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Everything you need to know about the Conch Republic. Keep up on local events, nightlife and activities while in Key West.

Best Place to Pop the Question in Key West

Best Place to Pop the Question in Key West

October 15th, 2019 | Weddings

Key West is a popular destination for weddings and honeymoons. But before all that comes the proposal, which requires a certain kind of setting. Thinking of popping the question in Key West but not sure where? Let us be your guide.

Fort Zachary Taylor at Sunset

You may have heard that Key West has pretty epic sunsets (it’s true). The most popular place to watch the sun go down is at Mallory Square, but there is always a crowd. Looking for something more intimate? Fort Zachary Taylor State Park on the westernmost end of the island is surprisingly sparse in the evenings, and offers stunning, unobstructed sunset views. 

Out On the Water

Your special someone may enjoy a sunset cruise with drinks, leading up to that big, life-changing question. Plus, there’s something magical about being out on the water. Book a private charter Sunset Sail Key West, and let them know your intentions ahead of time to plan accordingly.

Dry Tortugas

While Dry Tortugas isn’t technically part of Key West, the island is the typical point of departure to this national treasure. You can plan a day trip of snorkeling and exploring before proposing, which would make for a very exciting evening ferry ride back to Key West. There is no cell phone reception at Dry Tortugas, so you and your significant other will (hopefully) be arriving back to the island with exciting news. 

Restaurant with a View

If you were considering a dinner proposal, you’ll want to think about your options. For excellent ocean views, Hot Tin Roof located at 0 Duval St. has great seaside seating. For something more formal,  book a table at the upscale Latitudes on Sunset Key, an eight-minute boat ride from the island (Latitudes provides a private boat ride for the occasion).

Gates Room


Looking for a wedding venue? The newly-opened Sunset Green Event Lawn at The Gates Hotel makes for a versatile event space that can live up to your wedding expectations. If you’re interested in booking a wedding or special event, contact us for more information. We’re happy to answer any questions.

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