Romantic Getaways & Things For Couples To Do In Key West

Known for its pastel-hued, conch-style houses, beautiful beaches, vibrant nightlife, and relaxed vibe, Key West is a popular and iconic destination for couples. Located at the southernmost tip of the Florida Keys archipelago, it’s an island paradise just waiting to be explored.

From world-class watersports and fishing charters during the day to dazzling sunsets and romantic dinners at night, Key West offers endless opportunities for couples to connect, have fun, and make memories. The island exudes a palpable, free-spirited energy thanks to its fascinating history, artistic culture, and preserve-the-party mentality.

In this article, we highlight the top things for couples to see, do, and experience during a Key West vacation – from classic attractions like Ernest Hemingway’s house to local favorites like the Key West Butterfly Conservatory. Whether you want adventure, culture, incredible food and drink, shopping, natural sights, or plenty of chill beach time, Key West has something for every couple.

Visit Iconic Key West Attractions

No visit to Key West would be complete without stopping by some of its most famous and iconic attractions. Top picks include:

The Ernest Hemingway Home and Museum

This was the residence of the legendary writer during the 1930s. Wander through the beautiful grounds and rooms filled with Hemingway’s eclectic collections. Look out for the 40-50 polydactyl (six-toed) cats that lounge around the property.

The Little White House

Harry S. Truman used this house as a presidential retreat for 175 days during his time in office. Take a tour and learn more about this piece of presidential history. There’s also a wonderful botanical garden on-site.

Southernmost Point Buoy

One of the most photographed spots in Key West! Strike a pose in front of this large concrete buoy that proudly marks the southernmost point of the continental United States.

Mallory Square Sunset Celebration

Each evening at sunset, Mallory Square fills up with street performers, artists, musicians, and food carts to put on a vibrant show for the nightly sunset celebration. Find a good viewing spot and take in a Key West tradition.

Duval Street

Key West’s liveliest street comes alive at night, with the neon signs from its many restaurants, shops, and bars. Have a romantic stroll with your sweetheart, pop into quirky stores, and try tasty treats like Key lime pie.

Explore Key West’s Natural Sights

In addition to its colorful culture, Key West is blessed with incredible natural beauty. Spend blissful days outdoors enjoying:

Bahia Honda State Park

Beloved for its sparkling sandy beaches and tranquil emerald waters, rated as some of the best beaches in the Florida Keys. Spend a laidback day swimming, snorkeling, kayaking, or simply relaxing in paradise.

Dry Tortugas National Park

One of Key West’s crown jewels located 68 miles off its shore. The cluster of small islands offers pristine coral reefs, excellent snorkeling and diving, abundant sea life like sea turtles, and a huge 19th century coastal fortress you can explore.

Key West Butterfly Conservatory

Filled with hundreds of colorful butterflies from around the world flitting through lush gardens, waterfalls, and peaceful pools. A delight for nature lovers and photographers.

Fort Zachary Taylor Historic State Park

Built in the 1800s to defend Key West, this park now offers lovely beaches, saltwater fishing spots, snorkeling, picnic areas with gorgeous water views, and more for an idyllic outdoor escape.

Enjoy Watersports and Water Adventures

Surrounded by turquoise waters teeming with marine life, Key West is a water lover’s dream. Have an action-packed day trying:

Snorkeling and Scuba Diving

The Florida Keys sits upon North America’s only living coral barrier reef, so the snorkeling and scuba diving is world-class. Spot tropical fish, stingrays, sea turtles and more in one of nature’s aquariums.

Sport Fishing

The warm waters around Key West are prime habitat for trophy fish like sailfish, tuna, permit, tarpon and bonefish. Book a sport fishing charter and reel in a catch of a lifetime with your sweetie.


Soar 450 feet in the air for incredible aerial views of Key West’s beaches, beautiful water, and even downtown. A thrilling couple’s activity many visit Key West specifically to try!


Paddle through the emerald waters of Key West’s backcountry, mangrove tunnels, and shallow bay waters to reach secluded uninhabited islands for a romantic picnic just for two.

Jet Ski Tour

Zoom through the waves on a guided jet ski tour that may include snorkeling stops at shipwrecks, zooming by million dollar homes, trying tricks, and viewing sea life. Hold on tight to your partner!

Savor Food, Drinks, and Nightlife

Key West’s dining, bar, and entertainment scene pops with tropical flavors, fresh seafood, Cuban flair, and plenty of spots for couples to connect.

Sunset Pier Dinner

Many restaurants sit on piers overlooking the Gulf, putting you front row for Key West’s magical sunsets. Soak in romantic waterfront views over fresh seafood, like at Pier One, Hot Tin Roof, or Sunset Tiki Bar.

