Key West: Schooner Sunset Sail with Drinks & Appetizers

★★★★★★★★★★ 4.90 (893 reviews) 95% rated it 5 stars

Free cancellationTravelers' pick

1/20

Duration2h

GroupUp to 68

LanguagesEN

Mobile ticketAccepted

Glasses tilting toward the horizon as the schooner cuts through emerald water

You board at Key West Bight Marina, sail for two hours past Fort Zachary Taylor and Sunset Pier aboard America 2.0, and drink complimentary wine, beer or Champagne with individually plated appetizers as the sun drops into the water. The captain handles the sailing; you handle the moment.

Step-by-step itinerary

Sunset sailing with drinks and hors d'oeuvres

Board Schooner America 2.0
Sail along Key West coastline
View Fort Zachary from water
See Sunset Pier and landmarks
Enjoy complimentary drinks and hors d'oeuvres
Watch Florida sunset from boat

The Experience

Glasses tilting toward the horizon as the schooner cuts through emerald water—that's the first thing you notice when the captain eases America 2.0 away from Key West Bight Marina. Two hours, and the whole point is to slow down. You board 30 to 45 minutes before departure, check in at the ticket booth, and then the deck becomes yours. The boat is modern-built, rigged like a proper schooner, and small enough that you're not crammed with a hundred other people. Complimentary wine, beer, Champagne and soda flow the whole time, and the crew brings around individually plated hors d'oeuvres—not the sad kind, but actual food that tastes like someone cared.

The route takes you past Fort Zachary Taylor first, the brick fortress sitting low on the water, then along Sunset Pier and Sand Key Light Tower as the light starts to shift. Your captain knows these waters and sails you out toward the open horizon, where the sun does what it does best. The emerald green of the Key West waters is real—not a filter, not an exaggeration. You're watching the sky change color while holding a glass of something cold, and the boat is moving just enough that you feel it, not so much that you spill. Bring a light jacket; it's cooler out there than you'd think, even in Florida.

The whole thing is built for people who want the sunset without the crowds of Mallory Square. You get the view, the water, the drinks and the food, and you're back on solid ground before dark. It's not a party boat—it's a schooner sail that happens to have good snacks and an open bar. If you're 21 or older and you want to actually taste your drink instead of shouting over a DJ, this is the move.

What’s included

Your two-hour sailing experience aboard America 2.0, individually plated hors d'oeuvres, and complimentary beer, wine, Champagne and soda throughout the sail. You'll see Fort Zachary Taylor, Sunset Pier and Sand Key Light Tower from the water as the captain sails you toward the sunset.

Good to know

Easy physical levelStroller friendlyPets welcomePublic transport nearby

Operated by Classic Harbor Line

Is this one for you?Right for travelers staying in Key West who want the sunset without fighting the Mallory Square crowds. Expect a slower pace and actual conversation—this is a sailing experience, not a party boat, and the two hours are built around watching the light change.