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Key West April Events

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Sailing in Key West

Join us for some Key West April events! Sail with us aboard the schooner America 2.0 as a fun activity while you are in town.  We all know that sailing is a must do in while visiting Key West in the month of April.  Create lasting memories and join us with friends, family or a loved one.  

We are the only Key West tour boat operator that offers a Stargazing Sail and a Full Moon Sail!  Join us for a magical evening sail that is sure to be an epic Key West April event.  

Looking for the thrill of sailing?  Join us for the monthly Wreckers Race sail and race with us to the finish line!  Or are you just wanting to soak up the Florida sunshine, then make sure to join us for an afternoon day sail.  

You can’t go wrong with the classic Key West sunset sail.  Our crew is professional and will treat you like royalty.  

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

Grab your tickets and experience Key West!


Solar Eclipse image of sun with a moon in front of it

Partial Solar Eclipse Viewing Cruise Aboard Schooner America 2.0

April 8th 2024! Sail through the Key West waters aboard one of Key West’s most stunning modern sailboats, the 105 ft Schooner America 2.0. This special sail is only offered once every 241 years! Join us for the partial solar eclipse aboard the Schooner America 2.0.  Schooner America 2.0 features teak decks, mahogany-trimmings, and just under 3600 square feet of canvas! Sit back and enjoy this magical moment.  A solar eclipse happens when the Moon passes between the Sun and Earth, completely blocking the face of the Sun. We will provide you with protective eyewear as it’s important to never look directly at the sun without proper eye protection.

  Duration: 1.5 hrs   Boat: Schooner America 2.0   Cost: $64

Schooner America 2.0 night sailing for a stargazing evening

Starry Night: Guided Stargazing Sail Aboard Schooner America 2.0

Join us aboard the Schooner America 2.0 after the sun goes down, setting the stage for an enchanting stargazing journey unlike any other. As the boat gently glides across the tranquil waters, your guide, a seasoned astronomer, narrates the celestial spectacle unfolding above. Pointing out constellations and tracing the mythology behind their names, they weave together tales of ancient cultures and their interpretations of the stars.

Wrapped in the darkness of the night sky, you marvel at the intricate details of distant planets, shimmering nebulae, and elusive galaxies. Each sighting is accompanied by insightful commentary from your guide, illuminating the mysteries of the universe. It’s an experience that transcends time, leaving you with memories that will twinkle brightly in your heart for years to come.

  Duration: 1.5 hras   Boat: America 2.0   Cost: General Admission $76

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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