Key West Historic District

Culture4.7/5

Mallory Square

Welcome to Mallory Square, the heart of Key West's vibrant culture! Located at 420 Wall St, Mallory Square is your go-to destination for lively street performances, breathtaking sunsets, and a lively marketplace. Immerse yourself in the local art scene, savor delicious street food, and mingle with fellow adventurers. Don't miss the legendary nightly Sunset Celebration – it's a spectacle you won't soon forget!

Culture4.6/5

The Hemingway Home and Museum

Experience the charismatic charm of The Hemingway Home and Museum on 907 Whitehead St, Key West. Step into the world of Ernest Hemingway, where he penned timeless classics like "The Old Man and the Sea." Explore the lush gardens, meet the six-toed cats, and stroll through rooms brimming with relics. Get ready for a literary adventure that will transport you back in time!

Culture4.6/5

Truman Little White House

Welcome to Truman Little White House! This historic gem in Key West, FL was once a winter getaway for President Harry S. Truman. Step into his shoes and explore this charming naval base-turned-retreat. Admire the stunning waterfront views, snap pics surrounded by tropical gardens, and revel in the presidential stories that echo through the walls. Don't forget to sign up for a tour!

Outdoor4.5/5

Southernmost Point of the Continental U.S.A.

Located in Key West, Florida, the Southernmost Point of the Continental U.S.A. is a must-see for any adventurous traveler. Standing tall at the corner of Whitehead Street, it proudly marks the southernmost tip of the country, just 90 miles from Cuba. Hilariously oversized and brightly colored, this monument is the perfect spot for a fun photo-op while basking in the warm coastal vibes.

Culture4.7/5

Keeper's Quarters Museum

Welcome to Keeper's Quarters Museum in Key West! Step back in time and explore the fascinating lives of lighthouse keepers. Discover their daring adventures, learn about their quirky rituals, and even try on their iconic hats! Located at 938 Whitehead St, this museum is a must-visit for history lovers and curious travelers alike. Don't miss the amazing view from the top!

Culture4.6/5

Audubon House & Tropical Gardens

Nestled in the heart of Key West, Audubon House & Tropical Gardens is a whimsical escape into nature’s paradise! Explore the lush gardens, adorned with vibrant blooms and exotic plants, while discovering the intriguing history of ornithologist John James Audubon. Don’t miss the charming museum—perfect for snapping photos and soaking in Florida’s tropical charm!

Culture4.5/5

Mel Fisher Maritime Museum

At the Mel Fisher Maritime Museum in Key West, prepare to dive deep into the fascinating world of underwater treasure hunting! Discover the gripping story of Mel Fisher's decades-long search for the Spanish galleon Atocha and its sunken treasure. Explore impressive exhibits showcasing dazzling gold and silver artifacts, and maybe even take home your very own treasure souvenir! Get ready to embark on an adventurous and educational journey in this hidden gem of Key West!

Culture4.6/5

Key West Museum of Art & History at the Custom House

This red-brick Custom House holds a compact museum of Key West art and history across two floors. Its stories include Robert the Doll.

Culture4.4/5

Tennessee Williams Key West Exhibit

Dive into the colorful world of Tennessee Williams at his lively Key West Exhibit! Nestled at 513 Truman Ave, this quirky gem showcases the playwright's life and works, filled with fascinating artifacts and personal memorabilia. Stroll through his creative haven, soak up the island vibes, and discover the magic behind classics like "A Streetcar Named Desire." A must-see for literary lovers!

Culture4.9/5

The Studios of Key West

Welcome to The Studios of Key West, a vibrant hub for creativity in the heart of Key West! Nestled at 533 Eaton St, this lively space is a haven for artists and visitors alike. Explore the diverse range of studios, galleries, and workshops, offering a delightful glimpse into the local art scene. Unleash your imagination, get inspired, and perhaps even create your own masterpiece!

Outdoor4.8/5

Key West Historic Seaport

Key West Historic Seaport is a whimsical paradise for adventurers and ocean enthusiasts! Located at 201 William St, it offers a vibrant waterfront atmosphere brimming with lively bars, delicious seafood joints, and charming shops. Hop aboard a fishing charter, rent a jet ski, or sip a tropical cocktail while you soak in breathtaking sunsets. Get ready to dive into an unforgettable aquatic escapade!

