Sailing Pensacola Florida!!!!

Come and join the fun of sailing Pensacola Florida in emerald green waters of the along the whitest beaches in the world. Explore coves, historic Ft Pickens. Play with dolphins and if real lucky the Blue Angels will give a fly by.  Anchor in secluded areas where you are the only boat.  Enjoy water side restaurants, bars and water sports of all kind. Our sailing charters are all inclusive and your crew will treat you like royalty.  On our weekend sailing charters you can chose your meals. Take the helm and practice your sailing skills. Listen to music, drink your favorite drinks and just have fun.

If performance sailing is your cup of tea the "Lookin Up" is a modern sailing yacht that responds to even the lightest winds and is rigged for handling those occasional hard blows. I have sailed the waters of the East Coast, Gulf Coast, Caribbean, all of Florida and by far Pensacola offers the best protected sailing I have done.

Our deep water bay is surrounded by land on all sides and covers 36 square miles. The Intra Coastal Waterway ICW navigates through the middle of Pensacola Bay and ICW's wide and protected sailing waters provides access to hundreds of pristine anchorages where you can throw your inhibitions to the wind. Find a spot and dingy ashore and experience an awesome walk on the beach.Or perhaps a picnic with no else around. All you hear is the wind and the water, unless Capt Rick is playing is guitar and singing. Our yacht is complete with enough snorkeling gear for everyone to search for shells or explore the aquatic life under your yacht.


The "The Best of Class"
Sailing Cruises

Pensacola Sailing - Navarre Sailing - Panama City Sailing - Destin Sailing - Alabama Sailing on the Gulf Coast.
Fun Sailing on a Modern Sailing Catamaran
Private Sailing Charters only all Inclusive


Overnighters & Weekends

Sailing Pensacola for a few hours, day or even a long weekend you will feel safe with Capt Rick, a licensed USCG Master Captain.

Want to learn to sail and operate the Yacht. Capt Rick is one the top sailing instructors in the world. He has taught more than 600 people how to sail and manage a cruising yacht. Learn to sail in a casual stress free sailing school environment that is fun, interesting and informative. The sailing skills you learn will be with you the rest of your life and once you have completed your course you are given 2 days aboard Lookin Up to explore on your own. You are the Captain then.

If fishing is your passion we carry a full fishing rig on board and just drop the line in the water, set back and wait for dinner.

What's your fancy - sailing into the sunset, watching the sun rise, sailing at night. We do it all; sunset cruises, night sails, sunrise sails, day sails. Most any kind of sailing you want to do.

Sailing in Florida with Capt Bill - Parrot Head




Capt Rick
or  Email -  Capt Rick






Click Here for an article about Gulf Coast Sailing

We depart from Ft Walton Beach, Florida
located at the Ft Walton Yacht Basin Behind the Crab Shack

I offer many types of sailing and each one is uniquely created just for you. Please call for pricing

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