Key West is a tropical paradise year-round, but summer brings a special energy to this island destination. Visitors flock to the island for its dynamic culture, rich history, and a packed calendar of events. Whether you’re savoring fresh seafood, exploring historic landmarks or participating in world-famous festivals, there’s no shortage of summer things to do in Key West.
Summer Festivals in Key West
Summer in Key West is brimming with festivals that showcase the island’s character and charm. Each event is a celebration of the things that make Key West unique, from its love of literature and fresh seafood to its lively community spirit.
Hemingway Days Festival
Held every July, the Hemingway Days festival pays tribute to Ernest Hemingway, one of Key West’s most celebrated residents. This multi-day event immerses visitors in activities that reflect the life and legacy of the iconic author. Events include literary readings, a lively Hemingway Look-Alike Contest at Sloppy Joe’s Bar, and the annual 5K Sunset Run & Paddleboard Race. The Lorian Hemingway Short Story Competition is a highlight for aspiring writers, showcasing exceptional talent.
One of the most anticipated parts of the festival is the whimsical “Running of the Bulls.” This playful tribute to the famed Pamplona event features participants racing through the streets with handcrafted, rolling bulls, bringing laughter and excitement to spectators. For those who love a bit of history with their summer fun, the festival’s exhibits and panels offer fascinating insights into Hemingway’s life and his deep connection to Key West.
Key West Lobsterfest
Every August, Lobsterfest marks the beginning of the highly anticipated lobster season. This lively celebration transforms the streets of Key West into a seafood lover’s paradise. The festival spans multiple days and features live music, a traditional lobster boil and the popular Lobsterfest Street Fair. Vendors along Duval Street serve lobster dishes prepared in a variety of ways, from classic grilled and steamed options to inventive dishes like lobster mac and cheese and lobster tacos.
In addition to the delicious food, the festival offers a vibrant atmosphere where visitors can mingle, enjoy tropical drinks and dance to live music. Events like the Lobster Brunch and the Sunday Funday Pool Party provide opportunities to cool off while indulging in local cuisine. Lobsterfest is not only a culinary celebration but also a chance to experience the island’s warm hospitality and lively community spirit.
Fourth of July Fireworks and Parade
Key West goes all out for Independence Day, offering a memorable blend of patriotism and island-style fun. The day begins with a vibrant parade featuring local organizations, colorful floats and live music. Families and visitors line the streets to enjoy the festive procession, which reflects the unique personality of the island.
As evening approaches, the celebration moves to the waterfront, where the highlight of the day takes place — a spectacular fireworks display over the ocean. Popular viewing spots include Mallory SquareSM and Higgs Beach, both of which offer breathtaking views of the fireworks against the backdrop of the water. For an even more special experience, many visitors choose to watch the display from aboard a boat tour, providing an unparalleled perspective of the colorful show.
Key West BrewFest
Craft beer enthusiasts flock to Key West every Labor Day Weekend for BrewFest, an event that celebrates the art of brewing with an island twist. This multi-day festival features a wide variety of craft beers from local breweries and beyond, offering something for every taste. The event begins with a lively welcome party and continues with beer dinners, tap takeovers, and seminars where attendees can learn about the brewing process.
The highlight of BrewFest is the Signature Tasting Event, where participants can sample an impressive selection of beers while enjoying live music and the relaxed atmosphere of Key West. The event celebrates great beer and supports a good cause, as proceeds benefit the Key West Sunrise Rotary Club.
Family-Friendly Summer Attractions in Key West
Key West is a perfect destination for families seeking fun, relaxation and a touch of history during their summer getaway. With attractions that cater to visitors of all ages, there are endless summer things to do in Key West that provide entertainment, education and opportunities to create cherished memories.
Conch Tour Train
The Conch Tour Train offers a delightful way to explore the history and sights of Key West while keeping everyone in the family engaged. Since 1958, this train has been a staple of the island, offering narrated tours filled with fascinating stories and humor. As the train winds through Old Town’s charming streets, you’ll pass iconic landmarks like the Ernest Hemingway Home, Mallory SquareSM, and the Southernmost Point. Its relaxed pace allows you to take in the beauty of the island while learning about its rich culture and famous residents. This fun and informative experience is an ideal way to kick off your Key West adventure.
