Experience Pensacola Bay the way it was meant to be enjoyed — under sail, with your favorite people, and without the crowds. Our boat is the one of the cleanest and newest sailing vessel you’ll find out there. It’s our family boat so we keep the bathroom and whole boat spotless!
Welcome aboard our beautifully maintained 36-foot Catalina sailboat offering fully private sailing experiences for up to 6 guests. Whether you’re looking for a relaxing sunset cruise, a fun day on the water with friends, a romantic evening, or a customizable sailing adventure, your time aboard is designed around you.
Unlike crowded “per-person” tours, every trip is completely private. When you book, the boat is yours.
What To Expect
Step aboard in Pensacola and enjoy:
-Relaxing sailing on beautiful Pensacola Bay
-Stunning sunset views
-Dolphin sightings
-A true sailing experience — not just a motorboat ride
-A laid-back, personalized atmosphere
-Flexible itineraries depending on weather and your preferences
Want to take the wheel? You’re welcome to. Want to sit back with a drink and enjoy the view? That works too. Perfect For:
-Couples & date nights
-Families
-Friends outings
-Anniversaries & birthdays
-Proposals & special occasions
Your Private Experience Includes:
-Licensed captain
-Private charter for your group only
-Bluetooth music onboard
Ice, bottled water, and sodas
-Comfortable seating & shaded cockpit area
-BYOB welcome
Longer experiences may also include:
-Paddle boards
-Snorkeling
-Beach stop options depending on conditions
-Trip Options
Choose from:
-Sunset sails
-Day sails
-Blue Angel Tours
-Custom private charters
Why Guests Choose Wine Down Sailing?
We focus on relaxed, personalized experiences rather than rushed group tours. Many guests tell us this becomes one of the highlights of their Pensacola vacation. If you’re looking for a memorable way to enjoy the Emerald Coast, we’d love to welcome you aboard and help you.
Specs
Type
Sailing yacht
Year
2003
Length
36 ft (11 m)
Capacity
6 guests
Cabins
3
Berths
8
What's included
Captain and crew on captained charters
Standard safety gear and insurance
Taxes and port fees at the home marina
Final cleaning
Not included
iFood and alcohol (can be arranged on request)
iMarina fees outside the home marina
iFuel for long custom routes unless stated in the offer
iGratuity for the crew
Exact inclusions are confirmed in your offer before you pay.
Safety equipment
Life jackets for all guests
First aid kit
VHF radio & GPS
Fire extinguishers
Lifebuoy and flares
Onboard rules
✓No smoking inside cabins
✓Shoes off on deck
✓Pets allowed on request
✓Music until 22:00
Departure location
Marina
Gulf Breeze, U.S.A.
Pontoon and slip number are shared after your booking is confirmed.