Private Day Tour from Miami to Key West with Free Time & Sunset Views
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Discover the vibrant island city of Key West on this private day tour from Key Largo or Islamorada. Enjoy a narrated drive along the scenic Overseas Highway, crossing over more than 40 bridges, with plenty of opportunities to ask questions and spot wildlife. Once in Key West, you'll have around three hours of free time to explore, relax, or indulge in local attractions.
Take in the stunning sunset at Mallory Square, visit iconic spots like the Southernmost Point and Hemingway's House, or stroll along Duval Street for shopping and people-watching. Your driver doubles as your guide, sharing stories and fun facts about the area's history, ecology, and culture. This isn’t just a shuttle — it’s a personalized road trip through the Florida Keys.
Throughout the day, enjoy live commentary, scenic views, and the freedom to choose your activities. Whether you want to relax, dine, or explore, this Key Largo/Islamorada to Key West private tour offers a flexible and memorable experience tailored to your interests.
Frequently asked questions
How long is the tour?
The entire experience lasts about 10 hours, including travel, sightseeing stops, and free time in Key West.
What’s included in the tour?
Your package includes a local driver and professional guide, hotel pickup and drop-off, an air-conditioned vehicle, and live commentary onboard. Guests are encouraged to bring reusable water bottles for eco-friendliness.
Can I customize my time in Key West?
Yes! You’ll have approximately 3 hours of free time to explore, relax, or add optional activities like a sunset sail or dinner cruise. We provide suggestions to help plan your visit.
Is this tour suitable for children?
Absolutely. It’s suitable for all ages, including infants and small children who can ride in strollers. The tour is accessible for all physical fitness levels.
What stops will we make?
Highlights include the historic Old Seven Mile Bridge, Robbie’s of Islamorada for tarpon feeding, scenic drives over the Overseas Highway, and various Key West attractions like Mallory Square and Duval Street.
What is the cancellation policy?
You can cancel for a full refund if done at least 24 hours before the scheduled departure. Cancellations made within 24 hours are non-refundable.
Free cancellation
Cancel at least 24 hours before your scheduled departure for a full refund. Cancellations within 24 hours are non-refundable.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 10 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- Local driver and professional tour guide
- Hotel pickup and drop-off
- Eco-friendly water bottles (bring your own or use provided)
- Air-conditioned vehicle
- Live onboard commentary
Not included
- Gratuities
Itinerary
This private Key Largo/Islamorada to Key West tour takes you over the iconic bridges of the Overseas Highway, offering scenic views and interesting stops. Once in Key West, enjoy ample free time to explore, relax, or add optional activities like sunset sails or dining. The day combines scenic drives, cultural sights, and personalized experiences.
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Stop 1
Visit the historic Old Seven Mile Bridge in Marathon, a marvel of engineering and part of Henry Flagler's Overseas Railroad, now a pedestrian and cycling path with views of Pigeon Key.
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Stop 2
Enjoy panoramic views along the Overseas Highway from the comfort of our touring van with large windows.
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Stop 3
Stop at Robbie's of Islamorada, famous for tarpon feeding, boat rentals, and a lively marina with shops and restaurants. Spend about an hour here.
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Stop 4
Arrive in Key West with approximately 3 hours of free time. Explore attractions like the Southernmost Point, Hemingway's House, or enjoy a sunset sail. We provide suggestions for your visit.
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Stop 5
Experience the world-famous Key West sunset at Mallory Square, where street performers and local vendors create a lively atmosphere.
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Stop 6
Drop-off at the Historic Seaport, just two blocks from Duval Street and Sloppy Joe's, for easy access to nightlife and dining options.
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Stop 7
Enjoy a walk along Duval Street, famous for its bars, shops, and vibrant scene. Perfect for people-watching and soaking in the local vibe.
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Stop 8
Drive past the Southernmost Point for photo opportunities and a chance to see this iconic landmark from the van.
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Stop 9
Visit Mallory Square again for the Sunset Celebration, a lively festival with street performers, artisans, and food vendors, offering a memorable end to your day.
Meeting point & pickup
Hotel pickup included for all travelers.
We'll pick you up from your hotel, vacation rental, or any preferred location in Key Largo, Islamorada, or nearby. Exact pickup times are confirmed via email the day before your tour.
Open in Google MapsCancellation & confirmation
Free cancellation
Cancel at least 24 hours before your scheduled departure for a full refund. Cancellations within 24 hours are non-refundable.
- 100% refund if canceled at least 24 hours in advance
- No refund if canceled within 24 hours
Instant confirmation
Your booking is confirmed immediately after checkout.
From $169.00 per person
- Free cancellation
- Secure checkout with our booking partner
