Get a taste for the fabulous food scene, soar above the area in a seaplane, see dolphins up close on a cruise, or snorkel through the crystal clear waters — with so many fun things to do in Key West, you’ll truly be spoiled for choice.

A perfect mix of watersports, historic sightings, impressive art galleries, and beach-style architecture, Key West calls out to various interests, no matter what they may be.

Offering an average of 104 days of clear, sunny skies, a heavenly high average temperature of 91 degrees Fahrenheit, and a low of 67 degrees Fahrenheit, the year-round warmth is definitely a plus for many visiting this beautiful destination.

Whether you’re after thrills, relaxation, or anything in between, Key West is a fantastic destination year-round.

From Duval Street’s lively nightlife and bar hopping, the fresh seafood scene beachside, to trying key lime pie (which has origins in Key West!), your appetite will surely be satisfied with the best of Key West.

So, without further ado, let’s dive in and explore the best things to do in Key West!

1 – Snorkel along North America’s only living coral reef

snorkeling trips in Key West

With close to 800 islands big and small dotted around the Florida Keys, this part of the US is home to some of the country’s – scratch that, the world’s – premier snorkeling opportunities.

And if you’re looking for a fun day out in the water, then Key West – known for its colorful marine life, underwater shipwrecks and warm waters – is no exception.

Whether you rent your own boat and make your way out to the Keys’ clear blue waters, or join a more official snorkeling tour that whisks you out to sea on a modern catamaran, the outcome will remain the same: you can expect an amazing time exploring North America’s only living coral reef.

But with so many islands and beaches, where do we begin? Only accessible by boat, Cottrell Key is one of the prime snorkeling spots in the area. It’s not uncommon to see dolphins, (small, friendly) sharks, stingrays and Goliath groupers swimming around these waters — and being a calm, shallow area, it’s suitable for families and kids too! If you do have a boat at your disposal, the Marquesas Keys, the Sambo Reef, the Dry Tortugas National Park, and the Avanti Dutch Wreck are worth considering as well.

But if you prefer to stay closer to shore, you’ll find no shortage of terrific beach and bay spots for snorkeling too. Home to the country’s only shore-accessible underwater marine park, Higgs Beach is terrific for beginners with its shallow, clear waters teeming with vibrantly colored fish, while Fort Zachary Taylor State Park and Smathers Beach boast diverse marine life without the crowds.

No matter which area of the Key you feel like exploring, you can expect to find yourself face-to-face with a wide variety of marine life, from sea turtles to parrotfish, angelfish, and so many more.

snorkeling trips in Key West

Hot tip: Despite the weather being warm year-round, the best time to snorkel in Key West is generally between December and May, when the risk of tropical storms is much lower.

2 – Explore Fort Zachary Taylor Historic State Park

Fort Zachary Taylor Historic State Park, Key West, Florida — Interior of Fort Zachary Taylor Historic State Park

Built-in 1866 to defend the nation’s southeastern coastline, the Fort Zachary Taylor Historic State Park played essential roles in the Civil War and Spanish-American War — and there’s no better way to learn the ins and outs of US history than with a guided tour of the well-preserved fortress.

Located on the westernmost tip of Key West, this historic landmark also offers some fantastic snorkeling opportunities and excellent cycling trails.

3 – Set sail to watch the sunset over Key West from the deck of the schooner America 2.0

Schooner America 2.0 sunset sailing tour, Key West, Florida — credit to Classic Harbor Line

Get ready for an enchanting evening like none other!

With a stunning sunset sailing cruise aboard a classic schooner, you’ll be able to admire iconic Key West landmarks from the water, including Mallory Square, Fort Zachary, and the Sand Key Lighthouse, to name a few.

For that extra special touch, drinks and appetizers are served throughout the cruise.

sailing tours in Key West

4 – Kayaking through the Key West mangroves

kayaking trips in Key West

Spot Florida wildlife in their natural habitat, learn more about why the mangroves are essential for the local ecosystem, and discuss how to become more sustainable in today’s world with your tour guide — all on an exciting kayak tour through the Key West mangroves!

With warm waters year-round, there’s never a bad time to give it a try.

kayaking trips in Key West

5 – Take a dolphin-watching cruise!

dolphin watching in Key West

If you’re a wildlife lover, then a cruise to the Key West National Wildlife Refuge should sit high atop the Florida bucket list!

The dolphins often come within arm’s reach of the modern catamaran, more than happy to say hello from the comfort of their natural environment.

With an expert marine biologist, there’s plenty to be learned about the local ecosystem too.

dolphin watching in Key West

6 – Discover Key West on a hop-on hop-off trolley bus tour

Old Town trolley tour in Key West, Florida

The simple solution to seeing as many of Key West’s 100+ points of interest as possible, the trolley offers 13 convenient stops perfect for exploring the best that Key West has to offer.

With both 1-day and 2-day tickets available, there’s a hassle-free option to suit every schedule.

Be sure to hop off at Clinton Square Market, a historic U.S. Navy coal depot, which today houses some of the best shopping and coffee locals.

trolley tours in Key West

7 – Discover the wonders of Key West by bike

bike tours in Key West

Despite being the most populated city in the Keys, Key West still barely has any traffic, making it one of the most bike-friendly areas in the state. Sure, you can walk around town, hitting up Key West hotspots like the Ernest Hemingway Home and Museum and Mallory Square, but if you’d rather squeeze a bit more adventure into your day, hop on a bike and explore Key West like a local instead.

Led by Key West residents who know the hidden gems of this sun-kissed town, not only do bike tours allow you to cover more ground in less time, but you’ll also get to see a side of the island that most run-of-the-mill sightseeing tours overlook.

