Sail on the When and If, a schooner yacht that was the peacetime dream of an American war hero. Help raise the sail, take a turn at the helm, or simply relax and enjoy the sunset on this historic schooner.
We only take up to 28 guests on this beautiful 80' Schooner; providing an intimate and personalized experience for all who sail with us.

Cushioned seating for all guests on benches, cabin houses and cockpit.
Yes, we set sail, shut off the engine and harness the wind!
Complimentary beer and boutique in house schooner wine
Restrooms onboard down a steep 7' ladder with firm hand holds
2 hr sail with boarding 15 mins. prior to departure
Interactive experience
*Great photo opportunities

Join the crew of the When and If, a custom-built yacht that was the dream of General George S. Patton. Help raise the sail, take a turn at the helm, or simply relax and enjoy the sunset on this fundraising cruise.

Sail into the sunset, enjoying the unspoiled view and blue water sailing to be had off the Keys' Atlantic coast. Be part of the story of the When and If, which is open to the public as part of a fund-raising program to preserve her flag, keep her in her current excellent condition, and fulfill her destiny to sail around the world.