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Key West February Events

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Wreckers Race in Key West

February in Key West is a vibrant blend of sunshine, sea breeze and festivities.  Our Key West February events are truly one of a kind. This month is the mark of the beginning of high season for tourism! Join us for some Key West activities in the month of February.

We know that love is in the air during the month of February with Valentine’s Day being the highlight.  Join us aboard the Schooner America 2.0 for a romantic Key West Valentine’s Day Champagne Sunset Sail. Glide through the sparkling clear waters, as you sit back with your loved one and let our crew cater to you. 

Schooner America 2.0 is by far one of the best activities in Key West to do in the month of February. There is something for everyone for Key West February events whether you want to soak up the sun for an afternoon day sail to catch some wildlife or have a romantic evening on the water for a magical sunset sail, you are sure to create lasting memories. 

Want to get the thrill of racing aboard a sailboat? Look no further, the schooner America 2.0 participates in the monthly Wreckers Race. This experience is a favorite among the locals. Everyone with a sailboat joins out in the water to race 7 miles from Key West Harbor to Sand Key! Schooner America 2.0 is known for its speed, so join us for this exhilarating Key West sailing experience. 

Make sure not to miss our peaceful Full Moon Sail.  After all, this sail is one of the most relaxing experiences Key West has to offer.  Set sail out of the Key West Bight and embark on a journey into the ocean under a sky full of twinkling stars and the bright full moon. 

Don’t miss out on these Key West activities in the month of February!  We look forward to hosting you when you are in town. 

Grab your tickets and experience Key West!


a couple being served Champagne on a Key West Valentine's Day Sunset Sail

Champagne Sunset Valentine’s Day Sail

Join us for our Key West Valentine’s Day Sunset Sail aboard the Schooner America 2.0!  This is a day to celebrate your loved one.  So spend Valentine’s Day in Key West aboard our elegant Schooner. It truly is the perfect way to show your love and appreciation. Sail through Key West with a glass flute of French champagne in hand and cruise aboard our classic boat for an evening of elegance.  Watch the sun dip beyond the horizon.  Snuggle up with your loved one to celebrate your love for each other.  Reflect on your relationship aboard this Valentine’s Day cruise.Our professional crew will cater to your every need. We will wine and dine you and make you feel like royalty. Key West sailing is a magical way to capture a moment in time.  So what better cruise to do this on then the Key West Valentine’s Day Sunset Sail.  This magical Key West sunset sail will take your breath away and your loved one will be swept off their feet all over again. (Call us directly to save 6% online processing fee)

  Duration: 2 hrs   Boat: America 2.0   Cost: $136

Key West Day Sailing

Classic Day Sail aboard Schooner America 2.0

It is true! When in Key West you must soak in the sun while you do some classic Key West day sailing. We think the best way to spend an afternoon is to take to the water on the Schooner America 2.0 for a Key West Day Sail! Named after the first boat to win the America’s Cup in 1851. Our stunning 105-foot sailboat features teak decks, mahogany trimmings, and ample seating. There is over 3,600 square feet of sail that will propel you smoothly through the crystal green waters of Key West. We boast a full bar on board which is available for credit card purchase. Soda and water are complimentary. Guests are encouraged to bring aboard their own picnic lunch! (Call us directly to save 6% online processing fee)

  Duration: 1.5 hrs   Boat: America 2.0   Cost: Adult $56 | Child $26

A large schooner sailing in Key West with the sun peaking through the sails for a 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 and passed hors d’oeurves- veggie crudite, cheese and crackers, and shrimp cocktail. There is a cocktail bar on board for purchase. 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 $104 | Child $36

Stern of the schooner America 2.0 with the sails raised and the Captain Turned around waving while sailing for a Key West Wreckers Race

Wreckers Race aboard Schooner America 2.0

All hands on deck!  If you enjoy a good sailboat race, it is an absolute must for you to sail on board the Schooner America 2.0 for the Key West Schooner Wharf Bar Wrecker’s Cup Race! 

A little history…back in the days of old Key West, ships from afar often ran aground on Sand Key Reef. When all the scallywags in Key West heard there was booty to be had, they jumped in their boats and raced to the reef. The first one there could claim the ship’s cargo! Arrggh!

Today, we celebrate this Key West tradition annually with a set of monthly races from January to April. It all starts with the firing of the cannon at 1:00 PM.  Enjoy the excitement aboard Schooner America 2.0 as we race to defend our title of fastest schooner in Key West!

One round of beer, wine, champagne, and a boxed lunch are complimentary with your ticket purchase. Purchase a Beverage Package during the booking process, or additional drinks for credit card purchase while on board. (Call us directly to save 6% online processing fee)

  Duration: 3 hrs   Boat: America 2.0   Cost: Adult $96

Schooner America 2.0 sailing in the night for a Full Moon Sail!

Full Moon Sail Aboard Schooner America 2.0

Sail through the Key West waters by full moonlight on this romantic Full Moon sailing adventure aboard one of Key West’s most stunning modern sailboats, the 105 ft Schooner America 2.0. This special sail is only offered for a limited time every month! Ticket price includes 1.5 hours of sailing, complimentary soft drink, and water. Drinks and snacks available for purchase. Pro Tip: Call us directly at 305-293-7245 to avoid the 6% online processing fee.

  Duration: 1.5 hrs   Boat: America 2.0   Cost: Adult $68 | Child $36

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