Add dates

Key West Nightlife & bars

Our most recommended Key West Nightlife & bars

Key West: Sunset Cruise with Buffet Dinner and Open Bar

1. Key West: Sunset Cruise with Buffet Dinner and Open Bar

Climb aboard "The Party Cat" for a wonderful 2-hour cruise around the harbor.   Enjoy a freshly prepared tropical food buffet in an enclosed air-conditioned dining room. Choose from dinner options such as roast pulled pork in mojo sauce, deep fried sweet plantains, black beans and rice, marinated grilled chicken, fried fish, mixed vegetables, mashed potatoes, pasta with mini shrimp and Cuban bread and butter. Sip on your choice of tipple — margaritas, rum runners, champagne, beer, wine or spirits. After dinner, stroll upstairs to the upper deck for live music. Dance the night away or simply listen to the beat as you watch the sun set over the horizon into the Gulf of Mexico. Witness the beautiful display of colors across the night sky.

Key West: Sunset Party Cruise by Catamaran

2. Key West: Sunset Party Cruise by Catamaran

Climb aboard a party catamaran and sail across the ocean waves on a sunset cruise from Key West. Get ready to dance the night away and cause a commotion on the ocean! Enjoy free hot an cold snacks, including a fresh vegetable platter with hummus and a smoked fish dip with pita chips. Listen to live music as you sip margaritas and wine. Quench your thirst with a cold beer and leave your worries behind as you sail into the sunset. Relax aboard the spacious state-of-the-art catamaran as you cruise the tropical waters. Feel the warm ocean breeze on your face and toast the night with a glass of champagne. Dance to the sounds of your favorite musicians as the sun slowly sets across the sea.

Key West: Sunset Sailing Trip with Open Bar, Food and Music

3. Key West: Sunset Sailing Trip with Open Bar, Food and Music

Join a sailing experience to get you closer to the sunset than ever before. Set sail from the historic sea port of Key West and head straight out to sea for a cruise with unobstructed views of the sunset on the horizon. During the cruise, enjoy an unlimited open bar, with a wide variety of drinks on offer including rum runners, Champagne, margaritas, and draft beer. Taste a selection of finger foods, ranging from Swedish meatballs, veggie treats, cheese and crackers, pita and hummus, and meat and veggie platters. You will be sailing on one of Key West's newest sailing catamarans, the Sandie Cat. This vessel has capacity for up to 149 passengers across 3 decks, so there will always be plenty of room onboard. Grab a drink, head to the upper deck, and dance to live music as you watch the sun go down. The captain and crew will even let you help raise the sails and you can ask to have a picture taken driving the boat.

Orlando: Mango's Tropical Cafe Dinner and Show

4. Orlando: Mango's Tropical Cafe Dinner and Show

Experience authentic flavor, dynamic performances, and much more at Orlando's hottest destination in nightlife and entertainment: Mango's Tropical Café.  Dine and dance in an energy that's unmatched and electric, all in the heart of the city's famous International Drive. Enjoy a family-friendly dinner and show, featuring paramount live entertainment including a Michael Jackson tribute, a Brazilian Samba, Cuban Conga, and other Latin-inspired numbers throughout the entire breathtaking venue. Mango's live band promises to get you on your feet with lively and passionate authentic Latin music featuring congas, bongos, horns, 80's, 90's, today's hits, and more.  Savor a three-course gourmet menu of fresh "Floribbean" cuisine. Specializing in Latin and Caribbean comfort foods, as well as American favorites, Mango's serves up a one-of-a-kind dining experience for every person at your table. Menu: Starter choice of: • Caesar salad • Tomato bisque Entree choice of: • Mango's Churrasco Steak ($15 upcharge) • Roasted Margarita Chicken • Braised short ribs • Salmon al Limon • Plant-based penne bolognese All entrees, except the plant-based penne, are served with yellow rice, Cuban-style black beans, and plantains. Dessert choice of: • Mango coconut bread pudding • Chocolate Ecstasy

Key West: 2.5-Hour Duval Street Pub Crawl

5. Key West: 2.5-Hour Duval Street Pub Crawl

Come along and do the pub crawl down Duval Street, Key West. This street is famous for its party scene, with the bars always rocking day and night on this small island. Throughout your pub crawl you will experience some of the most famous and entertaining drinking establishments in the Florida Keys. This 2.5-hour event happens on the world famous Duval Street. Everyone will have a choice of a domestic beer or mixed drink at all five bars visited, and you will also receive a free souvenir t-shirt to commemorate the event. Experience all the sites and bars of Key West with your "professional enablers" as you embark on your party in paradise. Whether it's the casual Keys atmosphere, live music, or Caribbean drinks you are after, your crawl is sure to be an adventure to remember.

Key West: Private Tiki Boat Sunset Cruise

6. Key West: Private Tiki Boat Sunset Cruise

Come with your friends or family for an unforgettable experience on a private tiki bar boat cruise in Key West during sunset. Enjoy your own food and drinks as the sun sets over the picture-perfect scenery. Toast to the sunset with your favorite drinks in hand and keep an eye out for the green flash as the sun meets the beautiful Caribbean water. Cruise past the world-famous Mallory Square and then just beyond Sunset Key to find the best vantage point. Your captain will point out all the sites as you cruise around the harbor and eventually return to the Historic Charter Boat Row.

Frequently asked questions about Key West

What top attractions are a must-see in Key West?

Other Sightseeing Options in Key West

Want to discover all there is to do in Key West? Click here for a full list.

What people are saying about Key West

My girlfriend and I would 100% recommend the "pub crawl"!! It was fun, you get to meet people and our guide did a great job. She was in a great mood, motivated, funny and was able to bring us closer to the history of keywest!!! Great experience for us!!!

It was all good everyone was friendly and helpfull in every way. The show was wonderful and the music was great !

Super great an excellent place good food and great music the super special height show I recommend it 1000%

Excellent service the girl served us was soooo nice Amazing shows, food was so Good

Great pub crawl through Key West's prettiest bars. Tasty drinks included