easy
2–3 hours
Suitable for all fitness levels; minimal physical effort required.
Sail into the sunset aboard the charming schooner When and If in Key West. Discover vibrant skies, calm waters, and serene moments on this private boat tour.
Ensure you get the best spots on deck by arriving at least 15 minutes early.
Evenings on the water can be cooler; a light jacket keeps you warm during the sail.
Protect your skin and the fragile marine environment with reef-safe sunscreen.
Enjoy light refreshments but drink responsibly to stay safe while aboard.
The When and If schooner was originally built as a U.S. Coast Guard vessel and now serves as a cherished part of Key West’s maritime heritage.
The company emphasizes eco-friendly practices, including use of reef-safe products and efforts to minimize plastic waste during tours.
Keeps you warm during cooler evening breezes on the water.
fall specific
Protects your skin and the marine ecosystem during sunny days.
summer specific
Provides extra sun protection during late afternoon before sunset.
summer specific
Capture the stunning colors and moments during the sunset sail.