easy
1.5–2 hours
Suitable for all fitness levels; minimal physical exertion required.
Discover the unmatched sailing experiences aboard Classic Harbor Line in Key West. Glide through crystal-clear waters while enjoying attentive crew service and stunning sunset views.
Sunset sails fill quickly, especially in high season—reserve early for the best times and boat availability.
Evenings on the water can get breezy; bring a light jacket to stay comfortable after sunset.
The open decks provide unobstructed views, making it ideal for sunset and marine photography.
For a touch of luxury, opt for the champagne and appetizer package to complement the scenic sail.
Key West was once a vital hub for wreckers and seafarers, its maritime culture still vibrant in local boating traditions.
Classic Harbor Line emphasizes eco-conscious sailing practices to protect Key West’s fragile coral reef ecosystems and marine life.
Protects against cooling temperatures and sea breezes, especially after sunset.
spring|fall|winter specific
Necessary for daytime sails to shield skin and eyes from strong UV rays.
summer|spring|fall specific
Useful for capturing expansive seascapes, sunset colors, and candid moments.
Ensures safe footing on deck surfaces that may be wet or uneven.