Best Things To Do at Night in Key West!

Key West Cooking Show

The Key West Cooking Show is a unique, in-person experience that blends food, history and entertainment for a deliciously fun night out. Guests enjoy Dinnertainment™ as expert chefs prepare meals right before their eyes, adding humor and captivating stories to every bite. The menu celebrates the island’s culinary roots, showcasing Bahamian, Cuban, Spanish and New England influences that define Conch cuisine. Bar 1 also adds to the experience with carefully crafted tropical cocktails that complement each dish. Set in the heart of Key West, the show creates an experience that takes guests on a flavorful journey through the island’s rich past and present.

Unveil the Eerie Past With the Ghosts & Gravestones Tour

For those who enjoy a bit of the macabre, the Ghosts & Gravestones Tour is a must when exploring things to do in Key West at night. This guided tour takes you through some of Key West’s most haunted locations, where you’ll listen to spine-chilling stories and learn about the eerie history of this beautiful island. The Ghosts & Gravestones Tour includes a visit to the Key West Shipwreck Treasure Museum and hearing tales of legendary hauntings. It’s a thrilling experience that adds a spooky twist to your night, perfect for both history buffs and thrill-seekers alike.

Explore Mallory Square

Mallory Square is the beating heart of Key West’s nightlife. Every evening, the area comes alive with a variety of activities and entertainment options that cater to all tastes. You can’t talk about Key West at night without first kicking it off with the Sunset Celebration, which happens in Mallory Square every evening.

Street Performers

Mallory Square comes alive with captivating street performances that set the stage for an unforgettable evening. Among the most beloved acts is Will Soto, the fearless tightrope walker who defies gravity with every step. From mesmerizing jugglers to mystifying magicians and awe-inspiring acrobats, these talented performers create an energetic atmosphere that will leave you spellbound by the Key West nightlife.

Arts and Crafts

For those who appreciate arts and crafts, Mallory Square has plenty to offer. Local artisans set up stalls showcasing their unique creations, from handmade jewelry to intricate sculptures. It’s a great place to pick up a one-of-a-kind souvenir to remember your trip. Many vendors in the area stay open until 11 p.m., meaning night owls don’t have to miss out on the fun.

Food and Drinks

Mallory Square’s culinary scene is a must-experience part of any visit. Indulge in local favorites like crispy conch fritters and fresh seafood while sipping on tropical drinks. The food stalls and carts offer a mouthwatering array of choices, from classic Key lime pie to refreshing beverages. It’s the ideal way to savor delectable treats while soaking up the vibrant atmosphere and watching the breathtaking sunset — a recipe for a truly delightful evening.

Restaurants To Explore Near Mallory Square

El Meson de Pepe

Located just a stone’s throw from Mallory Square, El Meson de Pepe is a must-visit restaurant. Specializing in Cuban cuisine, the restaurant offers a lively atmosphere and authentic dishes that are sure to please your palate. Don’t miss out on their famous mojitos! They’re sure to liven up your night in Key West.

Sunset Pier

For a more laid-back dining experience, head to Sunset Pier. This waterfront restaurant offers stunning ocean views and a menu filled with fresh seafood and tropical cocktails. It’s the perfect spot to relax and enjoy the beauty of Key West at night.

World-Famous Sunset Cruises

Cruise Options

One of the quintessential Key West experiences is a sunset cruise. Imagine yourself gliding across tranquil waters as the sun paints the sky with hues of orange and pink. There are several options to choose from to give yourself exactly the style of cruise you want, each offering a unique experience.

Live Music Party Sunset Cruise

For those who love a party atmosphere, the live music party sunset cruise is your go-to option. With live bands playing upbeat tunes and a dance floor ready for action, it’s a night filled with fun and excitement. The added bonus? You get to witness one of the most breathtaking sunsets you’ll ever see.

Romantic Sunset Cruise

If you prefer something more intimate, a romantic sunset cruise is perfect. These cruises are designed for couples looking to share a special moment. Enjoy a glass of champagne and some light snacks as you cuddle up and watch the sunset over the ocean, creating the perfect romantic atmosphere. Maybe this is even your opportunity to pop the question.

Sunset Cruise Combo Trips With Water Sports

If you’re looking for an unforgettable Key West experience, consider a sunset cruise that combines thrilling water sports with the serene beauty of a sunset. Imagine paddleboarding or kayaking across the water as the sky transforms into a breathtaking canvas of color, then settling in for a front-row seat to the mesmerizing sunset. Some cruises like Fury Watersports, offer combo trips before you unwind and watch the sun dip below the horizon. This blend of adrenaline and tranquility creates the ultimate evening adventure, leaving you with memories that will last a lifetime.

