Discover Key West

 A tiki-themed, shared sandbar outing where music sets the tone and the pace stays easy. With a comfortable layout, onboard bar with drinks included, and a limited guest count, the crew creates a laid-back atmosphere focused on unwinding, floating, and enjoying time at a tropical sandbar without feeling crowded. 

 Best for: guests who enjoy good vibes and a social atmosphere on the water. 

An ideal choice for guests looking for a fun, relaxed day on the water with a more personal and private feel. Perfect for dolphin watching, snorkeling, and exploring the beautiful backcountry waters around Key West, this experience offers plenty of time to swim, cruise, and soak in the scenery. With a friendly crew and an intimate setup, it’s a high-quality option for visitors who want an unforgettable day on the water without the crowds.

Best for: Couples, families, and small groups looking for a laid-back day charter with dolphin watching, snorkeling, and a more personal Key West boating experience.

Still Dreamin’ is a refined private charter offering yacht-level comfort in a sleek center-console design. This boat is ideal for guests who want a polished, comfortable experience on the water — whether that’s sandbar hopping, snorkeling, relaxed cruising, or a sunset charter. Thoughtfully designed seating, smooth performance, and an attentive crew make Still Dreamin’ a standout option when comfort and ease matter.

Best for: guests seeking a relaxed but elevated day on the water.

Still Dreamin’ is a refined private charter offering yacht-level comfort in a sleek center-console design. This boat is ideal for guests who want a polished, comfortable experience on the water — whether that’s sandbar hopping, snorkeling, relaxed cruising, or a sunset charter. Thoughtfully designed seating, smooth performance, and an attentive crew make Still Dreamin’ a standout option when comfort and ease matter.

Best for: guests seeking a relaxed but elevated day on the water.

The Havana Moon, Havana Sky, and Havana Time yacht fleet offers one of the most refined ways to experience Key West by boat. Each vessel has its own character and layout, giving guests options depending on group size and style, while maintaining the same level of comfort, privacy, and attentive service. With elegant boats and professional crews, these charters are a strong fit for guests looking for a relaxed but elevated day on the water.

Best for: guests wanting a classic luxury charter with comfort, privacy, and attentive service

Sea Jazz is a beautiful 42’ Manta sailing catamaran offering a relaxed, clothing-optional experience on the water. With spacious deck lounging areas, comfortable onboard amenities, and a fun, easygoing vibe, it’s a unique way to enjoy Key West by sea—perfect for guests looking for something a little more freeing and adventurous.

Best for: open-minded travelers, couples, and groups seeking a clothing-optional charter experience.

Flexible boat rentals for experienced boaters, with the option to captain yourself or hire a licensed captain for the day. 

Best for: experienced boaters, casual rentals, and larger groups needing a bigger boat with optional captain hire