While every bike tour is a little different, you’ll usually pass by notable attractions like Fort Zachary Taylor State Park, the Southernmost Point Buoy, and Duval Street – the epicenter of Key West’s nightlife. And with a couple stops along the way to try some of the region’s most famous treats, like key lime pie and conch fritters, you’ll get to experience a slice of the local culture too.

Prefer to explore independently? Plenty of storefronts offer bike rentals on the cheap, so you can chart your own course without being constrained by a tour group’s schedule. If you’re not sure where to begin, simply head down Duval Street, which runs north to south through the entire island, and make stops at Sloppy Joe’s Bar, the Key West Lighthouse and The Key West Butterfly and Nature Conservatory – that’ll be more than enough to get you started.

bike tours in Key West

8 – Visit the famous U.S. Coast Guard Cutter Ingham

U.S. Coast Guard Cutter Ingham Museum, Key West, Florida

Serving in active duty from 1936 to 1988, the Cutter Ingham is a quintessential portrait of U.S. coast guard history, a must-visit site for every history buff.

So why not explore the U.S. Coast Guard Cutter Ingham museum and learn about one of the country’s most decorated ships?

9 – Slather up some sunscreen before heading to the Best Beaches

best beaches in Key West

Head to Smathers Beach, considered to be Key West’s best and largest beach. Equipped with proper changing rooms, volleyball nets, and water activity rentals.

Take a walk through the scenic wooden pier at Higgs Memorial Beach Park a pristine turquoise blue beach with access to Key West Garden Club, a former Civil War fort turned tropical garden and education space.

For the best snorkeling spot, check out Fort Zachary Taylor Beach, and for the best family beaches, check out South Beach for its calm waters.

10 – Feel the thrill of a jet ski

jet ski in Key West

Looking for a genuine adrenaline-pumping experience?

Book a jet ski tour, ride around on Florida’s tropical waters, and see some of the most unique scenery in the country — it’s a surefire way to add some high-speed thrills to your Key West holiday, and it’s fun for all ages!

jet ski in Key West

11 – Step inside The Basilica of St. Mary Star of the Sea

Soak in the quaint and meditative ambiance at the Basilica of St. Mary Star of the Sea, one of the oldest catholic churches in Florida, dedicated to the Virgin Mary and adored by various sailors.

Built on an oolitic limestone rock, and built with limestone dug from the beach sand, the church has an American Victorian style.

Walk around to view the Grotto where the statues of Our Lady of Lourdes and Bernadette are, as well as its gorgeous vegetation.

12 – Enjoy a culinary adventure through the Key West Historic Seaport

food tours in Key West

Ready to fall in love with the city’s flavors? Then make a beeline for Key West’s charming Seaport neighborhood, where the sights, sounds, and, of course, indulgent flavors regularly take visitors on unforgettable culinary journeys!

Besides the seafood, Cuban cuisine, and the decadent key lime pie, the seaport also sports a riveting history.

food tours in Key West

13 – Discover the wonder of the aquatic animal world at Key West Aquarium

Key West Aquarium, Key West, Florida

Located in Mallory Square, Key West Aquarium is one of the city’s most beloved attractions, offering the perfect outing for families and animal lovers.

With the opportunity to feed sharks, touch cow nose rays, meet alligators, and learn why sea turtles are endangered, it’s sure to satisfy any traveler’s curiosity.

Key West Aquarium tickets

14 – See turtles up close on a glass bottom boat

glass bottom boat tours in Key West

Beneath the surface, the waters around the Florida Keys come alive with diverse, fascinating, and incredibly colorful marine life. And while snorkeling and scuba diving are always a hot ticket, you can just as easily get your fill of the underwater world without actually getting wet.

Enter: glass bottom boat tours! With a friendly crew alongside you the whole time (who know the best spots to hit), you’ll get an up-close look at the underwater reefs, their corals, and the creatures that call this part of Florida home — and learn all about their habitats, life cycles, and more along the way.

While every day welcomes a different find, you could get lucky and spot sea turtles, sharks, stingrays or even the odd manatee or two. At the very least, you can expect to witness dozens of the 600+ species of tropical fish that swim through these waters daily.

An educational and mesmerizing experience — what more could you ask for?

glass bottom boat tours in Key West

15 – Spice things up with a romantic dinner at Latitude’s

Latitude's Restaurant, Key West, Florida — credit to Latitude’s Restaurant

No visit to Key West is truly complete without a dinner at the award-winning Latitude’s Restaurant.

While the wide range of delicious dishes is second to none, the 5-star service and breathtaking sunset views combine to make these dinners truly special.

Since it’s so popular, advanced reservations are usually required.

16 – Find an art piece for your home at Wyland Gallery of the Florida Keys

Wyland Gallery of the Florida Keys, Key West — credit to Wyland Gallery of the Florida Keys

Art lovers this one is for you! Pay a visit to Wyland Gallery of the Florida Keys, a space where artists and collectors come together to showcase the best of local art, from paintings to glass, bronze, and lucite sculptures.

All pieces follow a marine theme, serving as the perfect reminder of the beauty of Key West, from dolphins to other marine animals, and scenes of the beach.

Visit the art gallery anytime, or during a special event.

17 – Parasail above the Keys’ shimmering waters

parasailing in Key West

Thinking of trying something totally unique during your time in Key West? Well, look no further!

With a thrilling (yet oddly relaxing) parasailing ride, travelers are greeted by unparalleled views of the Florida Keys below.

