Key West: Schooner Sunset Sail with Food & Drinks

Sail aboard the elegant Schooner America 2.0, widely regarded as the most polished schooner in Key West's fleet, on this sunset cruise past Mallory Square, Sunset Pier, and the Sand Key Light Tower. Complimentary beverages flow throughout the two-hour sail, including house beer, wine, and sparkling wine, paired with individually plated hors d'oeuvres rather than a self-serve buffet, giving the whole experience a slightly more refined feel than some of Key West's larger party-style sunset cruises. A champagne upgrade option is also available for travelers wanting to add a bottle of champagne with souvenir flutes to their sail. Because America 2.0 is a genuine replica of the historic 1851 America, winner of the first America's Cup race, the vessel itself carries real maritime pedigree beyond just being a pretty boat, appealing to travelers who appreciate that kind of detail. The route offers views of some of Key West's most recognizable landmarks from the water, including Fort Zachary Taylor, giving guests a genuinely different perspective on sights they may have already seen from land. This tour is a strong fit for couples, travelers who appreciate a slightly more polished sunset sail experience, or anyone drawn to the historic significance of the vessel itself. With over a thousand reviews, it's a well-established, highly regarded classic in Key West.