Classic Harbor Line – COVID-19 UPDATE
Key West, FL

Sunset Sails/Cruises

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Sunset Sail In Key West

Your Key West vacation is not complete without experiencing a sunset sail! And what better boat than the Schooner America 2.0. From her experience and professional crew to her comfortable and spacious seating, we think Schooner America 2.0 is the best sunset sail our little island has to offer! Join us for a Key West sunset sail aboard the legendary Schooner America 2.0, and make memories to last a lifetime!

Key West is famous for its sunset, and there is no better way to watch this stunning phenomenon than aboard the luxurious Schooner America 2.0.  Enjoy some smooth sailing with a glass of complimentary champagne in hand and the wind in your hair for a Key West sunset cruise to remember.

Above all, our crew will cater to your every need on this Key West sunset cruise. Leave the hard work to us as we allow you to sit back, relax and enjoy cruising through the emerald green waters. 

On this boat ride, there is even a chance you may get a glimpse of the “green flash” as you watch the sun dip below the horizon. 

Not only is a Key West sunset sail aboard Schooner America 2.0 magical, but it is the most romantic and peaceful sail we have to offer. This Key West sunset sail will not only create a memory that will last a lifetime, but it will keep you coming back to Key West over and over again. 

Key West Sunset Sail

Key West Sunset Sail on Schooner America 2.0

Enjoy the best sunset sail in Key West on the Schooner America 2.0!  Take in the vibrant colors of Key West’s famous sunset as you sip complimentary champagne.  On this Key West Sunset Cruise you will magically glide through the crystal clear surrounding waters whilst being taken care of by our professional and friendly crew.

This two-hour Key West sunset cruise features complimentary champagne, wine, beer, soft drinks, and water. Guests are encouraged to bring their own picnic! Sit back and relax while Schooner America 2.0 plies effortlessly through the turquoise green Key West sailing waters and off towards the horizon for the quintessential Key West Sunset experience! (Call us directly to save 6% online processing fee)

  Duration: 2 hrs   Boat: America 2.0   Cost: Adult $96

Key West Valentine's Day Sunset Sail

Champagne & Aphrodisiacs Valentine’s Day Sail

This Valentine’s Day, take to the water and fall in love all over again. Join us aboard Schooner America 2.0 on a Key West Valentine’s Day Sunset Sail.  This is an unforgettable sunset sail that will tickle your taste buds and create a memory to last a lifetime. Celebrate this Valentine’s Day with your special someone on our Champagne and Aphrodisiacs Pairing Sunset Sail.

Our crew will cater to you as you sail through the beautiful turquoise green waters aboard the Schooner America 2.0.  You and your loved one will be able to take in all the romance that this Key West Valentine’s Day Sunset Sail has to offer. We will  treat you to a delicious pairing menu that is sure to entice.  The menu consists of hors d’ oeuvres expertly paired with champagnes and sparkling wines from around the world! So look no further and join us for a romantic evening on the water. (Call us directly to save 6% online processing fee)

  Duration: 2 hrs   Boat: America 2.0   Cost: $186

Key West Full Moon Sail

Full Moon Sail Aboard Schooner America 2.0

Let us take your breath away with a Key West Full Moon Sail.  A truly magical way to experience Key West is to take to the waters by full moon light! This is the most romantic, moonlight sailing adventure that is yours to be had aboard Key West’s most stunning sailboat.  Our 105-foot wooden schooner, America 2.0 is the most elegant schooner in town.  Sit back and relax with us on this Key West Full Moon Sail while cruising through the evening. Basking in the golden moonlight that dances on the night waters you are sure to have a memorable event. You will enjoy complimentary beer, wine, champagne, soda, and water. We encouraged you to make the most of the event by bringing aboard your own picnic! (Call us directly to save 6% online processing fee)

  Duration: 1.5 hrs   Boat: America 2.0   Cost: Adult $56