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Classic Harbor Line: Key West Dedicated to providing the most perfect hospitality and sailing experience one could find in Key West, Classic Harbor Line hopes for the privilege of escorting you on a breathtaking excursion aboard the most elegant vessel in the local Key West fleet: Schooner America 2.0. While visiting Key West, Florida you will find a number of land and water-based activities. However, a classic schooner sail, whether it be a day sail or sunset sail, is well known to be the quintessential Key West activity t... read more
202 William St, Key West, FL, 33040, United States
Get directionsWeekday | Schedule | Status |
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Mon | 9:00 a.m. to 9:00 p.m. | |
Tue | 9:00 a.m. to 9:00 p.m. | |
Wed | 9:00 a.m. to 9:00 p.m. | |
Thu | 9:00 a.m. to 9:00 p.m. | |
Fri | 9:00 a.m. to 9:00 p.m. | |
Sat | 9:00 a.m. to 9:00 p.m. | |
Sun | 9:00 a.m. to 9:00 p.m. |
Awesome experience! Sail was awesome, went out several miles and experienced sailing for the first time. Would highly recommend!!
Business response:
Thank you, Kevin! We're honored that you chose us for your first sailing experience. We hope to welcome you aboard again in the future!
Our sun set champaign cruise on America 2.0 was the highlight of our trip to Key West. The entire crew were amazing, they never stopped taking care of us while also doing all their duties. I highly recommend sailing with them, I will the next time I'm in Key West, you should too.
Business response:
Hi Doug, thank you so much for this amazing review and for recommending our company. We look forward to sharing another sunset with you in the future!
This was the most amazing excursion! The staff was amazing, very friendly, and helpful. The service was extraordinary and they did all this while also performing some hard labor getting those sails up. You won’t find a better crew and beautiful vessel to sail upon. The choice is up to you, but you’d be wrong to miss this opportunity if you’re in Key West.
Business response:
Hi Kara! Thank you so much for this great review and for recommending us! We love to hear that you had a wonderful sailing experience with us and we greatly appreciate your compliments to our crew. We hope to welcome you aboard again in the future!
My husband and I enjoyed a wonderful sunset cruise with Classic Harbor Line in February, complete with interesting stories from the crew and tasty food and beverages. Beautiful way to pass the time and enjoy being out on the water.
Business response:
We are glad you enjoyed your sail with us. February is a great time to visit Key West. Hope you'll join us again on your next trip.
We went out last night (3/7/25) for the first ever Haunted Seas: Nautical Superstitions & Key West Ghost Stories cruise aboard Schooner America 2.0. The storytelling by Dan from Ghost Key West was phenomenal! It was super cool to be out on the water at night with only the light from the moon and the stars. We were lucky enough to see a shooting star and had a visit from some playful dolphins! Captain Rae, "Pirate Brad," Victoria, Chelsea, Dan, and Heather were awesome! I am looking forward to the next ghost cruise!
Business response:
Thank you for sharing our very first Ghost sail on America 2.0, we are so excited to add this to our sailing options. The shooting star and dolphins were spectacular!! Thanks for the 5-star review and we hope to see you on next month's cruise
America 2.0 is Wonderful Yachting Time Machine racing back to 1851. Captain Rae (Penn State Grad) and crew Brad, Lexi & Victoria we’re quite welcoming. Plus Capt Rae SHARED the HELM!
Business response:
We're happy to hear you enjoyed your experience on America 2.0 with Captain Rae and the crew. Thank you for sharing your review!
This was a fantastic trip! Crew was superior and friendly! Wanted to make it the best experience! Enjoyed helping raise the sails and the team worked together to make it a fantastic sunset trip!
Business response:
We are so glad you enjoyed your sail and even participated in it! Providing our guests with the best experience possible is one of our top priorities. Thank you for your wonderful feedback and recognition of our crew.
Excellent Experience. The crew was great, the views were great, the drinks were great. We didn't realize there was going to be hors d'oeuvres as well, which was a fun surprise. We got lucky and saw a pod of dolphins while we were out. Highly recommended.
Business response:
Thank you for your review. We are thrilled to hear about your excellent experience with us.
What a great champagne sunset cruise! The appetizers were delicious and the crew was fantastic! Highly recommend this activity when you’re in Key West.
Classic Harbor Line Key West has a 5 star rating with 611 reviews.
Classic Harbor Line Key West is closed now. It will open tomorrow at 9:00 a.m.