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Key West January Events

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Wreckers Race in Key West

We love January in Key West. Some of the best Key West January events take place aboard our stunning schooner! Sail with us aboard the Schooner America 2.0 for one of our special events.  Or join us for a daily Key West Sunset Sail or Key West Day Sail!  

Sail with us aboard the Schooner America 2.0 for the famous Key West Wreckers Race! This experience is an exhilarating race among the boats in Key West. Batten down the hatches and hold on to the rails! We will take you for a race you will never forget. During the Wrecker’s Race, or any of our Key West sailing experiences, enjoy the best hospitality and incredible service from our friendly crew!

Join us on the open ocean aboard the Schooner America 2.0 on a stunning Full Moon sail! A Key West Full Moon sail is sure to give you a new perspective of the beauty in the world. Enjoy this peaceful night sail in Key West with a complimentary charcuterie plate and two drinks included.

There are many reasons to join us for an afternoon of sunshine during a Key West Day Sail aboard classic Schooner America 2.0. Get a chance to sail alongside Key West dolphin pods, see Key West birds, turtles, manatees, and other Key West wildlife during your sailing experience. Key West locals and visitors alike can’t go wrong with enjoying a magical Key West Sunset Sail aboard the Schooner America 2.0!  

Grab your tickets and experience Key West!


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, two alcoholic beverages, complimentary soft drinks, and water. Pro Tip: Call us directly to avoid the 6% online processing fee.

  Duration: 1.5 hrs   Boat: America 2.0   Cost: Adult $64 | Child $36

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

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

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

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