Sail from the Key West Historic Seaport aboard the classic green sloop High Tide for a private two-hour sunset cruise. Enjoy bottled water and soft drinks while your captain navigates the calm Gulf waters and offers an unobstructed view of one of America’s most celebrated sunsets.
More ways to explore the area's outdoor wonders
The sloop heels gently as the harbor slips away and the sun starts its slow, theatrical descent toward the Gulf. Onboard High Tide — Key West’s original private sailing charter — the air smells of salt and teak; your captain trims the sails and the boat answers, pushing you away from the dock and into the warm light.
Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for most fitness levels; boarding requires stepping on/off a floating dock and standing or sitting for up to two hours
Wildlife
History
Key West grew from wrecking and seafaring trades in the 19th century; its harbor once supported treasure salvagers and a thriving salt-and-citrus trade.
Conservation
The Florida Reef is sensitive—avoid anchoring on coral, dispose of trash responsibly, and use reef-safe sunscreen to reduce impact.
Reserve your spot on the Private Key West Sunset Sail today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Boarding time matters
Arrive 15–20 minutes early to handle check-in, safety briefing, and comfortable boarding from the floating dock at 202 William St.
Bring your own adult beverages
Soft drinks and water are provided; you may bring beer or wine—store them in the provided cooler and avoid glass on deck.
Prepare for wind and spray
Even on calm evenings a wind layer can feel chilly; pack a lightweight windbreaker to stay comfortable during the cruise.
If you get seasick
Take a preventive pill an hour before departure or sit toward the center of the boat facing forward to reduce motion sensitivity.
Light windbreaker
Blocks evening breeze and light spray when the sun drops.
spring
Non-slip deck shoes
Provides secure footing on wet teak and while boarding from a floating dock.
Sunscreen & sunglasses
Protects skin and eyes from low-angle sun reflecting off the water.
summer
Motion-sickness medication
Helpful if you’re prone to seasickness on open-water sails.