Key West Butterfly & Nature Conservatory
A visit to the Key West Butterfly & Nature Conservatory is like stepping into a living fairytale. This glass-enclosed sanctuary is home to over 50 species of butterflies and a variety of exotic birds, including flamingos. As you wander the tropical gardens, you’ll be surrounded by the gentle fluttering of butterflies, vibrant flowers and calming sounds of waterfalls. The conservatory also offers an educational exhibit that explains the life cycle of butterflies and their role in the ecosystem, making it an engaging stop for families and nature enthusiasts. This serene oasis is one of the most enchanting summer things to do in Key West.
Mallory SquareSM Sunset Celebration
The Sunset Celebration at Mallory SquareSM is a quintessential Key West experience that captures the island’s festive spirit. Every evening, locals and visitors gather along the waterfront to enjoy live entertainment, local artisans and mouthwatering snacks from food vendors. Street performers, including jugglers, magicians, and musicians, create an energetic atmosphere that kids and adults alike will enjoy. The event culminates with the sunset, a breathtaking spectacle that paints the sky in hues of orange, pink and purple. Families can soak in the lively atmosphere while enjoying the stunning views of the Gulf of Mexico. The Sunset Celebration is a must for anyone looking to embrace the unique culture of Key West during the summer.
Fort Zachary Taylor Historic State Park
Fort Zachary Taylor Historic State Park is a destination that combines history, outdoor activities and natural beauty. Families can explore the Civil War-era fort, which played a crucial role in protecting Key West during the 19th century. Guided tours offer insights into the fort’s strategic importance and its fascinating history. After touring the fort, head to the park’s beach, widely regarded as one of the best in Key West. The beach’s crystal-clear waters are ideal for swimming and snorkeling, and the shaded picnic areas provide a perfect spot for a family lunch. The park also features scenic walking trails where visitors can explore the native flora and fauna of the island.
Key West Aquarium
A visit to the Key West Aquarium is both entertaining and educational, making it a hit with families. As one of the island’s oldest attractions, the aquarium offers a unique glimpse into the marine life of the Florida Keys. Visitors can interact with sea creatures in the touch tanks, observe shark feedings and learn about the importance of conservation efforts. The aquarium also highlights the island’s rich maritime history. It’s one of the summer things to do in Key West that combines fun with a deeper appreciation of the natural world.
Old Town Trolley
The Old Town Trolley offers a flexible and fun way to explore Key West at your own pace. This hop-on, hop-off tour covers all of the island’s major attractions, allowing you to customize your day to suit your family’s interests. With stops at landmarks like the Ernest Hemingway Home, Truman Little White House, and Mallory SquareSM, the trolley makes it easy to experience the best of Key West. The fully narrated tours, led by knowledgeable and friendly guides, provide an entertaining overview of the island’s history, culture, and hidden gems. The trolley’s open design ensures a comfortable ride while giving you the best views of the island’s sights.
Explore Historic Places in Summer in Key West
Key West’s historic sites offer a fascinating look into the past, providing a deeper connection to the island’s unique heritage. Summer is an excellent time to visit these landmarks, with many offering shaded grounds and air-conditioned exhibits to ensure a comfortable experience.
Ernest Hemingway Home and Museum
The Ernest Hemingway Home and Museum is a must-see for literature enthusiasts and history buffs alike. This historic home, where Hemingway wrote some of his most famous works, offers guided tours filled with stories about his life, his writing, and his love for Key West. Visitors can wander through the lush gardens, which are home to the famed six-toed cats, and view personal artifacts that provide a glimpse into the writer’s world.
