Classic Harbor Line - Key West

04/24/2025

"America 2.0 Thank you!
The sunset sail was a wonderful experience. The crew is top notch...kind, attentive, professional and the service was outstanding. The vessel is clean and beautiful. We has so much fun." says Charona on Google

★★★★★ America 2.0 Thank you! The sunset sail was a wonderful experience. The crew is top notch...kind, attentive, professional and the service was outstanding. The vessel is clean and beautiful. We has so much fun.

04/24/2025

"Had a great time on America 2.0. The all women crew were amazing. They were totally trained in sailing and hospitality. Heather sure knows what she doing. Just loved the ship and just made our night." says John on Google

★★★★★ Had a great time on America 2.0. The all women crew were amazing. They were totally trained in sailing and hospitality. Heather sure knows what she doing. Just loved the ship and just made our night.

04/21/2025

Fourth and final race of the season! If you've been putting it off, now is your moment!

Key West Wreckers Race activities on Schooner America 2.0. Key West sail racing for the Wreckers Race Sail, Quantum Racing Week with Classic Harbor Line.

04/21/2025

Joining us this week is special guest, Larry Halstead, local artist and amateur astronomer! Hope to see you there!

Unveil the wonders of the cosmos on a Key West Stargazing Sail aboard Schooner America 2.0 with astronomer Kevin Gallagher for a guided tour of the night sky.

04/17/2025

"We have been on many times and are always impressed. Janet Jade & Lexi are incredible together. They work like a team and it shows. The vessel is always kept very clean and maintained. The knowledge and stories from the crew makes it even more interesting and educational , on top of relaxing . We will continue to support the boat and the crew every chance we get." says Tracy on Google

★★★★★ We have been on many times and are always impressed. Janet Jade & Lexi are incredible together. They work like a team and it shows. The vessel is always kept very clean and maintained. The knowledge and stories from the crew makes it even more interesting and educational , on top of ...

04/17/2025

"Full moon cruise on America 2.0 was an amazing experience. The boat was beautiful and the crew was top notch. 10/10 would recommend!" says Victoria on Google

★★★★★ Full moon cruise on America 2.0 was an amazing experience. The boat was beautiful and the crew was top notch. 10/10 would recommend!

04/16/2025

"What a great experience! My family and I went for a 1.5 hour afternoon sail and had a great time. It was fun watching the crew operate the vessel and even getting to participate in it a little. The deckhands really seemed to enjoy their job and were great to work with and talk to." says Jake on Google

★★★★★ What a great experience! My family and I went for a 1.5 hour afternoon sail and had a great time. It was fun watching the crew operate the vessel and even getting to participate in it a little. The deckhands really seemed to enjoy their job and were great to work with and talk to.

04/15/2025

Enjoy your holiday in Key West with an Easter sail aboard Schooner America 2.0! Sip on mimosas, dine on a delicious brunch, and glide effortlessly along under full sail.

04/10/2025

"Best experience ever!!" says Baglivo on Google

★★★★★ Best experience ever!!

04/10/2025

"Amazing crew, excellent sailing, great refreshments …I’d do it again!" says SHEL’S on Google

★★★★★ Amazing crew, excellent sailing, great refreshments …I’d do it again!

04/09/2025

"Love it!!! The crew was absolutely amazing! They educated us on the boat and answered all questions we had. So attentive to our children and their questions. We will be back! If you’re looking for a family boat trip this is the one! Trust me you will NOT be disappointed." says Ebony on Google

★★★★★ Love it!!! The crew was absolutely amazing! They educated us on the boat and answered all questions we had. So attentive to our children and their questions. We will be back! If you’re looking for a family boat trip this is the one! Trust me you will NOT be disappointed.

04/07/2025

Join us for our latest late-night experience: Follow the Mermaid in collaboration with Follow The Rabbit Bar on April 18th!

04/04/2025

Full Moon Sails next week!

04/04/2025

"This trip was the highlight of our trip to Key West. We had a beautiful evening sunset sail and our Captain Janet and her crew were so fun." says Bess on Google

★★★★★ This trip was the highlight of our trip to Key West. We had a beautiful evening sunset sail and our Captain Janet and her crew were so fun.

04/03/2025

"The sunset cruise was awesome! Highly skilled crew. Beautiful boat that is extremely stable and smooth. The cruise was peaceful and lovely to watch the sunset from." says Heidi on Google

★★★★★ The sunset cruise was awesome! Highly skilled crew. Beautiful boat that is extremely stable and smooth. The cruise was peaceful and lovely to watch the sunset from.

04/03/2025

"Great trip. Crew were amazing. Would definitely recommend to anyone!" says Rocky on Google

★★★★★ Great trip. Crew were amazing. Would definitely recommend to anyone!

03/31/2025

Join us for an evening on the water for a Key West Ghost Tour aboard the Schooner America 2.0 with Classic Harbor Line

03/25/2025

"The staff made the difference on this trip. Boat was great and very comfortable. Seating was planned and they left plenty of room so you weren't sitting on top of others. But as I said the staff made the most difference from the other options. They were friendly, fun and very accommodating. The free beverage selection was good and horderves were tasty. Crew served everything up so you never even had to get up. I had some.." says Deborah

The staff made the difference on this trip. Boat was great and very comfortable. Seating was…