The Ultimate Guide to Key West Stays: Top Hotels, Bed & Breakfasts, Rentals, and more!
The Top Areas to Stay and Visit While In The Florida Keys
Old Town: The Heartbeat of Key West
Must-Visit Bars in Old Town:
Rick’s: A popular multi-level bar, Rick’s offers live music and a vibrant dance floor, making it a go-to destination for nightlife in Key West. With multiple bars and a lively atmosphere, it’s the perfect spot for dancing and enjoying live entertainment.
Sloppy Joe’s: This historic bar, dating back to the time of Ernest Hemingway, is a must-visit for its rich history and lively ambiance. Known for its festive atmosphere and live music, Sloppy Joe’s is a beloved landmark in Key West.
Captain Tony’s: Originally built in 1851, Captain Tony’s is a historic spot that remains a favorite among both locals and tourists. The bar’s unique charm, storied past, and live music create an unforgettable experience for visitors.
Hog’s Breath: Known for its laid-back vibe and live entertainment, Hog’s Breath is a quintessential Key West bar. Patrons can relax with a drink while enjoying the bar’s famous motto: “Hog’s breath is better than no breath at all!”
Green Parrot: A legendary bar with a carefree atmosphere, Green Parrot is famous for its live music and eclectic crowd. Its welcoming environment and nightly performances make it a staple of Key West’s vibrant bar scene.
Recommended Stays in Old Town:
Pier House Resort & Spa: A luxurious option right on the water, Pier House Resort & Spa offers stunning views of the Gulf of Mexico and top-notch amenities. Guests can indulge in the full-service spa, enjoy waterfront dining, and relax on the private beach for a truly unforgettable experience.
Opal Key Resort & Marina: Another waterfront gem, Opal Key Resort & Marina provides modern comforts and easy access to Key West’s local attractions. With spacious rooms, a beautiful marina, and a range of dining options, this resort ensures a comfortable and convenient stay for all visitors.
Hyatt Centric Key West Resort & Spa: A perfect blend of relaxation and adventure, Hyatt Centric Key West Resort & Spa is located right on the water, offering breathtaking views and easy access to watersports and activities. The resort features contemporary accommodations, a serene spa, and a lively pool area, making it an ideal destination for any traveler.
La Concha Hotel & Spa: Situated on the iconic Duval Street, La Concha Hotel & Spa is a historic hotel that adds a touch of intrigue to your stay with its rumored hauntings. Guests can enjoy elegant accommodations, a rooftop bar with panoramic views, and convenient access to the vibrant nightlife and attractions of Key West.
Midtown: The Hub for Water Sports and Fishing
Things to Do on the Water in Midtown:
Midtown is a haven for water enthusiasts. Check out our detailed blog on water tours in Key West here. From fishing charters to snorkeling, there’s no shortage of exciting activities to keep you entertained.
Recommended Stays in Midtown:
The Grand Guesthouse: Located on a quiet street, this charming guesthouse offers a cozy atmosphere with well-appointed rooms, lush gardens, and a complimentary continental breakfast. Guests appreciate the short walk from popular attractions
Curry House Bed and Breakfast: A historic B&B with beautifully decorated rooms and a welcoming ambiance. Curry House features a relaxing outdoor pool, a hearty breakfast, and a convenient location close to both the beach and downtown Key West.
The Palms Hotel: This quaint hotel offers a range of cozy rooms with a tropical vibe, a heated outdoor pool, and a complimentary breakfast served on the poolside patio. The Palms Hotel is known for its friendly service and serene setting, making it a great base for exploring Key West.
Authors Key West Guesthouse: Named after famous writers, this literary-themed B&B offers unique, comfortable rooms and a lush, tranquil garden with a pool. The attentive staff and delightful breakfast make it a favorite among visitors seeking a peaceful retreat.
Douglas House: Located in a beautiful historic building, Douglas House provides spacious, well-decorated rooms, some with private balconies or patios. Guests enjoy the tropical gardens, outdoor pool, and convenient location.
New Town: A Blend of Local Charm and Convenience
Must-Visit Spot in New Town:
Smather’s Beach: Smathers Beach, located along South Roosevelt Boulevard in Key West, is a popular destination known for its soft, white sand and clear turquoise waters. This picturesque beach offers a range of activities, including swimming, sunbathing, and water sports, making it a perfect spot for both relaxation and adventure. This is the largest beach in Key West, perfect for sunbathing, swimming, and water sports.
The Ernest Hemingway Home and Museum: Located at 907 Whitehead Street, this historic home offers a glimpse into the life of one of America’s most celebrated authors, Ernest Hemingway. The museum is filled with Hemingway’s personal artifacts, and visitors can explore the rooms and gardens where he lived and wrote some of his most famous works. The property is also home to a large population of six-toed cats, descendants of Hemingway’s own pets.
Key West Butterfly and Nature Conservatory: Situated at 1316 Duval Street, this conservatory is a tropical paradise home to hundreds of free-flying butterflies and exotic birds. Visitors can walk through the lush environment filled with flowering plants, cascading waterfalls, and trees that provide a natural habitat for the butterflies and birds.
Recommended Stays in New Town:
The Hilton Garden Inn Key West: This hotel offers comfortable and spacious rooms with modern amenities, ensuring a relaxing stay for guests. Its convenient location provides easy access to popular local attractions such as Mallory Square and the Ernest Hemingway Home and Museum.
Margaritaville Key West Resort: A fun and vibrant option with a tropical theme, this resort captures the laid-back spirit of Key West. Guests can enjoy luxurious accommodations, delicious dining options, and a range of recreational activities, all set against the stunning backdrop of the Gulf of Mexico.
24 North Hotel: Known for its excellent value, 24 North Hotel offers modern amenities and stylish accommodations at a reasonable price. Guests can take advantage of the outdoor pool, fitness center, and complimentary shuttle service to explore the best of Key West.
The Beachside Hotel: This hotel provides a comfortable stay with direct access to the beach, making it an ideal choice for those looking to soak up the sun and enjoy the ocean. With well-appointed rooms and a variety of on-site amenities, The Beachside Hotel ensures a pleasant and convenient vacation experience.
Book Your Stay Now!
No matter where you choose to stay in Key West, you’re in for an unforgettable experience. Whether it’s the lively atmosphere of Old Town, the water adventures of Midtown, or the relaxed vibe of New Town, there’s something for everyone. Let Spencer’s Boatyard be your guide to the best of Key West. Happy travels!
Save this image to save our expert recommendations form Spencer’s Boatyard!
