Verified Traveler Reviews

Reviews of Sunset Sail Aboard the Historic When and If

The captain and crew very knowledgeable and personable. The schooner is beautiful and well maintained. The cheese and nut tray was perfect. The captain made sure that all onboard had a wonderful view of the sunset. A truly enjoyable evening.
John A.
about 5 years ago
Awesome Sunset
Schooner was beautiful. The staff was friendly and the sunset was amazing. Seas were a bit rough on our trip, but the crew was attentive offering warm towels and blankets after we got splashed by a few waves.
Jan M.
about 5 years ago
Sunset on When and If
Wonderful time chatting with Captain Jack and enjoying the magical atmosphere of a sunset off the coast of Key West.
Jacob D.
about 3 years ago
Great Sunset Sail
Great Sailing experience. The crew was friendly and engaging and provided a full sail ship experience. All of the guests were friendly and made the whole experience even that much better! Will definitely do it again!
Jerome W.
about 2 years ago
Fantastic trip
Crew was excellent - seas were high!
William H.
about 2 years ago
Really enjoyed the Sunset Sailing! The crew was fantastic and very informative! Everyone should take this at least once!
Mitzi T.
about 5 years ago
Great sail- super friendly crew!
We loved our 2 hour sunset sail with Kayla as our captain! She is so knowledgeable and has had fascinating tales to tell about her sailing life. Highly recommended!
Craig R.
about 3 years ago
This was an incredible experience!! We had the BEST time! The crew was amazing. I would highly recommend this to everyone. PLEASE go on this cruise.
Rhonda C.
about 5 years ago
Sunset sail
Loved getting a taste of real sailing on this amazing schooner. Captain and crew were skilled and attentive. A perfect way to enjoy the wind and sunset while in Key West. Would love to take a long trip on the When and If!
Stacey J.
about 3 years ago
Sunset sail
Excellent experience with Chelsea and her crew! Would recommend this to anyone looking for a great time!!
Tina F.
about 3 years ago
Awesome boat and crew!! Great stories with the captain! Amazing cheese and crackers with awesome red wine!!! Would definitely book the When and If again!!!!!!
Michelle B.
about 5 years ago
Beautiful Key West Sunset
Loved the boat and the crew. Great experience.
Amy M.
about 3 years ago


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