Waterfront Playhouse Tours

Browse through all of the upcoming events and savor a little culture at Waterfront Playhouse. It offers various entertaining plays catering to many tastes and interests.

You'll have sightseeing choices galore when spending time in Key West Historic District. Waterfront Playhouse is a great place to begin here, but there are numerous other fine sights to consider. Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens, and Mallory Square are not far from the arts and culture attraction and will fill in your day nicely.

Plan a trip to see Waterfront Playhouse

Price found within the past 48 hours. Click for updated prices.
The Club at Brickell Bay by Palermo Home

The Club at Brickell Bay by Palermo Home

2.5 out of 5
Brickell
Price was $1,745, price is now $707 per person
$707
per person
Jan 22 - Jan 28
found 6 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Miami (MIA)
8/10 Very Good! (1 review)
Hawks Cay Resort

Hawks Cay Resort

4 out of 5
Price was $1,811, price is now $749 per person
$749
per person
Feb 16 - Feb 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
8/10 Very Good! (1,003 reviews)
Friendly and helpful staff Clean and spacious room Family friendly activities

Reviewed on Nov 28, 2025

Iberostar Waves Miami Beach

Iberostar Waves Miami Beach

4 out of 5
South Beach
Price was $2,250, price is now $960 per person
$960
per person
Jan 7 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Miami (MIA)
8.4/10 Very Good! (825 reviews)
Great property access to two sunbeds included on the beach!

Reviewed on Nov 25, 2025

Popular places to visit

Key West Shipwreck Museum showing street scenes

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.

Key West Shipwreck Museum
Mallory Square which includes a sunset and a bay or harbor as well as a large group of people

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 Square
Mallory Dock

Mallory Dock

You can search for that perfect souvenir at Mallory Dock during your visit to Key West. Wander the area's seaside or simply enjoy one of its lively bars.

Mallory Dock
Key West Aquarium showing marine life

Key West Aquarium

Come face to face with huge sharks, feed stingrays and learn about local tropical fish at this great aquarium.

Key West Aquarium
Museum of Art & History at the Custom House

Museum of Art & History at the Custom House

You can spend time exploring the galleries in Museum of Art & History at the Custom House during your trip to Key West. Discover the area's lively bars and its lively festivals.

Museum of Art & History at the Custom House
Custom House Museum featuring a statue or sculpture

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.

Custom House Museum

Best Lodging Options Near Waterfront Playhouse

Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
Pier House Resort & Spa
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street Key West FL
Opal Key Resort & Marina, Key West
Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

4 out of 5
Zero Duval St. Key West FL
Ocean Key Resort - A Noble House Resort
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
Southernmost Beach Resort and Guesthouses
Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn

3 out of 5
511 Caroline St Key West FL
Amsterdam's Curry Mansion Inn
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St Key West FL
La Concha Key West, Autograph Collection
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
Hyatt Centric Key West Resort and Spa
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
200 William Street Key West FL
The Marker Key West Harbor Resort
Heron House - Adult Only

Heron House - Adult Only

3.5 out of 5
512 Simonton St Key West FL
Heron House - Adult Only
See all 2,709 properties in Waterfront Playhouse
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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