Key West Water Charters & Rentals by Barefoot Billy's

Located at the southernmost point of the continental United States, Key West is a vibrant island city where turquoise waters stretch into the horizon and tropical breezes carry a salty freshness. Barefoot Billy's harnesses this natural playground with an array of water-based adventures that dive deep into the heart of Key West's coastal charm.

Whether it’s cruising aboard the well-named Barefoot II or Barefoot I, the fleet of charters offers immersive island excursions that showcase the region’s iconic marine life and sparkling seascape. The Seabreeze Morning Island Charter is ideal for early risers aiming to catch the sunrise’s glow tuned with peaceful waters and a quiet harbor ambiance. For a closer look at local wildlife, the Seabreeze Dolphin Watch & Snorkel Tour invites adventurers to glide alongside playful dolphins through crystal-clear shallows dotted with coral.

Jet ski tours around Casa Marina and Reach Resort put the thrill in your visit, speeding across waves framed by sandy shores and swaying palms. For solo explorers or smaller groups, scooter and paddleboard rentals provide hands-on ways to navigate Key West’s charming streets and coastal inlets on your schedule. Barefoot Fishing offers those keen on angling a chance to reel in snapper or grouper, connecting with tradition in these renowned fishing waters.

Evening experiences like the Sushi & Sunset Cruise or the Key West Fireworks Cruise pair scenic vistas with delicious bites or festive celebrations, transforming time on the water into memorable highlights. Barefoot Billy's stands out by blending classic island charm with multiple ways to engage — from high-octane jet skis to quiet kayak paddles — all within the lively local vibe.

This range reflects Key West’s unique coastal character where ocean, wildlife, and culture collide. Barefoot Billy’s doesn’t just provide tours; it offers authentic access to the island’s essence. For visitors seeking to experience Key West’s oceanfront with both adventure and ease, Barefoot Billy’s is a front-row seat to unforgettable days on the water.