It’s one of the most exciting adventure activities in Key West, without a doubt.

parasailing in Key West

18 – Watch an independent film at the Tropic Cinema

Tropic Cinema, Key West, Florida

One for the Hollywood film buffs, the Tropic Cinema arthouse promises to provide the ultimate movie fix, with rotating films of every genre, old and new.

Screenings are usually limited, so check the calendar in advance to guarantee your seat at the latest independent blockbuster.

19 – Venture off the beaten path with a day of “Island T’ing”

Island T'ing day trips from Key West

If you’re looking to escape the crowds for a day, and fully immerse yourself in nature, then a day trip of “Island T’ing” might be just what the doctor ordered.

A local way of describing “island hopping”, Island T’ing is all about venturing well and truly off the beaten track, and discovering the protected wildlife areas in the Gulf of Mexico.

Typically, you’ll set sail on a catamaran, making your way over around the Gulf and to different parts of the Florida Reef. Throughout the day, you’ll have time to jump in a kayak and explore a natural mangrove island; take a dip in the warm, clear waters; snorkel alongside the colorful wildlife, and learn all about the area’s diverse animals from your friendly, experienced guides.

Alongside plenty of opportunities to spot dolphins and sea turtles in their natural habitats, you’ll also get to dig into a delicious lunch on board the boat, packed full of local seafood specialties. And in typical Key West fashion, there’ll be plenty of beer, wine and sangria available so you can really embody what vacation is all about – letting your hair down!

Island T’ing day trips from Key West

20 – Immerse yourself in hundreds of colorful butterflies

credit to Key West Butterly & Nature Conservatory

Stroll through a magical environment filled with hundreds of the most beautiful winged creatures in nature — featuring 60 types of butterflies in a truly enchanting setting, the Key West Butterfly and Nature Conservatory is one of the island’s most popular attractions for photographers and nature enthusiasts.

21 – Rent your very own hydrobike

hydrobike tour in Key West

One of the hottest activities to hit the Florida Keys in recent years, hydro biking is part cycling, part kayaking, and 100% a good time.

With no prior experience required, these beginner-friendly waterbikes are perfect for checkout out the islands at your own pace. Pedal casually along the coastline, past the crowds at Mallory Square; crack open a cold one (with a mini cooler included, you can BYO) and simply enjoy the views; or jump into the water and cool off.

If you opt for a tour, you’ll have a local guide show you all the spots. On the flip side, you can always hire your own tandem bike (at twilight, if possible!) and go at your own pace. Either way, you’re in for top-notch views and an unexpected workout to boot.

hydrobike tours in Key West

22 – Take a ride on the historic Key West Conch Train

Key West Conch Train

A longstanding family favorite, having welcomed tourists for over 65 years (having made its first ride way back in 1958), the Key West Conch Train is a truly one-of-a-kind way to learn all about the island’s rich history and culture.

Departing from the 303 Front Street Depot (next to Mallory Square) every 30 minutes (with the first tour starting at 10:15 am), these slow-moving but fully narrated tours take you on a 75-minute journey through Old Town Key West’s most famous landmarks, chugging past the Ernest Hemingway Home and Museum, the Key West Lighthouse, the Southernmost Point, and the Key West Butterfly and Nature Conservatory, to name just a few. Along the way, you’ll stop at the Truval Village, the Station Depot, and Flagler Station, and get to wander around the different areas on foot, soaking up the scenery.

Once your ride comes to an end, don’t forget to pop into the Sails to Rails Museum – a wonderful insight into the history of seafarers and railroads in this part of the world. Entry is included with your Conch Train ticket, so you won’t have to send another dine.

Money-saving tip: If possible, grab your tickets online and in advance to save a few bucks compared to buying tickets on the day.

Key West Conch Train

23 – Visit the Key West Shipwreck Treasure Museum

Key West Shipwreck Treasure Museum, Key West, Florida

Step back into time as you learn all about the region’s maritime past with a trip to the fantastic Key West Shipwreck Treasures Museum.

Besides seeing real treasures salvaged from sinking ships, guests are also told daring tales of ‘wrecking’ — the foundation of Key West’s economy during the 18th century. It’s a fun experience for the entire family!

Shipwreck Treasure Museum tickets

24 – Tour the historic Harry S. Truman Little White House

Harry S. Truman Little White House, Key West, Florida — The exterior of the Harry S. Truman Little White House, which has been used by American presidents for official state business.

For history aficionados (particularly presidential history), this place should sit high atop any list of things to do in Key West.

With a visit to the Harry S. Truman Little White House, intrigued guests can explore the rooms where Truman held meetings and discussed government matters, discover an essential part of Florida’s history, and learn the ins and outs of Truman’s years as president.

Truman Little White House tickets

25 – Say hello to the Keys’ friendly sea turtles

Key West Turtle Museum, Florida

Who doesn’t love turtles, right?

At the Key West Turtle Museum, besides unforgettable meet-and-greet opportunities, visitors are taught all about the protection efforts to save the endangered sea turtles.

This is one of the best places to dive into Key West’ unique maritime history.

26 – Fly in style in a helicopter over the Florida Keys

helicopter tour, Key West, Florida — credit to Air Adventure

Fly like a rockstar above Florida’s most beautiful landscape in a luxurious helicopter!

Camera at the ready, people; from thousands of feet above the ground you’ll be able to spot the Keys’ best beaches, admire the mangrove maze, spot dolphins, and discover parts of the island that are only accessible by air.

For the ultimate adventure, book your experience with either Fly-KeyWest or Key West Helicopters, offering a good mix of experiences, budget options, and even schedules.

helicopter tours in Key West

27 – Experience a world-class fishing day trip

fishing day trip, Key West, Florida

Key West is nothing short of an angler’s paradise, and its fishing charters have built up a strong reputation among anglers from around the globe as a result.

