THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Step aboard a two-masted schooner for a two-hour sail from Key West’s Historic Seaport. Enjoy hands-on sailing, a full open bar for guests 21+, and close-up views of Mallory Square and the harbour.
Step aboard a two-masted schooner for a two-hour sail from Key West’s Historic Seaport. Enjoy hands-on sailing, a full open bar for guests 21+, and close-up views of Mallory Square and the harbour.
The schooner slips away from the Historic Seaport and the city exhales — gulls wheel, the sun grabs the water, and the masts begin their slow conversation with the wind.
Verified experiences and guided adventures in the surrounding area.
Operated by Key West Schooners · Key West, Florida
The schooner slips away from the Historic Seaport and the city exhales — gulls wheel, the sun grabs the water, and the masts begin their slow conversation with the wind.
On this two-hour day sail aboard a two-masted schooner, passengers trade the click of boardwalk shoes for the creak of well-worn timbers. Key West’s harbour has been a crossroads for fishermen, wreckers and rum runners; the Appledore follows those routes while offering modern comforts, including a full open bar for guests 21+. Geologically the Keys are exposed fossil reef and sand, a low-lying chain where currents carve postcards of blue and green. Culture here is maritime practicality with a playful edge — street performers at Mallory Square pass the torch to evening sailors and the boat becomes another stage.
Expect an easy, sociable outing rather than long-distance navigation: the sail circles the seaport and Mallory Square area with no stops. The crew invites passengers to pull on sheets and try the wheel; participation is optional but rewarding. Sun and spray are constant companions—waves will push the hull, wind will tease the rigging, and the captain will read conditions to keep the sail lively but safe.
Practical notes: check in 30 minutes early at Sebago Watersports, bring ID for drinks, and plan sun protection and light layers. Seasickness remedies and closed-toe shoes make the outing more comfortable. The trip is family-friendly, accessible to most fitness levels, and a compact way to feel the tide of Key West history and maritime life.
Total sailing time is two hours with no scheduled stops; boarding and check-in add additional time.
Yes — the trip includes a full open bar for guests 21 and older; bring valid photo ID.
Yes; the excursion is family-friendly but infants must sit on an adult’s lap and all guests must sign waivers.
No — it’s rated easy and suitable for all fitness levels; guests can participate in sail handling but it’s optional.
Key West Schooners operates guided outdoor trips and adventures with an emphasis on safety, stewardship, and memorable experiences.
The schooner slips away from the Historic Seaport and the city exhales — gulls wheel, the sun grabs the water, and the masts begin their slow conversation with the wind.
The schooner slips away from the Historic Seaport and the city exhales — gulls wheel, the sun grabs the water, and the masts begin their slow conversation with the wind.
On this two-hour day sail aboard a two-masted schooner, passengers trade the click of boardwalk shoes for the creak of well-worn timbers. Key West’s harbour has been a crossroads for fishermen, wreckers and rum runners; the Appledore follows those routes while offering modern comforts, including a full open bar for guests 21+. Geologically the Keys are exposed fossil reef and sand, a low-lying chain where currents carve postcards of blue and green. Culture here is maritime practicality with a playful edge — street performers at Mallory Square pass the torch to evening sailors and the boat becomes another stage.
Expect an easy, sociable outing rather than long-distance navigation: the sail circles the seaport and Mallory Square area with no stops. The crew invites passengers to pull on sheets and try the wheel; participation is optional but rewarding. Sun and spray are constant companions—waves will push the hull, wind will tease the rigging, and the captain will read conditions to keep the sail lively but safe.
Practical notes: check in 30 minutes early at Sebago Watersports, bring ID for drinks, and plan sun protection and light layers. Seasickness remedies and closed-toe shoes make the outing more comfortable. The trip is family-friendly, accessible to most fitness levels, and a compact way to feel the tide of Key West history and maritime life.