Celebrate Valentine's Day in Key West (Updated 2026)

Florida Keys Jet Ski Rental
Unleash your adventurous spirit with a jet ski rental from Seahorse Water Adventures in Marathon, Florida. Explore stunning coastal views and encounter native wildlife at...
$99

Historic Key West Bike Tour
Explore the vibrant history of Key West on this engaging bike tour. Pedal through charming streets as you uncover the stories behind the island's notable...
$79

Join Sunset Watersports, Key West's Original Watersports Company for a day at Smathers Beach. We are the only company offering the Key West Beach Pass....
$107

We invite you to take an exclusive cocktail & food taste tour on the Waterfront in Downtown Key West! Our seasoned local guide will dive...
$139

Explore the crystal-clear waters and pristine sandbar islands that surround the Florida Keys. This private sandbar charter is fully customizable—whether you’re looking to relax with...
$800

Enjoy the Thrill of the open sea and the comfort of top class amenities, ideal for sunbathing, sightseeing or simply relaxing with your group exploring...
$200

Book a hassle-free one-way private transfer from Miami International Airport to your destination in Miami or Miami Beach. Travel comfortably in an air-conditioned vehicle with...
$15

Join us for an immersive walking tour of the Key West Historic District, where each step reveals captivating stories and hidden gems. We’ll explore iconic...
$60

Explore the lively world of craft cocktails in a unique 1.5-hour session at Key West's oldest brick building. Get your hands on authentic bar tools...
$91

Enjoy the freedom and flexibility we offer—whether you want to paddle for just an hour or spend a full four hours exploring, you can do...
$50

Experience a relaxing start to your day on a spacious 53’ luxury catamaran as you cruise through the clear waters surrounding Marathon. Enjoy a complimentary...
$89

Four Passenger Cart Rental
Our 4-passenger golf cart rentals are the perfect blend of convenience, fun, and flexibility for exploring Key West. With a smaller footprint than larger carts,...
$134

A quick culinary adventure awaits at the Exclusive Key Lime Pie Show in the vibrant heart of Mallory Square. In just 30 minutes, discover the...
$32

Why stress waiting for unreliable taxis or shuttle services from the Key West Airport? Ensure peace of mind with a private transfer too Key West,...
$144

This three-hour private Key West dolphin safari combines wildlife searching with the flexibility of a private boat charter. Rather than following a fixed group-tour route,...
$895

Experience the beauty of the Florida Keys, gorgeous turquoise water and abundant fish! Marathon the hub for fishing in the Keys, great beaches, shopping, and...
$217

Join us on a 2-hour private, exclusive walking tour through the dark and untold stories of Key West. Our tour will begin at St. Paul’s...
$150

Enjoy a private Sunset Sail on a Classic 60 ft Schooner Serenity and get a front-row seat with just your family and friends to watch...
$750

Key West is famous as mainland America's Caribbean resort town. Here, time slows down as the island vibes take over. But there is more to...
$12

This private Key West snorkeling charter avoids the fixed schedule and crowds of a large group boat. The captain selects suitable sites according to visibility,...
$1,195