With so many fantastic fishing trips to choose from — set on beautiful boats with expert crews — there are plenty of opportunities to catch all kinds of species, including sailfish, marlin, mako sharks, red snappers, and giant groupers.

fishing tours in Key West

28 – Visit the Fort East Martello Museum

Fort East Martello Museum. Key West, Florida

Fort East Martello is nowadays the home of the Fort East Martello Museum, featuring historical exhibits spanning the 19th and 20th centuries.

Discover the fantastic collection of Civil War artifacts, admire Stanley Papio’s unique metal sculptures, learn about the wrecking industry that shaped the Florida Keys, and (if you’re brave enough) meet the Ghosts of East Martello, none more famous than Robert the Doll.

29 – Head out on a shark and wildlife viewing adventure

Shark Spotting in Key West

It’s not exactly a secret that the warm waters off of the Florida Keys are teeming with wildlife — from dolphins and sea turtles to stingrays and hundreds of types of colorful tropical fish, not to mention the myriad bird species that call this place home too.

But if you’re looking for a truly unforgettable experience, and a chance to see some of the southeastern US’s most incredible creatures up close, then a shark and wildlife viewing adventure is an absolute must!

Generally lasting around 2 hours, these wildlife-focused adventures send you out on a fancy catamaran into the open ocean, where your knowledgeable crew will drop bait into the waters to lure sharks within viewing distance.

The Florida Keys is home to over half a dozen species of shark, but it’s the docile lemon and nurse sharks that most frequently make an appearance. No matter which species you see on any given day, you’re guaranteed to walk away having learned a thing or two – not just about the ocean’s predators, but about the entire Keys underwater ecosystem too.

Shark spotting in Key West

30 – Grab a seat on the Trolley of the Doomed!

Ghosts & Gravestones Tour of Key West, Florida

Believe it or not, Key West has a dark side; with a number of haunted sites scattering the island, there’s plenty of spooky tales to be told.

Eager to learn all about Key West’s supernatural history then?

Just Hop aboard the Trolley of the Doomed, where local experts share frightening tales of years gone by as you traverse the dark and narrow streets of Old Town.

Key West Ghosts & Gravestones Tour

31 – Pamper your better half at the Better Than Sex dessert restaurant

Better Than Sex dessert restaurant, Key West — credit to Better Than Sex

Looking for a romantic dining experience? Then pay a visit to Better Than Sex, the perfect spot for celebrating Valentine’s Day, anniversaries, birthdays, or even a first date!

To say that your sweet tooth will be satisfied is an understatement — to truly appreciate the romantic flavors and atmosphere, you’ve got to experience it for yourself.

32 – Enjoy a day trip to Dry Tortugas National Park

Dry Tortugas National Park day trip from Key West, Florida

Experience the day trip of a lifetime, filled with beachcombing, kayaking, snorkeling, fishing, wildlife viewing, and plenty of sightseeing!

Only accessible via boat or seaplane, the secluded islands of Dry Tortugas National Park offer an unforgettable day trip for the entire family.

Dry Tortugas boat tours

33 – Visit the San Carlos Institute

San Carlos institute, Key West, Florida

Established in 1871 by Cuban exiles, the San Carlos Institute aims to preserve the Cuban people’s language, culture, and traditions.

It also helped unite the exiled Cuban community and has been considered the cradle of Cuba’s independence movement.

Simply put, this place is a Key West must-visit for any history buff.

34 – Have a swashbuckling good time on a pirate ship cruise

pirate ship cruises in Key West

A family favorite, with cannons, swashbucklers, and treasure maps ahoy, this sunset sail is the perfect way to add a bit of adventure to your holiday.

From Key West’s Historic Seaport, you’ll climb aboard the Schooner Jolly II Rover in search of lost riches (read: dolphins, turtles, flying fish and pelicans) as you traverse the waters of the Atlantic Ocean.

Far more interactive than your typical sunset sail, you’ll get to help the crew pull up the anchor, raise the sails, steer the ship, and(for all you 21+ pirates) down a couple of swigs of good old-fashioned pirate rum.

Most adventures make their way past Sunset Key (famous for its multi-million dollar celebrity homes) and points of interest like The Navy Mole, the Truman Annex, and Christmas Tree Island – as you pass by each, your friendly crew will share all kinds of fun facts about the area.

pirate ship cruises in Key West

35 – Dine at the legendary Hard Rock Cafe Key West

Hard Rock Cafe, Key West, Florida

Visit the iconic Hard Rock Cafe Key West for great American food and thirst-quenching drinks wrapped in a unique musical experience.

Set within a beautiful historical building on the historic Duval Street, Hard Rock Cafe Key West is the perfect place to dine in style and feel like a star.

Hard Rock Cafe in Key West

36 – Watch the thrilling Key West Offshore Racing World Championships

Key West Offshore Racing World Championships, Florida

Speed, power, and fun come to Key West every year for the area’s most exciting water event on the calendar: the roaring Offshore Racing World Championships, where the world’s top offshore boat racers fly across the harbor!

If the dates line up with your vacation, then buckle up for an unforgettable spectacle. To keep up with all the latest news, visit Race World Offshore.

37 – See the nightly Key West’s Sunset Celebration at Mallory Square

show of street artists, Mallory Square, Key West, Florida — fire eater walking on hot coals during the Sunset Celebration at Mallory Square

Arguably the best way to transition a relaxing afternoon into a lively evening, gather at Mallory Square just as the sun goes down.

Making the famous Key West sunset all the more special, extraordinary jugglers, local musicians, clowns, and magicians create a bustling atmosphere unmatched by anywhere else in the region.

