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Dorchester Center, MA 02124

Discover the private 8-hour tour from Marathon to Key West, including stops at Hemingway House, Mile Marker Zero, and sunset at Mallory Square for $137 per person.

This private tour of the Florida Keys starts at 11:00 am and offers hotel pickup and drop-off between Marathon and Duck Key. The experience begins with a ride in a comfortable 15-passenger, air-conditioned van designed to showcase the scenic Overseas Highway. The vehicle features panoramic windows, allowing unobstructed views of the over 20 bridges connecting the Keys.
Traveling at a relaxed pace, the driver doubles as your guide, providing entertaining stories and interesting facts about the region. The tour’s private nature means only your group participates, making for a tailored and intimate journey suited to couples, families, or small groups seeking a hassle-free day trip.
Prefer personalized experiences? Here are other private options we've covered in Key West

The journey from Marathon to Key West features spectacular views along the Overseas Highway, with several notable stops along the way. As the guide narrates, travelers observe wildlife and interesting sights, making the drive as engaging as the destinations.
A highlight of this part of the trip is crossing the famous 7-Mile Bridge, celebrated for its impressive length and stunning ocean vistas. This segment of the tour offers plenty of photo opportunities and a chance to appreciate the engineering marvel that connects the Keys.

Upon arrival in Key West, the tour leads you to several well-known sites. The stops include the Southernmost Point, a colorful buoy marking the southern tip of the continental U.S., and Hemingway’s House, where the legendary author’s former residence awaits.
The group then visits Mile Marker Zero, the official start of U.S. Route 1, and popular spots like Sloppy Joe’s and Mallory Square. The guide points out the locations of the Sunset Celebration at Mallory Square, where visitors can choose to join the lively gathering at sunset.
With about 3 hours of free time, you can explore at your own pace. The tour provides suggestions for additional activities, such as visiting local galleries, enjoying refreshments, or returning to the historic seaport.

While the core experience includes sightseeing and free time, travelers have the option to enhance their visit. Upgrades are available for sunset sails and dinner cruises, which can be added to the itinerary for an extra fee. These options allow for a more leisurely evening in Key West, combining scenic views with dining or sailing experiences.
The flexibility to personalize the day makes this tour appealing to those who want a curated visit without feeling rushed. It’s perfect for guests looking to enjoy Key West’s attractions while still having the chance to relax and soak in the scenery.

The tour features a local driver and professional guide who provides live commentary throughout the day. The guide’s friendly personality and wealth of knowledge are frequently praised in reviews, with mentions of their storytelling skills and ability to keep the group entertained.
Guides encourage questions and interaction, making the experience more engaging. This focus on personalized attention translates into a more memorable visit, especially for visitors unfamiliar with the area’s history and landmarks.

This tour is designed for simplicity and convenience. It’s booked an average of 29 days in advance and costs $137 per person. The tour’s mobile ticket system allows for easy access, and the free cancellation policy offers peace of mind—full refunds are available if canceled at least 24 hours before the scheduled start.
The departure process includes an email with the exact pick-up time the day before, ensuring travelers are well-informed and prepared for their day in the Keys.

Compared to other Key West trips, this private, all-inclusive experience emphasizes scenic drives, iconic landmarks, and flexible free time. The tour’s high rating, with a perfect 5.0/5 based on 19 reviews, reflects its reputation for engaging guides, smooth logistics, and great value.
The option to customize the day with add-ons like sunset sails or dinner cruises enhances its appeal, providing a full day tailored to individual preferences. The small group setting offers a more personal experience than larger bus tours, making it ideal for travelers seeking comfort and intimacy.

While comprehensive, the tour’s approximate 3 hours of free time may feel limited for those wanting an in-depth exploration of Key West. The tour is best suited for visitors on a tight schedule who want to see the highlights without the hassle of planning transportation or logistics themselves.
Plus, the pick-up is from hotels in Marathon or nearby areas— travelers staying farther afield should verify if the timing works for their location. The tour is accessible and most travelers can participate, but those with mobility concerns should consider the walking involved at stops.
This 8-hour private tour offers a practical and enjoyable way to experience the best of Key West in one day. The combination of scenic drive, iconic landmarks, and free time makes it a well-rounded choice for visitors short on time but eager to see the highlights.
The high ratings and positive reviews highlight knowledgeable guides and excellent value. The optional upgrades provide flexibility for those wanting a more luxurious or leisurely experience, making this tour a versatile pick for a memorable day in the Florida Keys.
“Troy was awesome! He had a great personality & was very knowledgeable about the area. As owner of the business, he took great pride in his approach…”
What is included in the price of $137 per person?
The price covers round-trip transportation from Marathon or Duck Key, a professional guide with live commentary, and visits to key attractions like the Southernmost Point, Hemingway’s House, and Mile Marker Zero. Admission to these sites is included in the itinerary.
How long is the free time in Key West?
Travelers receive approximately 3 hours of free time to explore the town independently, shop, or relax before the return journey.
Can I add activities or experiences on this tour?
Yes, there are options to upgrade with sunset sails, dinner cruises, or additional attractions, which can be added to enhance the day.
What makes this tour different from other Key West trips?
Its private, small-group setting, personalized guide service, and flexibility with optional upgrades set it apart, along with the highly praised storytelling and scenic drive.
What should I bring for the trip?
While not specified, practical items like sunscreen, comfortable shoes, and a camera are recommended to make the most of your sightseeing and free time.
Is this tour accessible for all travelers?
The tour is suitable for most travelers, with most participants able to enjoy the drive and site visits. Those with mobility concerns should verify specific needs, as walking may be involved at stops.
This Private Tour of Florida Keys from Marathon to Key West is a reliable choice for anyone wanting a well-organized, engaging, and scenic day trip, with the flexibility to customize their experience.