Experience Key West’s waterfront the way locals do—by private boat. This harbor cruise offers a more comfortable experience, complete with narration and flexibility. With a USCG-licensed captain, you’ll glide past historic forts and the Historic Seaport, Navy installations, Mallory Square, and island landmarks while hearing stories of wreckers, pirates, and poets. Choose golden-hour glow or bright daytime views, customize pace and photo stops, and savor a quiet, upscale alternative to mass tours.
✅ Explore the Historic Seaport, Mallory Square, and island landmarks
✅ See Navy installations, historic forts, and working waterfronts
✅ Learn island history from a knowledgeable USCG-licensed captain
✅ Customize the pace with photo stops, narration, or quiet relaxation
✅ Choose daytime cruises for sunshine or golden-hour evening views
This is a quiet, upscale alternative to mass tours — perfect for couples, families, and small groups seeking comfort, history, and stunning harbor scenery.
Wheelchair accessible. Infants and small children can ride in a pram or stroller. Service animals allowed. Public transportation options are available nearby. Infants are required to sit on an adult’s lap. Transportation options are wheelchair accessible. All areas and surfaces are wheelchair accessible. Suitable for all physical fitness levels
Please meet your captain at Dock A, Slip #32 at the Perry Hotel & Marina. We’re located right next to the hotel lobby and parking area—look for the Six Fins Charter sign. Free parking.