Things Worth Reaching by Golf Cart in Key West

Why Explore Key West by Cart?

Key West is compact, colorful, and packed with things to see—making it perfect for exploring by golf cart. With narrow streets, limited parking, and a laid-back vibe, a cart lets you soak in the sights, hop out for photos, and reach tucked-away gems that larger vehicles might miss. Whether you’re here for a day or a week, using a cart helps you cover more ground without missing the best local experiences.

Key Destinations to Reach by Cart

1. Duval Street and Old Town

Duval Street is the beating heart of Key West. Stretching from the Gulf of Mexico to the Atlantic Ocean, it’s lined with galleries, historic buildings, and lively patios. With a cart, you can cruise the length of Duval, stopping wherever catches your eye—whether it’s for a quick souvenir or a photo of the old buildings. The side streets of Old Town are just as rewarding: pastel homes, lush gardens, and hidden courtyards make for a leisurely ride. Parking a cart is often easier than a car, especially in this bustling area.

2. Southernmost Point Buoy

No trip to Key West is complete without a snapshot at the Southernmost Point Buoy. Located at Whitehead Street and South Street, this landmark marks the southernmost spot in the continental United States. It’s a short ride from the center of Old Town. Arrive early or later in the day to avoid the longest lines and enjoy a breezy ride along the waterfront.

3. Fort Zachary Taylor Historic State Park

A favorite for both history buffs and beach lovers, Fort Zachary Taylor Historic State Park is tucked at the western tip of the island. The park offers a blend of Civil War-era fortifications, shaded picnic areas, and one of Key West’s best beaches for swimming and snorkeling. Parking at the park follows its own signs, so check at the entrance. It makes a good half-day stop. Bring towels, snorkel gear, and sunblock for a perfect beach picnic.

4. Higgs Beach and White Street Pier

Higgs Beach, found along Atlantic Boulevard, is a favorite for families and sun-seekers. There’s a playground, volleyball courts, and plenty of palm-shaded spots to relax. The nearby White Street Pier stretches out into the Atlantic, offering sweeping views and great fishing. Both are easily accessible by cart, and the ride along Atlantic Boulevard is lined with ocean breezes and photo ops.

5. Mallory Square

Mallory Square is the old waterfront dock at the north end of Old Town and the home of the nightly sunset celebration, with street performers and vendors. Come early for a good spot, and decide where the cart will wait before the crowd builds, since parking nearby is tight.

Mallory Square is famous for its nightly sunset celebration, where street performers, local artists, and food stalls create a festive atmosphere. Arriving by cart lets you skip the parking hassles and easily bring along chairs or picnic gear. The square is also close to several museums and the historic seaport, making it a central hub for exploring Key West’s maritime history.

6. Smathers Beach

Smathers Beach is the long public beach on the island's south shore, along South Roosevelt Boulevard, with wide sand and shallow water. Leave the cart in the parking area following the posted signs and carry your gear to the sand.

Smathers Beach is the largest public beach in Key West, stretching along South Roosevelt Boulevard. It’s ideal for a morning swim, paddleboarding, or simply soaking up the sun. There are shaded picnic tables and plenty of space to spread out. With a cart, you can carry beach gear and snacks without the hassle of long walks from distant parking lots.

7. Key West Cemetery

A unique and surprisingly tranquil stop, the Key West Cemetery sits at the heart of Old Town. Its above-ground tombs and quirky epitaphs reflect the island’s offbeat character. The cemetery suits a relaxed pace, and a cart lets you get there easily while keeping cool between stops.

8. The Historic Seaport and Harborwalk

The Historic Seaport area is a lively stretch along the north side of the island, filled with boats, seafood shacks, and shops. The Harborwalk is a scenic boardwalk perfect for a midday stroll. Arriving by cart makes it easy to explore the area, hop on a boat tour, or grab a bite to eat overlooking the water. Park following the posted signs nearby.

9. Bahama Village

This neighborhood west of Whitehead Street is known for its Caribbean flair, colorful cottages, and local markets. Bahama Village is great for browsing shops, sampling island cuisine, or catching live music. The streets here are narrow and shaded, which suits a slow ride.

10. West Martello Tower and the Key West Garden Club

Located at Higgs Beach, the West Martello Tower is a Civil War-era fort now home to the lush Key West Garden Club. Wander through tropical gardens and historic brickwork with ocean views all around. The gardens are a peaceful break from busier parts of the island.

Practical Tips for Cart-Based Exploring

• Plan Your Route: Key West is only about four miles long and one mile wide, but traffic can be busy in peak times. Map out your must-see spots before heading out to maximize your time.
• Parking: A cart parks in a standard space like a car, and most Old Town spaces are metered or paid, so allow time and change for it.
• Pack Smart: Bring water, hats, and sunscreen—shade can be limited, especially at midday. A cart makes it easy to carry beach chairs, towels, or small coolers.
• Timing Matters: Early mornings and late afternoons are quieter, cooler, and perfect for exploring. Sunset at Mallory Square is a highlight, but expect more crowds.
• Check Local Rules: Some areas may have specific requirements for carts. Before heading out, check the current local rules so you know where you can park and ride along.

Choosing the Right Cart for Your Group

Key West rental companies offer a wide range of cart options, from compact 4-seaters to roomy 8-seaters. Consider your group size, how much gear you’ll be carrying, and whether you want added features like Bluetooth soundbars. For families or larger groups, an 8-seater cart or 6-seater cart ensures everyone rides together. Couples or solo travelers may prefer a 4-seater for easy parking and maneuverability. Check out the selection at CartBooker’s Key West listings to compare models and features before booking.

Sample Day Itinerary by Cart

Morning:

• Start at Smathers Beach for a swim and coffee with an ocean view.
• Head along Atlantic Boulevard to Higgs Beach for a stroll out on White Street Pier.
• Visit the West Martello Tower and Key West Garden Club nearby.

Midday:

• Cruise through Bahama Village for lunch and local shopping.
• Explore the Key West Cemetery for a dose of quirky island history.

Afternoon:

• Ride along Duval Street, stopping for souvenirs and photos.
• Park near the Southernmost Point for the iconic buoy snapshot.

Evening:

• Head to Mallory Square for the sunset celebration. Enjoy street performances, snacks, and the unbeatable view.

Final Thoughts

Exploring Key West by cart is more than just a fun way to get around—it’s the key to discovering hidden corners, breezy beaches, and the island’s colorful character at your own pace. Plan your route, pack for the day, and get ready to make the most of every mile.

For more on available cart options and features, browse our Key West golf cart rentals to find the perfect fit for your trip.