Explore SailAway Getaways Premium Fleet of private yachts for an anchored getaway off downtown Key West. Hosted by Captain Dan—a 10-year Superhost—stays include comfortable overnight accommodations with dinghy shuttle to shore (5 minutes to town). Multi-day bookings unlock all-inclusive adventures like snorkeling vibrant reefs, sailing, fishing, spearfishing, and deck relaxation with stunning sunsets. One-night stays are limited (e.g., sunset sail only). Choose the spacious catamaran or classic monohull—full flexibility, you’re the boss!
Our flagship, Blue Euphoria is a Lagoon 420 catamaran, offering stability and luxury for up to 6 guests. Anchored in Key West Harbor, enjoy a 3 private queen cabins, each with ensuite bath, air-conditioned panoramic salon, fully equipped galley, and expansive deck.
Multi-day stays include all adventures: snorkeling gear, sailing excursions, fishing/spearfishing equipment, and evening sunset sail. One-night bookings are overnight-only with limited options like a sunset sail. Just a quick dinghy ride to downtown dining and Mallory Square—perfect for couples or small groups.
Sailaway is our elegant 1985 Gulfstar Hirsch 45 center-cockpit sloop, offering an authentic, wind-in-the-sails sailing experience with warm, inviting teak interiors and a cozy, intimate feel for up to 4 guests. Anchored in the heart of Key West’s sparkling waters, this timeless cruiser combines classic charm with comfortable liveaboard design—perfect for couples or small groups seeking a genuine monohull adventure.
Standard bookings include relaxing overnight accommodations with dinghy shuttle to shore; upgrade for the full all-inclusive experience guided by Captain Dan, complete with snorkeling and fishing gear, reef excursions, and personalized sailing. Feel the gentle heel of the boat, watch the sails fill, and enjoy breathtaking Key West sunsets from the spacious center cockpit.
