Waterfront Playhouse
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Tours & day trips
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Day trip to Paradise from Miami: Key West Tour with Snorkelling, Open bar
History & culture
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Key West Conch Tour Train
Wildlife & nature
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Key West Morning Snorkel Adventure with Bottomless Mimosas & Breakfast
Private & custom tours
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Dry Tortugas National Park Day Trip by Luxury Private Boat
Adventure & outdoor
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Key West Half-Day Fishing Charter
Popular places to visit
Key West Shipwreck Museum
This interactive museum is home to unbelievable relics pulled from the bottom of the sea and a watchtower with views across the Gulf of Mexico.
Mallory Square
Arrive at this square at day’s end to find street performers, food carts and one of the most beautiful sunsets in the United States.
Mallory Dock
You can find the perfect gifts to bring home at Mallory Dock during your trip to Key West. Wander the area's seaside or simply enjoy one of its lively bars.
Key West Aquarium
Come face to face with huge sharks, feed stingrays and learn about local tropical fish at this great aquarium.
Museum of Art & History at the Custom House
You can spend time studying the exhibits at Museum of Art & History at the Custom House during your trip to Key West. Discover the area's lively bars and its lively festivals.
Custom House Museum
Visit this historic work of architecture to explore an award-winning museum, learn about the early Key West community and gaze across the Key West Harbor.
Top Waterfront Playhouse Hotel Deals
Check availability on hotels close to Waterfront Playhouse
Pier House Resort & Spa
Ocean Key Resort - A Noble House Resort
Opal Key Resort & Marina, Key West
Hyatt Centric Key West Resort and Spa
Amsterdam's Curry Mansion Inn
Sunset Key Cottages
La Concha Key West, Autograph Collection
Hyatt Vacation Club at Sunset Harbor, Key West
Ridley House - Key West Historic Inns
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.