Craft Cocktails

Sip expertly-made tropical cocktails, from fruity rum runner drinks to the official “rum drink of Key West”, the Hemingway Daiquiri, made with rum, lime juice and grapefruit juice. Try swanky Louie’s Backyard or the kitschy Garden of Eden bar.

Oysters and Champagne

Slurp down salty, briny raw oysters paired with crisp champagne at Oyster bars around town for the ultimate romantic meal. We recommend Half Shell Raw Bar or Alonzo’s Oyster Bar.

Food and Wine Festival

Every January, Key West hosts a month-long Food and Wine Festival with fine dining events, wine tastings from around the world, culinary classes by celebrity chefs, and more. Time a trip to attend this iconic Key West event.

Jazz Brunch at Blue Heaven

A Key West institution! Savor Caribbean-inspired brunch fare in the outdoor gardens of this charming restaurant as live jazz music sets a festive, romantic vibe every Sunday.

Duval Street Bar Crawl

Meander down lively Duval Street popping into its many legendary watering holes like Sloppy Joe’s, Captain Tony’s Saloon, Irish Kevin’s, and the Smokin’ Tuna Saloon. Soak up the nightlife!

Sunset Celebration at Mallory Square

Each evening at sunset, Mallory Square fills up with street performers, artists, musicians, and food carts to put on a vibrant show for the nightly sunset celebration. Find a good viewing spot and take in a classic Key West tradition with your love.

Take a Day Trip to Nearby Islands

While Key West has plenty to occupy couples, those wanting to explore more of the Florida Keys can take a quick ferry or boat ride to nearby islands like:

Dry Tortugas National Park

A bucket list day trip for nature lovers! Take a fast ferry 70 miles west of Key West to tour Fort Jefferson, a huge 19th century coastal fortress on Garden Key, go snorkeling to spot coral, sea turtles and shipwrecks, birdwatch, or just soak up the isolation. Overnight camping allowed.

Sunset Sail to Sunset Key

Take a catamaran sunset sail to the exclusive, 27-acre Sunset Key island resort with white sand beaches, pools, and the Latitudes restaurant serving gourmet beachside fare. A postcard-perfect setting to watch the sunset over Key West.

Rented Boat to Woman Key

Rent a powerboat, sailboat or luxury yacht for two and cruise over to deserted Woman Key for a romantic picnic with loungers on the beach and snorkeling gear to explore underwater. Create your own private hideaway!

Visit Nearby State Parks

Head up to places like Bahia Honda State Park to walk its perfect white sand beaches, or John Pennekamp Coral Reef State Park, the nation’s first undersea preserve, renowned for coral reefs and marine life perfect for diving and snorkeling.

Try Unique Local Experiences

In addition to its top attractions, Key West overflows with quirky, locally-flavored experiences couples will love:

Rum Distillery Tour

Take a fascinating tour of Key West’s first legal rum distillery since Prohibition to taste award-winning rums and cocktails at Key West First Legal Rum.

Literary Pub Crawl

Key West’s proud literary legacy includes Tennessee Williams, Robert Frost and more. Take a spirited pub crawl to historic bars they frequented, with live theater vignettes telling tales of their lives. Toast great writers!

Ghost Tours

Key West’s paranormal past includes ghosts of sailors, pirates, soldiers, cigarmaking tycoons and more. Take a ghost tour to hear spine-tingling stories and visit haunted spots like the Hard Rock Cafe’s doll room.

Wreck Trek Snorkel Tour

For an only-in-Key West experience, join Fury Water Adventures’ Wreck Trek tour to snorkel five shipwrecks underwater while an expert guide shares the history behind each mysterious wreck.

Houseboat Rental

Stay right on the water by renting a houseboat in Key West marina! These quirky boats with multiple bedrooms feel like floating cottages. Relax on your own private sundeck and be rocked to sleep by gentle ocean waves.

Sunset Cruise

Sunset views in Key West are legendary. Take your special someone on a relaxing sunset sail, like Danger Charters’ Commotion on the Ocean tour, and toast with champagne and wine as dusk’s golden light illuminates Key West.

With its intoxicating blend of pastel paradise vibes, thrilling watersports, romantic dining spots, storied history, captivating culture, and endless ways to relax or play, Key West checks all the boxes for an unforgettable couples getaway. Its laid back atmosphere encourages couples to immerse themselves in island life, trying new things by day and enjoying intimate conversations under the stars by night.

From watching in awe as the sunset colors the sky to giggling through the Key West Pub Crawl or holding hands on the beach, Key West brings out a sense of wonder, joy and closeness in those lucky enough to visit. With so many possibilities for adventure, indulgence, or doing absolutely nothing at all, Key West offers an escape where couples can simply be, together. Let the island cast its spell and create memories in paradise built to last a lifetime.

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