Offering our most premium sailing experience, you are sure to create a memory that will last a life time. Step aboard for a classic day sail, sunset sailing, full moon cruise, or one of our special Holiday events. The Schooner America 2.0 is classically designed for a contemporary experience. This is the perfect vessel that offers an elegant atmosphere for you to host a Nautical Wedding, Corporate Outing or Team Builder.
Soak in the sun and join us for an afternoon sail on the emerald green waters of 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.
Soak in the sun and join us for an afternoon sail on the emerald green waters of 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.
Services
Have a specific date you would like to join us for a date night, Anniversary, or Birthday? Check out our online calendar. Sail out into the emerald green waters of Key West and impress your guests. Step aboard the legendary Schooner America 2.0 for a private charter. This yacht is perfect for Corporate outings, Birthdays, Anniversaries, Weddings, Team Building and more.
There are a variety of local restaurants that we partner with to add food to your private event. Please contact us for more details. A 50% deposit is required upon signing our contract. Final adjustments to the headcount may be made and the remaining 50% is due 7 business days prior to the event.
Charter Cancellations: Owner will refund 75% of the total charter amount if cancelled 14 days in advance of the charter date (1/2 original deposit returned).Owner will refund 50% of the total charter amount if cancelled between 14 and 7 days in advance of the charter date (Original deposit is forfeited).
Charter Cancellations: Owner will refund 75% of the total charter amount if cancelled 14 days in advance of the charter date (1/2 original deposit returned).Owner will refund 50% of the total charter amount if cancelled between 14 and 7 days in advance of the charter date (Original deposit is forfeited).
Are you looking to do a Key West private yacht charter aboard a luxury boat for your next company party? Or are you looking for the perfect party boat in Key West? What about planning a destination Wedding? Our boat is a unique event space in Key West for a private boat charter. This certainly is the perfect way to dazzle your clients, employees, friends or family.
Take to the water and fall in love all over again with Key West. Classic Harbor Line provides unprecedented views of modern-day Key West aboard old-world-style yachts. As designer, builder, and operator of classically inspired boats, our guests enjoy day and sunset Sails of the emerald green waters of Key West aboard finely crafted Schooner America 2.0 featuring teak decks, varnished mahogany rails and gleaming brass fixtures.
Classic Harbor Line Key West Crew is the operating the Schooner America 2.0 out of the Key West Bight. Operating sunset sails and day sails on Key West waters since 2008, Classic Harbor Line specializes in bringing beautiful, classic-style yacht to the Key West waterways and creating special and memorable excursions.
Reviews (24)
Aaron McClearnon
Jan 05, 2022
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I’m a sailor at heart with a life time of experience. My wife and I visited Key West and decided to go out with this crew. The boat, she’s a marvelous specimen of American engineering and craftsmanship. Just absolutely the most amazing feel. The crew was all girls that understood the assignment. All sails were hosted, all sheets to the wind. We averaged a 9.7kt cruise speed as the crew served us endless drinks and shrimp cocktails.
Look no further, America 2.0 is the sunset cruise you deserve
Look no further, America 2.0 is the sunset cruise you deserve
Mike I.
Jan 03, 2022
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R. Vaughan
Jan 02, 2022
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W. P.
Dec 31, 2021
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Jess G.
Dec 31, 2021
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Gregory A. House
Dec 24, 2021
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Lynette R.
Dec 16, 2021
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We came to Key West to get married and wanted to take a sunset cruise. I can't say enough about Classic Harbor Line. It was the highlight of our week. The crew was amazing!!! My husband is a sailor and was very impressed. Everyone was extremely professional. The cruise was amazing. It wasn't overcrowded. From the food to the drinks to the kindness shown to the guests, we will definitely be doing this again on our return trip. I highly recommend this cruise to everyone. You could see the kids onboard had an amazing time. If you visit Key West, this is a "must do"!
Don G.
