus) and a Homeland Security certificate from Miami Dade College, I combine in-depth knowledge, safety, and professionalism in every tour. I am Italian American, married to a Cuban wife, and together we raise two daughters in a home enriched by a blend of Italian, Cuban, and American culture. This multicultural background connects me deeply with Miami’s vibrant Latin and Caribbean atmosphere. My tours are a mix of history, architecture, economy, gastronomy, shopping tips, and hidden gems—always customized to your interests. From sipping authentic mojitos in Little Havana to exploring Wynwood’s vibrant street art, every experience is personal and unforgettable. Whether you are looking for a private city tour of Miami, an Everglades eco-adventure, or a full-day Key West escape, I tailor each itinerary to your needs. All tours are perfectly customizable to ensure comfort, insight, and authenticity. ✨ Discover Miami with a licensed professional for a safe, comfortable, and truly memorable experience. --- 🇮🇹 Benvenuti a Miami! Sarò felice di accompagnarvi alla scoperta della città e delle Everglades con un servizio professionale, sicuro e personalizzato. 🇫🇷 Bienvenue à Miami! Je serai heureux de vous faire découvrir la ville et les Everglades avec un service professionnel, sûr et sur mesure. 🇪🇸 ¡Bienvenidos a Miami! Estaré encantado de acompañarlos a descubrir la ciudad y los Everglades con un servicio profesional, seguro y totalmente personalizado.
Have a question or want to customize this tour? Message Massimiliano D.
A Scenic Journey Through the Florida Keys with Luxury Private Transportation.
Overview of your Miami tour
Embark on one of the most scenic drives in the U.S. along the 113-mile Overseas Highway, crossing 42 bridges surrounded by the turquoise waters of the Atlantic Ocean and Gulf of Mexico. This unforgettable journey takes you through the world-famous Florida Keys to vibrant Key West, the southernmost city in the continental United States. Along the way, enjoy selected sightseeing and photo stops before exploring Key West’s unique Caribbean atmosphere, lively Duval Street, historic landmarks, colorful streets, and the famous Southernmost Point marker, just 90 miles from Cuba. Travel comfortably aboard a fully licensed and commercially insured Mercedes Sprinter Van with your multilingual driver-guide. Transportation can be shared in small groups, while larger groups beyond 7 guests can also be accommodated, up to 14 passengers, for an additional charge. This is more than transportation — it’s a fully customizable private journey through one of Florida’s most iconic destinations.
Your Miami tour itinerary
Your private driver-guide will pick you up early morning anywhere in Miami-Dade (pick-up outside the county available at extra cost). Start the day with a quick stop at a Cuban bakery for Cuban coffee and pastries (included). The drive to Key West takes about 3–4 hours along the scenic Overseas Highway, with sightseeing stops on the way such as feeding tarpons in Islamorada, viewing Hemingway’s boat “Pilar,” and walking the historic Old Seven Mile Bridge. In Key West, we’ll first stop at the Southernmost Point Buoy, just 90 miles from Cuba. You’ll then have time to explore at your own pace — from Duval Street and Mallory Square to the Historic Seaport, the Lighthouse, the Hemingway House, and Truman’s Little White House. After your visit, relax on the scenic ride back through the Keys. This is a fully private tour, flexible and tailored to you.
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Tell your guide which places matter to you, skip what doesn't, and tailor the experience for your group's needs. Not finding what you want? Message your guide to build something unique.
Transport details
Type: Private Transportation / Category: Van
Travel comfortably aboard a fully licensed and commercially insured 2025 Mercedes Sprinter Van with your multilingual driver-guide. Transportation can be shared in small groups, while larger groups beyond 7 guests can also be accommodated, up to 14 passengers, for an additional charge. Private and fully customizable transportation options are also available depending on the number of participants, ensuring a safe, comfortable, and premium travel experience throughout the Florida Keys journey.
What's included
What's not included
Meeting location
Miami, Florida, United States
Airport: ,Cruise: ,ByGuide: Anywhere in Miami-Dade- Port of Miami-Miami International Airport-Hotel-
- You can request a different meeting location (for example, your hotel) during the checkout process.
Other details
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Languages
Spanish
Italian
English
FrenchActivity level
Frequently asked questions
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12 hours
1
Tour date
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12 hours
1
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Book with a deposit
If your tour is valued over $200 USD and booked at least 45 days before the tour date, you can book with a deposit!
How it works
- Your credit card will be authorized only for the deposit amount.
- Funds will not be withdrawn until your tour booking is fully processed.
- 30 days before your tour date, the remaining balance is automatically charged.