Key West Golf Cart Guided Tours

Imagine cruising through the vibrant streets of Key West in your own private golf cart, with a friendly guide steering you past famous landmarks, lively bars, and scenic spots. That’s exactly what the Key West Golf Cart Guided Tours offer. This isn’t a large group bus tour or a hurried rush — it’s a personalized, four-hour adventure that promises both flexibility and local insight.

What we love about this tour is how it balances history, social hotspots, and the laid-back island vibe. First, the comfort of having your own guide means you get tailored recommendations and a safe ride home after a day of fun. Second, the variety of stops, from legendary bars to historic sites, ensures you’ll get a well-rounded taste of what makes Key West special. But, on the flip side, the price, at $400 for a group of up to three, might seem steep for some travelers, especially if you’re coming solo or with a larger group.

This tour is perfect for those who want a relaxed but insightful way to see Key West’s top spots without the hassle of walking long distances or navigating public transportation. If you’re looking for a flexible, private experience with a local guide who knows the ins and outs of the island, this could be a great fit.

Key Points

• Private, flexible tour tailored to your interests
• Includes iconic landmarks and lively local hotspots
• Guided by a sober, knowledgeable driver ensures safety and insight
• Four-hour duration offers a rundown without feeling rushed
• Cost per group is $400, making it suitable for small parties
• Booking in advance is recommended—on average, 16 days ahead

The Key West Golf Cart Guided Tours offer a relaxed and personable way to explore the island’s highlights. The price of $400.00 covers your entire group (up to three people), making it an intimate experience ideal for families, friends, or couples. The tour is narrated and led by a sober, seasoned guide who knows the island inside-out, ensuring you get local insights and safe transportation.

Booking is straightforward, with most groups reserving about 16 days in advance. The tour lasts about four hours, during which your guide will take you past some of the most recognizable and lively sites in Key West. As a mobile ticket experience, you will meet at the designated starting point on Roosevelt Blvd, and the tour ends back there—perfect for easy planning.

Let’s break down what you will see and experience on this guided golf cart tour. Each stop offers something unique, blending history, entertainment, and local color.

Sloppy Joe’s Bar

Starting the tour at the legendary Sloppy Joe’s, you’ll cruise past this iconic watering hole, famous for its connection to Ernest Hemingway and its lively history. The guide will check out the scene with you — a perfect introduction to Key West’s famous Duval Street nightlife. With about 30 minutes here, you’ll get a feel for the island’s party spirit, and many reviews note that guides make this stop more engaging by sharing tales of the local scene.

Hemingway Distillery

Next, you’ll visit the Papa’s Pilar Rum Distillery, located in a historic building. Here, we loved the fact that the distillery is tied to Hemingway’s legacy, giving a flavorful taste of the island’s craftsmanship. While the tour is just a quick 30-minute stop, the opportunity to learn about the local rum-making process adds a nice, authentic touch. The free tasting or sampling here is a bonus, especially after a few lively stops.

Mallory Square

A quick drive-by past Mallory Square gives you a glimpse of the bustling promenade where street performers gather for sunset celebrations. Although you won’t get off here, the drive-by allows you to see the lively atmosphere that makes Mallory Square a must-visit in the evening. It’s a snapshot of the island’s social heart.

Ernest Hemingway Home and Museum

One of Key West’s most famous landmarks, the Hemingway House, is a sight you’ll see from the outside. While you might not have time for a full tour, passing by this historic residence offers a sense of the literary legend’s life in the tropics. The guide might share some colorful stories, making the brief stop more meaningful.

Hog’s Breath Saloon

Catching a glimpse of Hog’s Breath Saloon, you’ll experience one of the island’s legendary bars. Many reviews love this stop for its lively vibe, with some mentioning the live music and cold drinks (though you’ll need to return later if you want to actually go inside). It’s a quintessential Key West moment — relaxed, fun, and full of character.

Southernmost Point

Of course, no visit to Key West is complete without a photo at the Southernmost Point buoy. The tour will drive past this famous landmark, giving you a chance to snap a picture of the iconic buoy marking the southernmost tip of the continental U.S.

Key West Lighthouse

While not detailed in the reviews, the tour description mentions passing the Key West Lighthouse, a historic beacon built in 1825. It’s a good photo opportunity and adds a dash of maritime history to your sightseeing.

Green Parrot Bar

Known as a “jury of non-judging peers,” the Green Parrot is beloved for its rugged charm. Many reviews highlight this as a favorite spot for its no-nonsense vibe, offbeat character, and friendly atmosphere. A 30-minute stop here allows you to soak in some local flavor.

