キーウェストヒストリックスクーナーWhen And Ifサンセットクルーズ

A very pleasant and relaxed 2 hour afternoon sail on When and If. Tyler and the crew were competent, safe and hospitable and I was allowed to drive.

Beautiful experience. If you are looking for a historical sunset cruise that is not crowded or noisy, this is fantastic. Champagne toast at sunset and drinks during the sail. Crew is professional and great communication. You even get to hoist the sails if you want. Highly recommend this!

Fantastic crew. They provided tremendous insight into the history of the ship, sailing, the keys and other great facts

This sunset cruise was one of the best outings that we did while we were in Key West! It was pretty cloudy so we weren't sure if we were going to be able to see the sun setting, but the sky glowed a beautiful pinkish color at sundown! There were also a few dolphins that followed the boat for a while which was a fun bonus! Captain Tyler and his crew were awesome! Highly recommend this experience...you won't be disappointed!

What a wonderful experience with Captain Zachary, Koss and Cameron! They were very professional and very cordial. They welcomed passengers to help hoist the sails and kept everything flowing smoothly and safely. We could tell they love what they do and are passionate about it. Compared to the other boats we saw leaving the harbor for sunset sail, this one felt the most relaxed and uncrowded, which was exactly what we were looking for. And their "Schooner Red" wine was wonderful! I'd encourage everyone to support this small business. One note, there was some confusion about where the boat was docked -- some sites may say Perry Marina but the correct site is the downtown Key West Marina.

We arrived to the dock at 6:15, 15 minutes prior to departure to find an already empty slip. I called at 6:20 to learn that there had been a dock change for that evening, but no effort had been made to contact us by the Tour Operator because we booked through Trip Advisor. I was told that it was because personal contact info was not passed thru from Trip Advisor to the Tour Operator. If this is true, then this Tour Operator should not be bookable on this channel. Clearly they can’t manage their business if they can’t communicate important information like dock charges to customers. Interestingly enough, I did receive an email informing me of the dock change, 5 minutes after my call. Something stinks! We were refunded our money which in no way made up for missing the beautiful sunset sail.

A truly amazing experience The crew were fantastic, attentive and friendly Got to help hoist the sails and the trip was a real sailing experience, not a sailing using the motor Sunset was beautiful Would highly recommend this outing for anyone who specifically wants a real sailing experience

We had a great time, however there were a number of folks who would have benefited knowing that the sail will be sporty😆. Captain and crew were amazing, took good care of us as guests, and our family had a great time!

Great boat and great crew. Perfect way to see the sunset from this historic and gorgeous boat.

This was our second or third trip on the When & if (first sunset cruise). Can beat the combination of classic yacht, Key West waters and awesome hosts / crew. We had a really great evening!