Dec 02, 2021
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Sunny Lingas
Nov 25, 2021
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Very Disappointed with the cruise. Felt like in a elementary school trip. Everyone had an assigned seat. Folks rubbing shoulders against each other. Imagine sitting on a long bench the length of the boat facing out to the sea. Fully packed. (No one wearing masks not even the crew). No room to stand or move. Crew brought drinks and small plates of cheese/veggies. Never been in a cruise like this paying $100 each. On top of that it turned out to be cloudy at the time of sunset - hardly saw sunset....so additional disappointment.
Erica P.
Nov 24, 2021
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Steven Kempkes
Nov 13, 2021
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Spencer Lacy
Apr 06, 2021
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Veronica Lee B.
Dec 01, 2020
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Absolutely our favorite part of the whole trip! Amazing crew! They were so kind and patient. They served us food and drinks. I loved that it was quiet, just the water and the boat. Others going by had loud music and this was the opposite. So peaceful! We watched the sunset and really enjoyed the whole time we were out on the water. They're great at following COVID protocol too!!
Side note: it departs from an area that has a couple of shops and restaurants and a public bathroom. Just a helpful tip!
#BryYelps I went on my first boat! It was amazing. They let me walk around a little and I liked
Side note: it departs from an area that has a couple of shops and restaurants and a public bathroom. Just a helpful tip!
#BryYelps I went on my first boat! It was amazing. They let me walk around a little and I liked
Kevin B.
Nov 20, 2020
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We looked for a good sailing option at sunset and I'm so glad we found this one. An incredible experience! The crew was delightful and served us well. The Covid-19 protocols were well thought out and kept us comfortable with reduced capacity, the crew wearing masks, and a request for all passengers to wear masks when out of their zones. The two hour trip was a perfect amount of time on the water and the views of the sunset from the location northwest of Key West were delightful. This ship is a much calmer time than the competitors we saw at sea and definitely seemed to have better Covid-19
Rebecca
Sep 15, 2020
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I wish there were more stars to give. A top notch sunset cruise on a real sailboat! Totally worth the price & the crew was AMAZING! Several rounds of appetizers & your drink was always full. Crew member Ray was learning the ropes on our trip; the training was professionally given by the other crew members & it was actually very interesting to learn alongside. Thank you again to the crew for the wonderful trip; another item checked off my bucket list!!!
Karen L.
Mar 06, 2020
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David B.
Feb 22, 2020
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Doug L.
Feb 10, 2020
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Cady F.
Dec 24, 2019
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Paula T.
Dec 05, 2019
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Jo H.
Nov 13, 2019
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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 Heather was energetic, funny and both she, and one of her crew, Kayla, added to the wonderful experience. Unfortunately I didn't get the other crew members name, but the all-women crew were just great. We got a brief lesson on do's and don'ts and then left the dock on time. Beer and wine were refreshed often, and we were served with veggies, cheese & crackers and shrimp during our 2 hour excursion. We even saw some dolphins
Jonathan G.
Apr 06, 2019
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Awesome experience! Crew were exceptionally gracious and the ship the Schooner America 2.0 was beautiful. The Captain gave everyone the chance to take the helm once we were out on open waters. The crew was generous with the adult beverages and also prepared a small cheese and fruit plate for each group. My only complaint is that the sail had to end!
Kenneth S.
Mar 27, 2019
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I booked this as part of an impromptu trip to celebrate my wifes birthday. The idea of a sunset tour on a sailing ship fascinated me. What better way to enjoy Key West than aboard a schooner ship while watching the sun set. It couldn't have went any better. The boarding was smooth and quick. Once we cleared the harbor they hoisted the sails and we were off on a serene sail to watch the sunset.
We were treated with ample drinks and snacks to more than satisfy our taste buds. I even had a chance to steer the ship. As an added bonus we were treated to a sailing song by a very talented painter
We were treated with ample drinks and snacks to more than satisfy our taste buds. I even had a chance to steer the ship. As an added bonus we were treated to a sailing song by a very talented painter
Matt P.
Dec 02, 2018
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