Schooner Wharf Bar

Another favorite, Schooner Wharf, has been a local institution since 1984. The open-air bar, known for live music and fresh seafood, embodies the easygoing, nautically inspired spirit of Key West. The guide’s quick pass-by lets you see what makes this spot so special without committing to a longer stay.

Key West Cemetery

Ending the tour with a visit to Key West Cemetery, established in 1847, gives a quiet, reflective stop. The site’s history and unique above-ground tombs offer a glimpse into local traditions and personalities. A 30-minute stop here allows for some exploring and photo-taking.

This tour’s biggest selling point is its personalized nature. With a dedicated guide, you’re not just a face in a crowd — you get tailored commentary, local insights, and a safe way to enjoy Key West’s nightlife and landmarks. The golf cart provides a comfortable, open-air way to see many sights without the fatigue of walking or the stress of driving yourself.

The price of $400 is reasonable considering it’s for a private group of up to three people. Since most travelers book 16 days in advance, it’s clear that availability can fill up quickly, especially in peak season. It’s best suited for small groups, families, or couples who want a flexible, intimate experience.

The duration—about four hours—is enough time to see a lot without feeling rushed. Plus, the mobile ticket makes it easy to show up and start your adventure.

What about the reviews?

Although no formal ratings are available, the reviews highlight the knowledgeability of guides and the entertaining stories they share. Several reviewers especially appreciated the way the tour combined sightseeing with local color, making it both fun and informative. The fact that the tour includes many popular photo spots and landmarks means you’ll walk away with plenty of memories.

Considerations

One potential drawback is the cost, especially for travelers on a tight budget. If you’re seeking a more economical way to see Key West, this tour might seem expensive. Also, since the stops are brief, if you’re a history buff wanting a deep dive into each landmark, this might not satisfy that craving. However, for those desiring a mix of sightseeing, social spots, and local stories, it hits the sweet spot.

Compared to larger hop-on-hop-off trolley tours or boat cruises, this golf cart experience offers unmatched intimacy and flexibility. You control where you stop, and your guide’s insights add a personal touch that grows with you. It’s a great way to avoid the crowds and enjoy a more relaxed, curated day in Key West.

Similar experiences:

• Sunset Champagne and appetizers cruises
• Wildlife and shark tours
• Trolley sightseeing tours
• Sandbar and dolphin adventures

While those other experiences can be exciting, they often involve larger groups or longer commitments. This tour’s private, short-and-sweet approach makes it ideal for travelers who prefer a more tailored experience.

For travelers wanting a personalized, flexible way to see Key West with a knowledgeable guide, this golf cart tour offers excellent value. The mix of iconic landmarks, lively bars, and scenic drives ensures a well-rounded introduction to the island. It’s especially suitable for small groups or couples who value comfort and insider tips.

If you love the idea of cruising around in a relaxed, open-air vehicle while soaking in the sights and stories of Key West, this experience is hard to beat. Just remember to book in advance, especially during high season, and be prepared for a lively, fun-filled four hours that can be customized to your interests.

For those who prefer guided tours but want a more intimate, off-the-beaten-path feel, this private golf cart adventure delivers both in spades. It’s a smart choice for travelers who want authenticity, flexibility, and a bit of local flavor.

How many people can participate in this tour?
Up to three people per group, making it perfect for small parties or couples.

What is the price of the tour?
The cost is $400.00 per group, regardless of whether you are two or three travelers.

How far in advance should I book?
Most groups book about 16 days ahead, so early planning is recommended.

How long does the tour last?
The tour is approximately four hours, including multiple stops and drive-bys.

Is the tour suitable for children?
While not explicitly stated, most travelers can participate, and the guide is sober, which is helpful for families.

Are tickets refundable?
Yes, they offer free cancellation up to 24 hours before the scheduled start for a full refund.

Where does the tour start and end?
It begins at 1801 N Roosevelt Blvd, Key West, and ends back at the same location.

Are the stops at landmarks or just drive-bys?
Most stops are brief, around 30 minutes, with some landmarks like Hemingway House and the Cemetery offering outside views or quick visits.

Can I customize the stops?
Yes, just let the guide know your preferences beforehand.

Are there any hidden costs?
Most stops are free to view from the outside; some places might require admission, but the tour includes mainly drive-by views.

To sum it up, if you’re after an engaging, relaxed way to experience Key West’s sights and stories, this private golf cart tour hits the mark. It offers a personalized touch, expert guidance, and the freedom to explore at your own pace — all in the comfort of a fun, open-air ride.