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There are so many romantic things to do in Key West. The island is filled with postcard-perfect sunsets and crystal-clear waters but also offers couples a unique blend of adventure and relaxation. My husband and I have lived in South Florida our entire lives and we believe Key West is the perfect spot for a romantic getaway in Florida.

So if you’re looking for romantic things to do in Key West, this post has what you need from the secluded beauty of Dry Tortugas National Park to the lively atmosphere of Duval Street, this list of Key West tours and activities will help keep the spark alive during your trip.

Whether you’re planning a surprise getaway, celebrating an anniversary, or simply looking for ways to rekindle the flame Key West provides the perfect setting.

1. Sunset Sail

Who doesn’t love a sunset sail? What makes this experience one of the most romantic things to do in Key West are the spectacular sunsets only found in the Southernmost part of the United States.

Many sailboats limit their passengers making for an intimate setting that feels personal and secluded. As the boat glides along, sip champagne and enjoy the pink and orange colors its the perfect way to start off a romantic trip to Key West.

2. Visit Dry Tortugas National Park

Visiting Dry Tortugas National Park is a great way for you and your partner to immerse yourself in the nature and historical significance of Key West. Situated about 70 miles west of Key West, this remote park is accessible only by ferry or seaplane, adding an element of adventure right from the start.

You can plan a private boat day trip and discover the seven small islands, Fort Jefferson, or go on a snorkeling adventure to experience the vast marine life. Dry Tortugas National Park has many fun activities and is a great place to experience Key West.

3. Stroll Down Duval Street

Take a romantic walk down Duval or hop on a Key West Trolley Tour and explore the heart the city. Duval is a popular spot, an iconic street home to an eclectic mix of art galleries, boutique shops, cozy cafés, and lively bars, each offering a unique glimpse into the local way of life.

The street spans the width of the island from the Gulf of Mexico to the Atlantic Ocean. It’s the best place to experience the landmarks that Key West is famous for, including the Ernest Hemingway Home and Museum and the Southernmost Point Buoy.

Street view at the intersection of Duval and Greene Streets in Key West with Sloppy Joe's Bar in the foreground under a clear blue sky.

4. Key West Butterfly and Nature Conservatory

The Key West Butterfly and Nature Conservatory is a climate-controlled, glass-enclosed habitat with over 50 different species of butterflies, each adding a splash of color to the lush greenery and vibrant flowers that line the pathways.

It’s the perfect backdrop for romantic strolls while wandering through a tropical paradise.

aerial view of a lighthouse in key west surrounding by green tree tops and houses

5. Explore the Key West Lighthouse

The Key West Lighthouse is a picturesque and historic landmark where you’ll climb the 88 steps to the top for breathtaking panoramic views of the island.

The lighthouse, originally built in 1847 and meticulously maintained, is surrounded by a beautifully preserved keeper’s quarters, now a museum that tells the stories of the keepers and their families who kept the light shining through storms and calm seas.

Colorful wooden 'Welcome to South Beach, Key West' sign against a clear blue sky with palm trees and calm sea in the background.

6. Enjoy a Beach Day

Key West has four main beaches and is a great option for couples looking for a relaxing day. For a more secluded experience, the smaller, more intimate Higgs Beach offers a nice alternative to the larger well known Smathers Beach.

Fort Zachary Taylor State Park also stands out. You can lounge on the natural beach’s soft sand, go on a picnic, or snorkel together. The park’s clear waters are teeming with colorful marine life.

If you want to be closer to the action, South Beach is a small but charming beach located at the southern end of Duval Street. It’s a perfect spot for a quick dip or to relax on the sand. You may even want to consider booking a romantic beach photo shoot with Key West beaches as a backdrop to capture the memory of your trip!

7. Take a Historic Home Tour

Visiting a historic home tour is not only a great way to get into the heart of the island’s rich history and architectural beauty, but it’s also a fun and romantic thing to do in Key West.

One standout destination is the Ernest Hemingway Home and Museum, where you’ll step back in time to the 1930s and explore the residence of one of America’s most iconic writers.

Another gem is the Harry S. Truman Little White House, Florida’s only presidential museum. Originally serving as a naval command headquarters during the Spanish-American War, World Wars I and II, and the Cuban Missile Crisis, it became the Winter White House for President Truman in 1946.

Both houses not only showcase the island’s historical significance but also offer a romantic glimpse into the past, allowing you to imagine life in a bygone era.

Classic white two-story house with a wrap-around porch surrounded by lush tropical foliage and a brick path leading to a fountain in the front yard.