It’s a quintessential cultural experience and fun for all ages.

Walk for 3 minutes to Sunset Pier, to continue the laid-back vibes with more restaurants, bars, entertainment, and extraordinary water and sunset views.

38 – Step back in time and visit the Ernest Hemingway Home and Museum

The Ernest Hemingway Home and Museum, Key West, Florida

Nestled among towering palm trees on the western end of the island in Old Town, Hemingway’s former home is one of Key West’s most popular attractions (and a must-see for literary buffs visiting the Keys!).

After wandering around the lush garden, head inside to discover the well-preserved rooms filled with Hemingway memorabilia including photos, books, and furniture.

39 – Dial up the romance with a sunset cruise

sunset cruises in Key West

By day, the southernmost city in the continental United States is known for its relaxing atmosphere and bounty of outdoor activities. But by night, it transforms into a romantic haven, especially during sunset.

And what better way to experience this magical moment than on a sunset dinner cruise? As you sail through the crystal-clear waters of Key West, with a glass of bubbly (or two) in hand, you’ll get to take in all kinds of beautiful hues as the sun dips below the horizon, casting an ethereal glow onto the hundreds of islands that make up the Florida Keys.

From romantic sunset sails to more upbeat cruises with live music and hors d’oeuvres, as well as party boats that spice things up a bit, there’s something for everyone. For what is arguably the most romantic activity of all, however, consider booking one of the many sunset dinner cruises in Key West. Whether you dig into a multi-course set menu, or feast on an all-you-can-eat buffet, you’ll get to indulge in fresh seafood, lip-smacking BBQ (like Caribbean pulled pork), and plenty of margaritas, wines, and rum runners to wash it all down.

Sunset cruises typically last a couple of hours; that said, there’s nothing stopping you from booking a private boat and staying out until the stars come out.

sunset cruises in Key West

40 – Visit the Mel Fisher Maritime Heritage Museum and let out your inner treasure hunter

Mel Fisher Maritime Heritage Museum, Key West, Florida

Any Pirates of the Caribbean fans in the house?

At the Mel Fisher Maritime Heritage Museum, curious visitors learn how Mel Fisher and his crew found the biggest prize in treasure-hunting history: $450 million worth of gold, jewels, coins, and artifacts.

It’s a fascinating story, but not the only one; the museum also showcases other ancient Spanish ships’ treasures.

Mel Fisher Maritime Museum tickets

41 – Help rescued birds at the Key West Wildlife Center

A hidden gem for animal lovers and anyone traveling with kids in tow, the Key West Wildlife Center is a non-profit organization that specializes in the care of injured and rescued animals (particularly birds, treating roughly 1,400 wild birds annually).

Open from 11 AM to 2 PM, the Center features a lovely nature trail with a freshwater pond and a couple of aviaries — perfect for a leisurely stroll — as well as a small number of animals on show. This isn’t a zoo though; the animals are also on display for education purposes, and to help them heal back to full strength, the majority of the feathery residents are kept behind closed doors.

The Center is tucked away inside the seven-acre Indigenous Park, where you’ll find a relaxing picnic area and a handful of bocce courts too. It’s free to enter, but being a non-profit, donations are always appreciated.

When you’re done, make sure to check out Higgs Beach next door, considered one of if not the best shoreline snorkeling spots in the Keys.

42 – Attend a music concert at the Tennessee Williams Theatre

Tennessee Williams Theatre, Key West — credit to Tennessee Williams Theatre

Settled around 10 minutes from the center of Key West on Stock Island is the Tennessee Williams Theatre, named after the famous American dramatist.

Mainly showing live music concerts, from symphony concerts to Big Band music, to acrobatics and classic rock and roll, the programming at the theater is one worth checking out.

Consider their Encore Series 2023, an offer that includes attending 5 shows for one payment, guaranteeing your same seats for the 5 shows.

Tennessee Williams Theatre tickets

43 – Taste some of Florida Keys finest rums

credit to Key West First Legal Rum Distillery

You’re on vacation, after all, so why not have a drink or two and unwind?

At the Key West First Legal Rum Distillery, not only are guests welcome to try a selection of exquisite rums, but they’re also taught how the venue uses centuries-old distillation techniques to transform sugarcane into smooth white rum.

Can’t decide what to drink? Opt for a tasting flight, with various award-winning rums, or learn how to make a Cuban mojito!

44 – Enjoy a beautiful sunset and concert at the Coffee Butler Amphitheater

Coffee Butler Amphitheater, Key West — credit to Coffee Butler Amphitheater

Check out a musical concert taking place at the Coffee Butler Amphitheater, where the musical experience is complemented by the outstandingly beautiful concert venue.

Book tickets for the grassy general admission section, and witness a true Key West sunset setting behind the palm trees.

Check out the list of items permitted to bring and what is not to avoid issues at the door.

Coffee Butler Amphitheater tickets

45 – Have fun at Key West’s world-famous Fantasy Fest

Fantasy Fest, Key West, Florida

Held annually in the last week of October, Fantasy Fest is the biggest event of the year in the Florida Keys, attracting thousands of fun-loving party-goers from all corners of the globe.

With a parade tradition stretching as far back as 1979, everyone gets decked out in the most colorful, creative, and outrageous costumes they can cobble together — a lot of fun is guaranteed!

46 – Check out the iconic Audubon House & Tropical Gardens

Audubon House & Tropical Gardens, Key West, Florida

Dating back to the 1840s and named after well-known ornithologist John James Audubon, the Audubon House Gallery offers an impressive collection of Audubon artworks.

