Romantic Things to do in Key West

Welcome to Key West, the perfect place for a romantic getaway! Find everything from stunning sunsets to delicious seafood dining. Whether you’re looking for a relaxed vacation or an action-packed adventure, there’s something for everyone in paradise. Check out our list of the top romantic things to do in Key West, and start planning your dream vacation today!

Couples Water Adventure

For couples looking for an exciting and romantic adventure, Key West offers the perfect backdrop for a thrilling foray into water activities. From deep-sea fishing to dolphin encounters to parasailing, Key West gives couples plenty of opportunities to explore crystal-clear waters and create lasting moments on the sea. With plenty of stunning scenery and unique wildlife all around, Key West is an ideal spot for couples wanting to take the plunge into some unforgettable water adventures.

Sunset Cruise

A sunset cruise in Key West is the perfect way to top off a romantic day of sightseeing. Spend a quiet evening together sipping your favorite beverages and watching the breathtaking sunset over the crystal-clear Caribbean waters. This will be an experience that leads to a lifetime of memories, either by opting for one of Key West’s most popular sailing boats or by going for something more intimate. The experienced staff will ensure you enjoy yourself. Just remember to bring along one thing: a camera! Get ready for some breathtaking shots and take in Mother Nature’s last show at the end of each beautiful Key West day.

Eco Tours

Key West, Florida, is well-known among eco-tourists looking for the perfect blend of escapism and education. Key West has long been noted as a romantic destination, but there are also options for outdoor lovers seeking an educational experience! From backcountry adventures to glass-bottom boat tours, the Conch Republic provides a wealth of opportunities to explore nature in all its breathtaking beauty. An eco-tour is sure to make the visit one to remember for those in search of romance or discovery.

Oceanside Bike Ride

What could be more romantic than watching Key West’s breathtaking sunsets from the serenity of an oceanside bike ride? When looking for a solo experience or wanting to share a magical moment with someone special, Key West offers miles of winding bike trails with incredible views of the endless blue waters and Key West’s postcard-worthy sunsets. It’s sure to be an unforgettable experience.

Couples Massage at Beachside

Take in a zen moment for two and enjoy a relaxing beachside couples massage experience. Feel the comfort of a personalized massage tailored to your individual needs as the ocean waves help your mind drift away. Situated just steps from the beach, a romantic and luxurious couples massage is the perfect way to spend the afternoon together in paradise!

Waterfront Dining

For an intimate evening with your sweetheart or a family-friendly outing full of fun and great food, Key West restaurants have it all. From options right on the beach to private dockside tables and everything in between, find a romantic, relaxed atmosphere that’s perfect for any occasion. Add in beautiful views of the clear turquoise waters made famous by Key West, and it’s not hard to see why waterfront dining has become so incredibly popular.

Visit Fort Zachary State Park

This historic park provides the perfect spot for some quality time between significant others — quiet walks along the beach or exploring the fort itself. And, if you’re lucky enough, you just might come across some of Key West’s legendary wildlife. So, why not take a break from reality and enjoy all Fort Zachary State Park has to offer for a romantic adventure in paradise?

Truman Little White House

Key West’s Truman Little White House serves as a romantic reminder of the past. Built in 1890 for the first Key West naval station’s commanding officer, this historic property was later occupied by President Harry Truman and his cabinet during his 11 trips to Key West for business and respite. Over 100 years old, the house still retains its classic charm and is full of stories from Key West’s rich history as well as hints of presidential secrets! Whether you visit during the rainy, summer or the mild winter, the Truman Little White House is a must-see destination year-round.

Sails to Rails Museum

Embark on a journey through Key West’s maritime past at the captivating Sails to Rails Museum. Discover the remarkable transition from sailboats to steamships and railways that shaped the island’s history. Explore meticulously preserved artifacts and interactive exhibits, including the opportunity to lift a real silver bar and delve into maritime tales. Immerse yourself in the sights and sounds of Key West’s rich heritage with a Fort Jefferson diorama, offering a glimpse into the island’s strategic importance.

Dry Tortugas National Park

Just off Key West, this Florida gem is one of the most isolated national parks in the lower 48 — and what it lacks in amenities it more than makes up for in beauty. A romantic paradise for sun-seekers, historians, adventurers and lovers alike, this park ticks all the boxes when it comes to peace, tranquility and a secluded ambiance. Dive into the deep blue waters and explore historic ruins from centuries past, or just grab a beach blanket and lay in the sand — whatever your heart desires. Put simply, a trip to Dry Tortugas National Park isn’t just about beautiful scenery — it’s about finding that special kind of intimacy that only an undiscovered natural landscape can provide.

