Key West
Key West
Key West is the southernmost point in the United States, sitting at the very end of the Florida Keys. This small island has a big personality and a fascinating history that sets it apart from anywhere else in America.
With its pastel-colored buildings and palm-lined streets, Key West has a distinctive laid-back vibe. The island was once home to Ernest Hemingway, whose former residence is now a popular museum featuring the famous six-toed cats descended from his original pets.
The island has an interesting cultural mix influenced by its proximity to Cuba - it's actually closer to Havana than to Miami. This Cuban heritage is reflected in the local cuisine and architecture. Key West also has a rich maritime history, from shipwrecking to naval operations, that shaped its development.
Sunset celebrations at Mallory Square are a daily tradition, bringing together street performers, artists, and food vendors as the sun dips below the horizon. Duval Street serves as the main thoroughfare, packed with restaurants, bars, and shops that capture the island's quirky character.
The weather in Key West is tropical year-round, making it a popular escape for those fleeing cold winters. Despite being just 4 miles long and 1 mile wide, this small island packs in an impressive amount of history, culture, and natural beauty.
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Things to do in Key West
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Relax at Smathers Beach
When you need a break from sightseeing, head to Smathers Beach for some relaxation and fun in the sun. This is Key West's largest public beach, stretching for about half a mile along the southern shore of the island. The soft, white sand is perfect for sunbathing or building sandcastles, and the calm, shallow waters are ideal for swimming.
Smathers Beach is also a great spot for water sports. You can rent kayaks, paddleboards, or jet skis right on the beach if you're feeling adventurous. Or, if you prefer to stay on land, join in a game of beach volleyball - there are usually pick-up games happening. When you get hungry, check out the food trucks that often park nearby. As the day winds down, stick around for a beautiful sunset over the water. It's a bit less crowded than the famous Mallory Square sunset celebration, but just as stunning. Don't forget your sunscreen and a good book!
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Sunset Sailing Adventure in Key West
As the sun lowers over Key West, the Sandie Cat catamaran glides smoothly across the shimmering waters, leaving behind the lively seaport for the peaceful expanse of the Gulf of Mexico. The sky transforms into a blend of warm oranges and soft pinks, creating a breathtaking backdrop. A gentle breeze carries away the day's worries, making way for a serene and picturesque evening at sea.
On board, the mood is light and inviting. A local musician plays relaxed island tunes, complementing the laid-back atmosphere. The open bar serves a variety of drinks, from refreshing margaritas to sparkling champagne. With a cool drink in hand, guests gather on the upper deck, where some join in casual dancing while the catamaran moves effortlessly through the waves.
As twilight deepens, an assortment of appetizers is served, offering bites like Swedish meatballs and crisp vegetables with hummus. The crew, always welcoming, invites guests to assist in raising the sails or pose at the helm for a memorable photo. As the last light fades into the horizon, the evening comes to a close with a stunning view, great company, and a renewed appreciation for Key West’s natural beauty.
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Mangrove Maze Kayak Adventure
Glide through a hidden world of twisted mangroves and crystal-clear shallows on this 2-hour kayaking adventure in Key West. As you paddle your way through narrow tunnels formed by arching mangrove roots, keep your eyes peeled for the incredible marine life that calls this unique ecosystem home. Gentle manatees, sleek nurse sharks, and colorful jellyfish are just a few of the fascinating creatures you might spot drifting by in the pristine waters.
Your knowledgeable guide will share insider insights about the delicate mangrove forests and the vital role they play in Florida's coastal environment. Learn how these amazing trees thrive in saltwater and serve as nature's nurseries for countless fish and crustaceans. As you explore deeper into the maze-like channels, you'll feel transported back in time to an unspoiled tropical paradise.
Whether you're a first-time paddler or an experienced kayaker, this tour offers the perfect blend of relaxation and excitement. The calm, protected waters make for easy navigation, while the thrill of wildlife encounters keeps you engaged throughout the journey. By the end, you'll have a newfound appreciation for Key West's natural wonders and memories to last a lifetime.
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Soaring Over Paradise: Key West Parasailing Adventure
Experience Key West from a completely new perspective with a parasailing adventure over its turquoise waters. As the boat picks up speed, the wind lifts you effortlessly into the air, creating a thrilling yet smooth ascent. Floating high above, you are treated to panoramic views of the island and the endless horizon stretching beyond.
From above, the scenery unfolds in every direction. Dolphins may be seen playing in the waves, while sea turtles glide gracefully through the clear waters below. The contrast between the vibrant coral reefs and the deeper blue of the open ocean is striking. The island’s landmarks, including the historic lighthouse and lively harbor, stand out against the picturesque landscape.
