Sail Away on a Private Charter

in the Heart of Key West!

Charter Options

Half-Day Charter

Time: 9 AM – 1 PM or 2 PM – 6 PM

Perfect For: Snorkeling, sailing, sightseeing ….

A 4-hour private sail designed for fun, relaxation, and a taste of Key West from the water.

Full-Day Charter

Time: 9 AM – 5 PM

Perfect For: Dolphin watching, sandbar stops, snorkeling ….

Spend a full day exploring the crystal-clear waters of the Keys. We’ll help you customize your experience to match your group’s vibe.

Sunset Sail

Time: 2-3 hours (evening)

Perfect For: Groups, couples, celebrations, unforgettable evenings

Watch the sun dip below the horizon from the deck of a private yacht. Includes light refreshments and champagne upon request.

Fishing Charters

Time: Customizable durations

Perfect For: Beginners to experienced anglers

Hop aboard our 42’ Hatteras, Snafu, for an offshore or reef fishing experience. Equipped for comfort and ready to help you reel in the catch of the day.

Multi-Day Charters

Time: 2–7+ days

Perfect For: Trips to Dry Tortugas, sailing vacations, Island hopping, custom adventures

Sleep aboard and sail to your own private paradise. We’ll create a personalized itinerary based on your preferences.

Why Charter With Us?

  • Private trips with licensed USCG captains

  • Local routes and hidden gems

  • Comfortable, stylish boats

  • Flexible itineraries tailored to your needs

  • Laid-back luxury, docked at Perry Marina

Let’s plan your perfect day.

Charters book quickly during peak season. If you’re unsure which boat or charter is right for you, we’re happy to help.

Meet the Crew

At Sea Stays and Charters, we believe that the crew is key to an unforgettable experience. All of our charters include a skilled captain and a first mate. For multi-day charters, you’ll also enjoy the services of a chef to provide gourmet meals during your stay. Our team is dedicated to ensuring your time on the water is smooth, safe, and enjoyable.

Each of our qualified captains is licensed by the US Coast Guard and experienced in navigating Key West waters. Whether you’re embarking on a day charter or a multi-day adventure, the crew is there to provide expert guidance, local knowledge, and personalized service.