For nature lovers, stroll the lush grounds and admire beautiful orchids and other tropical plants.

47 – Encounter chatty parrots at Nancy Forrester’s Secret Garden

Nancy Forrester’s Secret Garden, Key West

Nancy, an environmental artist, has created a magical bird sanctuary that is quickly becoming a popular tourist attraction.

Here, travelers are blessed with the opportunity to meet and interact with rescued parrots and macaws, some of which can talk!

The reviews say it all: Nancy Forrester’s Secret Garden is an unbelievable place that all holidaymakers in Key West should visit.

48 – Scuba dive through a Cold War-era ship

Vandenberg wreck diving, Key West, Florida

Key West is home to world-class diving, scattered all over the island’s shores.

One of the undisputed highlights, however, is the USNS Vandenberg — located off the coast of Key West, this wreck has become a popular site for divers from all over the world.

Considered the world’s second-largest artificial reef, the Vandenberg wreck is a fantastic oceanic playground to explore.

scuba diving in Key West

49 – Get to know native plants and animals at the Keys Eco-Discovery Center

Florida Keys Eco-Discovery Center, Key West, Florida — credit to FHWA

Located in the heart of Key West, the Florida Keys Eco-Discovery Center features exhibits that cover the plants and animals of both Florida’s underwater and above-ground worlds.

With plenty of hands-on activities, it’s a fantastic place to bring the kids — not only will they have a blast, but they’ll also learn the importance of protecting and conserving Florida’s ecosystem.

50 – Chill out at the best beach bars

best beach bars in Key West — credit to Ocean Key Resort & Spa

The Florida Keys stereotype is all about beaches, beers, and a go-slow attitude, and there’s no better place to embrace this laid-back vibe than at one of Key West’s many beach bars. Toes in the sand, umbrella drinks in hand – what more could you ask for?

But with a handful of different options to choose from, which beach bar should you hit up first?

Grab a drink and stay for incredible sunsets at Southernmost Beach Cafe, located on the southern coast of the island. Famous for being just 105 miles away from Cuba – making it the closest American bar to the Caribbean nation – it serves up a thirst-quenching Rum Runner and a deliciously fruity Piña Colada.

Not too far away, you’ll find the Schooner Wharf Bar, dubbed the “last little piece of Old Key West” thanks to its vintage decor and classic hometown atmosphere. Located on the northern side of the island, around the corner from Mallory Square, the waterfront hangout is the go-to place for local vibes, strong drinks, and fresh-as-can-be seafood – not to mention a healthy list of frozen drinks, wines, and beers.

If you’re after more luxurious beach vibes, then make a beeline for the Hot Tin Roof. Found inside the Ocean Key Resort & Spa, also next to Mallory Square, this beloved locale pays homage to the late, great playwright, Tennessee Williams (the bar itself is named after one of his famous works, Cat on a Hot Tin Roof). Charming and upscale with top-notch ocean views, it’s one of the best spots in town to enjoy a glass of wine alongside a Floridi-inspired meal at sunset.

Despite being a more low-key haunt, Lagerheads Beach Bar & Grill shouldn’t be overlooked. Sitting right on the sand, Lagerheads is renowned for its mouthwatering ceviche and quesadillas, its affordable drinks, and its relaxing, open-air vibe.

51 – Stand at the southernmost point in America

Southernmost point buoy, Key West, Florida — The Key West, Florida Buoy sign marking the southernmost point on the continental USA and distance to Cuba.

Visited by thousands of people each day, the iconic Southernmost Point Buoy is a must-visit landmark for every Key West first-time visitor.

If you squint hard enough, you *might* (read: with some imagination) be able to see Cuba.

Of course, don’t forget to snap a photo with the colorful buoy

52 – Taste Floridian-Caribbean cuisine at the quirky Blue Heaven

Blue Heaven restaurant, Key West, Florida

Filled with rich Key West history, Blue Heaven is a local staple and one of Key West’s most unique restaurants.

Grab a seat under the shaded canopy, let the live music whisk you away, keep an eye on the roaming chickens, and dig into one of many delectable dishes.

Don’t miss the chance to order their famous key lime pie — an iconic dessert featured on countless TV shows over the years.

53 – Eat your way through Key West’s best restaurants

Best Restaurants in Key West

Foodies, listen up. Key West isn’t just about stunning beaches, crystal-clear waters and breathtaking sunsets – it’s also a top-notch culinary destination. With an eclectic mix of cuisines influenced by its diverse population (including flavors inspired by Caribbean destinations like Cuba and the Bahamas), there’s something for every palate in this little slice of paradise.

Start your foodie journey with a visit to Blue Heaven, one of the most popular restaurants in Key West. Located in an old Bahamian house in the Bahama Village, you’ll feel right at home as you tuck into their famous key lime pie and fresh seafood dishes (don’t miss the Caribbean BBQ Shrimp). If you’ve partied a little too hard on a Saturday night, the Sunday brunch menu (plus a little hair the dog) will get you right back on track.

For a truly unique dining experience, head to the award-winning Latitude’s Restaurant on Sunset Key. While the wide range of delicious dishes is second to none, the 5-star service and breathtaking sunset views combine to make these dinners truly special. Since it’s so popular, advanced reservations are usually required.

A comparatively no-frills establishment, but one that’s steeped in history, being over 111 years old, Pepe’s Café is billed as the oldest eaterie in the Florida Keys. Situated in the Old Town neighborhood of Key West, the restaurant is known to dish up excellent island cuisine and delicious cocktails to match — but even if you’re not a diehard foodie, the funky atmosphere alone is worthy of an afternoon visit.