Culture4.4/5

Key West Shipwreck Museum

Located in the heart of Key West, the Shipwreck Museum is a treasure trove of adventure! Wander through captivating exhibits showcasing real artifacts from sunken ships, and marvel at the tales of brave sailors and daring pirates. Learn about Key West's rich maritime history in a fun and engaging way. Don't miss this immersive experience at 1 Whitehead St, Key West, FL 33040, USA!

Culture4.1/5

Key West Aquarium

Welcome to Key West's most enchanting underwater paradise, the Key West Aquarium! Dive into a world of vibrant marine life and get up close to fascinating creatures like stingrays, sharks, and even alligators. With interactive exhibits and educational presentations, this is the perfect family-friendly destination. Don't miss the chance to touch a live sea star or feed a hungry shark—it's an ocean adventure you won't forget!

Outdoor4.8/5

The Key West Butterfly and Nature Conservatory

Step into a whimsical wonderland at The Key West Butterfly and Nature Conservatory. This tropical oasis on Duval Street is home to thousands of colorful butterflies fluttering amidst exotic plants. Get lost in the enchanting beauty as you wander through the lush gardens. Don't forget to capture the perfect Insta-worthy moment with these delicate creatures. It's a must-visit spot for nature lovers seeking a touch of magic in Key West.

Culture4.6/5

Fort East Martello Museum

Nestled in Key West, the Fort East Martello Museum is a quirky gem that blends history and art. Explore the hauntingly beautiful fort, admire intriguing exhibits—from maritime artifacts to cool sculptures—and meet the famous Robert the Doll! With stunning views and a dash of ghostly charm, it promises a delightful adventure that’s as unique as the island itself!

Landmark4.7/5

Key West Historic Memorial Sculpture Garden

Landmark4.4/5

Key West Tours- Conch Tour Train

All aboard the Conch Tour Train in Key West! Hop on at 303 Front St and embark on a delightful ride through the island's vibrant history and stunning sights. With entertaining narration, you'll discover quirky landmarks and charming neighborhoods in a fun, breezy way. Perfect for families or solo explorers—it's a must-do on your Key West adventure!

Culture4.8/5

St. Paul's Episcopal Church

St. Paul's Episcopal Church, nestled at 401 Duval St, Key West, enchants visitors with its stunning Gothic architecture and vibrant stained glass, offering a serene sanctuary amidst the lively heart of the island.

Eat4.5/5

Sloppy Joe's Bar

Get ready to loosen up your belt and indulge in the mouthwatering madness of Sloppy Joe's! This lively hotspot in Key West serves up the best sloppy joes you'll ever sink your teeth into. With its vibrant atmosphere, live music, and famous history (Ernest Hemingway was a regular!), Sloppy Joe's is the go-to spot for a fun-filled night of tasty eats and good times. Don't forget to grab a cold drink and join in on the dance floor shenanigans!

Stay$$$$4.75/5

Almond Tree Inn

This Key West inn is 4 minutes’ walk from the Ernest Hemingway House and Museum. Guests of the Almond Tree Inn - Adults Only will enjoy an outdoor pool with a hot tub and a daily continental breakfast. All accommodations feature a satellite TV, microwave, and small refrigerator. Tea and coffee-making facilities and a patio are also included. Almond Tree Inn - Adults Only guests can lounge in the Florida sun on the sun deck alongside the pool and enjoy a happy hour with complimentary beverages. Guests can also stay connected during their stay with free Wi-Fi. The inn is 4 minutes’ walk from the Historic Lighthouse and 9 minutes’ walk from the Southernmost Point. The Key West Butterfly and Nature Conservatory is 6 minutes’ walk away.

Stay$$$$4.55/5

The Gardens Hotel

Located in Key West, Florida, this adult-only hotel offers two outdoor pools. Duval Street is a 1-minute walk away, and Key West Butterfly and Nature Conservatory is 3 minutes’ drive from the hotel. A private balcony or patio with property views is provided in all rooms at The Gardens Hotel Key West. A flat-screen cable TV, ironing facilities, and a refrigerator are also featured in each room. Free Wi-Fi is available for guests. Guests can also take advantage of on-site bicycle hires, massage services, and concierge services. Live jazz music is performed in the gardens every Sunday evening as well for guests to enjoy. The Key West Shipwreck Museum, Key West Aquarium, and Conch Tour Train are all located less than 2 km away. The Ernest Hemingway Home and Museum is 500 m away from The Gardens Hotel.