Harry S. Truman Little White House
Once a presidential retreat, the Harry S. Truman Little White House provides a unique window into American history. Guided tours take visitors through the rooms where Truman worked and relaxed during his stays in Key West. Exhibits highlight the decisions he made while in residence, including significant moments in post-World War II history. The property’s peaceful gardens and shady verandas offer a tranquil setting to reflect on its historical significance.
Fort East Martello Museum
The Fort East Martello Museum combines history, art and local folklore in one fascinating location. Housed in a preserved Civil War-era fort, the museum features exhibits on Key West’s past, including shipwrecks, cigar manufacturing and the island’s military history. One of its most intriguing displays is Robert the Doll, a legendary figure tied to local ghost stories. The museum offers an engaging mix of history and mystery, making it a memorable stop for families and curious visitors.
Key West Lighthouse and Keeper’s Quarters
The Key West Lighthouse and Keeper’s Quarters are an iconic landmark that offers stunning views of the island. Climb to the top of the lighthouse for panoramic vistas of the surrounding area, including the sparkling waters of the Atlantic Ocean. The Keeper’s Quarters Museum provides a glimpse into the daily lives of the lighthouse keepers and their families, with exhibits showcasing their tools, photographs and personal stories.
A Summer Shopping Guide to Key West
Shopping in Key West is a uniquely enjoyable experience, blending the island’s laid-back charm with opportunities to discover one-of-a-kind treasures. Exploring these locations is one of the most relaxing summer things to do in Key West and a perfect way to soak in the island’s creative spirit.
Duval Street
Duval Street is the heart of Key West’s shopping scene. Stretching from the Gulf of Mexico to the Atlantic Ocean, this bustling street is lined with an eclectic mix of shops and boutiques. Visitors can find everything from handcrafted jewelry and quirky souvenirs to high-end clothing and accessories. Many stores feature locally made products, allowing you to bring home a true piece of the island. Strolling along Duval Street in the summer is a quintessential Key West experience, with plenty of stops to enjoy a refreshing drink or ice cream along the way.
Key West Farmers Market
Held regularly at Higgs Beach, the Key West Farmers Market is a must-visit for those looking to shop local. Here, you’ll find an array of fresh produce, artisanal goods and unique crafts from local vendors. Summer is the perfect time to browse the market’s selection of tropical fruits, handmade soaps and colorful artwork. Many vendors also offer snacks and drinks, making it a delightful stop during your day of exploring the island.
Mallory SquareSM Shops
Mallory SquareSM is famous for its Sunset Celebration, but it’s also home to several charming shops that are worth a visit. From nautical-themed gifts to handcrafted trinkets, The Shops at Mallory SquareSM offer a variety of items that capture the essence of Key West. Spend some time exploring before the evening festivities begin, and you’re sure to find something special to take home.
Wyland Galleries
Art enthusiasts will love Wyland Galleries, a showcase of marine life-inspired art by renowned artist Wyland. The gallery features stunning paintings, sculptures and glasswork that reflect the beauty of the ocean and its creatures. Visiting Wyland Galleries is more than just a shopping experience — it’s an opportunity to connect with the artistic side of Key West and support conservation efforts, as much of Wyland’s work promotes environmental awareness.
Exquisite Summer Culinary Treats
Key West is a food lover’s paradise, offering a culinary scene that reflects the island’s rich cultural influences and coastal location. Summer is the perfect time to indulge in fresh seafood, tropical flavors, and signature island dishes.
Key West Cooking School® / Bar 1
Immerse yourself in Key West’s vibrant culinary culture at the Key West Cooking School®. More than just demonstrations, the “Dinnertainment™” experiences blend live cooking with captivating island stories, offering a unique taste of Conch heritage. Afterward, step into Bar 1 for handcrafted “Conch Tales” – original cocktails inspired by Key West legends – and even learn to mix your own in a fun, casual class. Take home recipes and swag to keep the island times alive long after your visit is over.
Blue Heaven
Located in a charming outdoor setting with roosters wandering freely, Blue Heaven is a Key West institution. Known for its Caribbean-inspired cuisine, this iconic restaurant offers dishes like lobster Benedict, Key lime pie and fresh seafood that showcases the island’s flavors. The relaxed atmosphere, live music and friendly service make dining at Blue Heaven an unforgettable experience during your summer visit.
