Key West Harbor Scenic Cruise Adventure

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.

Meeting Point

The Perry Hotel & Marina Key West

7001 Shrimp Rd, Key West, FL 33040, USA

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.

What's included:

• Ice and cooler
• Cups, plates, and utensils

Not included:

• Towels

What to expect:

The Perry Hotel & Marina Key West

Discover Key West’s history and charm from the water on a private harbor cruise with Six Fins. Step aboard your comfortable charter boat and set sail through the island’s scenic harbor, where colorful fishing boats, luxury yachts, and tall ships share the waters. Your USCG-licensed captain will point out famous sights along the shoreline — from historic landmarks and naval bases to the bustling seaport and lively Mallory Square — while sharing stories about Key West’s maritime past and cultural heritage.
This private cruise is perfect for couples, families, and small groups who want a relaxed, intimate way to experience the island. Choose a daytime harbor tour to soak up the sunshine and enjoy unobstructed views of the coastline, or opt for an evening cruise to watch the waterfront glow as the sun sets over the Gulf of Mexico. With flexibility, comfort, and local insight, this harbor cruise offers a front-row seat to the beauty of Key West’s waterfront — a classic island experience not to be missed.