best sunset sail key west?

Question

looking way ahead for December, can anyone recommend a company?

Answer

Planning a sunset sail in Key West in December is a fantastic idea — the weather is usually pleasant, the sunsets are stunning, and it’s a memorable way to experience the island from the water. There are several companies that consistently receive excellent reviews for their sunset cruises.

Here are some popular options to consider:

Danger Charters: Known for smaller, intimate catamaran sails with cocktails and snacks included. Excellent for couples or small groups looking for a relaxing experience.
Sebago Watersports: Offers both sailing and catamaran cruises, often with live music and drinks. They have a reputation for fun, social atmospheres and beautiful sunset views.
Sunset Sail Key West: A classic choice offering 2-hour sails with open bar and snacks. Catamaran or schooner options available. Good for families or groups.

Other notable options:

Conch Republic Sailboats: Offers both private and group sails with excellent service and knowledgeable crews. Smaller boats can provide a more personal experience.
Yankee Freedom III: Though primarily known for snorkeling, they sometimes offer sunset cruises or combined evening sails that include drinks and snacks.
Blue Q Catamaran: A fun, festive option with music and open bar, suitable for larger groups and social settings.

Tips for December:

Book early — December is a popular month, and sunset sails can sell out quickly.
Check the vessel type — catamarans are generally stable and spacious, while schooners can feel more traditional.
Bring a light jacket — it can get breezy on the water even in Florida’s winter.
Confirm departure times to ensure you catch the actual sunset; in December, sunset is usually around 5:30–6:00 PM.

Overall, for a classic, relaxing Key West sunset sail, companies like Danger Charters, Sebago Watersports, and Sunset Sail Key West are excellent starting points. Booking early and considering whether you want a lively or quiet experience will help you pick the perfect sail for your December trip.