THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
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.
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.
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.
Verified experiences and guided adventures in the surrounding area.
Operated by Key West Schooners · Key West, Florida
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.
This route traces centuries of maritime history — from 19th-century coasting vessels to modern-day leisure craft — across shallow carbonate shelves formed by coral and silt. The waters here are a patchwork of light and dark: seagrass flats giving way to channel cuts where currents dare swimmers and small boats alike. Culturally, the sail crosses a town proud of its naval past and its nightly sunset ritual, where locals and visitors gather onshore and at sea to mark the day.
Practicalities are straightforward: the voyage is two hours with boarding near William Street; passengers are limited to 36, which keeps movement easy and lines short. Expect light rolling seas at sunset — bring a wind layer and non-slip shoes. The crew invites participation: help haul a sheet or take the wheel, but safety briefings and life jackets are provided.
Timing matters: arrive 30 minutes early to check in and secure a good spot on deck. Hydrate, protect against sun and spray, and keep a camera at the ready — the last twenty minutes often produce the richest colors and the clearest views back toward Key West.
The cruise is two hours total with continuous sailing and no stops.
The fare includes hors d'oeuvres and non-alcoholic beverages; a full bar and alcoholic drinks are available for purchase for guests 21+.
Yes; infants must sit on an adult’s lap and service animals are allowed.
Trips may be canceled for bad weather; cancel at least 24 hours prior for a full refund per the operator’s policy.
Key West Schooners operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
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.
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.
This route traces centuries of maritime history — from 19th-century coasting vessels to modern-day leisure craft — across shallow carbonate shelves formed by coral and silt. The waters here are a patchwork of light and dark: seagrass flats giving way to channel cuts where currents dare swimmers and small boats alike. Culturally, the sail crosses a town proud of its naval past and its nightly sunset ritual, where locals and visitors gather onshore and at sea to mark the day.
Practicalities are straightforward: the voyage is two hours with boarding near William Street; passengers are limited to 36, which keeps movement easy and lines short. Expect light rolling seas at sunset — bring a wind layer and non-slip shoes. The crew invites participation: help haul a sheet or take the wheel, but safety briefings and life jackets are provided.
Timing matters: arrive 30 minutes early to check in and secure a good spot on deck. Hydrate, protect against sun and spray, and keep a camera at the ready — the last twenty minutes often produce the richest colors and the clearest views back toward Key West.