Looking for more of a romantic dining experience? Then pay a visit to Better Than Sex, a cheekily-themed speakeasy-style dessert spot for celebrating Valentine’s Day, anniversaries, and birthdays. Whether it’s a first date or a 50th, the delectable desserts (think mouth-watering peanut butter silk pies and a chocolate and brie grilled cheese sandwich) and quirky cocktail list are sure to satisfy the sweet tooth.

Still hungry? It might be a chain, but that doesn’t mean that the iconic Hard Rock Cafe Key West isn’t worthy of a lunch or dinner reservation. Set within a beautiful historical building on the historic Duval Street, it serves up great (and large) American food and all kinds of thirst-quenching drinks – made all the more enjoyable by unique music decor and live shows.

Honorable mentions: The Flaming Buoy Filet Co., Cafe Sole, the Conch Republic Seafood Company, Garbo’s Grill, and Little Pearl are all top-rated establishments worth checking out.

54 – Climb the top of Key West lighthouse

Key West lighthouse, Florida — The historic and popular center, lighthouse, and Duval Street in downtown Key West.

Built back in 1825 to help the ships navigate the Lower Keys’ shallow and hazardous reefs, the Key West lighthouse is one of the oldest structures and an important island attraction.

Today, guests are given the chance to climb the 88 steps to the top of the lighthouse and enjoy the breathtaking views.

55 – Practice your drive at the Key West Golf Club

Being such a skinny island in the middle of the Gulf of Mexico, Key West might not be synonymous with golf courses. But leave it to this quirky little town to host the only Caribbean-style golf course in the United States!

A wonderful option for a day on the green, the Key West Golf Club is an 18-hole course designed by Rees Jones that’s open to both members and non-members alike.
Spread across no less than 200 acres of beautiful Florida Keys greenery you’ll find a 6,500-yard course flanked by towering palm trees; one full of large fairways, obstacle bunkers, and deceptively challenging greens.

Plus, with a restaurant and bar on-site, you can easily make a day of it.
While you’re there: the Key West Golf Club is located on the eastern side of the island – on Stock Island, technically. Given that it’s about a 15-minute drive from the Key West Old Town, you might as well check off the Key West Tropical Forest & Botanical Garden around the corner – a lovely slice of nature.

56 – Laugh your socks off at the Comedy Key West comedy club

The reputation of Duval Street proceeds it — with its high-energy nightlife and bounty of bars and pubs, it’s the go-to for a dose of debauchery after dinner.

But take off the tunnel-vision glasses and you’ll discover that there’s a lot more to the Key West nightlife than just Duval Street. Case in point: Comedy Key West.

Found over on Whitehead St (right next door to the Audubon House & Tropical Gardens) and calling itself “The 1st and Last Comedy Club on US 1”, this laugh factory welcomes a slew of local performers (names like Steven Crane, Gwen Filosa, Joe Madaus, Ian Lauritzen and Pony Charvet), as well as the occasional celebrity guest.

Serving up a cocktail of stand-up comedy acts, as well as improv nights, comedy contests, paint and chug sessions, and more shows (all peppered with plenty of Key West flavor), this locally adored late-night spot is an ideal place to spend an evening after dinner or before heading out for a big night on the town.

Shows typically start at 8:30 PM. Simply check the website to see who’s gracing the stage when you’re in town.

57 – Have a boat party with your friends

party boats in Key West

It wouldn’t be Florida without at least a few parties, now would it? Cut loose on one of Key West’s most exciting party boats, where tasty cocktails, pumping music, stunning coastal views, and hours of rowdy fun with your friends await.

Boat parties are perfect for celebrating a special moment, as well as for meeting fellow like-minded travelers.

party boats in Key West

58 – Visit Key West’s oldest wood-frame vernacular house

The Oldest House Museum, Key West, Florida — credit to Old Island Restoration Foundation

Located on Duval Street, the Oldest House Museum is (akin to its name) the oldest house in South Florida that still stands today. Built back in 1829 by a ship’s captain, it’s a true hidden gem — and one architecture lovers are sure to drool over.

If you’re thinking about hosting an event — a wedding, a birthday, or a private party — Oldest House offers the perfect backdrop for creating a memorable scene.

59 – Sing along to a musical performance at Key West Theater

Key West Theater, Florida — credit to Key West Theater

Book tickets for the next show at the award-winning Key West Theater, a church-turned-theater originally built in 1848.

Offering a variety of entertaining acts, from musical, and comedy specials, to skits, and concerts, head over to their website to check the next show, and plan ahead for which one you’d want to attend!

Tickets start as low as $40 USD depending on the show.

Key West Theater tickets

60 – Enjoy a unique floating Tiki bar cruise

tiki cruises in Key West

Looking for something unique, something with a little bit of flair to add that extra fun twist to your Key West holiday? Then book a Tiki bar boat, an experience beloved by locals and tourists alike.

The departure points are ‘Mellow Ventures Café’ and ‘Hurricane Hole Marina.’

tiki cruises in Key West

61 – Explore the Key West Museum of Art & History

Key West Museum of Art & History, Florida

No visit to the Keys would be complete without a visit to the award-winning Key West Museum of Art & History.

Located in Mallory Square, formerly the city’s post office, this four-story red brick building features an impressive collection of artworks centered on the Florida Keys’ fascinating history.

62 – Gaze at the colorful blossoms at Key West Tropical Forest & Botanical Garden

credit to Key West Tropical Forest & Botanical Garden

With the claim to fame of being the continental USA’s only sub-tropical conservation habitat, this natural Key West oasis has been delighting travelers for over 85 years.

