Key West, the southernmost point in the United States, is famous for watersports, lively nightlife, beaches, historic sites and its pastel, conch-style architecture.
Duval Street, one of the most energetic strips of shops, bars and cafes anywhere, offers Sloppy Joe’s bar, a favorite Key West hangout of novelist Ernest Hemingway.
And, for the sober-minded, there’s Ernest Hemingway Home and Museum (look for the celebrated six-toed cats).
A walking tour of Key West is the best way to see the island’s intriguing homes, courtyards and gardens. Start in the center of town at the Key West City Cemetery, which offers a glimpse of Key West’s past and its offbeat sense of humor, as exhibited by gravestones that read, “I told you I was sick,” and “At least I know where he’s sleeping tonight.”
Southernmost Beach Resort Key West
Located in historic Old Town, Southernmost Beach Resort expands over six acres on a serene part of the island with Atlantic Ocean front views, gorgeous Key West architecture and all the amenities you desire in a beach resort. The Southernmost Beach Resort is a short walk or bike ride from all the boutique shops, art galleries, eclectic restaurants and non-stop nightlife. Spanning over two city blocks, the resort offers guest rooms that are located within easy reach of both the beach and the world-famous Duval Street. Southernmost Beach Resort offers the perfect location with sincere, welcoming service. It’s the best kept secret in Key West!
Marker Waterfront Resort
This brand-new luxury resort is making its mark in Key West’s historical seaport. With picturesque views of the Gulf, three beautiful pools and rich landscaping throughout the grounds, you can’t go wrong at The Marker during a stay in Key West. Be sure to grab a cocktail poolside at the Cero Bodega restaurant and pool bar.
Saint Hotel Key West
This newly renovated, uber-chic boutique hotel is located right in the heart of Duval Street. It consists of 37 guest rooms and six suites with exquisite décor, an outside oasis with a pool and a lobby bar with an excellent drink menu. Saint Hotel has a fun, opulent vibe, making it a perfect spot for tourists and travelers.
Celebrate the Sunset
You’ve heard about it, seen pictures of it, but until you’ve experienced a Key West sunset yourself, nothing compares. For the perfect view, and to celebrate it properly, head to Mallory Square for their nightly sunset celebration. Get there early to sample homemade conch fritters and a refreshing mojito. Check out the arts and crafts by local artists. Then, walk along the seawall to witness the many street performances that have made this celebration famous. There are sword swallowers, tightrope walkers, jugglers, magicians, musicians, comedians and more. As the sun begins its dramatic departure off of the horizon, watch in wonder and discover why there’s nothing quite like a Key West sunset.
Visit the Dry Tortugas National Park
To make a Key West vacation unforgettable, book a seat aboard the Yankee Freedom III, the official ferry of the Dry Tortugas National Park. This incredible eco-treasure is simply breathtaking with its natural beauty, exotic wildlife and massive Civil War fortress. The Yankee Freedom transports visitors to this secluded cluster of islands in comfort and includes a complimentary breakfast, lunch, cold beverages and top-of-the-line snorkel gear. After a leisurely sail across the Gulf of Mexico, visitors can explore the pristine beach, snorkel in the warm shallow waters and tour the fort that was once home to soldiers, war prisoners and the famous Samuel Mudd. A day at the Dry Tortugas is unlike any other Key West experience, and one not to be missed.
Take a tour
Sightseeing tours are a great way to learn about the history of the southernmost city. The Old Town Trolley Tour makes stops at more than 100 different points of interest and is fully narrated by a local historian. Patrons are able to get off, hang out and get back on at any of the stops, which allows you to spend as much time as you want exploring the sights. Some of the stops include: Mel Fisher’s Maritime Museum, West Martello Fort, Key West Tropical Forest & Botanical Garden and Truman Little White House.
El Meson de Pepe
For truly authentic Cuban cuisine, live music and a world famous Key West sunset, El Meson de Pepe is the place to be. Located right in Mallory Square, this is a fan favorite from locals and tourists alike. Indulge in rabirubia frita entera, a Cuban staple, fried whole yellowtail with fresh key lime, garlic and onions, churrasco – grilled skirt steak with a tangy chimichurri sauce. Enjoy freshly made mojitos and take in the lively atmosphere in the heart of Key West.
Looking for the best pizza on the island? Stop by Duetto on Greene Street just steps from the Truman Little White House. You can choose from traditional or stuffed, vegetarian or meat – they have something for everyone. Combine this with their gelato and super friendly staff, and you’ll see why visitors can’t go wrong with Duetto for a quick bite.
Green Parrot Bar
This iconic, century old bar defines what a ‘dive bar’ really is. Whether bar hopping or anchoring down for the night with cold brews, this place is a must-do. There is live music every day, and locals and tourists from all over frequent this Key West staple. Green Parrot Bar’s casual atmosphere and excellent drink specials make this the best dive bar in Key West.
For an authentic Irish dive bar and ice-cold Guinness, stop in at Irish Kevin’s on Duval Street. Situated right in the heart of all the Key West action, you’re sure to have a fun and engaging time with all the tourists and locals that frequent this place. There is live entertainment every night, served up with delicious Irish pub grub, allowing you to sit-back and enjoy the rustic atmosphere.
Stay in Islamorada, located in the Florida Keys
Cheeca Lodge & Spa
Located in the Sportfishing Capital of the World, Cheeca Lodge is a premier destination for serious anglers. Charter a boat and find over 500 species of fish within minutes of the shoreline. The casual fisherman can cast a line from the end of our 525-foot pier – the longest in the Keys. A host of other activities can be found at this Islamorada luxury resort, including snorkeling, sea kayaking, bicycling, and scuba diving.
Green Turtle Inn
Fresh ideas. Fresh ingredients. Refreshing. The Green Turtle perfects authentic Florida Keys style by combining the charm of the local “laid back” way of life with gourmet flair. The menu seamlessly fuses classic regional cooking traditions with innovative epicurean creations. The Green Turtle is passionate about cuisine and utilizes local and organically grown ingredients as much as possible.