Restless Native Charters - Private Sunset Sail Key West

Restless Native Charters offers a private Key West sunset sail aboard luxury sailing catamarans departing from the Historic Seaport. This exclusive three-hour charter is designed for up to six guests, creating a relaxed, private alternative to crowded sunset cruises.

The sunset sail is built around your group’s evening. Guests can enjoy golden-hour sailing, open-water views, favorite adult beverages, appetizers, and music of their choice while the crew guides the boat toward one of their preferred sunset locations. The experience may end shortly after sunset or continue after dark when arranged.

Restless Native’s fleet includes Aria, a 42-foot sailing catamaran, and Zodiac, a 60-foot sailing catamaran, giving guests a comfortable platform for private sailing, special occasions, relaxed cruising, and customized time on the water. The charter works well for couples, families, small groups, anniversaries, celebrations, and visitors who want a more personal Key West sunset experience.

For specific dates, departure times, and current charter availability, please use the Check Availability button.