Louie’s Backyard
Set against the stunning backdrop of the Atlantic Ocean, Louie’s Backyard combines fine dining with unbeatable views. The menu features expertly prepared dishes like conch chowder, fresh catch of the day and decadent desserts. Guests can dine on the outdoor deck to fully embrace the island’s coastal beauty while enjoying their meal. Louie’s Backyard is a must-visit for anyone seeking an upscale dining experience that embodies the essence of Key West.
El Siboney
For a taste of authentic Cuban cuisine, El Siboney is the place to go. This family-friendly restaurant is known for its generous portions and traditional dishes like ropa vieja, Cuban sandwiches, and black beans with rice. El Siboney’s warm, welcoming atmosphere and affordable prices make it a favorite among locals and visitors alike. It’s the perfect spot to enjoy a hearty meal after a day of exploring the many summer things to do in Key West.
Latitudes
Located on Sunset Key, Latitudes offers a luxurious dining experience with breathtaking views of the water. Accessible by a short ferry ride, this restaurant serves a menu filled with fresh, locally sourced ingredients. Popular dishes include lobster tail, mahi-mahi and their famous Key lime pie. Dining at Latitudes during the summer provides a serene escape from the bustle of the main island, with the added bonus of enjoying a meal as the sun sets over the Gulf.
Kermit’s Key Lime Shop
No visit to Key West is complete without a stop at Kermit’s Key Lime Shop. Famous for its Key lime pie, this shop also offers a variety of Key lime-flavored treats, from cookies to sauces and candies. Visitors can watch pies being made and enjoy a slice in the charming garden area. Kermit’s is a quintessential stop for anyone looking to experience the sweet side of Key West’s culinary scene.
El Meson de PepeSM
Located near Mallory SquareSM, El Meson de PepeSM offers a vibrant dining experience steeped in Cuban tradition. The menu features a variety of flavorful dishes, including picadillo, vaca frita, and plantains. The restaurant’s festive atmosphere often includes live music, creating a lively setting to enjoy a meal. Afterward, take a stroll along the waterfront to cap off your evening with beautiful views of the harbor.
Nightlife in Key West
When the sun sets in Key West, the island transforms into a vibrant hub of entertainment and excitement.
Duval Crawl
Duval Street is lined with an array of bars, pubs and cocktail lounges that cater to every mood and taste. Popular stops include Sloppy Joe’s, a historic bar once frequented by Ernest Hemingway, and the Green Parrot, known for its relaxed vibe and strong drinks. Many bars offer live music, making it easy to dance the night away. For those looking to embrace the full Key West nightlife experience, several companies offer organized pub crawls that include drink specials, games, and a guide to keep the party going.
Sunset Sails
One of the most magical ways to enjoy Key West at night is by embarking on a sunset sail. These evening cruises offer a front-row seat to the island’s famous sunsets, with the sky transforming into a canvas of vibrant colors. Many sunset sails include drinks, appetizers and live music, creating a relaxed and intimate atmosphere on the water. Whether you choose a catamaran, schooner, or private charter, this experience perfectly captures the beauty of summer things to do in Key West. For a romantic outing or a memorable way to wind down after a busy day, a sunset sail is an unbeatable choice.
Live Music Venues
Key West is renowned for its live music scene, which plays a vital role in the island’s nightlife. Whether you’re into rock, reggae or jazz, there’s a venue that delivers unforgettable performances. Irish Kevin’s is another iconic venue, blending humor, audience interaction and great music for an all-around entertaining night. For a more relaxed vibe, check out the Schooner Wharf Bar, where live music and ocean breezes create the perfect island atmosphere. Exploring Key West’s live music venues is a must for those looking to immerse themselves in the island’s vibrant culture.