However, it’s so much more than just a peaceful slice of nature: Besides flora and fauna galore, visitors can also admire the art and sculptures displayed all over Stock Island — or, take it one step further and create the art yourself with a student artist workshop at the Garden Exhibit.

Bring your walking shoes; there are countless boardwalks and nature trails (as well as nearby marina piers) throughout the 15-acre living museum!

63 – Wet your whistle with a social pub crawl!

pub-crawls in Key West — credit to Tipsy Rooster

Looking to meet people? Keen to sample the best brews from the Keys’ finest watering holes? Then a locally-led pub crawl may be just what the doctor ordered!

Hope between Key West’s trendiest bars — including cocktails bars, music bars, local breweries, and historical lounges — and make plenty of new friends along the way.

Some places to keep an eye out for include Ernest Hemingway’s old stomping grounds at Sloppy Joe’s, for a Sloppy Rita drink, and the “Last bar on U.S. Highway 1” – The Green Parrot, decorated with funky items, and especially good live music.

Try the Key Lime Pie Pina Colada at the Tipsy Rooster, and soak in the never-ending fun vibes on the open-air terrace.

pub-crawls in Key West

64 – Pamper yourself at one of the area’s top spas (because you deserve it)

spas in Key West

You’re on vacation, after all, so why not treat yourself to some much-deserved pampering? While it might be small in size, Key West is home to a plethora of top-notch spas inviting you to get that R&R with everything from massages and facials to manicures and pedicures.

Nothing quite says relaxation like a private island, so for the ultimate in relaxation, head over to The Spa at Sunset Key. Located on the eponymous island, just a 5-minute boat ride from the hustle and bustle of the main island, this luxurious spa offers treatments in private suites — facials, massages, and body wraps — along with stunning views of the ocean. And if you’re traveling with your better half, then look no further than the Sunset Romance Package.

For a historical twist on your spa experience, check out the Ocean Key Resort’s very own SpaTerre. A slice of quiet among the busy Duval Street precinct, this Asian-inspired spa boasts all sorts of indulgent treatments including Balinese and Thai massages, rice and turmeric body scrubs, and exotic flower petal baths.

Prefer something more affordable? Found on Roosevelt Avenue just outside the Old Town, Tranquility Spa is considered one of the more reasonably priced spas in Key West. Besides the typical spa treatments, the body contouring wraps and the calorie-burning steam sauna are both worth a try.

On the flip side, if money’s no object and you want straight-up high-end luxury, then the Pier House Resort & Spa — located on a private beach that overlooks the Gulf of Mexico — and the Jala Spa at the Hyatt Centric Key West are hard to beat.

Where to stay in Key West?

Wake up to palm tree and ocean views right from your balcony at Hampton Inn Key West, featuring continental breakfast for all its guests. Equipped with a poolside restaurant and coffee bar, guests will also relish the complimentary two alcoholic/non-alcoholic drinks, water, and a shuttle to downtown Key West, daily.

Feel relaxed and taken care of at Pier House Resort & Spa, offering beach access, a complete spa facility where you can book indoor or outdoor massages, and more treatments. Enjoy the flavorful and fresh seafood dishes at the on-site restaurants, and celebrate each night with a well-made cocktail at Beach Bar.

For the budget-conscious, don’t sacrifice quality for the price, and consider a stay at Southwinds Motel – a renovated and quaint hotel with a kitchenette, patio, laundry facilities, and luggage storage. Continental breakfast is served daily, perfect before heading to Higgs Memorial Beach Park, only a 3-minute drive away.

best hotels in Key West

Where to go next?

Okay, so you’ve ticked off all of the things to do in Key West. Great. But that’s only the tip of the iceberg when it comes to the long list of things to do in the Florida Keys as a whole.

If you drive back en route to the mainland, you’ll find yourself at the largest of the 800 or so keys: Key Largo. Being approximately 30 miles long, Key Largo is renowned for its bounty of beaches and plethora of aquatic activities. From snorkeling at the John Pennekamp Coral Reef State Park to visiting the Florida Keys National Marine Sanctuary for an up-close encounter with sea turtles, you’ll find that most of the things to do in Key Largo revolve around the great outdoors.

Keep driving for about an hour more (or 3 hours direct from Key West) and you’ll find yourself at the Magic City; none other than the high-energy, cultural melting pot that is Miami.

Iconically known for its flashy nightlife, eclectic Cuban influence in Little Havana (it’s highly recommended to do a food tour here!), and amazing art scene in the Wynwood district, there’s an endless list of things to do in Miami. But if you’re not sure where to start, then make a beeline for Miami’s most famous suburb: South Beach.

With its infamous Art Deco buildings and white sandy shores, as well as its laid-back vibes and never-ending array of bars, restaurants, and boutique shops to explore, South Beach is the epitome of Miami’s famous beach culture. Pro tip: one of the more underrated things to do in South Beach is to rent a bike and cruise along the boardwalk.

About another 40 minutes up the coast from Miami (about 4 hours from Key West by car), you’ll find another one of Florida’s most beautiful beach destinations: Fort Lauderdale.

Known for its miles of golden sandy beaches and its intricate canal system, Fort Lauderdale is often referred to as the “Venice of America”. And when it comes to things to do in Fort Lauderdale, take your pick from oceanfront dining, water sports, museums and art galleries, or nature-focused attractions like the Flamingo Gardens.

Final thoughts

Have you explored all the things to do in Key West yet? We hope our list got your inspiration going!

Offering one of the best sunset spots in the country and serving as inspiration for various creatives in the past, like Ernest Hemingway, the U.S.’ southernmost city deserves a visit at least once.

While you’re there, have some key lime pie for us!

Happy travels!

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57 Fun Things to Do in Key West (Florida)