Board the historic-style schooner Appledore for a two-hour sunset sail out of Key West. Limited to 36 guests, the cruise passes Mallory Square, the Historic Seaport and Fort Zachary Taylor while offering onboard hors d'oeuvres and a full bar.
More ways to explore the area's outdoor wonders
The schooner slips from the dock as the city exhales; teak underfoot, rigging creaks, and the Gulf breeze begins to push the canvass into shape. Onboard the Appledore, a two-masted wooden schooner rebuilt for passenger comfort, travelers watch Key West’s shoreline slide past: the working piers of the Historic Seaport, the performers at Mallory Square, and the low profile of Fort Zachary Taylor all framed by a lowering sun.
Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for most fitness levels; requires ability to step onto a dock and stand for portions of the cruise.
Wildlife
History
The Appledore-style schooner echoes Key West’s 19th-century coasting and schooner traditions that supported trade and reef work in the Florida Keys.
Conservation
Operate with care around shallow seagrass beds and coral outcrops; avoid throwing anything overboard and follow crew guidance to minimize disturbance.
Reserve your spot on the Key West Sunset Sail Aboard Legendary Schooner Appledore today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Arrive Early for Best Seating
Check in 30 minutes before departure to exchange tickets and choose a stable spot on deck before the crowd boards.
Dress in Layers
Evening sea breeze can be chilly; a lightweight windproof layer keeps you comfortable as the sun drops.
Bring Motion-Sickness Remedies
If you’re prone to seasickness, take preventative medication or use acupressure bands before boarding.
Secure Cameras and Small Items
Deck movement and occasional spray can send loose items overboard—use straps or zip pockets for small gear.
Windbreaker or Light Jacket
Blocks evening breeze and keeps you comfortable as temperatures drop at sunset.
spring
Non-slip Deck Shoes
Provides stable footing on wet or rolling decks during maneuvers.
summer
Sun Protection (hat & sunscreen)
Even late-day sun on the water can cause strong UV exposure—protect skin and eyes.
fall
Waterproof Camera or Phone Case
Protects electronics from spray while capturing sunset colors and shoreline views.
winter