Whether flying solo, with a partner, or alongside two friends, the experience remains gentle and controlled. The crew ensures that every rider feels secure and at ease throughout the flight. For those looking to add a refreshing touch to the adventure, a brief dip in the ocean before rising back into the sky can be arranged. This high-flying excursion offers a memorable way to appreciate the beauty of Key West from above.
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Key West Pedal and Pie Adventure
Hop on a bike and cruise through the charming streets of Key West on this fun-filled tour. You'll pedal past colorful houses and swaying palm trees as you explore the island's historic Old Town. The guide will share interesting stories about Key West's wild past, from shipwrecks to smugglers.
Stop at some of the most famous spots in town, like Mile Marker Zero (the end of the road in the USA) and the Southernmost Point buoy for that must-have photo op. You'll also see Ernest Hemingway's old house and learn about his time on the island. Other highlights include Mallory Square, known for its nightly sunset celebration, and the presidential gates of Harry Truman's Little White House.
After working up an appetite biking around town, you'll end the tour on a sweet note with a slice of key lime pie. It's the perfect refreshing treat to cap off your Key West adventure. This laid-back bike tour is a great way to see the sights and get a feel for the easygoing island vibe of Key West.
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Taste of Key West: Cuban and Caribbean Flavors Tour
Enhance your Key West experience with a food tour that highlights the island's Cuban and Caribbean influences. This guided journey includes visits to five local establishments, ranging from hidden gems to well-known favorites. Along the way, sample signature dishes such as conch fritters, fish tacos, and key lime pie. With generous portions, the tastings are enough to serve as a satisfying lunch, making it an ideal outing for those arriving with an appetite.
As you explore Key West’s historic neighborhoods, a knowledgeable guide shares insights into the island’s rich past. Learn about its early industries and the unique individuals who have shaped its culture. The tour also takes you beyond the usual tourist spots, revealing lesser-known landmarks and providing recommendations on where locals prefer to dine and unwind.
By the end of the three-hour experience, you will have a deeper understanding of Key West’s culinary scene and history. Additional perks include shopping discounts and a collection of recipes to recreate your favorite flavors at home. Comfortable footwear is recommended, as the tour involves plenty of walking through the island’s charming streets.
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Key West Historic Trolley Adventure
Hop aboard the colorful orange and green trolleys for a fun-filled tour of Key West's most interesting spots. This all-day pass lets you jump on and off at any of the 13 stops, so you can explore at your own pace. No need to worry about driving or parking - just sit back and enjoy the ride as friendly guides share stories about the island's quirky history and culture.
With over 100 points of interest along the route, you'll get a great overview of Key West's top attractions. Check out the lively scene at Mallory Square, wander through charming Bahama Village, or hop off to tour historic sites like the Hemingway Home. The frequent pickup times mean you won't waste time waiting around. As a bonus, your ticket includes free entry to the Sails to Rails Museum for a deeper dive into local history.
Whether you want to cover the whole island in one go or take your time discovering hidden gems, this flexible tour is the perfect introduction to Key West. Soak up the laid-back tropical vibe as you cruise past colorful conch houses and swaying palm trees. With knowledgeable guides providing commentary along the way, you'll come away with fun facts and insider tips to make the most of your time in this quirky island paradise.
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Shark and Wildlife Spotting Tour in Key West
Embark on a catamaran tour that takes you into the backcountry waters of Key West for an up-close view of sharks and other marine life. The boat crew uses a specialized scent to attract sharks, allowing passengers to observe these fascinating creatures in their natural habitat from the safety of the vessel. The experience provides a rare opportunity to witness their behavior without disrupting the ecosystem.
Beyond sharks, the waters are home to a variety of marine species. Sea turtles glide gracefully beneath the surface, stingrays move along the sea floor, and dolphins occasionally leap through the boat’s wake. Seabirds can also be seen diving for fish. With knowledgeable captains guiding the tour, guests gain insight into the diverse wildlife that thrives in this unique environment.
This two-hour tour takes place on a spacious 34-foot catamaran with ample shade, offering a comfortable way to explore the waters beyond Key West’s beaches and bars. The tour operators prioritize conservation, ensuring that the experience supports marine protection efforts. Bringing a camera is recommended to capture the remarkable sights encountered along the way.
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Explore Fort Zachary Taylor State Park
Fort Zachary Taylor State Park is a must-visit spot in Key West. This historic site offers a perfect blend of history and nature. You can tour the 19th-century fort, learning about its role in the Civil War and Spanish-American War. The knowledgeable guides really bring the past to life with their stories.