Stay$$4.5/5

Island City House Hotel

Offering an outdoor pool, this historic Key West Island City House hotel is 2 minutes’ walk from the Key West sea port. Features include free WiFi, garden, and rooms with a kitchen. A seating area, en suite, and hardwood floors are provided in each Victorian-inspired room. Island City House extras include cable TV, towels, bed linen. Guests can explore the garden and terrace areas of Island City House. Luggage storage and laundry facilities are offered and other available services include car hire and bicycle hire. The hotel is also 12 minutes’ walk from the Key West Aquarium and Sunrise Pier. Guests will also be 960 metres from Mallory Square and Key West Museum of Art & History. Parking in Old Town is limited, and if you prefer to park on the street, you may only park in a blank, white outlined space facing with traffic. You may NOT park in a space marked RESIDENTIAL. You may unload your luggage at check-in by pulling your car into our designated unloading zone at 411 William Street directly in front of the Island City House. Island City House Hotel will not be held responsible for any parking fines received for failing to comply with city parking rules. Additional parking option is Key West Parking Lot at 808 Southard St. $15 cash for 24-hours. The parking lot is located two blocks from our location.

Stay$$4.45/5

Truman Hotel

This trendy Key West boutique hotel features an outdoor pool and modern rooms equipped with iPod docking stations and flat-screen TVs. South Beach - Key West is 0.5 miles away from the property. All rooms at the Truman Hotel are equipped with a refrigerator. Each room is styled with wood floors, and bathrooms boast tiled showers and marble vanities. Some rooms offer a private patio. This hotel offers a daily continental breakfast, and poolside seating is available on the sun deck. Free Wi-Fi is available throughout the hotel. The Truman is 6 minutes' walk from the Ernest Hemingway Home and Museum, and Jimmy Buffett’s Margaritaville Café is one-half mile away. Duval Street, where guests can find restaurants, bars, and shopping, is 7 minutes' walk from the hotel.

Stay$$$$4.4/5

Old Town Manor

This adult-only, pet friendly, smoke-free property is located in the heart of Key West less than 1.6 km from the Southernmost Point. Guests will enjoy a daily breakfast including pastries, organic fruit, and dessert cakes during their stay. Each room at this Key West Bed and Breakfast provides free WiFi as well as a flat-screen TV with cable channels and a DVD player. Some rooms offer a private balcony or patio as well as a minibar. Guests can lounge on the courtyard and garden at this Key West Old Town Manor. A sun terrace is also available. This bed and breakfast is adjacent to the night life of Duval Street. The Ernest Hemingway Home and Museum is located 11 minutes' walk away. The comfort of each of our guests is important to us. At this time Old Town Manor does not offer accessibility features in our guest rooms. Any persons in need of assistance while visiting the hotel should direct any requests for assistance to the front desk or to any available staffer. In addition, requests for assistance can be made via email to [email protected] or by phone at (305) 292-2170.

Stay$$4.35/5

Coco Plum Inn

Coco Plum Inn is located in the heart of Key West, Florida. Guests can start their day with a made-to-order breakfast and then take a dip in the heated outdoor pool. Complimentary WiFi is provided for all guests. Smathers Beach is 4.5 km away. Rooms feature a TV with cable channels. A refrigerator, coffee maker, and microwave are provided as well. Guests will enjoy the comfort of a furnished seating area. Select rooms feature a balcony and spa bath. This adult-only bed and breakfast includes a garden and concierge service. A packed to-go breakfast and bicycle rentals are available. The bed and breakfast is 320 metres from Hemingway House and 640 metres from Key West Aquarium.

Stay$$$$4.25/5

The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only in Key West offers air-conditioned rooms with balconies, private bathrooms, and free WiFi. Each room includes a work desk, TV, and parquet floors. Guests can enjoy a fitness centre, sun terrace, year-round outdoor swimming pool, and free bicycles. Additional amenities include a restaurant serving American cuisine, bar, and outdoor seating area. Located in the city centre, the hotel is less than 1 km from Simonton Street Beach and Ernest Hemingway Home and Museum. Duval Street is a 6-minute walk away, while Key West International Airport is 4 km distant. Key West Aquarium is 500 metres nearby, Mallory Square 600 metres, and Southernmost Point 1.3 km. Water sports are available in the surrounding area.

