Skip to content

For Select Dates Through December 24

Now through Wednesday night, all 31 Opal Collection properties are offering up to 25% off select dates through the end of the year.
So, cash in those vacation days you’ve been saving all year and enjoy this travel-window sweet spot – when the sun is still shining, the crowds have thinned, and your dream room is easier to snag.

Browse Properties
nightime-in-Key-West,-Florida
Back

The Not-So-“Sloppy” Side of Key West After Dark

When the sun goes down, the bars along the central artery of Duval Street begin to heat up. But slinging back umbrella drinks isn’t the only thing to do in the evening here. Read on for other nighttime activities to consider in Key West.


Nighttime Kayak with Night Kayak Key West

Night-Kayak-Key-West

Visitors and locals alike have long enjoyed plying the peaceful waters of Key West in kayaks in search of tropical fish, sea creatures, aquatic birds, and even manatees. But what happens after the sun sets on Mallory Square? The family-owned and -operated Night Kayak Key West offers a unique twist on the glass-bottom kayak experience, with bright LED light bars illuminating the ocean floor. Expect to see species that aren’t typically active during the daylight hours, including lobsters, crabs, and colorful sponges while visits to mangrove island rookeries often yield glimpses of ibis, heron, pelican, and their fledglings. Guided tours are held nightly and launch 15 to 30 minutes after sunset.

The Darkside of Key West Ghost Tour

Named one of the most haunted locations in the United States by the Travel Channel, Key West has more than its share of lurid lore. If you’re up for an evening stroll full of history and mystery, you won’t want to miss the 90-minute Darkside of Key West Ghost Tour. Haunted hot spots include the Curry Mansion and Captain Tony’s Saloon – the original Sloppy Joe’s Bar frequented by Ernest Hemingway, who is believed to haunt the island to this day. Along the way, you’ll learn about Robert the Doll, a sinister symbol of Key West folklore that inspired the 1980s slasher film, Child’s Play. Housed in the Fort East Martello Museum, Robert will put a curse on anyone who takes his picture without asking – as evidenced by the scores of apology letters (they continue to arrive daily to the museum) that beg for his forgiveness.

Stargazing at Smathers Beach

stargazing-from-Smathers-Beach

The Sunshine State has its share of sand and surf, and Smathers Beach is no exception. It’s one of Key West’s largest and most popular public beaches, particularly during spring break. Lined with coconut trees, the half-mile-long stretch of soft, white sand makes for a perfect day of sunning, swimming, and snorkeling. But once the golden hour has come and gone, Smathers Beach trades its starfish for stars of the celestial variety. With clear skies and low light pollution, would-be astronomers might even glimpse the Southern Cross constellation, which reaches its highest position in the night sky just after sunset.

Full Moon Sail with Classic Harbor Line

If you’ve never watched the full moon rise over the ocean, it’s a spectacle you won’t soon forget. Which is why, during a stay in Key West, it’s a must take to the seas in Classic Harbor Lines’s 105-foot America 2.0 as she sets sail on the emerald-bluish waters of the Florida Keys from Key West Bight Marina. The wooden replica schooner features teak decks, varnished mahogany rails, and gleaming brass fixtures reminiscent of a bygone era. If the sun hasn’t already slipped below the horizon, keep your eyes peeled for the green flash as the light disperses into the atmosphere.

Where to Stay The Laureate Key West | Sunset Key Cottages | The Capitana Key West | Opal Key Resort & Marina

You may also like
Aerial view of a coastal town with sandy beaches, ocean waves, buildings, parked cars, and a bridge connecting the shoreline to the city.

Your Guide to John’s Pass in Madeira Beach, FL

Beyond the souvenir shops and sightseeing cruises, this historic Madeira Beach fishing village still has a working-waterfront soul. Here is a rundown of the best boardwalk spots you can’t miss during your trip to John’s Pass. Just north of Treasure…

Read more
People stand along a seaside boardwalk, watching a bright yellow sunset over the ocean, with long shadows cast on the ground and sailboats visible in the distance.

Fall in Key West, Florida: How to Time Your Trip

Fall in Key West unfolds in three distinct acts: a quieter, still-sultry September, an exuberant October, and a breezier November packed with events. Here’s what each month brings and what to know to plan the fall getaway that best fits…

Read more
Vintage photos, a crystal dish, an old book, seashells, and an ornate wooden music box with a metal disc sit on a table, evoking a nostalgic, historic atmosphere.

Historic Palm Cottage: 5 Artifacts That Tell the Story of Old Naples, Florida

A few doors from Olde Naples Hotel, Naples Historical Society preserves more than just Historic Palm Cottage, Naples’s oldest house. Its collection contains wonderfully tangible clues to the people who fished, drank, danced, painted, and vacationed here long before Naples…

Read more
Rocky shoreline at sunrise with waves washing over rocks, a lifeguard tower, house, and cloudy sky in the background.

Hutchinson Island’s Beaches: Florida’s Ancient Coastline Hiding in Plain Sight

Among Hutchinson Island’s familiar ribbons of sand, craggy shelves of shell-studded rock reveal a much older Florida. Meet the Anastasia Formation, an ancient layer of coquina that preserves clues to prehistoric beaches, shifting seas, and a coastline still being carved…

Read more