Settle onto the deck of a 60 ft schooner and watch Key West’s famous sunset from the water. This private two-hour cruise offers dolphin and turtle sightings, options to take the helm, and a knowledgeable captain guiding the experience.
More ways to explore the area's outdoor wonders
On deck as the sun tilts toward the horizon, the polish of the Classic 60 ft Schooner Serenity takes on a copper glow and the Gulf breeze tugs at your jacket like a friendly hand. The city’s flattened skyline slips away and the water becomes a stage—dolphins dart in the bow wash, and a lone tern patters the wake.
Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for most people with basic balance and mobility; moderate fitness recommended if taking the helm.
Wildlife
History
Key West’s maritime identity grew from 19th-century wrecking, sponging and fishing industries; schooners have long been central to island transport and leisure.
Conservation
The Florida Reef is fragile—respect distance from wildlife, avoid anchoring on reefs, and pack out what you bring to shore to reduce plastic pollution.
Reserve your spot on the Private Sunset Sail in Key West Florida today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Bring layered clothing
Evenings on the water cool quickly—pack a windbreaker or light fleece for comfort during the sail.
Stow gear securely
Use a small dry bag for phones and wallets—waves and spray are common near sunset.
BYOB but pack out
Alcohol is typically allowed; bring what you like but remove all trash to protect the reef and shoreline.
Time your arrival
Arrive at the southside gate at Hogfish Bar & Grill 15 minutes early to board smoothly and catch pre-departure briefing.
Windbreaker or light jacket
Blocks the evening breeze and keeps you comfortable as temperatures drop.
spring
Non-slip deck shoes
Provide traction on potentially wet surfaces and support while moving around the boat.
summer
Sunscreen and hat
Sun exposure on open water is strong even late in the day—protect skin and eyes.
summer
Small dry bag
Keeps electronics and valuables dry from spray and accidental splashes.