8. Key West Sunset Celebration at Mallory Square

The Key West Sunset Celebration at Mallory Square is a nightly sunset celebration that embodies the spirit and culture of Key West.

There’s a mix of street performers, live music, and artists, each adding their unique flair to the event. You’ll also find vendors that offer a variety of crafts, local art, and delicious eats. The main attraction, of course, is the spectacular sunset over the Gulf of Mexico a perfect place for a romantic evening in Key West.

9. Spa Day

A spa day in Key West offers some relaxation and rejuvenation. Who doesn’t love to get pampered? The Ocean Wellness Spa & Salon, located in the heart of Old Town Key West specializes in a range of treatments from deep tissue massages and facials to luxurious body wraps.

For a more luxurious experience head over to The Spa at Sunset Key, located on the secluded Sunset Key island, just a short boat ride from Key West. This exclusive spa offers a unique blend of island-inspired therapies combined with breathtaking views of the Gulf of Mexico.

10. Charter a Fishing Boat

Chartering a fishing boat is a fun and adventurous experience for the couple who loves to be on the open water. Key West has some of the most fertile fishing grounds in the United States.

Beyond the excitement of the catch, chartering a fishing boat will provide an intimate escape on the water, where you and your partner can share the exhilaration of reeling in a big one and the peacefulness of being at sea.

11. Sunrise Breakfast on the Beach

Starting your day in Key West with a sunrise breakfast on the beach is the best way to experience the natural beauty of the island’s dawn.

Bring a blanket and a basket with fresh fruit from Fausto’s Food Palace, pastries from the Key West Key Lime Pie Company, and coffee from Cuban Coffee Queen, and enjoy a picnic on the sand!

Silhouetted sailboat on the water at sunset, with the sun's reflection creating a pathway on the sea, framed by palm leaves in Key West

12. Key West Ghost Tours

If you’re a couple looking for a spooky yet romantic thing to do in Key West then check out a ghost tour! At night Key West transforms from a sunny paradise to a shadowy realm of spirits and eerie tales as dusk falls.

Aboard the Trolley of the Doomed, guests are whisked away through the narrow, dark streets of Old Town Key West. This tour will take you to every corner of this historic district and every creaky, 19th-century wooden house, get ready for a visit with the spirits!

13. Grab a slice of Key Lime Pie Together

Grabbing a slice of Key Lime Pie is a sweet and quintessential Key West experience and a must-do activity in Key West.

The Key Lime Pie is a symbol of the island’s culinary heritage. Kermit’s Key West Key Lime Shoppe stands out as a favorite. Renowned for its traditional and authentic Key Lime Pie, Kermit’s invites visitors to enjoy their pie in a charming outdoor garden setting.

14. Bicycle Tour of Old Town

A guided bicycle tour of Old Town is a delightful way to uncover the hidden gems and historical charm of Key West, together. This leisurely adventure will navigate you through the quaint streets while exploring the colorful conch houses and lush gardens that define the island’s architecture and atmosphere.

a couple of bicycles leaning against a railing with greenish waters and blue sky in the background

15. Stroll through the Key West Garden Club

Situated in the historic West Martello Tower, a Civil War fort and National Historic Site, the Key West Garden Club is a hidden oasis and a testament to the richness of Florida’s flora. It features a diverse collection of native plants, exotic flowers, and tranquil ponds, all overlooking the stunning Atlantic Ocean.

The garden’s scenic spots, like the gazebo and the waterfront benches, offers the perfect setting for a romantic day out in Key West.

Entry to this enchanting garden is free, though donations are appreciated, making it an accessible escape for those who seek a moment of peace and natural beauty.

16. Dolphin Watch Tour

A Dolphin Watch Tour is an extraordinary way to spend time together while experiencing the clear, warm waters surrounding Key West.

On these watch tours, you’ll be treated to the sight of dolphins leaping and playing in the wake. Some tours may include a snorkeling component giving you a tour of the underwater world of coral reefs and tropical fish.

Aerial view of a bustling beach scene with rows of palm trees, colorful beach umbrellas, and people enjoying the sunny day alongside the azure ocean waves.

17. Southernmost Food Tour

Take a romantic stroll through Key West and embark on a food tour adventure. It’s a feast for the senses, offering a taste of Key West’s rich food scene, from succulent local shrimp to the iconic Key Lime Pie.

You’ll weave through the charming neighborhoods of Key West and get a unique opportunity to discover local eateries and explore lesser-known areas that offer a genuine glimpse of life in Key West.

18. Private Kayak Tour

A private Kayak Tour in Key West is a great activity for couples who consider themselves nature enthusiasts looking to experience the island’s stunning natural beauty.

