Key West Vacations
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Where to stay in Key West
Old Town Key West
Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.
New Town
Key West's New Town neighborhood offers a refreshing glimpse into local island living. Here residential streets create a peaceful retreat from tourist crowds. Find budget-friendly hotels and everyday conveniences like shopping plazas and grocery stores. Smathers Beach is just a short drive away for sun seekers. The area's suburban character makes it perfect for travelers who want authentic experiences with practical amenities. Most locals choose New Town for its relaxed pace and affordable dining options.
Downtown Key West
Historic Downtown Key West captivates with its colorful charm and rich maritime legacy. Stroll along iconic Duval Street where Victorian architecture meets lively bars and shops. Ernest Hemingway's former home welcomes visitors with its famous six-toed cats and literary history. Join the nightly Sunset Celebration at Mallory Square where street performers entertain against breathtaking Gulf views. The Historic Seaport offers boat tours and waterfront dining options. Most attractions sit within easy walking distance, making Downtown Key West perfect for exploring on foot.
Key West Historic District
Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.
Uptown - Upper Duval
If you're spending some time in Uptown - Upper Duval, Duval Street and Florida Keys Beaches are top sights worth seeing.
Discover the most popular places to visit in Key West
What to do in Key West
Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Key West Sunset Cruise & Glass Bottom Eco Tour
Historic Key West Old Town Trolley Hop-On Hop-Off Tour
Key West Hotel Deals
Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and Spa
Silver Palms Inn & Historic Homes
Silver Palms Inn & Historic Homes
Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults Only
"We LOVED our stay here. Small, boutique motel with a vintage feel. Right on Duvall, but you would never know it once in the motel. It was secluded and quiet with a lovely tropical feel. Loved the grounds - beautiful flowers, palms, gorgeous pool at night with candles around the tables. The staff was so helpful and friendly. Breakfast buffet is pretty good, but the areas around the pool were my favorite to sit & relax with a glass of wine from the bar. Our room was clean & comfortable. Lots of...
Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns
Lighthouse Hotel - Key West Historic Inns
Lighthouse Hotel - Key West Historic Inns"A Motel 6 is nicer than this place. At $550 per night, I expected a place that didn’t smell or look discussing. My King room was barely larger than the bed making it hard to walk around the end without hitting the TV on the wall. The bathroom floor tile was crushed and sunken in, no bathroom fan and the shower leaks. After 4 minutes the tiny old shower finally got barely warm water. Nice grounds and great location, but the rooms are a joke! I had to wait at the front desk, with the phone...
Find out more about Key West
Things to do in and around Key West
Shopping
In Key West, visit The Kite House for unique gifts and souvenirs. We Cycle Key West offers biking gear and accessories. If you're up for a drive, check out the Big Pine Key Flea Market, 46.7km away, for a vibrant experience with local vendors and eclectic finds.
Recreation
Experience tranquility at Key West Golf Club, where you can enjoy a round of golf surrounded by lush landscapes. For a cultural touch, visit Red Barn Theater for entertaining performances that captivate the whole family. Cool off at the MLK Community Pool, perfect for outdoor fun and relaxation with loved ones.
Adventure
Explore the vibrant coral reefs while snorkeling or diving in the waters around Key West, offering an incredible chance to see diverse marine life. For thrill-seekers, jet skiing through the turquoise waters provides an exhilarating adventure with stunning ocean views.
Nightlife
In Key West, experience vibrant nightlife at Duval Street, packed with lively bars, live music, and late-night dining. Check out the Sunset Celebration at Mallory Square for street performers and local vendors, and enjoy a laid-back atmosphere at local favorites like Sloppy Joe's and Captain Tony's.
Find the best attractions in Key West
Key West is perfect for family vacations and offers a blend of beach, cultural, and outdoor experiences. Explore beautiful beaches, visit historic houses, and enjoy local state parks. Whether you're after relaxation or adventure, Key West has something for everyone. Don't miss out on the vibrant local culture and stunning natural scenery during your visit.
- Duval Street: Experience the vibrant heart of Key West along Duval Street, where lively bars, unique shops, and eclectic restaurants create an unforgettable atmosphere. This bustling street is perfect for strolling, people-watching, and enjoying the local nightlife.
- Mallory Square: At Mallory Square, witness the iconic sunset celebrations that bring together street performers, local artisans, and food vendors. The lively ambiance and stunning views of the Gulf of Mexico make this a must-visit destination for both relaxation and entertainment.
- Southernmost Point: Stand at the Southernmost Point buoy, a symbolic landmark that marks the southern tip of the continental United States. This spot is rich in local culture and offers a great photo opportunity, showcasing the spirit of Key West.
Best time to go to Key West
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Tips to save on your trip to Key West
- Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
- Consider traveling during the off-peak season (typically August to October) for more affordable package holidays to Key West.
- Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
- Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.