Where is a Great Classic and Upscale Bar Maybe with Entertainment in Key West
Searching for a classic, upscale bar with entertainment in Key West can be a challenge. The island's charm lies in its unique and eclectic collection of bars, each with its own history and personality. If you're looking for a place that combines the nostalgia of the past with modern luxury, you might be in for a surprise.
The History of Sloppy Joe's Bar
Sloppy Joe's Bar is one of the most iconic and traditional spots on the island. The official beginning of Sloppy Joe's Bar was on December 5, 1933, the day Prohibition was repealed. However, the journey of this establishment is far from straightforward. It underwent two name changes and a location move before it was officially known as Sloppy Joe's. This bar has become a cultural icon, immortalized in countless photographs and stories.
Exploring the Variety of Bars in Key West
Key West offers a diverse array of bars to suit different tastes and preferences. If you're looking for a classic, old-fashioned bar experience, consider the Green Parrot or Capt’n Tony's. The Green Parrot, established in 1890, is a favorite among locals and visitors alike. It has been named one of the best dive bars in the country by Playboy, offering a unique and authentic atmosphere. Capt’n Tony's, as you mentioned, is an old, funky bar with a history dating back to the 1990s. It's a place where you can listen to live music and experience the raw charm of the island.
Upscale and Modern Bars
For those who want to indulge in a more upscale experience, there are several options. The Bull and Whistle, for example, offers both classic bar fare and modern dining. Similarly, the Tavern and Town is an upscale venue known for its entertainment but not as old as some of the other options. For those who want both a classic vibe and modern amenities, the Wine Galley in Pier House is a great choice. It offers upscale entertainment and a moderately old atmosphere, making it a versatile option for a night out.
Alternative Options
If you're still struggling to find the perfect bar and you're not sticking to one specific category, you might want to consider exploring the others. Green Parrot, Sloppy Joes, and Capt'n Tony's all cover classic, old, and entertainment. The Chart Room is classic and old but isn't known for entertainment. The Tavern and Town is upscale and entertainment but not old. The Wine Galley is upscale and entertainment but only moderately old.
A Word of Caution
Key West has a lot to offer, but if you're looking for a 21 Club or Sardi's experience, you might want to head to Miami. The Regent Cocktail Club in Miami offers a classy and sophisticated environment that might satisfy your desire for refinement. However, if you're set on exploring Key West, you're sure to find a bar that suits your tastes.