There's plenty to do in Key West, from drag shows to sunset booze cruises to museums, they have it all here. Take a look at the list below, these are a few of our favorite things to do here. Don't forget to check out Mallory Square for the Sunset Celebration, it happens every night & you must get a picture with the 90 Miles to Cuba Buoy. It's Key West, the people are unique, the bars stay open late, there's something truly for everyone. Do something new, go out & explore this crazy island!
Offering sunset sails & sand bar excursions. Sunbathe & relax with your friends on your own private charter.
If you're into tropical plants & art, check this out!
Todd's favorite, if you go with him, beware. He will buy you shots, this will lead to you doing Karaoke, which they have every night. Enter at your own risk.
The best Key Lime Pie martinis! The sunsets are incredible on their beach, they have fire pits as well to relax & drink a cocktail or three.
A fun way to see & tour all of Key West!
Daily sunset sails, sailing, snorkeling, & kayaking trips.
Dante's is the best of both – an Aquaholics Paradise a crystal clear swimming pool warmed by its cascading waterfall, surrounded by Tiki bars & friendly servers bringing you ice cold tropical libations & tasty treats as you sun, swim, dance & party. If you don't have a pool at your hotel/home- check this place out!
This is an entire day trip but it's worth it. It is listed as one of the top 16 national parks to see in the United States & when you visit, you'll know why.
Explore a 19th century fort surrounded by crystal clear water. Almost 70 miles west of Key West lies the remote Dry Tortugas National Park. Accessible only by boat or seaplane, the park is known the world over as the home of magnificent Fort Jefferson, picturesque blue waters, superlative coral reefs & marine life.
Our family's personal favorite, always live music, strong drinks & free popcorn, which sounded more appealing pre-Covid...
Visitors can explore the preserved Civil War-era Fort & learn about the wrecking & cigar-manufacturing industries, view the imaginative metal sculptures of Stanley Papio, as well as meet infamous & Todd's Must See: Robert The Doll, just make sure you don't take his picture.
Swim & snorkel at Key West’s best beach! Bike along the shaded nature paths along the shore, past the historic fort & beside the Key West Shipping Channel. The 54-acre park is scattered with picnic tables, grills & it's very own Café. You do have to pay to get in but the views & the beach are worth it.
Kayak or paddle board through the mangroves! The tour guides are eccentric, the water is crystal clear, & it's a good way to sweat out those drinks from the night before.
They will pick you up from your hotel or house, just ask!
I'm sure you read about him in school so check out his home. Ernest Hemingway is rather famous down here, especially for bringing his six-toed cats to the island, which roam the property. Make sure to go early to beat the crowds, it's worth it - the home is beautiful.
Great live music! All outdoors, plus some of the best fish tacos & burgers you will ever have! Featured on Diners, Drive-In’s & Dives!
Another free beach! Also has a pier for great photos.
Lynn's favorite place! Make sure to get there early before the crowds, & dress light!
Walk through a magical & inviting environment filled with hundreds of the most beautiful butterflies & two of the most unique flamingos.
I know it's strange to put a cemetery on the list but it is a favorite of Key Wester's to bike ride or walk through. The iguanas are always out roaming, & there are several scavenger hunts as several graves have humorous epitaphs, i.e. "I Told You I Was Sick".
Beautiful gardens right on the beach. This is right near where we got engaged! Enjoy the free beach, free gardens & grab great Italian food afterwords at Salute!
Do the rum flight!
Visitors can walk up the 88 steps to the top of the lighthouse to see the entire island as well as explore the belongings, photographs, & words of the lighthouse Keepers & their families who lived a now obsolete, yet never forgotten, way of life.
Excellent martinis, drag shows & cabarets!
The Key West Sunset Celebration invites everyone to partake in watching the sun sink into the Gulf of Mexico horizon. The nightly festival hosts visitors from all over the world who come to take part in the magicians, jugglers, clowns, psychics, local musicians, artists, & local food vendors that combine for an incredible cultural experience. Plenty of bars & food options right on the water to sit & watch the sun go down as well!
You can rent paddle boards, a catamaran with your friends, go fishing, spearfishing or snorkeling in the Keys! They also have reef & shipwreck tours, book your eco charter now!
The Cafe also offers draft microbrews, as well as breakfast & lunch.
MUST try for either dinner or late-night. You can eat there, which we did but it's a small place, mainly for takeout. Best cheesesteaks we have ever had, plus they serve beer & cheese fries. The owners & employees are wonderful. Go!
If you're into fishing, check these guys out!
Make it a Duval Crawl! All bars stay open after 2am so party your hearts out!
Sloppy Joe's has been open since 1933, offering live music & dancing plus a separate tap room for live sports.
Key West's free beach, plenty of water sports - kayaks, paddle boarding & jetskis available to rent!
Alan's favorite place on Earth, live music performed by people you hear on Sirius Margaritaville.
You can take a dip in the warm shallow waters or catch a sunrise or a sunset from the pier. Fun fact: It's said that playwright Tennessee Williams came to South Beach for a swim almost every day he lived in Key West.
It's a first-timers necessity to get a picture at the famous buoy, only 90 miles to Cuba.
Treat yourself to a Sunset Booze Cruise! They also offer eco tours, dinner cruises, parasailing, jetskis, snorkeling, & boat & golf cart rentals.