Waterfront Playhouse

Located in the heart of Key West, this theater offers an incredible array of live performances that never fail to captivate audiences. From classic Broadway musicals to modern-day crowd-pleasers, there’s something here for everyone. The Waterfront Playhouse plays host to some of the most engaging performances and alluring shows. The venue sets the perfect atmosphere for a truly remarkable evening, with its classic theater design, intimate lighting and inviting vibe. On the one hand, it’s sure to draw laughter with its witty productions (and casts!), while on the other hand, it can bring tears of joy with its touching musicals and stories. For a romantic night out like no other, look no further than Key West’s Waterfront Playhouse.

Coffee Butler Amphitheater Concerts

The key to the perfect night out? Bring a date and head to Coffee Butler Amphitheater for one of their romantic concerts. Whether an avid fan of classic rock, soulful jazz or R&B, there’s a show at Coffee Butler that will match your musical tastes. Have one unforgettable evening with your special someone while listening to the sweet sounds of Key West-inspired music under the stars!

Sunset on the Pier

Key West is known for its beautiful sunsets and a pier offers one of the best views to take them all in. Key West’s piers are always emotionally charged with a mix of romance and tranquility as the sun sets for the day. There’s something so comforting about sitting on the edge of Key West, watching the sky change from day to night, and feeling that you are part of something larger than yourself. A trip to Key West isn’t complete without spending at least one sunset watching the day turn into night from this picturesque spot.

From gorgeous sunsets from the pier to a night of live performances at Coffee Butler Amphitheater, Key West has something for everyone — especially couples looking for an unforgettable romantic getaway. This Florida destination offers thrill seeking, adventure, and just pure relaxation! So, why not take a break from reality and immerse yourself in the charming island paradise? You won’t regret it!


What are some of the most popular tourist attractions in Key West?

Whether on a seafaring adventure on a catamaran, exploring Ernest Hemingway’s house turned museum, watching spectacular sunsets at Mallory Square or sipping drinks at hidden pool bars, there are endless romantic possibilities in Key West. Aside from romantic spots, other renowned attractions worth visiting include the iconic Southernmost Point Buoy, the lush Tropical Forest & Botanical Garden and the educational encounters with dolphin-safe boat trips. There’s something for all types of travelers at this laid-back Caribbean destination.

What are some of the most romantic restaurants in Key West?

Key West, known for its breathtaking scenery and vibrant nightlife, is also a foodie’s paradise, featuring some of the best restaurants in the region. When it comes to fine dining and rich history, two eateries come to mind: Latitudes and Louie’s Backyard.

Located on the island of Sunset Key, Latitudes offers some of the most stunning ocean views and an unparalleled dining experience. The restaurant sits on a secluded beach and is only accessible by boat, making it the ultimate spot for a romantic evening or special occasion.  Latitudes is renowned for its exquisite and creative cuisine, with a focus on using fresh, locally sourced ingredients. Their menu varies seasonally but typically includes items such as lobster bisque, crispy pork belly, and grilled local fish.

Louie’s Backyard, perched on the ocean’s edge, is a historic restaurant in Key West, having been in operation since 1971. The restaurant offers indoor and outdoor seating options, with both spaces featuring striking views of the sea. Louie’s Backyard has received several accolades for its culinary offerings, and the menu consists of a blend of local seafood delicacies and globally inspired dishes. Some of their standout dishes include their Key Lime Grilled Shrimp and Filet Mignon.

What are some of the best beaches in Key West?

Key West has become a romantic destination for newlyweds and couples alike, offering some of the most romantic beaches in the U.S. Smathers Beach is one such romantic beach, with its white sand stretching for over 2 miles. Plus, the lush vegetation that lines the area adds an extra splash of romance to its already picture-perfect setting. On top of that, this beach even offers spectacular sunsets for the perfect “magical” moment on a romantic evening stroll hand-in-hand. If it’s classic Florida beauty you’re after, then don’t miss out on South Beach either; from its calm, clear waters to its stunning palm trees, it certainly won’t disappoint!

What are some of the best hotels in Key West?

For romantic getaways, one of the best places to stay in Key West is the Southernmost Hotel. Its incredible waterfront views and modern amenities make it the perfect place to celebrate love. Plus, their pampering spa will leave you feeling relaxed and refreshed for romantic dinner cruises or fine dining experiences on Duval Street. Another romantic option is Ocean Key Resort & Spa. With luxury rooms and private balconies, this romantic paradise is complete with breathtaking sunsets over Florida Bay. There are plenty of romantic, modern and beachy hotels in Key West to choose from.

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