Stay$$$$4.25/5

Pier House Resort & Spa

Ideally set on a private beach in Key West's Old Town, Pier House Resort & Spa offers a full-service spa, instant beach access, and on-site dining. It is 1 minutes’ walk from Duval Street entertainment district. WiFi is complimentary, and every guest room features a small refrigerator, rain-style showers, and coffee and tea-making facilities. A flat-screen TV comes standard. Experience waterfront views from the outdoor pool or stay indoors and relax with massages and body rituals at the on-site spa. For added wellness, visit the on-site fitness centre. Savor fresh seafood and classic dishes for breakfast, lunch and dinner at the One Duval or sample cocktails near the seaside at Beach Bar. Two additional restaurants are on-site, including quirky Chart Room Bar. Nearby, adventure awaits via boat, parasailing, or Jet Ski. Hemingway Home and Museum is 5 minutes’ drive from Pier House Resort & Spa.

Stay$$$$4.25/5

Winslow's Bungalows - Key West Historic Inns

Located in Key West, Florida, Winslow's Bungalows features 3 swimming pools, free WiFi access, and complimentary continental breakfast. The Southernmost Point is just 1 km away, and Duval Street is 750 metres from the inn. A flat-screen cable TV comes standard in each room at Winslow's Bungalows. All rooms feature a small refrigerator. Each private bathroom also comes with a hairdryer and free toiletries. Paths through landscaped gardens and a sun terrace with lounge chairs can be enjoyed at Winslow's Bungalows. Other facilities offered include 3 outdoor pools, hammocks and swings. On-site parking is available for a surcharge. Smathers Beach and Fort Zachary Taylor State Park are an 8-minute drive from Winslow's Bungalows. Guests will be just 8 minutes’ walk from The Ernest Hemingway Home and Museum and 10 minutes' walk from Key West Butterfly and Nature Conservatory.

Self Care$$$$4.2/5

Ocean Key Resort & Spa

Lobby Renovations through February, 2026. Valued guests - We are excited to be redesigning our main entrance and adding a stunning new lobby with a bar and lounge that will overlook our marina. Work will be completed Monday to Saturday 8:30AM to 6:00PM. Our Restaurant, Spa, Pool and Sunset Pier will be operating as normal. Overlooking the Gulf of Mexico, this luxury Key West resort and spa features an outdoor pool with gulf views. Free WiFi is provided at Ocean Key Resort and Spa. On-site SpaTerre offers massage therapies, nail treatments, facials, and other spa services. The resort houses an on-site fitness centre and fishing boats, jet skis, and glass-bottom boat tours are available. From spa baths and private balconies offering partial and full ocean views, rooms and suites at Ocean Key Resort come well equipped. A coffee machine and a private bathroom are also featured. Enjoy dinner and dancing over the water at Sunset Pier or experience seafood paired with crafted cocktails at waterfront Hot Tin Roof. LIQUID Pool – Bar - Lounge serves cocktails and snacks. Mallory Square plaza is 1 minutes’ walk as are the restaurants, bars, and entertainment of Duval Street.

Stay$$$$4.2/5

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel is located in the heart of iconic Key West, opposite the Ernest Hemingway Home and Museum and the Keeper's Quarters Museum. Guests can enjoy an outdoor heated pool, complimentary continental breakfast, and on-site bar. Isabel's Poolside Bar serves island favourites and speciality drinks. Guests can explore the area by renting one of the bicycles from a specialized company. Free WiFi and a flat-screen cable TV are included in all accommodations at Lighthouse Hotel. A private bathroom is also provided in each guestroom. Duval Street is 5 minutes' walk from the hotel, and the Southernmost Point is 7 minutes’ walk away. Guests will also be 8 minutes' walk from Key West Butterfly and Nature Conservatory.

Stay$$$$4.15/5

Parrot Key Hotel & Villas

The Grove Kitchen and Bar will be closed September 9, 2026 through December 18, 2026. During the closure, we will be offering: While our restaurant and bar get a fresh new look, we’re bringing the flavors outside with The Grove Food Truck, serving easygoing island favorites all day long. Meanwhile, our mobile pool bar is making the rounds with refreshing drinks and laid-back island favorites, so you can stay right where you are and enjoy a little taste of paradise.

Stay$$$$4.1/5

La Concha Key West, Autograph Collection

Situated along Duval Street in Old Town Key West, Florida, this historic hotel offers modern amenities such as free wireless high-speed internet access and an on-site restaurant. La Concha Key West, Autograph Collection features an outdoor pool, Pool Bar, and contemporary fitness centre. Mater sports (within 2 miles) and same day Dry Cleaning available. The guestrooms at the La Concha Key West, Autograph Collection boast unique services for a memorable stay. Guests can enjoy a 55-inch flat-screen TV. After a busy day, the pillow-top mattress offers a restful night's sleep. The restaurant at La Concha, Perla, offers unique, island-inspired small plates and fresh local seafood. The historic Duval Street is also home to a variety of fine dining, nightclubs, and more.