But that's not all - the park also boasts one of the best beaches in Key West. The clear, turquoise waters are perfect for swimming and snorkeling. You might even spot some colorful fish or sea turtles! Don't forget to bring your picnic basket and enjoy lunch under the shade of palm trees. As the day winds down, stick around for a stunning sunset view that'll make your Instagram followers jealous.
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Visit the Key West Lighthouse and Keeper's Quarters Museum
For a look into maritime history and impressive coastal views, visit the Key West Lighthouse and Keeper’s Quarters Museum. Originally built in 1848, the lighthouse served as a vital guide for ships navigating the challenging waters around Key West. Now a museum, it provides a glimpse into the lives of lighthouse keepers and their families, showcasing their responsibilities and daily routines.
Climbing the 88 steps to the top requires some effort, but the sweeping views of Key West and the surrounding waters make it worthwhile. On the ground level, the restored keeper’s quarters offer a look at 19th-century life, featuring original furnishings, household artifacts, and historic photographs. The museum’s quiet atmosphere provides a refreshing contrast to the livelier attractions of Key West, making it an ideal spot to explore at a relaxed pace.
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Visit the Ernest Hemingway Home and Museum
Explore the former residence of one of America’s most celebrated writers at the Ernest Hemingway Home and Museum. This Spanish Colonial-style house served as Hemingway’s home for more than a decade and was the setting for the creation of some of his most renowned works. As you move through its well-preserved rooms, you gain insight into the writer’s daily life and the historical period in which he lived.
A distinctive feature of the property is its population of approximately 60 polydactyl cats, many of which are direct descendants of Hemingway’s own pet. These six-toed cats freely roam the house and gardens, adding character to the experience. The lush tropical gardens create a serene escape in the heart of Key West, while the preserved writing studio offers a glimpse into the space where Hemingway crafted his literary masterpieces.
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Tour the Key West Shipwreck Museum
Dive into Key West's maritime history at the Key West Shipwreck Museum. This place brings to life the era when Key West was one of the richest cities in America, thanks to the salvage industry. The museum is housed in a recreated wrecker's warehouse, complete with a 65-foot lookout tower that offers amazing views of the island.
Inside, you'll find artifacts recovered from actual shipwrecks, including the Isaac Allerton, which sank in 1856. The exhibits are really well done, with audio-visual presentations and costumed actors who bring the stories of shipwrecks and salvage operations to life. You can even lift a silver bar recovered from a Spanish galleon! It's a fascinating look at a part of Key West's history that often gets overshadowed by its other claims to fame. The museum is pretty compact, so it's a perfect activity for when you need a break from the sun or have a couple of hours to fill.
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Visit the Key West Butterfly and Nature Conservatory
Step into a tropical paradise at the Key West Butterfly and Nature Conservatory. This magical place is home to over 50 species of butterflies from around the world, fluttering freely in a climate-controlled, glass-enclosed habitat. It's like walking into a living rainbow - the colors and patterns of these delicate creatures are simply stunning.
But it's not just butterflies. The conservatory is also home to exotic birds, including flamingos and colorful parrots. As you wander along the winding paths, you'll be surrounded by lush tropical plants and flowers, creating a peaceful, almost otherworldly atmosphere. The learning center is full of interesting exhibits about butterfly life cycles and conservation efforts. It's a photographer's dream and a great place to find some zen in the middle of bustling Key West. Pro tip: visit in the morning when the butterflies are most active!
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Stroll down Duval Street
Duval Street is the beating heart of Key West, and a stroll down this lively thoroughfare is an experience in itself. Stretching from the Atlantic Ocean to the Gulf of Mexico, this mile-long street is packed with an eclectic mix of shops, bars, restaurants, and galleries. It's a people-watcher's paradise, especially in the evenings when the street really comes alive.
Make sure to pop into some of the quirky shops selling everything from local art to kitschy souvenirs. When you need a break, grab a slice of key lime pie or cool off with a frozen drink at one of the many bars. As night falls, the street transforms into a party scene with live music spilling out of the bars. Whether you're looking for a chill afternoon of shopping or a night of bar-hopping, Duval Street has got you covered. Just remember to pace yourself - there's a lot to see and do!
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Experience the Conch Tour Train
All aboard the Conch Tour Train! This iconic Key West attraction has been showing visitors around the island since 1958. It's a fun and easy way to get an overview of the city's history and main sights. The open-air trains wind through the streets of Old Town, passing by famous landmarks and hidden gems alike.
Your guide (or 'engineer' as they're called) will regale you with stories about Key West's colorful past, from its days as a pirate haven to its role in the Civil War. You'll learn about famous residents like Ernest Hemingway and Tennessee Williams, and get the inside scoop on local legends and lore. The 90-minute tour covers about 14 miles, with stops where you can hop off and explore if you want. It's a great way to orient yourself in the city and figure out which spots you want to revisit later. Plus, the breeze from the moving train helps beat the heat!
