For a small town, Key West definitely has a lot to do! Here are some of our favorites. Please let our front desk guest service staff know what you would like to experience and they will be happy to help arrange it for you.
Glide Along The Mangroves
Spend a beautiful and relaxing day out on the water board kayaking, diving and exploring our diverse ecosystem with Mellow Ventures Key West located at the Key West Historic Bight on the Waterfront at the North end of Margaret Street.
Key West is located within the 2900 square nautical miles of the Florida Keys National Marine Sanctuary that surround the Florida Keys. Within the boundaries of the sanctuary lie a spectacular barrier reef, the third largest in the world, extensive seagrass beds, mangrove islands, and more than 6,000 species of marine life.
Seaplane Out To The Dry Tortugas & Fort Jefferson
See turtles, sharks, stingrays and a sunken ship from the air as you fly out 70 miles on a seaplane to the Tortugas National Park. Once there, grab your snorkel & fins and head to the beach where you can swim along a living coral reef, teaming with fish and other sea life.
While out there, make sure to do the self-guided tour through Fort Jefferson, the third largest fort the U.S. ever built. It was under construction from 1846-1889, but was never completed because of structural issues, as well as, hurricanes, disease and extreme summer heat. We usually bring a picnic lunch and spend the full day, but half day trips are also available.
Islescapes Romantic Dinner Cruise Onboard A Yacht
A five-course, sunset dinner cruise onboard a 33 foot yacht with Captain Alex is a wonderful way to experience Key West. Three couples is the maximum they will take per evening which means that whether it is a full cruise or not, you will have a very intimate, and delicious, night off the island.
Full Moon Sail & Stargazer Cruise Onboard The Schooner America 2.0
The105 foot Schooner, America 2.0, is the most elegant vessel in the Classic Harbor line. She sails from the Historic Seaport November thru April in Key West. We love to go on their Stargazers sail, navigating the waters by the stars like they did long ago. We have also been out on their Full Moon Sail and always feel like sailors of old!
Gaze at the stars onboard tonight!
Cooking Classes On Your Vacation
Take a cooking class and learn how to make everything from mouth-watering appetizers to dazzling deserts. They also teach you how to select the right meats and vegetables for a higher quality dish.
Chef Jennifer Cornell will teach you how to be an impressive chef and host of your next dinner party! Contact her here for more information.
The Pelican Path Self-Guided Historic Tour of Key West
For the history buffs, the Old Island Restoration Foundation has put together a list of sites to visit on your trip. Explore and wander at leisure through Key West’s wonderful history along the charming streets of Old Town. Click here for a printable version to take on your walk or bike ride around town. You can also take the tour from your smartphone here.
For a wonderful introduction to the rich history of Key West you can read historian Jerry Wilkinson’s account here.
Sunset Sail Onboard A Catamaran
Relax and unwind aboard the comfort of a spacious catamaran while sailing Key West’s historic harbor. Enjoy champagne, wine, fruit and cheese as you glide through the sparkling water. The beauty of a Key West sunset will take your breath away and fill your heart with smiles.
Conch Train and Old Town Trolley
The Conch Train depot is at the foot of Duval Street in the Front Street Depot. Take the train around town to Truval Village, located at the corner of Duval Street and Truman Avenue. Then on to the Ernest Hemingway Home and Museum, the Key West Lighthouse, the Southernmost Point, the Key West Butterfly and Nature Conservatory and the many fine art galleries, shops and restaurants of upper Duval Street.
Duval Street is the hub of Key West nightlife, dining, shopping, and sightseeing. Stretching from the Atlantic Ocean to the Gulf of Mexico, Duval offers a mile and a half of galleries, Key West restaurants, shops, bars, nightclubs, and plenty of people watching. There is always live music playing somewhere and delicious food being served. From 9am to 4am every day, the street embodies the diversity of Key West, from the highly refined to the slightly bizarre.
The Southernmost Point in the USA
Key West is the southernmost city in the continental USA. The Southernmost Point, located at the southern end of Whitehead Street, is the official marker and a good place to document your visit with a photograph. There is usually a line, so go early.
Backcountry Dolphin Eco Tours
Captain Sheri Sullenger will guide your journey through the sparkling waters of Key West. On your adventure you will experience the natural wonders of our coral reefs, back country mangrove habitats, diverse bird populations and the resident dolphins as they swim, hunt, feed and even teach their calves.
Key West Golf Course
Golf legend Rees Jones masterfully designed the Key West Golf Course, an 18 hole, 6,500 yard course to be a challenge to players of all abilities. Come meet all the exciting challenges of the Key West Golf Course, including the infamous “Mangrove Hole”. We love playing a round on this beautiful, tropical course.
Biking Key West
Our favorite way to get around town is by bicycle because it allows for plenty of stops, and getting lost is part of the fun! Meander along streets that criss-cross the island as you discover beautiful homes, gorgeous foliage, restaurants tucked into a corner, murals drawn on buildings and many other surprises. If you find yourself going in circles, just pick another route and soon you will find your way back.
Key West Cemetery
Key West’s unique and intriguing cemetery lies in the heart of Old Town. The main entrance and Sexton’s office are at the intersection of Angela and Margaret Streets. The cemetery sits in a nineteen acre park-like setting where Bahamian mariners, Cuban cigar makers, Spanish-American War veterans, soldiers and civilians, millionaires and paupers, people of all races, Catholics, Protestants and Jews rest side-by-side echoing the island city’s diverse heritage. Information for guided tours can be found here.
The Historic District
Key West was founded as a trading settlement in 1825, and is one of the oldest cities in Florida . Several hundred nineteenth century buildings remain, with typical island architecture that includes wood siding, tin roofs, gingerbread trim, and shuttered windows. The oldest part of the City was added to the National Register of Historic Places by the US Department of the Interior in 1983. Locally referred to as “Old Town”, this western-most portion of the island is where you will find the Historic Key West Inns and all of the places of interest listed here.
Sunrise Brightening The Key West Sky
Grab a hot cup of java, head to the beach and look to the east. It’s always a beautiful sight.