An intimate two-hour sunset sail from Key West that pairs a guided tasting of eight wines with light hors d'oeuvres aboard a historic schooner. Small groups, welcoming crew, and waterfront views make for an upscale, relaxed evening on the water.
More ways to explore the area's outdoor wonders
The schooner slips from the marina as late afternoon light softens over Key West; salt-laced wind tugs at the rigging and the captain trims the sails so the boat can chase the horizon. Guests lean on the rail, glasses catching the last clear angles of sun as the island slides into color.
Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for all fitness levels; passengers should be able to step over a low gunwale and stand for portions of the cruise.
Wildlife
History
Key West’s harbor was historically central to wrecking and trade; schooners and small craft have shaped the island’s maritime culture for two centuries.
Conservation
Operators in the Keys emphasize reef protection—use reef-safe sunscreens, avoid throwing anything overboard, and follow crew guidance to minimize disturbance to marine life.
Reserve your spot on the Key West Small-Group Sunset Sail with Wine and Hors d'oeuvres today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Check in Early
Arrive 30 minutes before departure at Danger Chandlery on Front Street to get your boarding pass and avoid last-minute delays.
Bring Reef-Safe Sunscreen
Long sun exposure on deck calls for broad-spectrum, reef-safe sunscreen to protect your skin and local coral systems.
Wear Non-Slip Shoes
The deck can be slick; closed-toe, non-slip footwear improves safety when boarding and moving about the schooner.
Pack a Lightweight Layer
Evenings cool after sunset—bring a light windbreaker or sweater for comfort on the water.
Reef-safe sunscreen
Protects skin and minimizes harm to local coral reefs during sun-heavy cruises.
summer
Non-slip shoes
Provides traction on deck while boarding and moving around the schooner.
Light windbreaker
Blocks evening breeze after sunset when temperatures drop on the water.
fall
Small waterproof camera or phone case
Keeps electronics safe from spray while capturing sunset and sea life photos.