Classic Harbor Line Key West Activities

Absolutely love this sailboat. America 2.0. Just gliding over the ocean at Sunset, doesn't get much better. Comfortable seating. Plenty of drinks and...

We joined the daytime sail of the America 2.0 schooner and it was amazing! Thanks to Heather, Jim and Josh for the hospitality and super exciting trip....

I have done several sunset cruises in Key West - the one on the America 2.0 has been the best so far, and the bar was quite high to start with! Captain...

We had a fabulous sail with our all female crew of Amber Heather and Mary! Very fun and knowledgeable as well as excellent sailors! The boat was gorgeous! The allotted time went way too fast...We will certainly go out again on next trip to the Keys!

Wonderful experience sailing with this all female crew under the guidance of Captain Amber...cheerful, knowledgeable and welcoming ... they taught us safety and all about the coral reef!

Highly recommend! The crew was professional and just a lot of fun. The boat is spotlessly clean. I have never sailed. This was a great introduction. I enjoyed every minute. I wish I could remember the names of the crew who worked with Captain Ron. They deserve a shout out!!! Smart women, passionate about their work. And did I say fun????

Can not say enough about our trip and crew! They were awesome!! Planning on going again next time we come back!

So glad we decided to do this!! So beautiful, all female crew were amazing!! The free drinks and snacks were great! We would highly recommend

Another excellent sailing adventure. From the ease of on-line ticket purchase, speed of ticket booth check-in and organized boarding, you are then ready for a wonderful sunset sail. Captain and crew knew their stuff. Weather was a 10 and I am one of the lucky ones who actually saw the green flash! That is NOT a myth. Have been on the boat before and highly recommend it. Note: do get in line at boat slip early - after obtaining tickets and checked in - it enables you to get a good seat!