Join us on a perfect Schooner Sunset Sail, enjoying the unspoiled view and blue water sailing off the Keys' Atlantic coast from our gorgeous classic schooner yacht When And If. With complimentary boutique wine and select beers on board this gorgeous 1939 historic schooner we invite you to sail with us for an unparalleled Key West Sunset Sail experience.
At When and If, we pride ourselves on delivering exceptional sail trips to our customers. Don't just take our word for it - read what our satisfied clients have to say about their experiences with us.
“Been onboard multiple times for a few day sails and also booked a private charter for my mom and dad’s 30th anniversary last year. Phenomenal experience every time.”
“We had the best sail we could have hoped for. Captain Eric was fun and informative. Will go again and recommend you all do the same. 👍🏻”
“So much fun, and so relaxing. The captain and crew are awesome and really do their best to make your experience amazing. This is a must do.”
Book your next adventure of a lifetime on the historic When and If charter sailing vessel. Experience the beauty of the open water while being transported back in time on our fully restored and maintained ship.
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