Key West Nightlife

You’ve all heard about Duval Street and the endless flow of adult beverages it hosts. You should know there is so much more of Key West nightlife to enjoy! There are plenty of places to look for fun after the sun goes down, but here are a few of our favorites.

Begin your evening with a soothing and relaxing sunset cruise. Sebago Watersports offers a champagne sunset cruise aboard a spacious catamaran. This two hour cruise includes free champagne, margaritas, beer, wine, and soft drinks. If you prefer something more intimate, schedule a three-hour private dinner cruise also offered by Sebago. Begin your fully customizable menu by selecting beef, fowl or seafood. Head over to their website to check out sample menus for your dinner choices. Rated the #2 sunset cruise in North America by Coastal Living Magazine, Danger Charters hosts an upscale and relaxed sail appropriately nicknamed “Wind & Wine”.

Dare to be scared on your choice of one of a kind Key West ghost tours. Head out on foot to be spooked with The Original Ghost Tours of Key West. These walking tours depart twice nightly and last 90 minutes. The 1.5 mile walking tour is featured on the History Channel, Travel Channel, Discover Channel, Learning Channel and the BBC. Reservations are highly recommended. Be prepared; this tour runs rain or shine! If walking isn’t for you, try the Ghosts and Gravestones trolley tours. Discover some of the spookiest secrets about the island and its past residents. Wear comfortable shoes- there is a small walking portion. These tours also run rain or shine.

For a different approach, try a casual dinner at one of our fine restaurants. Nibble on delicious delights and sip a fine wine at Nine One Five. Located on Duval Street, this award-winning Victorian style venue serves up fancy feasts until 2 am. Enjoy your alfresco dinner on either of their two wrap around porches. Our favorite dishes include the Tuna Dome or the Sizzling Thai Whole Fish. Try a tapas style dinner at Santiago’s Bodega. Indulge in many savory bites such as the spicy shrimp bisque or the steamed middle neck clams. Choose from a large wine selection to compliment your meal. This hidden gem fills up fast, so make reservations. Perhaps you’d prefer to make dessert your main meal. You’re in luck! Wednesday through Sunday (hours are 6 pm – 1 am) satisfy your sweet tooth at Better Than Sex. Dare to try the sinful chocolate rimmed wine or champagne. Live jazz musicians set the mood every Wednesday and Thursday nights. The setting is so intimate; parties over 7 people will be split into multiple tables.  

Follow your ears to the number of terrific music venues. You’ll find a variety of performers of all genres on daily basis. Whether it is along Duval Street, tucked away in alleyways and side streets or street performers, we have plenty to entertain you with. For a schedule of performances and locations pick up a copy of the Conch Color (entertainment column), the Paradise section of The Citizen on Thursdays or Key West Key Noter.