Classic Sunset Sail

There’s something special about ending a Key West day under sail. No loud engines, no rush — just the soft pull of the wind, the sound of water moving against the hull, and endless sky unfolding in front of you.

These sunset sails are about slowing down and savoring the moment. Expect calm ocean breeze, canvas overhead catching the last light of day, and a relaxed but thoughtful onboard experience. Sip a chilled glass of wine, enjoy a curated selection of cheeses and charcuterie, and settle into a setting that feels both effortless and unforgettable.

As the sky shifts through coral, gold, and cotton-candy pink, you’ll be exactly where you’re meant to be — out on the water, surrounded by good company, meaningful conversation, and the kind of quiet beauty that you only find when you're carried by the wind.

This isn’t about ticking a box or racing through a tour schedule. It’s about presence, atmosphere, and truly feeling connected to the island and the ocean around you. A timeless Key West tradition — refined, relaxed, and absolutely serene.

Indulge in one of Key West’s most elegant on-the-water excursions — a refined blend of sailing, snorkeling, kayaking, and golden-hour serenity. Step aboard a historic schooner and slip into the calm, protected waters of the Key West National Wildlife Refuge — a pristine sanctuary accessible only by boat and reserved for a discerning few.

With guest counts intentionally limited to 20 travelers or fewer, this experience feels intimate, unhurried, and delightfully exclusive. Expect thoughtful service, ample space, and the luxury of time and quiet water.

Enjoy a gentle afternoon sail, explore crystal-clear shallows by kayak, and snorkel vibrant underwater habitats with expert guidance — no experience required. Between adventures, relax on deck in the warm embrace of the tropical sun or retreat to shaded lounging areas.

Fresh fruit, gourmet light bites, and refreshments are served throughout. After watersports, enjoy complimentary wine and beer as your captain sets the course back to Key West. Your journey concludes with a breathtaking, signature Key West sunset — a moment you’ll carry long after returning to shore.

Set sail aboard Key West’s quiet, electric-powered catamaran for a refined wildlife experience designed to be gentle on nature and memorable for guests of all ages. Guided by marine naturalists, you’ll watch wild dolphins in their natural habitat, learning about their behavior and the protected waters they call home.

With small groups, calm cruising, and plenty of comfortable seating, this is an elevated and relaxing trip perfect for couples and families alike. Enjoy fresh organic snacks and soft drinks before gliding into the evening for a peaceful sunset on the water — a serene, eco-minded way to experience the beauty of Key West. This trip is BYOB with refreshments included.

For guests seeking a high-end, crowd-free sunset experience, the Argo Navis delivers unparalleled comfort and service. This modern luxury catamaran offers generous seating, handcrafted cocktails, and gourmet bites — all enjoyed in a serene, upscale setting as you sail into open water.

With limited guests and a polished, yacht-style ambience, it’s the ideal choice for discerning travelers looking to unwind, savor the views, and toast to a stunning Key West sunset in true style.