Miami | Private & Personalized Tours | Private Key West Tour from Miami

Signature Florida Keys Experience Along the Overseas Highway

From USD $ 475.00

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Miami | Private & Personalized Tours | Private Key West Tour from Miami

Tour Duration

12-hour

Tour Type

Private

Language

Mobile Voucher Accepted

yes

Easy cancellation

Free up to 7 days in advance of the experience

The Ultimate Scenic Drive to the Conch Republic

Experience one of the most iconic road trips in the United States with a private full-day tour from Miami to Key West. Travel in comfort aboard a luxury SUV or executive van as you cross the legendary Overseas Highway, surrounded by the turquoise waters of the Atlantic Ocean and the Gulf of Mexico.

Why We Recommend It

This is more than a day trip — it is a signature American coastal journey that combines breathtaking scenery, literary history, and island culture in one seamless experience.

Travel privately in a premium vehicle with a knowledgeable local guide, enjoying flexibility, curated stops, and a relaxed pace — without the stress of long-distance driving yourself.

Ideal for travelers seeking:

An iconic scenic road trip experience
A blend of nature, culture, and history
A refined and comfortable full-day private adventure

Our tip: This tour is especially memorable during spring and early summer, when the ocean colors along the Overseas Highway are at their most vibrant.

HIGHLIGHTS

Private full-day tour from Miami to Key West

Scenic drive along the Overseas Highway (U.S. Route 1)

Crossing 42 bridges over turquoise waters

Stop at the famous 90-Mile Marker to Cuba

Visit Key West’s Duval Street and Historic Seaport

Exterior views of the Ernest Hemingway House and Truman’s Little White House

Optional stop at Wild Bird Sanctuary in Tavernier

Islamorada tarpon feeding experience

Visit Hemingway’s “Pilar” sister boat (displayed in the Keys)

Included Cuban coffee and pastry stop en route

Fully customizable free time in Key West

Book your spot now

See the available options by selecting a date from the calendar.

Detailed Experience

Your journey begins with a private pickup in the Miami area before heading south along the iconic Overseas Highway. This 113-mile stretch of U.S. Route 1 offers panoramic ocean views that make it one of the most scenic drives in the country.

Along the way, enjoy curated stops such as a traditional Cuban bakery for authentic Cuban coffee and pastries (included), the Wild Bird Sanctuary in Tavernier, tarpon feeding in Islamorada, and a visit to the display of Hemingway’s “Pilar” sister ship.

After crossing 42 bridges over open water, you’ll arrive in Key West, the southernmost city in the continental United States — just 90 miles from Cuba. Begin at the famous Southernmost Point Buoy before exploring Mallory Square, the Historic Seaport, Duval Street, Whitehead Street, the Lighthouse, and the exterior of the Ernest Hemingway Home and Truman’s Little White House.

Enjoy free time to explore at your own pace — whether browsing boutiques, relaxing at a café, visiting historic sites, or simply soaking in the island’s laid-back atmosphere. This is a private tour, meaning the day unfolds around your rhythm and interests.

INCLUDES

Private transportation in luxury SUV or executive van
Professional local guide/driver
Cuban coffee and pastry stop
Scenic stops along the Overseas Highway
Free time in Key West

EXCLUDES

Meals beyond included coffee stop
Admission tickets to optional museums or attractions
Gratuities

WHERE & WHEN

Operating Schedule

Operates Monday through Saturday
Full-day experience (approximately 10–12 hours)
Departure time coordinated at booking

MORE INFO & FAQ

Operational Notes

Pickup/Drop-off included within Miami Beach, Downtown, Brickell, MIA, and Port of Miami.
Additional fees may apply for Fort Lauderdale / Port Everglades pickups.
Itinerary is flexible and can be adjusted based on preferences.
Travel time to Key West: approximately 3–4 hours each way (with scenic stops).

Disclaimers

Inclusions: As outlined in the "Included in the Price"
Exclusions: Everything else not specifically outlined in the "Included in the Price"
Discounted Rates: Baby, Kid, Senior and any other discounted Rate only applies to the specified Age-Limit. National ID required at Voucher Exchange as proof of Age.
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Supplier & Local Operator Guarantee

“When purchasing your vacation activities don’t take a guess!”

Our team carefully selected all local operators we collaborate with to ensure that our clients get the best possible service. All products we advertised in our website are offered by reliable suppliers that have been in business for several years and that are recognized to be leaders of excellence in the travel industry. In your travel documents, you will find complete information on the local operator, including contact numbers in case of an emergency. If you need additional help our customer service will be happy to further assist you, contact us!!

How to
get there

MAP & DIRECTIONS

Departure at 7:00 am from your Hotel or Residence

Testimonials & Reviews

"Excellent firms don’t believe in excellence – only in constant improvement and constant change." – TOM PETERS

4.9

Based on 250 reviews

What They
Say

Devonnec770 | TripAdvisor

I’m the biggest fan of Fall activities, but haven’t had a chance to do anything beyond Apple Picking in NJ. I decided to take a last minute 2 day trip with a friend in Hudson Valley, but didn’t know where to start [...] Thankfully I was able to use New York Welcome to do the hard work for us [...]

From TripAdvisor - October 2021

Breanna A. | TripAdvisor

Irene was a FANTASTIC tour guide! She was so knowledgeable about the area and was so patient with all our questions. We stopped to use the bathroom and we got coffee halfway through, she was so kind! It was a pleasure learning about Brooklyn from you!

From TripAdvisor - April 2022