Sunset Sails
A two-hour sunset sail on the gorgeous schooner When and If offers an unforgettable memory– a sunset view from the fastest, most historic schooner in Key West.
Experience real sailing away from the noise of party boats, and keep a lookout for dolphins and other marine wildlife.
Whether you kick back, or grab a line and help raise sail, you’ll forever be a part of this schooner’s history.
Experience real sailing away from the noise of party boats, and keep a lookout for dolphins and other marine wildlife.
Whether you kick back, or grab a line and help raise sail, you’ll forever be a part of this schooner’s history.
Available From Thanksgiving to Memorial Day
Two-hour Sunset Sail
Share the boat with up to 28 guests
Complimentary boutique wine and select beers on board.
Schooner Day Sails
A two-hour day sail on the pristine waters of Key West is always a delight, but from the deck of the When and If it will become a cherished memory.
Elegant, stately, and the fastest schooner in the Keys, sailing on this celebrated historic schooner is a treat.
Elegant, stately, and the fastest schooner in the Keys, sailing on this celebrated historic schooner is a treat.
Available From Thanksgiving to Memorial Day
Two-hour Day Sail
Share the boat with up to 28 guests
Complimentary boutique wine and select beers on board.