Mid day or Sunset cruise, 2 hours. $80 each, drinks and buffet inclusive. Big, Fast, Comfortable. Sailing probably at it's finest. Service top notch. Must do, simple as that.

Sailing on the America 11 is always a treat in Key West. I would suggest in the future, during Wreckers Race events, you better plan the serving of lunches. Either wait until the completion of the race to serve or offer lunch. Probably better to go back to box lunches. Also, try not returning to the "Barn" in such a... More

Beautiful sailing vessel, sunset sail was great! Very well organized. Crew was wonderful and very effecient and friendly. We were impressed as how organized they were to give out beverages and then attending to the rigging of the sails. We felt that the Captain kept us very well informed about the vessel while sailing. Everyone in our group was very... More

Super Snorkeling and Kayak day with the crew - nice boat, good snacks, and great people. They took extra care helping my 77 year old Dad into the kayak and out, and he had a super time because of it! Thanks!

It was our second trip with Classic Harbor Line. Both times we took sunset sail cruises around Christmas time and were tremendously happy. A picture is worth a thousand words and I am including two. The crew is very friendly. The booking was done very easily through their internet website.

My lady and I decided to do a sunset cruise... many options here in Key West.... I decided on the Americas 2. I made the right decision. From the lady who helped me on the phone to the on-board experience... this was a great evening... your staff are well trained, courteous and right there when we needed something.... they were... More

We ended up on the America due to mechanical issues on the Western Union -boy are we glad we did. It was just awesome. The America is considerably faster than any other schooner in key west. We traveled many more nautical miles than other sunset cruises. The captain and crew were efficient and personable. Anyone that wanted to was given... More

We can't say enough about how wonderful this sunset cruise is. The Captain and crew are professional, experienced, friendly and accommodating. We had a beautiful sail out of the harbor and into the Gulf of Mexico. The boat is lovely and it is a fabulous sailing experience. The wine and appetizers are a pleasant addition to the sail and the... More

We had a fantastic afternoon aboard the America 2.0 out of Key West. My husband is an avid sailor and the captain turned over the wheel to him - and whoever else wanted to give it a try - for a good long time. Fortunately we had fabulous weather and wind, making for a great afternoon. Quite reasonable too -... More