easy
1.5–4 hours
Suitable for all fitness levels; requires basic mobility to board and move on deck
Experience Key West from the water with private sunsets, dolphin watches, and snorkel sails aboard historic vessels. Discover why Sunset Sail Key West offers the best intimate sailing views and exceptional crew service.
Private sails often fill up quickly, especially near sunset; booking in advance secures your preferred date and vessel.
UV rays can be intense even in the late afternoon; pack reef-safe sunscreen and a hat for on-deck comfort.
If you’re prone to seasickness, consider remedies in advance, as the open waters can sometimes get choppy.
Dolphins and colorful reef fish are frequently spotted; keep your camera accessible for action shots during snorkeling and sailing.
The When and If schooner belonged to General George S. Patton, linking Key West sailing to WWII history.
Sunset Sail Key West practices reef-safe boating and promotes environmentally responsible snorkeling to protect local marine ecosystems.
Protects your skin and the marine environment during sunny sails.
summer specific
Keeps you comfortable against cool breezes on open water.
winter specific
Allows safe photographing of wildlife and scenic views from the boat.
Ensures safety and stability while moving around on deck.