Stay3.95/5

The Key West Hotel

The Key West Hotel in Key West offers comfortable rooms with air-conditioning, private bathrooms, and free WiFi. Each room includes bathrobes, a work desk, and a private pool. Guests can enjoy a bar, a year-round outdoor swimming pool, and a pool with a view. Additional amenities include a sofa bed, seating area, and parquet floors. Located in the city centre, the hotel is an 8-minute walk from Simonton Street Beach and 500 metres from Duval Street. Nearby attractions include Ernest Hemingway Home and Museum and Mallory Square. The hotel provides room service, a work desk, and a refrigerator. Free toiletries, a hairdryer, and a TV enhance the stay. Guests can enjoy water sports and visit nearby attractions such as Key West Aquarium and Mallory Square. Key West International Airport is 4 km away.

Stay$$$$3.8/5

Casa Marina Key West, Curio Collection by Hilton

Located on a private beach along the shore, Casa Marina Key West, Curio Collection by Hilton is a historic 1920s resort offering oceanside massages and 2 oceanfront pools. Duval Street is 7 minutes’ drive from the resort. Classically-designed rooms offer a flat-screen TV, private bathroom, and coffee-making facilities. A small refrigerator is also provided. Spa al Mare features a selection of massages, facials, and aromatherapies. Deep-sea fishing, wind surfing, and water sports activities are easily accessible from Casa Marina Key West, Curio Collection by Hilton. Pick up morning coffee, pastries, and breakfast sandwiches at Flager’s Restaurant. Key West Golf Club is 13 minutes’ drive and offers 18 holes. Bicycling, fishing, kayaking, and more can be enjoyed at Fort Zachary Taylor Historic State Park, 11 minutes’ drive.

Stay$$$$3.6/5

The Reach Key West, Curio Collection by Hilton

Located in Key West's Old Town, this beachfront The Reach Key West, Curio Collection by Hilton features a 137-metre private beach and rooms with a private balcony. Duvall Street is 15 minutes' walk away. A refrigerator and flat-screen TV are standard in each room. The Reach Key West, Curio Collection by Hilton also includes an en suite and bathrobes. Some suites and studios have a sofa bed. An outdoor pool is on site and the full-service Spa al Mare at an adjacent sister property, Casa Marina, is available to guests. The Key West Golf Club is 8 km away. On-site activities, including scuba diving, snorkeling, deep-sea fishing and kayaking. Earnest Hemingway Museum is just 10 minutes' walk from the The Reach Key West, Curio Collection by Hilton.

Stay4.1/5

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort in Key West offers family rooms with modern amenities. Guests enjoy free WiFi, air-conditioning, and private balconies. The resort features a garden, terrace, outdoor swimming pool, and a restaurant serving lunch. Additional facilities include a bar, yoga classes, and a minimarket. Located in the city centre, the resort is a short walk from Simonton Street Beach (600 metres) and Mallory Dock (800 metres). Key West International Airport is 4 km away. Nearby attractions include Ernest Hemingway Home and Museum (1.6 km) and Mallory Square (800 metres). Guests can enjoy water sports, yoga classes, and room service. The resort offers a 24-hour front desk, concierge service, and full-day security.

Stay4.8/5

Marquesa Hotel

Welcome to Marquesa Hotel, the ultimate tropical oasis in Key West! Nestled on Fleming Street, this charming boutique hotel boasts a prime location, just steps away from the vibrant Duval Street and famous Key West landmarks. With luxurious rooms, a refreshing pool, and a laid-back atmosphere, Marquesa Hotel is the perfect home base for your Key West adventures. Get ready for a vacation filled with sun, sand, and endless fun!

Stay4.6/5

Sunset Key Cottages

Sunset Key Cottages, located at 245 Front St in vibrant Key West, Florida, is a paradise within paradise. This hidden gem boasts charming cottages nestled amidst lush tropical gardens, just steps away from crystal-clear turquoise waters. Indulge in the island's laid-back vibe, savor scrumptious seafood at nearby waterfront restaurants, and catch breathtaking sunsets like never before. Don't forget your sunscreen and camera for this picture-perfect getaway!

Stay4.5/5

La Mer Hotel & Dewey House

Nestled in the heart of Key West, La Mer Hotel & Dewey House offers stunning ocean views, charming tropical gardens, and a blend of historic elegance with modern comforts, making it a must-visit getaway.