Romantic Things to do in Key West

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.

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.

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.

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.

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?

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.

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.

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.

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.

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.