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Key West Sandbar Splash & Mangrove Kayak Adventure
Spend an unforgettable day on the water with this 5-hour tour through the Florida Keys National Marine Sanctuary. The journey begins with a boat ride to a secluded sandbar, where the shallow, clear waters invite you to relax, soak up the sun, or enjoy activities like paddleboarding and snorkeling. Along the way, keep watch for dolphins and sea turtles that often appear in these waters.
A guided kayak tour through the mangrove islands offers a closer look at the diverse wildlife hidden among the intricate root systems. As you navigate narrow waterways, your guide shares insights about the unique creatures that thrive in this ecosystem. After an active morning, a satisfying lunch awaits, featuring Cuban sandwiches, chicken tenders, and vegetarian options, along with unlimited beer, wine, and soft drinks.
Between activities, there is plenty of time to unwind on the sandbar, swim, or observe the rich marine life that inhabits these waters. The crew enhances the experience with their knowledge and engaging personalities, making the trip both informative and entertaining. With a perfect balance of adventure and relaxation, this tour showcases the natural beauty of the Keys while providing a refreshing escape on the water.
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Sunset Dolphin Adventure and Snorkel Cruise
Experience an unforgettable evening on the waters of Key West with a cruise that combines wildlife sightings, snorkeling, and a breathtaking sunset. As the boat sets off, watch for dolphins swimming alongside, occasionally leaping from the water. Observing them in their natural environment adds a special touch to the journey.
The captain navigates toward the secluded islands of the Key West National Wildlife Refuge, where crystal-clear waters provide ideal conditions for snorkeling. Slip into the water and explore vibrant marine life, with colorful fish darting around the reef. With a bit of luck, a sea turtle might drift gracefully past. After time in the water, return to the deck for a leisurely ride back.
As the sun lowers toward the horizon, unwind with a refreshing drink and take in the changing colors of the sky. Shades of orange and pink reflect across the water, creating a perfect end to the adventure. With a friendly crew ensuring a memorable experience for both beginners and seasoned snorkelers, this cruise offers a well-rounded introduction to Key West’s natural beauty.
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Where to stay in Key West
Best hotels in Key West:
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The Gardens Hotel (luxury hotel)
The Gardens Hotel in Key West offers a delightful blend of convenience and tranquility. Located just a minute's walk from lively Duval Street, it provides easy access to the city’s attractions while maintaining a peaceful atmosphere. The grounds are beautifully landscaped, featuring lush gardens and two inviting outdoor pools, ideal for unwinding after a day of sightseeing.
The rooms are tastefully decorated, with private balconies or patios overlooking the grounds. Thoughtful touches like cozy bathrobes and in-room coffee makers enhance the comfort. A highlight of the stay is the live jazz performances in the gardens on Sunday evenings, adding a unique charm to the experience. With its prime location near popular attractions like the Hemingway House and Butterfly Conservatory and its friendly, helpful staff, this hotel offers a serene escape that keeps you close to all that Key West has to offer.
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The Palms Hotel (medium range hotel)
The Palms Hotel in Key West offers a cozy stay just a mile from the lively Duval Street. With a heated pool and daily breakfast served by the water, it provides a relaxing base for exploring the island. The rooms feature a Key West-inspired design with flat-screen TVs, and some include kitchenettes for added convenience.
The friendly staff and laid-back vibe make it a welcoming place to unwind. Guests can rent bikes to explore the area or enjoy drinks at the tiki bar during happy hour. The continental breakfast is well-received, offering fresh fruit and pastries to start your day. While it's slightly removed from the busiest areas, the location allows for an easy walk or quick ride to attractions like the Southernmost Point, which is just over a mile away. It’s a great choice for those looking for a quieter stay with convenient access to Key West's highlights.
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Santa Maria Suites Resort (resort)
Santa Maria Suites Resort in Key West offers a fantastic location just a block from the Atlantic Ocean and steps from the bustling Duval Street. The spacious all-suite accommodations include full kitchens and large flat-screen TVs, providing a comfortable and convenient place to unwind.
The resort exudes a relaxed tropical charm, with two heated pools surrounded by vibrant gardens. Guests can enjoy thoughtful touches like a daily happy hour featuring wine and snacks by the pool. The on-site Japanese restaurant, Ambrosia, is an excellent dinner option, and the attentive staff ensures a seamless stay. With free parking and WiFi, as well as its proximity to attractions like the Ernest Hemingway House, this resort serves as a comfortable and well-situated base for exploring the best of Key West.