Join the Key West Wind & Wine Sunset Sail for a luxurious voyage at twilight. Relax, sip wine, and take in breathtaking views as the sun sets over the Gulf of Mexico. Perfect for a romantic evening or small celebration.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
2–3 hours
Fitness Level
Suitable for most fitness levels; minimal physical activity required
Wildlife
History
Key West has a rich maritime history dating back to the 19th century, once serving as a hub for shipbuilding and maritime trade.
Conservation
The tour operates with eco-friendly practices, ensuring minimal impact on local marine ecosystems and wildlife.
Danger Charters
Join the Key West Wind & Wine Sunset Sail for a luxurious voyage at twilight. Relax, sip wine, and take in breathtaking views as the sun sets over the Gulf of Mexico. Perfect for a romantic evening or small celebration.
Danger Charters is a Key West, Florida-based charter company specializing in small-group sailing and private boat experiences aboard historic schooners and powerboats. The company operates a range of themed cruises and private charters, including a 4.5-hour Private Charter Sail, Snorkel & Kayak that pairs sailing with kayaking and snorkeling and includes complimentary drinks and snacks. The Key West Wind & Wine Sunset Sail features eight wines, craft beers, and hors d'oeuvres aboard a historic schooner for an intimate sunset experience.
For a shorter private option, the Private Powerboat Sunset Cruise offers a two-hour ride on a 24’ center console for up to six guests with space for personal music and beverages. Seasonal and holiday sails include a two-hour New Years Sunset Sail with fine wines and craft beers, a 1.5-hour St. Patrick’s Day Happy Hour Sail, a Cinco de Mayo celebratory 1.5-hour sail, and an Easter Weekend Hoppy Hour Sail with champagne and handcrafted cocktails. Special event options include morning Powerboat Races with mimosas, pastries, a catered lunch, unlimited drinks, and a guest limit of 24, plus Fourth of July combinations: a 3.5-hour Sunset Sail and Fireworks cruise and a 5-hour Snorkel and Fireworks trip. Every listing emphasizes small groups, curated food and beverage selections, and guided activities. Bookings accommodate a variety of occasions including holidays, celebrations, private gatherings, and sightseeing excursions around Key West harbor and nearby reefs for all experience levels.
Tours Offered
10
A variety of sails and charters
Guest Capacity
6–24 guests
Options from private to small groups
Vessel Types
Schooners & Powerboats
Historic schooners and center consoles
Included Extras
Drinks & Snacks
Wines, beers, hors d'oeuvres included
Book a private sail, snorkeling adventure, or holiday cruise in Key West — small-group availability and seasonal dates fill quickly.
Arrive early to secure seating
Arriving 15-20 minutes before departure ensures you get the best views and comfortable seating.
Dress in layers
Evening breezes can be cool, so bring layers to stay comfortable during the cruise.
Bring a camera or smartphone
Capture the vibrant sunset and scenic views along the way with your camera or mobile device.
Respect wildlife and marine life
Maintain a safe distance from wildlife and follow crew instructions for responsible viewing.
Light jacket or wrap
A light jacket will keep you comfortable during cooler breezes in the evening.
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Sun protection
Apply sunscreen and wear hats or sunglasses to shield yourself from UV rays during the day.
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Camera or smartphone
Capture the vibrant sunset and scenic vistas to remember your experience.
Reusable water bottle
Stay hydrated during your voyage with plenty of water onboard.