Sunset over the Gulf of Mexico from Pensacola
Pensacola · Gulf of Mexico

Chase the sun
across the emerald gulf.

Private sunset charters aboard DocHoliday, a classic sportfish moored in Pensacola, Florida. Bring your people, your cooler, your favorite playlist — we'll handle the rest.

THE BOAT

Meet DocHoliday.

A seafoam-hulled convertible sportfish built for comfort on the water. Spacious cockpit, shaded helm, plenty of room to stretch out as the sky turns gold. We cruise the protected waters off Pensacola Pass and Santa Rosa Sound — calm, clear, and unmistakably emerald.

Up to 6 guests
3 – 4 hr cruise
Pensacola, FL
Only $850
DocHoliday on the emerald GulfDocHoliday transomDocHoliday by the dunes

AVAILABILITY

Bookings start in August.

Open
Closed
August 2027

Calendar is a guide — confirm your date by email. We respond within a few hours, often sooner.

Your captain aboard DocHoliday

YOUR CAPTAIN

A local at the helm.

I've spent more sunsets on this water than I can count. Whether it's a quiet anniversary cruise, a small bachelorette, or a family afternoon you want to remember — I'll get you to the prettiest water and the best seat in the house.

USCG-licensed. Fully insured. Easy to talk to.

REQUEST A DATE

Let's get you on the water.

Send a quick note and I'll confirm availability, pricing, and a meeting spot at the marina. Every passenger signs a brief liability release before we cast off.

  • Up to 6 people
  • Cruise is 3 – 4 hours
  • Water provided
  • Must bring your own alcohol
  • No pets, please

Delivered straight to the captain — no email app required.