Catch a Performance at the Key West Theater

End your night with some culture by catching a performance at the Key West Theater. From live music to stand-up comedy and theatrical productions, the theater offers a variety of shows that cater to all tastes. It’s a fantastic way to wind down your evening while enjoying some top-notch entertainment. If you’re looking for indoor things to do in Key West at night, this venue should definitely be on your list.

Nightlife on and off Duval Street

Duval Street is the epicenter of Key West’s nightlife. Brimming with bars, clubs, and entertainment venues, there’s never a dull moment on this lively street.

Sloppy Joe’s Bar

A trip to Key West wouldn’t be authentic without stepping into Sloppy Joe’s bar, an iconic destination for those seeking vibrant nightlife. This historic gem has been pouring drinks since 1933 and remains a beloved spot for both locals and visitors. Sloppy Joe’s lively ambiance, fantastic music, and energetic crowd create the perfect atmosphere to unwind after a day of exploring the island. Immerse yourself in its rich history while enjoying live performances that electrify the space, making it an indispensable part of any Key West nightlife adventure.

The Green Parrot Bar

Renowned for its laid-back vibe, the Green Parrot Bar is a cornerstone of Key West’s nightlife scene, drawing in a diverse crowd with its live music offerings. This bar is ideal for those seeking a more relaxed atmosphere while still enjoying the island’s upbeat spirit. Visitors can soak in the lively ambiance, sip on a refreshing drink, and partake in various activities like dancing to local bands or showcasing their talents on open mic nights. Whether you’re catching a game on the big screen or simply enjoying good company, the Green Parrot Bar offers a perfect blend of fun and relaxation for your nightlife adventures.

Irish Kevin’s

If you’re looking for a high-energy night out, Irish Kevin’s is your go-to spot. With its captivating live performances and interactive shows, this bar keeps the energy levels soaring. It’s a fantastic place to meet new people and create lasting memories. Irish Kevin’s stands out with its lively atmosphere, talented musicians, karaoke nights, and engaging bartenders who often join in the fun. Patrons can enjoy a variety of drinks while participating in sing-alongs or dancing to popular tunes. The buzzing energy makes it a perfect venue for those seeking an unforgettable night in Key West.

Rick’s Bar

Rick’s Bar, a multi-level entertainment hub, caters to every taste. From karaoke to dance floors and live music, there’s always something happening at Rick’s. The contagious energy makes it a popular gathering spot for locals and tourists. Guests can explore the various bars within the venue, each offering a unique experience, whether you’re in the mood for dancing the night away or enjoying a few drinks with friends. Live bands often take the stage, providing the perfect backdrop for a memorable night out. If you’re looking to end your evening on a high note, Rick’s Bar delivers an unforgettable nightlife experience in Key West.

Explore Key West Beyond the Night With Old Town Trolley

Not a night owl or need something to fill your lazy days in Key West? No problem! The Old Town Trolley provides a flexible and convenient way to experience Key West at your leisure. Hop on and off at popular spots like vibrant Duval Street, picturesque beaches, and fascinating historical sites. Knowledgeable guides enhance your journey with insightful commentary, enriching your understanding of the island’s culture and past.

Whether you’re drawn to the bustling nightlife, mouthwatering cuisine, or captivating entertainment, Old Town Trolley ensures a delightful exploration of all that Key West has in store. Check out all we have to offer!

FAQs

Is there family-friendly nightlife in Key West?

Absolutely! Key West offers several family-friendly night activities. You can enjoy a sunset cruise, which provides a beautiful view of the horizon while being suitable for all ages. The nightly Sunset Celebration at Mallory Square is another great option, featuring street performers, local artisans, and beautiful views that are entertaining for everyone.

Can you walk on the beach at night in Key West?

Yes, walking the beach at night in Key West is a delightful experience. Most beaches are open to the public, and the calm sound of waves under the moonlight creates a serene atmosphere, perfect for a romantic stroll or a relaxing evening by the sea.

What are the best places to experience live music at night in Key West?

Key West boasts several fantastic venues for live music at night. Places like Sloppy Joe’s Bar and Irish Kevin’s feature lively performances and a fun atmosphere. The Green Parrot Bar also offers a mix of local and traveling musicians, ensuring a lively music scene throughout the night.

What is the main party street in Key West?

The main party street in Key West is Duval Street. It is the heart of the island’s nightlife, lined with bars, clubs, and entertainment venues, making it the go-to destination for those seeking a lively night out.

What are some romantic nighttime activities in Key West?

For a romantic evening in Key West, consider taking a sunset sail for breathtaking views of the ocean and sky, followed by dinner at a seaside restaurant. Another charming option is a leisurely walk along the beach, or enjoying the Sunset Celebration at Mallory Square together, soaking in the energetic atmosphere and local performances.

What are some spooky things to do in Key West at night?

The Ghosts & Gravestones Tour takes you on a spooky ride through Key West’s haunted past, and Capt Tony’s Saloon, which is another infamously haunted location in Key West.