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While the monument itself is an outdoor public space, it's always best to check local regulations regarding pets in specific areas of Key West. Generally, well-behaved dogs on leashes are welcome in many outdoor public spaces. However, be mindful of crowds, especially during peak times, as the area can get very busy. Always ensure your pet has access to water, especially in Key West's warm climate.

Parking in Old Town Key West, especially near the Southernmost Point, can be challenging. Street parking is limited and often metered. Consider using paid parking lots a few blocks away and walking, or utilizing local public transport like the Duval Loop bus. Many visitors also opt to cycle or walk from their accommodation, as the area is flat and pedestrian-friendly.

To avoid the largest crowds, consider visiting during the shoulder seasons (late spring, e.g., May, or early fall, e.g., September-October). The winter months (November-April) are peak tourist season in Key West, while summer can be very hot and humid, though potentially less crowded. Regardless of the season, arriving early in the morning (before 9 AM) or later in the afternoon (after 5 PM) on any given day will help you avoid the longest lines for photos.

The original Southernmost Point buoy, located at the corner of South Street and Whitehead Street, is currently undergoing seawall and street end reconstruction. During this period, a full-scale replica is available for visitors at Duval Pocket Park, located at 1400 Duval Street. The original buoy is expected to return to its permanent location by late 2026.

Key West has a tropical climate, so light, breathable clothing is recommended year-round. Think shorts, t-shirts, sundresses, and comfortable walking shoes or sandals. A hat, sunglasses, and sunscreen are essential to protect against the strong Florida sun. Even in winter, temperatures are mild, so heavy clothing is generally unnecessary.

Beyond the main attractions, consider exploring the residential streets of Old Town for charming architecture and lush gardens. The Key West Lighthouse & Keeper's Quarters Museum is just a short walk away and offers historical insight and panoramic views. For a unique experience, look for local art galleries or small, independent shops tucked away on side streets. Early morning visits can also reveal a quieter, more reflective side of the area before the crowds arrive.

Both locations offer distinct experiences. The Southernmost Point is renowned for its spectacular sunrises, offering a serene start to the day. Mallory Square, on the other hand, is famous for its lively 'Sunset Celebration,' featuring street performers, food vendors, and a festive atmosphere as the sun dips below the horizon. If you're looking for a vibrant, communal sunset experience, Mallory Square is the place. For a more tranquil, iconic sunrise photo opportunity, the Southernmost Point is ideal.

The inscription '90 Miles to Cuba' highlights Key West's unique geographical proximity to Cuba. While the actual distance is closer to 94 miles, this phrase has become a symbolic representation of the island's historical and cultural ties to Cuba, influencing everything from cuisine to architecture. It underscores Key West's position as a gateway between the United States and its Caribbean neighbor.

While there aren't large hotels directly at the intersection of South and Whitehead Streets, numerous guesthouses, bed & breakfasts, and boutique hotels are located within a few blocks' walking distance in Old Town Key West. Many offer charming accommodations and easy access to the monument and other attractions. It's advisable to book well in advance, especially during peak season.

Yes, the Southernmost Point monument itself is located at street level and is considered wheelchair accessible. The surrounding area in Old Town Key West is generally flat, making it relatively easy to navigate. However, be aware that sidewalks can be uneven in some older areas, and navigating crowds during peak times might require patience. The replica buoy at Duval Pocket Park is also easily accessible.