This intimate adventure allows you to glide through the calm, clear waters surrounding Key West, navigating through mangrove forests and along serene coastlines.

Two colorful kayaks, one red and one yellow, resting on a serene sandy beach with lush palm trees and clear blue skies in the background, inviting a sense of tropical adventure.

19. Glass-bottom Boat Tour at Sunset

A Glass-Bottom Boat Tour is a unique aquatic adventure that requires no diving or snorkeling gear; instead, guests are treated to a spectacular view of the ocean’s bounty from the comfort of a glass-bottom catamaran.

What’s more romantic than cruising above the reef, marveling at the sight of over 600 species of tropical fish, alongside sharks, turtles, lobsters, crabs, and a kaleidoscope of colorful coral formations? For another touch of romance opt for the sunset cruise upgrade that includes a glass of Champagne.

20. Attend a Performance at the Key West Theater

Experience the cultural heart of Key West with a night out at the Key West Theater. Located in the historic Old Town, this renovated theater hosts live entertainment, ranging from concerts and plays to comedy shows and musicals, showcasing both local talent and nationally recognized artists.

21. Craft Cocktail Crawl

A visit to Key West is not complete until you experience the bar scene with a Craft Cocktail Crawl. This tour isn’t your average pub crawl; it’s an exploration of Key West’s most unique and hidden gems.

Each of the five stops is off-the-beaten-path and has been carefully selected for its contribution to the craft cocktail movement. You’ll also get a look inside the history and culture behind this thriving movement.

22. Historic Seaport Food and Walking Tour

Take a culinary journey through the heart of Key West with the Historic Seaport Food and Walking Tour. It’s an exploration of the historic seaport district and along the way, you’ll stop and get a taste of fresh seafood, local and international cuisine.

From savory conch fritters to sweet Key Lime Pie, the tastings reflect the diverse influences that have left their mark on Key West. This tour is not just about the food; it’s an immersive experience that will give you and your partner a deeper understanding of the area’s history, culture, and flavors.

23. Parasailing Adventure

If your idea of romance is adventure then an exhilarating parasailing experience on the open water is what you need! Take in the breathtaking views and an optional dip in the ocean. Parasailing in Key West is accessible to participants of all experience levels.

Bronze statue of a seated man in front of the historic Flagler Station building in Key West, Florida, with 'January 22, 1912 Key West, Florida' inscribed on the facade.

Romantic Things to Do in Key West FAQs

Is Key West worth visiting for couples?

Absolutely! Key West offers the perfect destination for couples. The beautiful sunsets from Mallory Square, and the island’s streets, lined with historic homes and lush tropical flora are the perfect backdrop for a romantic couples trip.

What happens at Mallory Square in Key West?

Mallory Square in Key West is the epicenter of the island’s famed Sunset Celebration, a nightly festival that captures the essence of Key West. Locals and visitors gather at Mallory Square to see the spectacular sunset over the Gulf of Mexico.

The square comes alive with street performers, musicians, magicians, and artists. Vendors set up stalls offering crafts, artwork, and food.

What is the best month to go to Key West?

For a balance between good weather and fewer tourists, the shoulder seasons—late April to early June and November —can offer a pleasant alternative to the peak time from March through May.

During these months, the weather is warm with average temperatures ranging from the mid-70s to mid-80s Fahrenheit. This period follows the busy winter season, meaning the crowds have thinned out somewhat.

When not to visit Key West?

The least ideal time to visit Key West is during the peak of hurricane season, which runs from late August through October.

During these months, the risk of hurricanes and tropical storms is higher, which can not only disrupt travel plans but also affect your overall vacation experience with potential for severe weather conditions.

However, this time is also the least expensive time to visit Key West for the same reasons.

What is the cheapest month to go to Key West Florida?

Typically, the cheapest month to go to Keys West Florida is during the late summer to early fall, specifically from September to early November.

However, this period aligns with the peak of the hurricane season, which can be pretty risky. But it’s also why many hotels and resorts offer their lowest rates of the year.

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Planning a Romantic Trip to Key West

Planning a romantic trip to Key West will give you and your partner a chance to reconnect in a setting unlike any other. There are so many unique experiences in Key West making it a the perfect place for couples who love to travel.

In this post, we’ve given you 23 romantic things to do in Key West from the beauty of a sunset sail or the enchanting pathways of the Key West Garden Club to the adrenaline rush of parasailing there’s no better getaway in Florida.

So whether you’re heading out on a couples cruise from Miami or planning a weekend getaway on a budget make sure you consider Key West. As native Floridians we believe its truly one of the most romantic spots in Florida!

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