easy
2 hours to multiple days
Suitable for most physical conditions; minimal fitness required for basic sailing trips.
Restless Native Charters offers immersive sailing trips in Key West’s stunning waters, from quick sunset sails to multi-day journeys to the Dry Tortugas. Discover why their expert crew and custom itineraries make every trip memorable.
Secure your spot well in advance for popular trips like the 4th of July fireworks or Dry Tortugas overnight to avoid disappointment.
Protect both your skin and the fragile coral reef ecosystems by using environmentally friendly sunscreen products.
Temperatures can drop after sunset, so pack a light jacket or windbreaker, even on warm days.
If you’re prone to seasickness, consider taking preventative measures before boarding, especially for longer excursions.
The Dry Tortugas, part of the national park system, hosts Fort Jefferson—an important Civil War-era fortress guarding historic shipping lanes.
Restless Native Charters follows reef-safe guidelines and supports local marine conservation efforts to protect the fragile Keys ecosystem.
Shield your eyes from glare reflecting off the water during sunny sails.
summer specific
Keep secure footing on wet decks to stay safe and comfortable.
A lightweight jacket guards against evening breezes and sudden temperature drops.
fall specific
Protect your devices while capturing stunning ocean vistas and wildlife moments.