Sunset Celebration at Mallory Square
Key West's Sunset Celebration: A Must-Experience Event at Mallory Square Every evening, just as the sun begins its slow descent into the Gulf of Mexico, Mallory Square in Key West transforms into a l...
Old Town Trolley: Holiday Nights Tours
Experience Key West’s Holiday Spirit with a Festive Trolley Tour of Dazzling Neighborhoods Ready to add a bit of island cheer to your holiday traditions? Key West invites you to take a magical ...
Red Barn Theatre: The Foreigner
Catch the Laughs at “The Foreigner” – A Southern Comedy Classic on Duval Street! Get ready for an evening of laughs with The Foreigner, a comedy hailed as one of America's best! Winner of the 1985 Be...
Waterfront Winter Wonderland
Discover the Magic of Key West’s Waterfront Winter Wonderland! If you're dreaming of a holiday getaway that adds a touch of enchantment to your Key West experience, look no further than the Waterfron...
Classic Harbor Line: Christmas Eve Sunset Sail Aboard Schooner America 2.0
Celebrate a magical Christmas Eve with an unforgettable sunset sail aboard the Schooner America 2.0 in Key West. This enchanting 2-hour holiday excursion, departing from Docked behind Schooner Wharf B...
Pier House Resort & Spa's One Duval Christmas Eve Dinner
Experience a quintessential Key West holiday at Pier House Resort, where the oceanfront One Duval restaurant unveils its exquisite seasonal culinary offerings on Christmas Eve, Tuesday, Dec. 24, 2024,...
Old Island Restoration Foundation: Noche Buena
This festive Christmas Eve celebration in Key West honors Cuban heritage by transforming The Garden at the Oldest House into a glowing gathering place for friends and families to feast and make merry ...
Classic Harbor Line: Cocoa and Carols Christmas Holiday Lights Cruise Aboard Schooner America 2.0
Cocoa and Carols Christmas Holiday Lights Cruise aboard Schooner America 2.0 Celebrate the holiday season in Key West aboard the beautifully decorated Schooner America 2.0 for a festive and family-fr...
Pier House Resort & Spa's One Duval Christmas Day Dinner
Celebrate Christmas Day with Elegance at Pier House Resort & Spa's One Duval Restaurant Experience the magic of Christmas with a Key West flair at the Pier House Resort & Spa. This December 2...
Oldest House Museum Tours
Experience the enchantment of Key West’s rich architectural heritage with the Old Island Restoration Foundation’s 65th Annual Home Tours, running from December 27, 2024, through March 14, 2025. Nestle...
Key West Theater: Ben Harrison
Experience the captivating artistry of Ben Harrison, a distinguished playwright, lyricist, composer, and entertainer, at the renowned Key West Theater's Backstage Listening Room. Ben masterfully blend...
Key West Artisan Market: Welcome Home Edition ft. Habitat for Humanity of the Lower Keys
Experience the vibrant spirit of the Key West Artisan Market's early New Year's Eve celebration in partnership with Habitat for Humanity of the Lower Keys on December 29th, from 10 a.m. to 2 p.m. Loca...