Aqua Nightclub
Aqua Nightclub brings high-energy fun to the heart of Key West’s nightlife scene. Known for its vibrant drag shows, Aqua offers a night of laughter, entertainment and fabulous performances. The talented Aqua Divas deliver lively routines that captivate audiences, making this one of the most entertaining stops along Duval Street. The nightclub also features a dance floor and a bar stocked with expertly crafted cocktails, ensuring a complete night out. Aqua’s inclusive and welcoming environment makes it a highlight for visitors seeking unique summer things to do in Key West.
Ghosts & Gravestones®
The Ghosts & Gravestones® Tour provides a thrilling way to explore Key West’s haunted past. This immersive tour invites guests to step aboard the Trolley of the Doomed, where costumed guides share spine-chilling tales of the island’s darker history. The tour stops at some of Key West’s most infamous locations.
Unlike any other tour on the island, Ghosts & Gravestones® combines history, folklore, and interactive storytelling to create an unforgettable experience. Guests are encouraged to keep their cameras ready, as many have captured unexplained phenomena during the tour. Whether you’re a skeptic or a believer, this nighttime adventure is a unique way to delve into the island’s history and lore.
Conclusion
A summer in Key West is a season of unforgettable moments, from breathtaking sunsets and mouthwatering cuisine to lively festivals and nighttime adventures. Dive into the unique culture, embrace the laid-back charm and discover all the summer things to do in Key West.
FAQs
What are some must-visit festivals in Key West during the summer?
Key West hosts a variety of festivals during the summer that highlight its unique culture and community. Hemingway Days in July is a must-see event celebrating the life of Ernest Hemingway with activities like a look-alike contest, literary panels and the whimsical Running of the Bulls. In August, Lobsterfest marks the start of lobster season with a street fair, live music, and an abundance of fresh lobster dishes. For craft beer enthusiasts, Key West BrewFest over Labor Day weekend offers the chance to sample hundreds of beers while enjoying live music and tropical vibes. These festivals are among the most exciting summer things to do in Key West and offer something for everyone to enjoy.
Are there family-friendly activities in Key West for the summer?
Absolutely! Families visiting Key West in the summer have plenty of options for fun and education. The Conch Tour Train offers a lighthearted way to learn about the island’s history, while the Key West Butterfly & Nature Conservatory immerses visitors in a tropical haven filled with butterflies and exotic birds. The Sunset Celebration at Mallory SquareSM is another family favorite, featuring street performers, craft vendors and stunning sunsets. For those interested in marine life, the Key West Aquarium provides interactive exhibits and feeding demonstrations.
What are some water-based activities to enjoy in Key West during the summer?
The warm waters surrounding Key West make it an ideal destination for water-based adventures. Snorkeling and diving enthusiasts can explore the vibrant coral reefs of the Florida Keys, including the famous Dry Tortugas National Park. Kayaking and paddleboarding offer a more tranquil way to experience the island’s scenic mangroves and waterways. For those seeking relaxation, Sunset Sails with Fury Water Adventures provide breathtaking views of the horizon while you sip on refreshing drinks.
Are there any historical landmarks worth visiting in Key West during the summer?
Key West is rich in history, and summer is a great time to explore its iconic landmarks. The Ernest Hemingway Home & Museum offers a glimpse into the life of the famed author, complete with tours of his home and gardens. The Harry S. Truman Little White House provides insights into the island’s role in American political history, while the Fort East Martello Museum combines history and folklore, including the story of Robert the Doll. For panoramic views of the island, climb the historic Key West Lighthouse and visit the Keeper’s Quarters Museum.
What are some popular dining experiences in Key West for the summer?
Dining in Key West is a highlight of any summer visit, with options that range from casual eateries to upscale waterfront restaurants. Blue Heaven is a beloved spot known for its Key lime pie and laid-back outdoor setting. For fine dining, Louie’s Backyard offers exquisite dishes paired with oceanfront views. Families love El Meson de PepeSM for its authentic Cuban cuisine, while Latitudes on Sunset Key provides an unforgettable dining experience with a ferry ride to its stunning location.