The Key West Literary Seminar explores a unique theme each year, bringing acclaimed writers and readers from all over the world together in this historic island city. Four days of readings, conversations, lectures, panel discussions, and parties add up to an event...

Stay at the Wicker Guesthouse and experience a secluded island oasis of tropical gardens with a glistening, heated swimming pool. You will instantly relax and begin to experience Key West's warm island charm. The Wicker Guesthouse, is Key West's favorite Guesthouse....

Enjoy your morning coffee and watch in wonder as the sun rises at the magnificent Southernmost House Historic Key West Inn on ocean’s edge. Later in the day, you will sink slowly into the refreshing water of their magnificent zero-entry pool and feel the stresses of...

Located just off of Duval at 320 Simonton Street, the restful setting of Simonton Court Historic Inn & Cottages will bring you back time after time. With exquisite landscaping, you'll enjoy the fragrant tropical flowers blooming beneath gently swaying palms....

Once known by the locals as the 1900's vintage Otto Mansion, Pilot House is today appointed with a tasteful blend of antiques and decorated with tropical furnishings that accommodates the discriminating tastes of their experienced travelers. They offer accommodations...

Up to 150 dachshunds and their owners are expected to gather at noon for the 6th Annual Key West Dachshund Walk, providing an informal, family-friendly prelude to nighttime New Year’s Eve revelry. According to Ruth Reiter, who founded the walk with her husband Dan...

The Ocean Breeze Inn offers a unique venue for your next stay in Old Town Key West, with Duval Street and tropical South Beach just steps away. Their affordable accommodations keep bringing back guests to the Ocean Breeze Inn with the unique charm of this tropical...

Explore the Florida Keys many plants & animals with aquariums, interactive nature exhibits, mock-underwater laboratory and high-def theater featuring “Reflections - A Florida Keys Experience.” Located in the Truman Annex Waterfront by Fort Zachary Taylor, The Florida...

Tour a collection of elegant and unique homes of Key West decorated for the holidays! Proceeds from this event help benefit the Old Island Restoration Foundation. The 51st annual Key West house tours are sponsored by the Old Island Restoration Foundation and funded in...

The La Mer Hotel & Dewey House are Key West’s award-winning oceanfront boutique hotels. Each of these intimate luxury hotels has a unique, turn-of-the-century feel, with spacious rooms. Both are connected by lush tropical gardens, towering palms and brightly colored...

Beginning today, the 10th annual art festival will be held at Bayview Park and is a free event for the whole family. Thirty artists from around the country join local artisans to display their work, ranging from fine jewelry, sculpture, paintings and photography as...

Two people can enjoy a narrated air tour of Key West from the front of a pristine 1942 UPF-7 Waco Bi-Plane, the flagship of the Conch Republic Air Force with Key West's original bi-plane operator as your pilot. Flying at 500 feet you will see sharks, rays, and...

Why spend your vacation hours traveling? Gulf Coast Airways has been located in Naples, Florida since 1998 and is serving all of Florida and the Carolina's. It's Naples to Key West in only 40 minutes when you fly Gulf Coast Airways, a commercial part 135 air carrier....

Enjoy Key West after dark with a lantern-led evening stroll down the historic Old Town's shadowy lanes. You will discover the ghosts, ghouls & legends that haunt the island paradise. The Original Ghost Tour & Haunted Gift Shoppe is Key West's original ghost tour,...

Key West Skydiving will provide the rush of a lifetime while enjoying the breathtaking views of Key West and its beautiful reefs. Taking the big leap into the world of skydiving, Key West Skydiving will introduce you to the thrill of flight with the ease of a tandem...

Of all of the holiday traditions, one of the world’s most delightful is The Nutcracker Ballet. The Key West Nutcracker is a uniquely crafted holiday production inspired by Key West’s tropical environment and rich cultural history. Nutcracker Key West incorporates...

Live music - Pet pictures with Santa on the Harbor Walk of Lights - Boys and Girls Club Holiday Raffle, Holiday Play Land and Outdoor Classic Christmas Movie - Southernmost Car Club Holiday Show/Shine & Toy Drive (benefiting the Monroe County Domestic Abuse Shelter) -...

Key West is the perfect place to enjoy the holiday season. Beautifully decorated inns and houses, fine dining, shopping, and holiday concerts combine with sunset sails, snorkeling and the beach to create one holiday experience that you’ll never forget. The tour takes...

Family Fun All Day Long Live music, Pet pictures with Santa on the Harbor Walk of Lights Boys and Girls Club Holiday Raffle Holiday Play Land and Outdoor Classic Christmas Southernmost Car Club Holiday Show/Shine & Toy Drive (benefiting the Monroe County Domestic...

Enjoy the comfort of a guided Key West tour and experience the rich history of this island paradise. CityView Trolleys feature convenient pick up locations at Clinton Square, Higgs Beach, Key West Bight, Florida Keys Eco-Discovery Center, and Duval Street. Start your...

Courtney’s Place features all the amenities of home and more with a pool, extended continental breakfast, private baths and entrances, A/C, ceiling fans, cable TV, free phones, Internet access, parking and more. Tucked away on a quiet Key West Bed & Breakfasts lane in...

This historic Key West Bed and Breakfast Inn is situated just 1.5 blocks from the world famous Duval Street. Located in the heart of old town Key West and just steps away from the Hemingway House Museum, the Conch House Heritage Inn is just a short walk to the...

The Andrews Inn Bed and Breakfast Key West, adjacent to the famous Hemingway House, is an embodiment of the unique beauty of Key West. You will relax amongst the comforts of home in one of the Andrew's Garden Cottages. Just one block from the main inn,their cottages...

Schooner Wharf Bar is once again proud to present the Annual Schooner Wharf Bar/Absolut Vodka Lighted Boat Parade. This favorite holiday maritime event will take place on December 11th in the Key West Bight and Harbor. The Gerald Adams Elementary School Steel Your...

Located in historic old town, and stretching out on a secluded and quiet corner of the island, Southernmost on the Beach is just steps away from the excitement of Key West and all the Duval Street activities. This resort property features an intimate sandy beach,...